Known for the effortless way this town blends seascape with cityscape, historic with the modern, Portland Maine encompasses a touch of sophistication and old-world charm. Guests of Portland Maine rentals can get close views of the bustling waterfront and marine animals while exploring deep-water Portland Harbor. Portland vacation rental guests should be sure to visit the restored Old Port, and walk the cobblestone streets while taking in the harbor. For another taste of coastal culture, enjoy a down-East lobster bake, or take a scenic cruise around Casco Bay before retiring to cozy Casco Bay rentals. Portland vacation rentals put you in the center of activity.
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Portland Vacation Rentals
Portland Vacation Rentals - Search Over 250,000 Listings
| Featured Rentals | Type | Beds | Baths | Sleeps | Rate | |
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Dramatic ocean view - PortlandAmenities:Kitchen, Dishwasher, Washer/Dryer, TV Description:One is right on the water, the other has views of the sparkling sea through the trees. Both are charming, traditional family cottages, fully furnished and well-equipped. Peaks Island is a quiet family paradise offering beaches, tennis courts and great bike-riding,just a 20-minute car ferry ride from the shopping, excellent restaurants, museum and movies of Portland. |
House |
4 Beds |
2 Baths |
7 People |
$200 - $200 |
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7 miles of sandy beach and area attractions - Old Orchard BeachAmenities:Beach, Golf Course, Kitchen, Washer/Dryer, TV Description:3 bedroom very clean home,large yard,horse shoes, hammock, grill ,swing, 2 car parking , quiet neighboorhood. 5 minute walk to beach. every thing for a relaxing time. please go to our website. |
House |
3 Beds |
1 Baths |
8 People |
$121 - $125 |
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Spacious Lake/Ski House in Serene Setting - NaplesAmenities:Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Open concept home with sliders to deck overlooking beautiful Trickey Pond, a pristine lake known as 'the gem of the Lakes Region'. 4-5 bedrooms, 3 full baths, kitchen, dining room, and living room with stone fireplace ideal for families to enjoy the best of every season in Maine. Private dock allows for water sport activities and proximity to ski areas (Shawnee Peak, Sunday River)facilitate winter vacations. Horseshoe pit and basketball court enhance a private yard. |
House |
4 Beds |
3 Baths |
6 People |
$200 - $314 |
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Maine Cottage on the Beach at Indian Point - GeorgetownAmenities:Beach, Kitchen, Washer/Dryer, TV Description:Best of the Maine coast! Views of the rugged Maine coast from a beautiful sandy beach on Indian Point. Very comfortable 3 bedroom, four season cottage right on the beach. Classic Maine views of pine tree covered Islands, majestic light houses and rocky coves littered with colorful lobster buoys. The cottage interior is all natural pine with a stone fireplace. The open kitchen/dining/ living room area over looks the beach and spectacular views. |
House |
3 Beds |
1 Baths |
6 People |
$214 - $271 |
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Waterfront Cabin on Crystal Clear Barkers Pond - KennebunkAmenities:Beach, Golf Course, Kitchen, Smoking OK, Pets OK, TV Description:Come and enjoy your own private rustic cabin that sits on the banks of a crystal clear spring fed pond. 15 steps down to waters edge, take a canoe, paddle boat or kayak ride out for a calming naturalistic experience. Fishing(twice annually stocked pond) and swimming can also be rewarding too. Wind down in front of an open pit campfire and toast yourself a marshmellow or hotdog for an evening snack. |
House |
2 Beds |
1 Baths |
7 People |
$97 - $225 |
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Rockport Maine Harbor Vacation Property by owner - RockportAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Charming large vintage apartment in the Community House,with parts from 1860, all renovated and updated by keeping the original style,2 bedrooms with windows towards the harbor, Western view with great sunsets, large fully equipped kitchen, breakfast room with bay window, large living/dining room, antiques and oriental rugs throughout, original oak and maple floors,old style windows with wavy glass, summer grass patio with dining table and chairs, direct water access |
House |
2 Beds |
1.5 Baths |
4 People |
$57 - $120 |
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Bridgton - Lakefront cabin on Long LakeAmenities:Beach, Ski, Golf Course, Kitchen, Dishwasher, TV Description:Come enjoy our four season lake front cabin located directly on Long Lake where Stevens Brooks meets the lake. The setting is very private, on over 1 private acre with only one direct neighbor and Stevens Brook on the other side. Walk out on the private penisula and enjoy being surrounded by the water. |
House |
3 Beds |
2 Baths |
6 People |
$314 - $314 |
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Moody Beachfront studio cottage - WellsAmenities:Beach, Golf Course, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Studio cottage at oceans edge. Panoramic ocean views. Seven miles of white sand. Cottage is in the process of being renovated. Enjoy a little luxury on the beach. spend the day on the beach and be comfortable at night while leistening to the waves crash just outside the door. Perfect for a couple or couple and one child. Interior will be all new with all new furnishings |
House |
1 Beds |
1 Baths |
3 People |
$121 - $250 |
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Northern Maine Snowmobiling Cottage Rental - Fort KentAmenities:Ski, Golf Course, Pool, Kitchen, Washer/Dryer, TV Description:Rilester River Camps is a 4-acre property in Wallagrass, Maine with river-front access to Northern Maine's Fish River. Available year-round as a weekly or monthly rental for snowmobiling, fishing, hunting, relaxing. For snowmobiling, we are in close proximity to ITS 85. Local snowmobile trails cross our property, with a 1-mile ride to Eagle Lake. |
House |
1 Beds |
1 Baths |
5 People |
$32 - $71 |
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Old Orchard Beach - Summer is coming! Old Orchard Beach Condo rentalAmenities:Beach, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Lock in your Summer Vacation Week NOW! This place is fabulous and the weeks get booked up quickly. Check availability. This ground floor, 2 bedroom, 1 bath condo is available for weekly rentals from mid April through October. This space sleeps 6 people, with 2 twin beds, 1 queen and a pull out sofa bed. It's fully furnished, with a private deck, brand new gas grill, air conditioning, parking, washer/dryer, coffee maker, kitchen supplies and more. |
Condo |
2 Beds |
1 Baths |
6 People |
$86 - $179 |
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