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Holiday Homes and Apartments Portland, ME and nearby

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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    4.5 of 5 stars (24) Very good
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Portland
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located in the heart of the city's historic West End. Just 1-2 blocks from some of the best restaurants, bakeries, coffee shops, bars and music venues in the city. The perfect home base to explore Portland's foodie scene and all the city has to offer. Our historic home was renovated in 2008 into... View all property information
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    Portland, Maine 04102
    1 / 6
    3.5 of 5 stars (2) Average
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Visit Portland, Maine!!! We offer a sweet, quirky, first floor, 1-bedroom, one bath (vintage tub with shower) living space for weekly rentals. East end - Congress Street, foot of Munjoy Hill, city side, (near Otto's Pizza Cafe) great area!!! Very sunny, non-smoking building with courtyard access! A... View all property information
    Location Information
    Portland, Maine 04102
    3 of 5 stars Reviewed 4 September 2014
    We stayed here for 3 days while in Portland. The apartment was fairly clean and we were about a eight to ten minute drive from downtown. We didn't have very many options because...
    4 of 5 stars Reviewed 26 October 2013
    Very nice, cute, and tasteful, yet simple, first floor apartment in a great location. Plenty of space and natural light with separate rooms, versus open design, which I found to...
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    1 / 19
    3 of 5 stars (2) Average
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Ultra Modern Penthouse in Portland's Old Port. Posted 8/23/2015: We have found our renter for this year. We are now accepting reservations for bookings starting July 2016. Uber Modern Flats. Just completing construction and ready for you to rent. This is the 3rd floor of a 4 story building.... View all property information
    Location Information
    Portland, Maine 04101
    3 of 5 stars Reviewed 26 July 2013
    Good The location was great, in the east end with tons of restaurants and an easy walk to the old port area. Nice modern building, clean design and nice views. Lots of...
    3 of 5 stars Reviewed 13 July 2013
    We stayed here for three nights with another couple. The location is great and the view is beautiful. It is on the 4th floor of the building so keep that in mind when packing...
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    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Discover classic New England charm within walking distance of downtown Portland at this three-bedroom home, where you'll enjoy a private patio, a lovely remodeled kitchen, and a wonderful location close to dining and shopping. Built in 1910, this dog-friendly home is located in a quiet neighborhood... View all property information
    Location Information
    Portland, Maine 04103
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2,100sf of dramatic lofted spaces under the grand beams and barrel ceiling of a former church. Airy, open, multi-level, beautifully furnished, high-end finishes and amenities. Minutes to the Old Port, downtown, Eastern Prom, West End. This is a new remodel of an old church, but a rather humble... View all property information
    Location Information
    Portland, Maine 04102
    Portland
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Between the Eastern Promenade and the Old Port stands Munjoy Hill, a friendly, colorful neighborhood with restaurants, a local foods grocer, cafes, art center. Our vacation rental is the top two stories of an apartment building on top of the hill, directly facing the Portland Observatory with views... View all property information
    Location Information
    Portland, Maine 04101
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Why stay in a hotel when you can enjoy a fully equipped 500 square foot apartment in downtown Portland for half the price? North Street is often regarded as the one of the nicest streets on the 'Hill' and you will not be disappointed in this compact but well equipped urban apartment with driveway... View all property information
    Location Information
    Portland, Maine 04101
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    The following rentals are within 10 kilometres of Portland, Maine.

    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    BRAND NEW TO MARKET! Accepting winter thru fall reservations now. Beautifully renovated 3 Bedroom, 1.5+ bath turn-of-the-century seaside home features beautiful views of the Portland shipping channel and the islands of Casco Bay and is just 100 yards to Willard Beach. Sleeps 7-9. This... View all property information
    Location Information
    South Portland, Maine 04106
    1 / 8
    5 of 5 stars (2) Excellent
    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    A classic New England beach house located 75 yards from the sands of Higgins Beach in Scarborough Maine. The cottage has two enclosed sun porches (front and back), a kitchen, dining room, large living space, and half bath on the first floor. The second floor has four bedrooms with twin beds and... View all property information
    Location Information
    Scarborough, Maine 04103
    5 of 5 stars Reviewed 8 September 2014
    My friends and I stayed here for a weekend recently and loved every minute of it. The cottage is right down the street from a lovely beach. We enjoyed swimming and watching all of...
    5 of 5 stars Reviewed 24 August 2014
    The write up and pictures of the cottage were accurate. The landlord was wonderful to work with. He was accessible if needed and the cottage was very clean and offered the...
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    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
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    • x
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    About this property
    My home is brand new and was completed at the end of the Summer in 2015. I designed and furnished the home with a lot of thought, attention to detail and aesthetic appeal. Floors are hardwood and Carrara marble in two baths and Brazilian black slate in the half bath. There are 3 bedrooms and 2... View all property information
    Location Information
    South Portland, Maine 04106
    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • x
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    About this property
    We have a large 4 bedroom house that is perfectly located in Ogunquit. Fully stocked kitchen, dining room, living room with 50' TV, 2 full baths, two porches, parking and limited housekeeping service. Also included is use of our pool and hot tub and complimentary continental breakfast for all... View all property information
    Location Information
    Scarborough, Maine 04106
    Scarborough
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    Relaxing, picturesque, tranquil – just a few of the words that describe life on Thompson Lake. Come find out why Thompson Lake is thought of as the area’s best kept secret in terms of water quality, boat congestion, beauty and accessibility. Dock your own boat or head over to the nearby marina and... View all property information
    Location Information
    Scarborough, Maine 04270
    1 / 26
    5 of 5 stars (4) Excellent
    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    About this property
    This property is ideal for providing an excellent accommodation for a family or groups that want to live in comfort for their stay. There are 3 bedrooms and 2.5 baths, with an additional finished basement area that can be used as another bedroom and play area. The house is meticulously cared for... View all property information
    Location Information
    South Portland, Maine 04106
    5 of 5 stars Reviewed 3 weeks ago
    We stayed for 3 nights. The house is very clean and everything we needed ( toiletries and kitchen supplies ) was provided by the owner. It is in proximity with many main...
    5 of 5 stars Reviewed 3 weeks ago
    Our party was 9 in total with 4 kids and 5 adults. This house is fantastic. The house was super clean. The owner is very responsive and the house is very well furnished. The house...
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    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Minimal And Clean - Ready For Travellers This second floor apartment - with its two bedrooms, one bathroom, kitchen, and more - offers plenty of space for up to four guests. Minimal, clean, and carefully appointed with traveller necessities. Guests have access to two off street parking spots, all... View all property information
    Location Information
    South Portland, Maine 04106
    1 / 12
    4 of 5 stars (2) Very good
    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
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    • x
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    About this property
    Start with an idyllic island. Put a fabulous cottage on it near the beach. Add a few wonderful people. Mix in a few gorgeous sunsets, gentle breezes, and fresh seafood dinners. Now you've just concocted the perfect vacation. Your paradise on Peaks Island is a very short walk to the beach... View all property information
    Location Information
    Peaks Island, Maine 04108
    4 of 5 stars Reviewed 11 September 2015
    The rental has all you'd need. Kitchenware, etc. Nice wraparound porch and we spend a lot of time out there. The glider chair on the porch needs to be repaired. It is very weak...
    4 of 5 stars Reviewed 7 November 2013
    Nice older house, spacious, modern kitchen, huge front wraparound porch, rear deck off the kitchen, sleeps eight. Easy walk to town center, close to Casco Bay, pleasant tree...
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    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    About this property
    DISCOUNT FOR MULTIPLE WEEKSBRAND NEW KITCHEN WITH GRANITE COUNTER TOPS, FULL SIZED DISHWASHER AND 6 BURNER COMMERCIAL GAS OVEN. THE KITCHEN ALSO HAS A LARGE AMOUNT OF POTS, PANS, KITCHEN GADGETS AND LOTS OF PLATES AND SILVERWARE.Island Life at it's very best on this peaceful and quiet island in... View all property information
    Location Information
    Peaks Island, Maine 04108
    South Portland
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Grill
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Perfect for a Maine summer vacation. This completely renovated, 400 sq foot studio apartment is one house away from Willard Beach, 4 blocks to Willard Square, 1 mile from downtown South Portland, and a 5 minute drive to downtown Portland, ME. The apartment has a full bath, a kitchenette, air... View all property information
    Location Information
    South Portland, Maine 04106
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    1 / 21
    5 of 5 stars (3) Excellent
    Scarborough
    1 Bedroom, Sleeps 2 | Quick View
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    About this property
    This great studio condo is available starting on the 25th of June for weekly rentals (Saturday to Saturday) throughout the summer. This unit has a full kitchen including an apt. size fridge with freezer, stove top, microwave, convection oven, pots, pans, dishware, and utensils. Bedding, beach and... View all property information
    Location Information
    Scarborough, Maine 04074
    5 of 5 stars Reviewed 8 June 2015
    We couldn't believe how close we were to the water. It is such a wonderful location with a great little convenience store practically next door and across from the beach that kept...
    5 of 5 stars Reviewed 5 June 2015
    Cozy and very relaxing! The beach is directly across the street. Can hear the ocean waves from the bedroom. Very clean. Perfect central spot between OOB and Portland. My favorite...
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    Scarborough
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    The house is located across the street from the Harbor. The 7 mile white sand beach of Pine Point is a 5 minute walk. You can watch the boats coming an going from the living room picture window. The harbor is a major stopover site for migrating shorebirds. If you like paddling, fishing, birding,... View all property information
    Location Information
    Scarborough, Maine 04074
    1 / 24
    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
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    • x
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    About this property
    This brand-new, 1,000-square-foot home built for two offers modern appliances and designer decor as well as cutting edge in-home entertainment and access to a private beach. Located on Cape Elizabeth, just three-and-a-half miles away from downtown South Portland, you're close to shopping, dining,... View all property information
    Location Information
    South Portland, Maine 04106
    1 / 9
    Scarborough
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located minutes from Scarborough's Pine Point Beach, this family home is in a quiet neighborhood. There are 3 bedrooms and a "bonus" room with a new comfy full-size futon. 2200 square foot home with 2-car garage and extra large driveway. Sooo much better and more economical than paying for two... View all property information
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    Scarborough, Maine 04074
    1 / 10
    Scarborough
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Nice 2 bedroom 2 bath large vacation house. Suitable for 6 and has parking for 2+ vehicles. This property is a nice fit for the professional family and friends to enjoy a relaxing vacation. The first floor has a nice Kitchen & Dining room, Living room, large bedroom, 3/4 bath, & semi... View all property information
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    Scarborough, Maine
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    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    This property is a full-size Beach House with a split up and downstairs toward the rear. Recently renovated, you will find it to be surprisingly spacious! Sleeps 8 comfortably. Parking for 3 vehicles. The beach is a few blocks walking distance. No pets (dogs, cats, any animal), no smoking,... View all property information
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    Scarborough, Maine 04074
    1 / 29
    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    • x
    About this property
    The Home: With 3 BR and 2BA, Dining Room, Living Room, Game Room with Billiard and Ping-pong, full kitchen, Deck, and Large Shaded Lawn, the Liberty Builder's Home is spacious, comfortable, and is perfectly located 200 yards from Willard's Beach. The Master Bedroom is on the second floor. It has... View all property information
    Location Information
    South Portland, Maine 04106
    1 / 12
    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Beautiful views of the Spurwink River & ocean combined with a fabulous beach house with private back yard with easy access to the ocean. Not many Higgins Beach properties allow you the freedom where you can Kayak or canoe right from the back of the beach house and still have the closeness of the... View all property information
    Location Information
    Scarborough, Maine 04074
    1 / 15
    Scarborough
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    Scarborough and Pine Point House Rental Photos and Description 13 Rm. Pine Point Home,6 Bedrooms, Sleeps 14, 2 Minute Walk to Beach! You can rest assured that you will love this beautiful 3500 sq.ft colonial in great Pine Point neighborhood in Maine, only one block from the 7 mile sandy... View all property information
    Location Information
    Scarborough, Maine 04074
    Scarborough
    4 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
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    • x
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    • x
    About this property
    5,400 sq. ft. of living space with 4 stories, 2 balconies, 2 decks and patio, overlooking Pine Point harbor, protected marsh & wild life sanctuary at the estuary of the Scarborough River and Atlantic Ocean. There is a small beach in front of the house and miles of sandy beach (Pine Point Beach &... View all property information
    Location Information
    Scarborough, Maine 04074
    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    NEW updates completed in 2015! New hardwood floors on entire 1st floor, new furnishings, and updated kitchen offers stainless steel appliances, granite counters and large peninsula for dining. This impressive historic Victorian home has water views. This elegant home offers 4 BR, 2 1/2 BA, original... View all property information
    Location Information
    Peaks Island, Maine
    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This is a gem. This cozy historic property is filled with charm and character. Originally the Gatehouse, this quaint duplex offers one floor living and is convenient to both sides of the island, and just a short stroll to tennis, pool, general store, and other island amenities. This one bedroom is... View all property information
    Location Information
    Peaks Island, Maine
    1 / 16
    5 of 5 stars (1) Excellent
    Peaks Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Spectacular Oceanside location. Breathtaking views of ocean, light houses, nearby islands, ships and open ocean. This beautiful three level, 3 bed room, 2.5 bath Victorian Shingled Style home has all you'll l need for a wonderful and memorable vacation. 1st level has 2 guest/family bedrooms,... View all property information
    Location Information
    Peaks Island, Maine 04108
    5 of 5 stars Reviewed 11 March 2015
    We are from (old) England but with family in Maine as well as the UK. We had been to Portland before and had always liked Peaks. We were newly retired and wanted to get both sides...
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    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This 4 bedroom, 2 1/2 bath home is a beautifully crafted Victorian home with a cottage feel. Comfy couches and chairs in the living area, a generous size dining area, and a cute efficient kitchen with nice soapstone farm sink. Small porch off the kitchen with grill and spacious front porch with... View all property information
    Location Information
    Peaks Island, Maine
    Peaks Island
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
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    Victorian historic home that sleeps 12. Impressive craftsmanship throughout, including large living/dining area ideal for a large group. 6 bedrooms, 2 1/2 baths offers lots of room for all. A finished 3rd level has 2 bedrooms, 1 full bath, pool table and comfy area to watch movies. Located at... View all property information
    Location Information
    Peaks Island, Maine
    Peaks Island
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Charming 3+ BR (1 queen, 1 single w/trundle, 1 bunk bed + single, 1 queen) 1 1/2 BA townhome. Enjoy this beautifully furnished home with all the charm and character of an island cottage. Original hardwood floors, open floor concept, soaring ceilings, and light filled rooms. A great basement with... View all property information
    Location Information
    Peaks Island, Maine
    1 / 24
    2 of 5 stars (1) Poor
    Scarborough
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Early Season Special - SAVE $300 From May 3rd to June 14th Stay 6 nights and get the 7th FREE Direct Oceanfront 5 Bedroom Home... Located in beautiful Old Orchard Beach/Scarborough, Maine. New deck overlooking ocean. Completely furnished with all amenities. 5 minutes to downtown Old... View all property information
    Location Information
    Scarborough, Maine 04074
    South Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Enjoy this quaint cape cod style house. A fun eclectic space to land after a day of shopping in Portland's Old Port, the Maine Mall, the infamous Freeport LL Bean, or dinner out in one of downtown Portland's stellar restaurants. 3 Bedrooms, 1 Bathroom, House features open concept kitchen/living... View all property information
    Location Information
    South Portland, Maine 04106
    Long Island
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Nicely appointed with 4 levels of living space. This home is nicely decorated and furnished with an updated kitchen, butlers pantry with wine cooler, 2 porches, bedrooms and full baths on every level, master bedroom suite, and 3rd floor has an open bunk room, sitting area, and a full bath…ideal... View all property information
    Location Information
    Long Island, Maine
    Scarborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amazing lake Front Home on Beautiful 26 mile long Lake Sebago. surrounded by water on a private cul 'de sac., Completely renovated inside and out. No expenses spared. New wrap around farmers porch for unrestricted views of the lake and inlet. Private dock. ceiling fans on the deck while you enjoy a... View all property information
    Location Information
    Scarborough, Maine 04084
    1 / 13
    4.5 of 5 stars (3) Very good
    Scarborough
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Located in what was once Higgins Beach's Baer's Place convenience store, this rental has a mix of old and new. Not your typical beach decor, but made for beach living. The open floor plan means you can all be together and still have your space. It has three bedrooms, one with a king size memory... View all property information
    Location Information
    Scarborough, Maine 04074
    5 of 5 stars Reviewed 8 September 2015
    We had a great time at Baers. BEV treated us like family. We will always stay at Bears. Everything is walking distance. We look forward to staying with her again. Higgins Beach...
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Enjoy this well appointed 3 bedroom, 1 1/2 bath home with great finished daylight basement. Tasteful furnishings throughout, an open floor plan with soaring ceilings, beautiful marble gas fireplace, well equipped sunny kitchen, comfortable 4 poster beds (2 queen beds) and a bunk bed (2 twins), and... View all property information
    Location Information
    Long Island, Maine
    1 / 20
    Scarborough
    10 Bedrooms, 6 Bathrooms, Sleeps 24 | Quick View
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    Large oceanfront estate with over an acre of land on Grand Beach in Scarborough. 5600 square foot home with Ten bedrooms, five & half baths, sleeps 22 comfortably.With over an acre of land and private pool you can feel secluded if you want. Large living room with floor to ceiling fireplace, and... View all property information
    Location Information
    Scarborough, Maine 04074
    1 / 38
    5 of 5 stars (1) Excellent
    South Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    This lovely South Portland home offers one bedroom plus a spacious loft sleeping area, as well as many amenities! From a wrap-around porch to a lofted master via a spiral staircase, you'll be relaxing in no time. Willard Beach is awaiting your arrival, less than 75 yards away, and downtown Portland... View all property information
    Location Information
    South Portland, Maine 04106
    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Great Sergeant’s Quarters offers 3 Bedrooms and 2 Baths. Guest suite on 3rd level with large skylight for star gazing. Front and back porches with lovely gardens in backyard. The backyard also has a nice patio with table, chairs, and grill… ideal for a summer cookout. Ask about renting the entire... View all property information
    Location Information
    Peaks Island, Maine
    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Nicely furnished townhome has 3 bedrooms (Queen, Queen, Bunk beds) and 1 1/2 baths. Inviting and comfortable furnishings, nice open floor plan, finished room in basement, and a great covered porch with pretty views of the landscaped grounds. This unit also offers bikes and kayaks for your use. All... View all property information
    Location Information
    Peaks Island, Maine
    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Maine island cottage with lots of charm. The home was recently painted a light grey with white trim.This rental home offers an open floor plan with nice deck off the back. The floors and walls are all knotty pine offering a great cottage feel. This 3 bedroom, 2 bath home offers a master bedroom... View all property information
    Location Information
    Long Island, Maine
    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The Firebarn is a charming free standing home in a great location; close to the pool, walkway to the General Store, dock, marina & ferry. It is a 2 bedroom home with large loft that sleeps 6-8. The home is equipped with internet & Apple TV. All of our homes are completely furnished and fully... View all property information
    Location Information
    Long Island, Maine
    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Nicely furnished patio home is a great vacation spot! This home offers 3 bedrooms, 1 1/2 baths and sleeps 5. It offers upscale furnishings, beautiful original artwork on the walls, and newly installed hardwood floors on the first level. Internet, Satellite & Apple TV and a Sonos sound system with... View all property information
    Location Information
    Long Island, Maine
    1 / 18
    Peaks Island
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
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    About this property
    Your adventure to Peaks Island begins with a lovely 20 min. ferry ride from from Portland's Old Port to Peaks Island. See the sunrise over the rocky Atlantic shore. Enjoy the sunset over Casco Bay & the lights of Portland. Peaks is its own world. Prepare to be delighted by a beautiful island... View all property information
    Location Information
    Peaks Island, Maine 04108