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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Furnished Executive Homes Exclusive Scarboro Beach - ScarboroughAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Fully furnished, well appointed 3800 sq foot 4BR executive home on beautiful Scarborough Beach, 20 minutes from Portland Jetport and 2 hrs from Boston. The home is an an exclusive area of Southern Maine, Prouts Neck/Black Point, and is on a private road. Scarborough Beach is a private beach fronting Prouts Neck and is unique among southern Maine's sandy beaches. The beach is over a mile long and is free of development. |
House |
4 Beds |
2.5 Baths |
10 People |
$83 - $443 |
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Shorefront Cottage, Round Pond Harbor, Maine - Round PondAmenities:Beach, Ski, Golf Course, Kitchen, Dishwasher, Washer/Dryer, TV Description:beautiful ocean shorefront location east of Damariscotta |
House |
3 Beds |
1.5 Baths |
6 People |
$214 - $214 |
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PRIVATE WATERFRONT 3 BDR Home with sandy beach! - WinthropAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, TV Description:Well maintained 3 bedroom home on beautiful Annabessacook Lake with private beach, dock and mooring for boats, very nice kid friendly swimming area. Great fishing, boating and swimming lake. Listen to the loons at night, watch the moon dance on the water at night and the gorgeous sunrises over the lake in the morning from your bedroom balcony or private deck. |
House |
3 Beds |
2 Baths |
8 People |
$99 - $299 |
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Beautiful Beach House - SacoAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:This house is located on Ferry Beach, in Saco. Unobstructed, gorgeous view of the Ocean, surrounding Islands and Lighthouse. Located within walking distance of Ferry Beach State Park, Camp Ellis restaurants and Marina. With Portland being only a 25 minute drive, to some of the best shopping and dining. Situated between the modern conviences of Portland and Boston. |
House |
4 Beds |
3.5 Baths |
8 People |
$500 - $3700 |
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Ocean Front Villa - Heated Pool - 7 Miles of Beach - ScarboroughAmenities:Beach, Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Luxurious 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 a wall of glass facing the ocean. Gourmet kitchen with commercial appliances, opens to living room, and has room for eight at the counter bar. |
House |
10 Beds |
5.5 Baths |
24 People |
$571 - $1557 |
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'Lighthouse Lookout' - Oceanfront- Rackliff Island - Saint GeorgeAmenities:Beach, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Pets OK, TV Description:This Vacation home is located on Rackliff Island. The Island is connected to the mainland by a causeway and is located between Tennants Harbor and Spruce Head. The great thing about Rackliff Island is that you have the beauty of an island with the convenience of the mainland. Come and enjoy this wonderful vacation home. Watch the lobstermen pull there traps right in front of the house or just sit back relax and watch for an Osprey or Bald Eagle. |
House |
1 Beds |
6 Baths |
12 People |
$486 - $914 |
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Beach cottage getaway - WellsAmenities:Beach, Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:This cottage is in a gated community with many amendities. Less than 1 mile from many local beaches. You can drive or take trolley from property to beaches. This getaway will give you many wonderful memories and want you to come back for many more. |
House |
2 Beds |
1 Baths |
6 People |
$164 - $214 |
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The Loft Guest Cottage - New HarborAmenities:Beach, Golf Course, Kitchen, TV Description:This charming 2BR cottage is located steps away from the crashing waves of the Atlantic Ocean in the heart of Maine's beautiful Midcoast Region. Wake to the sunrise over the water and view Monhegan Island in the distance. This fully equipped heated cottage is ready for your relaxing Maine vacation and has everything you will need, including a fully equipped library, satellite TV, DVD and telephone. |
Condo |
2 Beds |
1 Baths |
4 People |
$157 - $157 |
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furnished apt. near beaches - BiddefordAmenities:Beach, Ski, Golf Course, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:A lovely, modern, very private, one-bedroom apartment in a quiet natural evironment where deer, wild turkey and birds are seen and heard regularly. Includes one garage bay use. It is within 1/2 mile of the gorgeous Maine coast and beaches. A restful country setting while still near cities (90 minutes from Boston, 35 minutes from Portland)and major highways (5 miles from I-95 or Rt-1. |
House |
1 Beds |
1 Baths |
2 People |
$23 - $50 |
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Sebago Lake Region Cottage - NaplesAmenities:Beach, Kitchen, Dishwasher, Washer/Dryer, TV Description:Brandy Pond cottage with furnishings that are a country mix. Comfortable, traditional summer home w/guest cottage in a quiet, private family compound. Great view from living room, dining room, patio and lawn. Beautiful, gradual sandy beach. Near golf, restaurants. Lakefront water levels are usually higher early in the summer. Guesthouse has 3/4 bath, compact fridge, stove, sink, coffeepot, toaster, microwave & TV. Additionally, guest cottage cannot be used by unattended children. M |
House |
4 Beds |
3 Baths |
10 People |
$250 - $250 |
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