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Portland House Rentals

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    Travellers to Portland are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    31 Matching Rentals in the Portland AreaView all 50 rentals
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Portland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This 1100 sqft apartment in an 1850 house mixes modern comfort with an Asian flair given by curios and mementos gathered during my many journeys to Asia. Unlike many listings, this really is my home, and I hope to find guests who will enjoy its uniqueness, and respect all that I have gathered over...
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    Portland, Maine 04102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Internet Access
    • Patio
    • Washer
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the historic charm of Portland in contemporary style at this two-bedroom condo, where you'll enjoy a sparkling living space, a private balcony, and a tranquil-yet-convenient location for exploring this beautiful city. This modern condo is located in Portland's East End, just two blocks...
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    Portland, Maine 04101
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Designed by renowned architect John Calvin Stevens, this 4BR, 2.5BA Portland home (dating back to the 1920s) feels truly unique with vintage furnishings and period features throughout. Alongside its historic charms, the home features modern comforts including a nicely updated chef’s kitchen. On...
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    Portland, Maine 04102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Discover a bright, airy escape in the heart of downtown Portland at this three-bedroom condo, a simple, modern retreat with a private deck and an unbeatable location within steps of the Old Port and fantastic restaurants. You'll find this condo in one of the classic red brick buildings that...
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    Portland, Maine 04101
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    The following rentals are within 10 kilometres of Portland.
    WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!1 / 72
    (3)Excellent
    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    Reviewed 1 January 2018
    My husband and I visited in late October from the Houston area. We were looking for a change of pace and East Coast charm and were not disappointed. The house was located in a...
    Reviewed 19 June 2017
    My husband, sister, two teenagers, and I stayed for 10 days in May. We loved it so much, we didn't want to leave. The cottage is beautifully decorated, with views of Casco...
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    About this property
    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...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 bedroom home near beaches1 / 5
    (2)Very good
    Cape Elizabeth
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Reviewed 10 August 2017
    Yearly we look forward to our run in the B2B and family reunion (this year 22 of us made it). We requrie a lot of space for out if Maine family like ourselves from Florida. 8 of...
    Reviewed 22 September 2016
    Great location near Old Port, Portland and Crescent Beach plus Fort Williams. House has great potential but needs more attention to details....as in window coverings for...
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    About this property
    Home ideally located near many beaches(higgins, Crescent, Ferry, Scarborough and ft williams, two lights state park). Steps from the greenbelt trail, near a large fresh water pond with a boardwalk around it that is full of fish and fun to kayak on. Town has many restaurants: sea glass, rudys,...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully renovated house was stripped down to the studs for a full-scale renovation. Beautifully designed and completely renovated by a highly recognized designer, the house retains the original 1906 Dutch Colonial charm, but was creatively reimagined for today's open-concept and luxurious...
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    South Portland, Maine 04106
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    • Ocean Views
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Large Home Walk to Beach! Close to all amenities!1 / 26
    (9)Excellent
    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2017
    Great house with updated kitchen and large open living/kitchen area and spacious dining room. Perfect for a large group looking for a comfortable, laid-back getaway. We rented...
    Reviewed 31 January 2017
    This home is so wonderful. It has everything you need! The beds were comfortable and the entire place was so clean! It's very close to downtown Portland, only about a $10 uber...
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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...
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    South Portland, Maine 04106
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Peaks Island
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    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...
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    Peaks Island, Maine 04109
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cape Elizabeth
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This ranch style home is located at 4 Two Lights Terrace, in Cape Elizabeth, Maine. It sleeps 6 people and offers 2 bedrooms and 2 baths. The master bedroom offers an in suite bathroom, as well as a king bed with Ralph Lauren bedding for optimal comfort. The guest bedroom is located just off the...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cape Elizabeth
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Custom built eco-friendly home set on 2 acres in seaside Cape Elizabeth. Relax & recharge in a home designed for optimal wellness. Central to all area beaches & only 7 minutes to Portland's fine dining, shopping, & culture. Come enjoy this home's ideal location! This home was designed out of a...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    South Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Peaks Island, Maine 04109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Falmouth
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Washer
    • Balcony
    • Terrace
    • Ocean Views
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large, spacious, home on National Register allows plenty of room for guests to socialize inside and out. Walking distance to Portland Yacht Club, Handy Boat launch, town dock facility, walking trails, town beach, Town Landing Market, and Dockside Restaurant. Short drive to Freeport shopping and...
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    Falmouth, Maine 04105
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Peaks Island, Maine 04109
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Peaks Island
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Peaks Island, Maine 04109
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    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...
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    Peaks Island, Maine 04109
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    The perfect island getaway.  This cozy historic property is filled with charm and character. Originally the Gatehouse, this quiet duplex offers one floor living and is convenient to both sides of the island, and  just a short stroll to tennis, pool, store, and other island amenities. This one...
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    Peaks Island, Maine 04109
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Falmouth
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Central Heating
    • Ocean Views
    • Waterfront
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note: Our checkin time is 3pm and checkout is 11am, but we can often accommodate other arrangements! Andy's Retreat is a comfortable, spacious and convenient home-base to relax and explore Portland & Coastal Maine. We're located right off Exit 53 of the Maine Turnpike, just 15 minutes...
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    Falmouth, Maine 04105
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Long Island, Maine 04109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Peaks Island
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    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...
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    Peaks Island, Maine 04109
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Long Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
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    • Ocean Views
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    Pet friendly
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    Smoking allowed
    About this property
    Grace Cottage is a waterfront rental home located in Harbor De Grace on Long Island, Maine, just a short ferry ride from Portland. The cottage offers wonderful ocean views and, within steps of the house, you have access to a quiet beach. Look out onto the water as you sip your coffee or wine from...
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    Long Island, Maine 04050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come spend time in a lovely sea side home. The ocean views from almost every window are sure to relax during your visit. Our 3 bedroom home provides a full bathroom upstairs and a large full bathroom on the first floor with laundry. There is a spacious kitchen with high ceilings, skylights, and...
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    Long Island, Maine 04050
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Falmouth Foreside Maine Contemporary Cottage Home - indoor lap pool, roof deck1 / 29
    (1)Terrible
    Falmouth
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Indoor Pool
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    • Ocean Views
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5+ Bedrooms, 3 Full Baths Sleeps 10-14 Just up the hill from one of the largest mooring harbors on the East Coast, and across the street from Maine's most famous General Store is this newly completed property designed and built by one of New England's up and coming Architects. Featuring and...
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    Falmouth, Maine 04105
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cape Elizabeth
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make yourself at home amid the wonders of Cape Elizabeth at this four-bedroom condo, a dog-friendly Maine escape with a sun-splashed private deck, a spacious interior, and an outstanding location close to beaches, lighthouses, and the excitement of downtown Portland. Ideally situated between...
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    Location Information
    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    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...
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    Location Information
    Long Island, Maine 04109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cape Elizabeth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend the summer swimming, sunbathing, and dining on lobster rolls at this two-bedroom Cape Elizabeth home, a welcoming Maine escape with a beautiful oceanfront position, a private deck and lawn, and easy access to nearby beaches and lighthouses. This single-level home sits on the northern shores...
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    Location Information
    Cape Elizabeth, Maine 04107
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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