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Chesterton Holiday Homes

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    Don't let other travellers get your favourite Chesterton area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 78 Rentals in Chesterton
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    5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool1 / 16
    (1)Excellent
    Chesterton
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    The following rentals are within 25 kilometres of Chesterton.
    My Blue Heaven1 / 22
    (2)Very good
    Michigan City
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    On the beach with rooftop Great VIEWS!! Lake Michigan in your Back yard1 / 40
    (10)Very good
    Michigan City
    3 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Southern Belle1 / 14
    (7)Very good
    Michigan City
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Balcony
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2018
    The location is in easy walking distance to the pool and beach. This is a lovely family friendly home with ample space and layout for everyone to interact, enjoy the amenities...
    Reviewed 25 June 2018
    We have rented several other houses in the area. By far, this one was the nicest of them all. The owner was easy to work with so a great experience all around.The weather was...
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    About this property
    Warm cozy constructed lake house 'Southern Belle' - located in the beautiful Beachwalk Resort community in Michigan City, Indiana. Five bedrooms and 4 1/2 bathrooms. Home can accommodate up to 14 adults with beds and dining. This home has two master bedrooms. The larger master is located on the...
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    Michigan City, Indiana 46360
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Beautiful apt. across from Lighthouse Mall1 / 13
    (13)Excellent
    Michigan City
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2017
    Four families rented the entire house for a long weekend, it is absolutely adorable and very clean. Each family was able to have their own apartment making it very nice to have...
    Reviewed 11 September 2016
    Darlene was great! We were so happy to finally find a place that allowed us and our two dogs to enjoy the nearby dog beaches. It was very hard to find a nice place that would...
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    About this property
    Charming upstairs apartment. Has a full kitchen, dishwasher, breakfast bar, queen size bed etc. We are located directly across the street from the Lighthouse Outlet Mall. This mall has 120 stores, great shopping, people come from all over the country to shop. If you stay with us you will have an...
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    Michigan City, Indiana 46360
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Blueberry Cottage1 / 11
    (4)Excellent
    Michigan City
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Children's Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2017
    The blueberry cottage is the perfect getaway from the everyday! Close by to so many fun activities! Affordable and beautifully maintained property in Beachwalk!
    Reviewed 26 September 2016
    We loved staying in the beautiful Blueberry Cottage! Matt was very helpful answering all our questions about the area, bike trails, distance to the beach, and train schedules to...
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    About this property
    OPENING IN MAY 2016! New warm cozy lake house in the beautiful Beachwalk Resort community in Michigan City, Indiana. Two bedrooms and 2 1/2 bathrooms with basement. Kitchen furhishing are hig quality with stainless steel appliances, granite countertops, fireplace and hardwood floors in main area...
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    Michigan City, Indiana 46360
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beautiful  apt next to Lighthouse Outlet Mall1 / 16
    (25)Excellent
    Michigan City
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2017
    Four families rented the entire house for a long weekend, it is absolutely adorable and very clean. Each family was able to have their own apartment making it very nice to have...
    Reviewed 30 August 2017
    The place was beautiful and clean. Was very impressed liked that it was close to lighthouse mall and beach plenty to do planning on staying again.soon. Diane
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    About this property
    Charming apartment open concept. Has a full kitchen, dishwasher, breakfast bar, queen size bed/couch and complete turn-key for your stay. Wonderful lWe are located directly across the street from the Lighthouse Outlet Mall. This mall has 120 stores, great shopping, people come from all over the...
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    Michigan City, Indiana 46360
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Gary
    6 Bedrooms, 4 Bathrooms, Sleeps 30 Quick View
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    • Air Conditioning
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ONLY Luxury Elite Vacation Rental in Indiana as rated by Andrew Harper, LLC, the premier luxury travel rating service! Villa Santorini, only 40 minutes from Chicago, sits atop a 60 ft private dune, borders the IN Dunes National Lakeshore, and has direct beach access. This 6000 sqft year-round...
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    Gary, Indiana 46403
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 30
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    Mint Julep1 / 9
    (5)Very good
    Michigan City
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Washer
    • DVD Player
    • Balcony
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2017
    The home was cozy. The community is family friendly, and has all of the classic summer amenities. My daughter, her friends, and many other kids found the smooth community drive...
    Reviewed 26 June 2017
    Very clean with nice finishes, and perfect size for my teen and I. I didn't see photos of the master bath, but upon arriving was pleasantly surprised that it had been recently...
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    About this property
    Warm cozy lake house in the beautiful Beachwalk Resort community in Michigan City, Indiana. Two bedrooms and 1 1/2 bathrooms. All finishings and decor are of the highest quality with stainless steel appliances, granite countertops, fireplace and hardwood floors throughout. All small appliances,...
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    Michigan City, Indiana 46360
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lighthouse apt. Great location right by Lighthouse Outlet Mall See the Sale!1 / 16
    (22)Excellent
    Michigan City
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Porch
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2018
    Lighthouse apartment has a great location to shopping, beach and restaurants. You can easily walk to eat and shop. The beach is a 5 minute drive away! We loved the location...
    Reviewed 11 July 2018
    My husband and I stayed here for 3 days and loved it! The location is perfect and walking distance to almost everything!! The house was clean and stocked with water and pop when...
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    About this property
    Charming apartment upstairs. Has a full kitchen, dishwasher, breakfast bar, queen size bed/couch,loveseat and complete turn-key for your stay. We are located directly across the street from the Lighthouse Outlet Mall. This mall has 120 stores, great shopping, people come from all over the...
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    Location Information
    Michigan City, Indiana 46360
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Gary
    6 Bedrooms, 5 Bathrooms, Sleeps 29 Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 6000sqft Miller Beach Dream Retreat Entire Compound is a Five-Star luxury oasis, only forty minutes from Chicago, is a private, secluded, spa-quality, ultimate beachfront getaway right on the Indiana Dunes National Lakeshore. This year-round Beach Retreat is one of the most luxurious vacation...
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    Gary, Indiana 46403
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 29
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    Gary
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Addition at Villa Santorini is the newest luxury offering with direct beach access from Miller Beach Vacation Rentals. Featuring stunning interiors, soaring ceilings on two levels, gourmet kitchen and custom wet bar, high end furnishings and appliances, spacious two story outdoor living space,...
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    Gary, Indiana 46403
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Lighthouse Apartment Rental1 / 16
    (22)Very good
    Michigan City
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2018
    We love to stay at this place. Owners are wonderful. Apartment is cute and clean. This place is in walking distance of the mall. It’s also close to the Blue Chip Casino. We love...
    Reviewed 15 June 2018
    Very cute, very convenient and very comfortable!!!!! My girlfriends and I had a marvelous time. It's steps away from the discount mall and walking distance to the lake!
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    About this property
    This 2 bedroom apartment has a large kitchen, living room, 2 bedrooms and a bathroom. It has a queen size bed in one room and 2 twin beds in the other room. We are located directly across the street from the Lighthouse Outlet Mall. This mall has 120 stores, great shopping, people come from all...
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    Location Information
    Michigan City, Indiana 46360
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    View of the lake from 2 decks - Lakeshore Dr 6br!1 / 24
    (3)Excellent
    Michigan City
    6 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Ocean Views
    • Wi-Fi
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2017
    We had a wonderful stay at this property. The owner was very accommodating and easy to reach even during the booking process especially if we have questions or need...
    Reviewed 30 October 2016
    Nice quarter with view of fancy houses, lake Michigan, and Chicago's largest buildings from across the lake. Plenty of room in the house, nice to have an equipped kitchen, T.V...
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    About this property
    This vacation home is on a sand dune directly on Lake Shore Dr, across the street from the beach access path to Lake Michigan. Wake up to views of Lake Michigan. Step out onto the 2nd floor deck off the master bedroom and have a cup of coffee as you gear up for a great day at the beach! There is a...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 15
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    Gary
    4 Bedrooms, 4 Bathrooms, Sleeps 19 Quick View
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    • Internet Access
    • Washer
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 5000 sqft Main House at the Miller Beach Dream Retreat is a Five-Star luxury oasis, only forty minutes from Chicago, is a private, secluded, spa-quality, ultimate beachfront getaway right on the Indiana Dunes National Lakeshore. This year-round Beach Retreat is one of the most luxurious...
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    Location Information
    Gary, Indiana 46403
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 19
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    Guest House in Private Gated Nudist Community1 / 2
    (2)Excellent
    Valparaiso
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • Grill
    • Sauna
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2017
    Let me start off by saying this is a great place to come if you're a first timer. The wife was a little apprehensive about being nude around other people ,but she warmed up...
    Reviewed 23 June 2017
    I have visited numerous other nudist communities but Lake of the Woods Club was by far the best. The guest house we stayed in had everything we could have wanted, and the hosts...
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    About this property
    This guest house is located on private property inside Lake O the Woods Club. The oldest continually operating Nudist Club in the United States. You will have access to 203 private acres with hiking paths, a 27 acre lake, heated pool, 12 person hot tub and sauna. Very private, this is the perfect...
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    Location Information
    Valparaiso, Indiana 46383
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Portage
    9 Bedrooms, 6 Bathrooms, Sleeps 42 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Santorini and the newly completed Addition offer nearly 8000 sq ft of luxury living space including 9 bedrooms and 6 baths, 5000 sq ft of outdoor living, 5 wet-bars, 3 wood-burning stoves (seasonal) and premium accommodations for up to 42 guests. Villa Santorini, the ONLY Luxury Elite...
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    Portage, Indiana 46403
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 42
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    4BR 3BA Short Walk to Beach - New Furnishings 8/151 / 28
    (4)Excellent
    Michigan City
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Balcony
    • Air Conditioning
    • Terrace
    • Parking
    • Outdoor Dining Area
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 January 2018
    We had a nice vacation - the house had everything we needed, and was bigger than we expected. The beach is a short walk.
    Reviewed 24 January 2018
    The house was clean and comfortable, perfect for our group of 12 people. The beach was beautiful, it was a short walk to the woods to Lake Shore Dr, which led to the beach. We...
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    About this property
    Our Sheridan Beach vacation home is newly renovated, completed in mid August 2015. We put in a brand new kitchen with hickory cabinets, quartz counter tops, and a butcher block island. The kitchen is open to the living and dining area, which provides a nice open area for your group to gather! There...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Il Giardino1 / 18
    (1)Very good
    Michigan City
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Private Garden
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2017
    Great week in Michigan City visiting with friends and relatives. This location was perfect with easy access to everything we wanted to do and see. Owner was easily to work with...
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    About this property
    Convenience and accessibility are among many reasons to consider vacationing at 'Il Giardino.' The home is situated approximately one mile from the lake, (10 minute drive)set in a tranquil landscaped backdrop made up of firs, flowering shrubs, and a waterfall feature. Courtesy parking passes are...
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    Michigan City, Indiana 46360
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Gary
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Internet Access
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Miller Beach Dream Retreat Guesthouse is a private, year-round, beachfront getaway right on the Indiana Dunes National Lakeshore and only forty minutes from Chicago. * Open floor plan with Great Room and Kitchen, dining for 6, bath with jetted tub, private entrance and deck with Weber grill *...
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    Location Information
    Gary, Indiana 46403
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Charming Lake Michigan Bungalow, sleeps 121 / 29
    (1)Excellent
    Michigan City
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Parking
    • Grill
    • Private Garden
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    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2018
    This house was very close to the beach. A 5 minute walk. The house was very clean. We really enjoyed the screened porch. Ate most of our meals there. Had all dishes and...
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    About this property
    2000+ square ft home located a short 4 minute walk to a private beach. Main floor includes eat-in kitchen, family room with queen size Murphy bed, full bath, and a bedroom with a Queen sized bed. Dramatic upstairs has a loft with a queen sized bed, and two additional sleeping areas with 3 twin size...
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    Michigan City, Indiana 46360
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Sun King--Brand New 6th Full Bathroom!--Huge Beautiful Home1 / 39
    (19)Excellent
    Michigan City
    7 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    • Children's Pool
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Washer
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 September 2018
    I'm not much of a review guy, but I felt compelled to do so with this place. My family and 3 others ( a total of 8 adults & 10 kids) decided to get away for a weekend, so I...
    Reviewed 24 September 2018
    This is the second year my family, friends and I have booked this home in Beachwalk. We cannot say enough wonderful things about the space, as there is plenty of room to move...
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    About this property
    Beachwalk Resort is an award winning beach community located right next to the Indiana Dunes National Lakeshore on one of Lake Michigan's most beautiful stretches of beach. Sun King, and the included coach house The Jester, combine to create one of Beachwalk’s largest properties, complete with 7...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 24
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    Moondance--Huge Open Concept in Central Beachwalk1 / 36
    (16)Excellent
    Michigan City
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Children's Pool
    • Wi-Fi
    • DVD Player
    • Washer
    • Housekeeping Included
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    In warm weather the beech is close and the pool is beautiful. On cooler days the shopping mall and cute town are close by. The condo itself is well appointed and spotlessly...
    Reviewed 4 weeks ago
    Moon dance is a beautiful, spacious home suitable for a large group. It is spotless with up-to-date furniture and appliances. The layout is perfect for large groups, cooking...
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    About this property
    Located in the acclaimed Beachwalk resort community in the Indiana Dunes on Lake Michigan, just one hour from Chicago, this house ('Moondance') and its perfect central location is a Beachwalk favorite. Unique among Beachwalk homes, Moondance has an open floor plan with a stunning cathedral ceiling...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
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    Michigan City
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Entering the cool grey and white color scheme of Irish Mist evokes one thing – driftwood. The dried out pieces of wood you find on the beach hardened by water and wind, lightened by the sun. Enter the cottage from your front porch into the great room with an inviting, overstuffed sectional sofa...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Michigan City
    3 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Although you may want to spend most of your time at the beach, the home has some great features for you to enjoy as well. Freshly painted interior and new furnishings just added for 2018 plus, keyless entry installed, no more keys at the beach! Entering the home you are on the ground level....
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 16
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    Michigan City
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Colfax Cottage is located outside of the Beachwalk Resort, just steps away from Sheridan Beach and will quickly become your home away from home. The 3 bedrooms can comfortably accommodate up to 6 with a master King suite located on the first floor with an attached 3/4 bath, a queen bedroom on the...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Indiana Dunes Beach Getaway Home1 / 34
    (1)Excellent
    Lake Station
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2018
    The house was in excellent condition with great amenities. Just five minutes from the beach and 20 minutes from outlet mall and Bass Pro Shop.Comfortable beds and plenty of...
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    About this property
    Indiana Dunes Beach Getaway Home Walk to the beach or just relax in our comfortable home. Property has 4 bedrooms and 2 bathrooms, 2 family areas, and a large dining room table great for conversations with friends and family and dinner time. Private back yard with a fire pit and chairs and a grill...
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    Location Information
    Lake Station, Indiana 46403
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Across from the pool & Dog Friendly1 / 24
    (1)Excellent
    Michigan City
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
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    Reviewed 17 August 2017
    This home provided a great location for the whole family. Four generations and all found something to do. The location was surrounded by great places to visit and memories to be...
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    About this property
    Vacation Station, located right across from the pool house and Lake Kai offers large gathering space along with huge screened wrap around porches w/ plenty of seating. The main level has a large living room, dinning room and kitchen w/ open concepts and plenty of seating at the large table and...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Michigan City
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    Looking for that perfect kid friendly lake cottage close to it all? Look no further! Located within walking distance to not only the sandy shores of Lake Michigan, but also the Washington Park Zoo, Oasis Splash Pad, Washington Park and more! Steps from the beach, this 3 bedroom beach house sleeps...
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    Michigan City, Indiana 46360
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Michigan City
    5 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    About this property
    Starry Nights is across the street from Lake Kai and in between Waterfall Park and Carson Park/Sandcastle Playground. The main level is bright, open and yet cozy and is home to the living, dining and kitchen areas. This main level great room offers a gas fireplace, flat screen TV along with the...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 18
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    Michigan City
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    Nestled in the heart of what is new for the Beachwalk Resort, 'The Anchor' was one of the beautiful homes built for the 2017 season. Designed with your comfort and convenience in mind we just know you will love this home. Pardon the nearby construction, The Anchor is getting new neighbors....
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Michigan City
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Perfect for a family, this two-bedroom, two-bath storybook cottage has two-story living room with fireplace, galley kitchen, dining room, master queen suite on the first floor with a half bath including a stack-able washer and dryer and loft style queen bedroom with an extra twin bed and full bath...
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    Michigan City, Indiana 46360
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Michigan City
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    (Formerly named Crickets Corner) Located across the street from the Waterfall Park in the amazing Beachwalk Resort, is Aquamarine Dream. Don't let the smaller size of this cottage fool you -- it’s packed with family friendly fun. Enter through the screened-in porch that offers a table and 2...
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    Michigan City, Indiana 46360
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Michigan City
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    About this property
    This spacious beach home has 5 bedrooms, 4.5 baths, and can accommodate up to 16 guests with lots of room to spread out! Enter into one open room consisting of your living area with flat screen TV and double sided indoor/outdoor fireplace, dining area with seating at the table for 8, and kitchen...
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    Michigan City, Indiana 46360
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Huge Enclosed Porch, 2 Main Level Masters, Extra Parking, Updates for 20191 / 34
    (2)Excellent
    Michigan City
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    About this property
    Right out of a fairy tale, this adorable beach bungalow is bright and airy. Open its french doors to a grand screened in porch! Two master suites on the main level have queen beds and beautiful baths. A third bedroom on the main level offers 2 twin beds. The bunk room has 2 full bottom/twin top...
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    Michigan City, Indiana 46360
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Michigan City
    5 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    About this property
    Capture the lake views from 2 of the 5 bedrooms or from the back enclosed porch. Walk down the private beach path and enjoy one of the best beaches in the area. Recently updated and decorated to ensure you feel right at home the minute you arrive. The main level: Bedroom with a Queen bed Full...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 14
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    Michigan City
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Check out this beach home! Chi-Scape has everything you need for a week at the beach. This home is located on Beachwalk’s main road just steps from the beautiful Lake Michigan. This home is suitable for family reunions, multiple family vacations, or even just a weekend getaway. The main level...
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    Michigan City, Indiana 46360
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Michigan City
    6 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    About this property
    Located a short walk to the beautiful Sheridan Beach, Lake Michigan, this home is the perfect home to spend the evenings after sun-filled days at the beach, or any of the other great nearby activities including Washington Park Zoo, the Splash Pad, Washington Park and more. Three levels of private...
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    Michigan City, Indiana 46360
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 18
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    Michigan City
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    'Shore Beats Workin' is a 2 story cottage with a finished walk out basement offering 3 levels of space to spread out. The best space of all may be the spacious outdoor area with a BRAND NEW Hot tub seating 4-7 adults, equipped with full body therapy focusing on all your sunbaked muscles. Relax...
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    Michigan City, Indiana 46360
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Michigan City
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    This space includes 2 BRAND NEW identical connected duplexes, each with 2 bedrooms, 1 sleeper couch, and 1 bathroom. In addition, each unit has a fully-equipped kitchen with a full washer and dryer for guest use. Each unit has it's own deck with a gas grill for cook-outs. This is the perfect layout...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Michigan City
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A spacious main floor with open kitchen, dining area and living room with access to the screened porch to extend your space even further. Dining table seats 6 with an additional 4 stools at the kitchen island extending your dining seating to 10. The second floor hosts 3 of the 5 total bedrooms....
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Michigan City
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Upon entering the main level you see the earth colored great room with its inviting colors of grey, sand, and white. The living room begs for relaxing evenings spent around the fireplace reading a good book while sipping wine or simply watching a great movie while the kids play. The spacious fully...
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    Michigan City, Indiana 46360
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Michigan City
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Smoking allowed
    About this property
    Loch Nest thoughtfully combines the comforts of home with fun and relaxing extras. You enjoy everything Beachwalk Resort offers including the heated pool, toddler pool, tennis and basketball courts, kayaking and more, but your experience don't stop there. You become one of the select few who get...
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    Michigan City, Indiana 46360
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    Michigan City
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Enter into the great room where you are welcomed with soothing pale yellows and expansive view of Kai Lake. This space offers the fully stocked kitchen where meal prep is a breeze and is easily served on the reclaimed wood table seating 6 as well as to those who choose to sit at the breakfast nook...
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    Michigan City, Indiana 46360
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Michigan City
    9 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Restored in 2018, this impressive home is the ideal space to have some rest and relaxation with friends and family. With a quick 3 minute walk to Sheridan beach and a private in ground pool, you'll never want to leave! This home includes 4 queen beds, 3 full size beds, 6 twin beds. Maximum of 20...
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    Michigan City, Indiana 46360
    Holiday Rental House - 9 Bedrooms, 5 Bathrooms, Sleeps 20
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    Michigan City
    6 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    About this property
    Better than ever, Blue Star and Blue Star Guest is a supreme Beachwalk Resort home that greets vacationers off the beach all year long. Situated along Lake Shore Drive, you can't get any closer to the beach than this and still be a part of the Beachwalk Resort community. You really do get the best...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 18
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    Michigan City
    7 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    About this property
    The Shores offers endless options. Combined, Eastern Shore and Shore Side offer 7 bedrooms and massive square footage allowing for your large group to gather or spread out. Eastern Shore, the grand main house, has 5 bedrooms and sleeps 16. The details: Bedroom #1 with 1 King and is located on...
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    Michigan City, Indiana 46360
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 22
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    Michigan City
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Manatee's Retreat is a lovely cottage that is far larger than it appears. This home offers plenty of available parking on a parking pad or extra room for a game of basketball with the family. A small shed with a 4 person golf cart complementary with the rental of this home in season. In close...
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    Michigan City, Indiana 46360
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Michigan City
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    About this property
    The best vacations are filled with activities for both the young and the young at heart. While staying at Señor Mariposa the fun does not have to stop when you decide to head home from the beach, pool or park. Have the family gather together in the lower level for a friendly game of pool. Put the...
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    Michigan City, Indiana 46360
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Enchanting 1 Bedroom 2 Bathroom Lake Michigan Beachwalk Resort Cottage1 / 19
    (2)Very good
    Michigan City
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    This adorable two-story guesthouse is perfect for a small family or a couples getaway. On the first level you’ll find a charming master suite that opens to the porch through French doors. Walk up a spiral staircase to the great room that also opens to a long veranda. The cozy living area has a...
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    Michigan City, Indiana 46360
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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