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Grayslake Holiday Homes

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    All 27 Rentals in Grayslake
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    The following rentals are within 30 kilometres of Grayslake.
    Mount Prospect, IL
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Completely Remodeled 3-Bedroom House!1 / 27
    (1)Excellent
    Wheeling, IL
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The Cabin on Top of Cedar1 / 13
    (7)Very good
    Wonder Lake, IL
    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    McHenry, IL
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Good for couples, solo's, business travelers, families. Nature & outdoor enthusiasts will love this place. Plenty of marinas & boat launches nearby. We are a couple blocks off the Fox River. Moraine Hills State Park is a 10 min. walk , Chain o' Lakes State Park (public boat launch) is nearby. There...
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    McHenry, Illinois 60050
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beautiful Classic Lake House1 / 17
    (4)Very good
    Wonder Lake, IL
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Grill
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    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2016
    Huge classic (aka Old) lake house. We had 4 adults and 7 kids in this house and another 3 adults in the rental next door and had plenty of room. Kitchen worked out well just...
    Reviewed 29 May 2016
    Even better than we expected. Price is high if not having a large family reunion or fun weekend with friends (we stayed off season and during the week - the week before...
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    About this property
    The house of seven gables is a beautiful lake front property, which is located on wonder lake. This classic lake house features wall to wall knotty pine, four spacious bedrooms, a large lofted family room, a living room with a panoramic view of the lake, a bar, and a recreation room. The house...
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    Wonder Lake, Illinois 60097
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Ingleside
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great for a memorable vacation in this fully furnished Charming House Naturally well-lit 2 bedroom/ 1.5 bath The main/master bedroom has a nice soft queen sized bed, while the remaining room is furnished with a nice soft full and queen sized bed, comfortable for sleeping 5-6 people. The living...
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    Ingleside, Lake County 60041
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wonder Lake, IL
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Washer
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Coach House is a beautiful lofted apartment attached to a lake front property on Wonder Lake. This modern unit is cozy yet spacious and features high lofted ceilings, two bedrooms, 1 bathroom, and private entrance. The unit sleeps 6 comfortably. The house is conveniently located just 60 miles...
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    Wonder Lake, Illinois 60097
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Highland Park
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are offering up our entire full, finished basement suite. Located in the City of Highland Park, our large traditional brick home built in 2003 is in walking distance to the town, train and gorgeous Lake Michigan Beach. Within 5 minutes driving time, or by public shuttle, you can attend the...
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    Highland Park, Lake County 60035
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedroom Lakehouse on 1/3 Acre, 70 ft Frontage1 / 8
    (1)Average
    Twin Lakes, WI
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Balcony
    • Washer
    • Terrace
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    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2016
    My wife and I have stayed in many rental homes in Wisconsin and Michigan and are now doing so with our 6 and 8 year old sons. We thought it would be nice to rent closer to our...
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    About this property
    Beautifully 2015 remodeled cottage on 70 ft. of Lake Mary frontage. Enjoy the picturesque views of Lake Mary from the wrap around deck and screened in porch. This 3 bedroom 2 bath with attached garage offers all the space you need for the family and toys. Fully fenced in yard on corner lot. Come...
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    Twin Lakes, Wisconsin 53181
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Buffalo Grove
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Central Heating
    • Grill
    • DVD Player
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful single family home located in the Chicago suburbs of Buffalo Grove is quiet and spacious! We are 25 minutes from Six Flags Great America, 15 minutes from the convention centers in Schaumburg, 9 minutes to major corporations like Baxter, Walgreens, CVS and 45 minutes to Chicago...
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    Buffalo Grove, Lake County 60089
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Antioch
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Wonderful lake house/ ski house for fun on the water in the summer, and only 12 minutes from the Wilmot Mountain ( Vail Ski Resorts) for downhill skiing and tubing on the Wisconsin border. Facing west, the house has amazing sunsets. It is is perfect for family and friends get togethers,...
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    Antioch, Lake County 60002
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Fox Lake
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This 3000 sq. feet beautiful home is right on the lake surrounded by changing leaves. When the summer is over get a fire going and relax in this peaceful environment of our lake. Perfect romantic vacation or getaway. Exceptional master bedroom suite with fireplace, double whirl pool and bath with...
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    Fox Lake, Lake County 60020
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Gurnee
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay cool in this Smart, Connected, Air Conditioned, Completely remodeled and updated Home in Gurnee on 3/4 acre private wooded lot surrounded by large trees and flowers providing a calming and very private place to relax and unwind..Close to grocery stores (Jewel Osco 1/2 mile), great restaurants,...
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    Gurnee, Lake County 60031
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Glacier Escape1 / 16
    (3)Average
    Wonder Lake, IL
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Porch
    • Washer
    • Patio
    • Grill
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 February 2015
    We as a large group stayed at this Glacier escape on saturday night. Everybody screamed out right after they looked around yelling 'We need to come back on summer'. I know...
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    About this property
    Lake Front House for Family Events Directly on the lake spacious house for family events. Large open area with dining room and leaving room area which can fit large group of people. Access to the lake, two kayaks, fire pit, grill provided. In the house we have also two toddler beds + crib, one air...
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    Wonder Lake, Illinois 60097
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Genoa City, WI
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Beautiful Lake Front Vacation Home - All the space you need for the perfect weekend getaway. The home features all the things needed (towels, dishes, silverware, etc..) just bring the family and enjoy! 3 Bedrooms with the following; 3 Queen Beds, 3 Single Beds, 3 Pull Out Couches, plenty of room to...
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    Genoa City, Wisconsin 53128
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Silver Lake Wisconsin Lakefront Vacation House1 / 25
    (4)Excellent
    Silver Lake, WI
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Waterfront
    • Grill
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    If you are looking for a quiet, clean lake, then Silver Lake is perfect for you and your family. This home has excellent lake front access, with a nice pier which was perfect...
    Reviewed 30 January 2015
    I stayed at this lake house with a group of friends in Jan. 2015 for a weekend. The house is huge and comfortably fit our party with its many beds. The location can't be beat...
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    About this property
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Silver lake is 460 acres of some of the best fishing waters in Kenosha County. The lake is centrally located between Chicago and Milwaukee near the Wisconsin/Illinois border. Lake species include musky, northern pike, walleye, largemouth bass, and pan fish....
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    Silver Lake, Wisconsin 53170
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Antioch
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Grill
    • Waterfront
    • Hot Tub
    • Washer
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Best sunsets on the planet over the water. Lakefront home facing west. Sand bottom lake, ice fishing, snowmobiling, x-country skiing, close to Wilmot Mountain for downhill skiing and tubing. 5 minutes from quaint downtown Antioch with great bars, restaurants with a small town feel. This is a...
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    Antioch, Lake County 60002
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Benet Lake, WI
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Washer
    • Waterfront
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bedroom, 2 Bathroom, Sleeps 12 Fully equipped home on beautiful Lake Shangrila just 1 hour from Chicago and approximately 45 minutes from O'Hare airport. Swim from your own dock. The lake is great for fishing, sailing, kayaking, water skiing etc. Comfortable, fully furnished home with cable and...
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    Benet Lake, Wisconsin 53104
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Highwood
    4 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sensational Chicago area home, in northern suburbs. 10 minute walk to Lake Michigan! Location! Location!! In the North Shore area of Chicago. Private back yard lined with trees and shrubs. Big outdoor island with a grill and patio furniture for your lounging. Spend time in beautiful city of...
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    Highwood, Lake County 60040
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 6
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    Buffalo Grove
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Classic clean one bedroom condo off 290 30 minutes to Chicago. Great restaurants just three blocks away Starbucks ,Walkerbrotuers , Jamessons char house etc.Private gated heated pool, reserved parking by condo ,Lake Arlington three blocks away where one may hike,surrounded by a beach oasis where...
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    Buffalo Grove, Lake County 60089
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Algonquin, IL
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Porch
    • Grill
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    • Outdoor Dining Area
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PEACEFUL, BEAUTIFUL,SPACIOUS PRIVATE UPSTAIRS ROOM WITH 2 COMFY BEDS, 1 QUEEN & 1 TWIN bed. Full Private Bath,Small Fridge,Table,Dresser, Desk. Across from Fox River. Walk to wonderful restaurants - including Cucina Bella. Bike and walking trails. Train to city from nearby towns. Chicago,one hour...
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    Algonquin, Illinois 60102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Twin Lakes, WI
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
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    • Skiing: Property Is In A Ski Resort
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the many water sports and outdoor activities that surround Twin Lakes when you stay at this 3-bedroom, 1-bathroom vacation rental house that sleeps 6, just steps away from the shore of Lake Mary. Boasting 1,821 square feet of tastefully appointed living space, a spacious backyard and deck,...
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    Twin Lakes, Wisconsin 53181
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    McHenry, IL
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Smoking allowed
    About this property
    Very Clean & welcoming home, newer construction, near all shopping in a very nice neighborhood, you would have your own bedroom and full bath that is in lower part of the townhome access from garage so it is more private, can also share the rest of the home as well. This room is unfurnished. I have...
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    McHenry, Illinois 60050
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Paddock Lake, WI
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    A two story private home a block from Paddock Lake, private beach, good boating and fishing, few miles to ski resorts, no entry steps or stairs, large yard, white picket fence, new flooring and painting, short drive to Milwaukee and Chicago, many nearby restaurants with good Fish Fry, owner...
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    Paddock Lake, Wisconsin 53168
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Twin Lakes, WI
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    Only a few steps to Lake Mary access, Bassett House is that quiet vacation spot you are looking to find. Kayaks available for your use, garage is a game room with pool table, foosball, electronic dart board and ping pong table, Very close to local restaurants, friendly neighbors. Enjoy entire...
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    Twin Lakes, Wisconsin 53181
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Algonquin, IL
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Looking for a place to stay for multiple people or simply want the place to yourself? Well this is the perfect place! 55' TV with netflix, free wifi, new kitchen with table that fits 4-6 and plenty of bedrooms for your family or friends. One small catch, I simply do not allow parties and monitor...
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    Algonquin, Illinois 60102
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Lake Zurich
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You have a private studio apartment all to yourself (about the size of a typical motel room). I'm always working on decor & improvements, so it might be even more attractive when you arrive! I have this listed for 1 person but if you're comfortable sharing the bed with your travel companion that's...
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    Lake Zurich, Lake County 60047
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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