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Vacation Home Rentals in South Portland, Maine

Vacation Home Rentals in South Portland, Maine

South Portland Vacation Rentals - 3Br 2Ba Large House,Ocean View. 500' From Beach
South Portland Vacation Rentals - 3BR 2BA Large House,Ocean View. 500' from Beach
Vacation rental with 3 bedroom(s), 2 bathrooms(s)
2.9 miles to South Portland
South Portland, Maine, 04106
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...

from 163 USD


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10' From The Beach (Willard)
10' from the Beach (Willard)
House with 3 bedroom(s), 1 bathrooms(s), sleeps 7
0.6 miles to South Portland
South Portland, 4106
Breath taking views from your 40' deck overlooking Willard Beach and the islands. Watch the ships, from cruise ships over 1000' and tankers as big...

from 1,700 USD

Weekly


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Adorable, Light-Filled Craftsman Bungalow Near Downtown And Beaches - Pet Ok!
Adorable, light-filled craftsman bungalow near downtown and beaches - pet ok!
Bungalow with 2 bedroom(s), 1.5 bathrooms(s), sleeps 4
1 miles to South Portland
South Portland, 4106
Beautiful bungalow, lots of skylights, wide pine floors, open floor plan, big stone gas fireplace, Japanese garden, chef's kitchen, washer/ dryer,...

from 850 USD

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Charming House At Willard Beach, Friendly Neighborhood, Stunning Ocean Views.
House with 3 bedroom(s), 1.5 bathrooms(s), sleeps 6
0.6 miles to South Portland
South Portland, 4106
House is located 200 ft from Willard Beach. There are lifeguards on duty during the summer. Lots of ocean views from the property - there's a...

from 1,000 USD

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Cliffside Casco Bay Get-A-Way
House with 3 bedroom(s), 2 bathrooms(s), sleeps 6
1.3 miles to South Portland
South Portland, 4106
This property is located on a jetting cliff overlooking the entrance to Casco Bay. Watch ships enter and leave the harbor from almost every room...

from 3,500 USD

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Complete Renovation At New Rental Near Willard Beach With Views South Portland
House with 3 bedroom(s), 1.5 bathrooms(s), sleeps 8
0.6 miles to South Portland
South Portland, 4106
Located near Willard Beach and many South Portland waterfront attractions. Just steps from the beach this very clean newly renovated home has flat...

from 1,200 USD

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Modern House With Views Of Casco Bay Islands ! Willard Beach !
House with 4 bedroom(s), 3 bathrooms(s), sleeps 8
0.6 miles to South Portland
South Portland, 4106
Home built in 2002 by a famous architect. Contemporary design and yet natural feel (all floors are wooden, radian heat everywhere ). Connecting...

from 2,700 USD

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Newly Updated And Furnished Willard Beach Cottage
Cottage with 3 bedroom(s), 2 bathrooms(s), sleeps 8
0.6 miles to South Portland
south portland, 4106
This single family home sits on a very large lot overlooking Casco Bay, and is 50 steps away from fabulous Willard Beach. The cottage was...

from 1,200 USD

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The Birdhouse At Willard Beach ~ A Maine Cottage At The Beach
Cottage with 2 bedroom(s), 1 bathrooms(s), sleeps 5
0.6 miles to South Portland
South Portland, 4106
Located 60 steps from Willard Beach in South Portland,Maine, the Birdhouse is the perfect place to kick back and relax. Willard Beach is a little...

from 850 USD

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Vacation Home Rentals in the South Portland, Maine Area

Portland Vacation Rentals - Wild Iris Inn
Bed and breakfast
1.8 miles to South Portland
Portland, Maine, 04101
Located in a historic neighborhood in downtown Portland, the Wild Iris Inn offers travelers a comfortable place to spend the night. The inn is...
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Portland Vacation Rentals - Celtic Cottage Maine
Bed and breakfast
3 miles to South Portland
Portland, Maine, 04102
Warm hospitality Comfortable surroundings Fresh & hearty Celtic breakfasts daily Hike three Portland Trails just down the road ...
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Portland Vacation Rentals - Danforth B&B
Bed and breakfast
3 miles to South Portland
Portland, Maine, 04102
Come be one of countless travelers who for nearly two centuries have defined the character of The Danforth including adventuring merchants,...
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Portland Vacation Rentals - Inn On Carleton
Bed and breakfast
3 miles to South Portland
Portland, Maine, 04102
Innkeepers Phil and Sue Cox graciously welcome you to their restored 1869 Victorian home located in Portland's prestigious, historic Western...
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Portland Vacation Rentals - Percy Inn
Bed and breakfast
3 miles to South Portland
Portland, Maine, 04102
The Percy is housed in an 1830 Federal-style brick rowhouse built 10 years after Maine became a state. In 1997, after years of decay, the building...
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Portland Vacation Rentals - The Chadwick Bed & Breakfast
Bed and breakfast
3 miles to South Portland
Portland, Maine, 04102
The term 'simple elegance' perfectly describes this Queen Anne style Bed and Breakfast nestled in Portland's historic West End. Built in 1891 with...
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Portland Vacation Rentals - The Inn At St. John
Bed and breakfast
3 miles to South Portland
Portland, Maine, 04102
Conviently located off the West End of downtown Portland, we are located 2.8 miles from the airport, .85 miles from Amtrak, 1.7 miles from the Cat...
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Portland Vacation Rentals - Gracious Island Living At Historic Diamond Cove
House with 3 bedroom(s), 2 bathrooms(s), sleeps 6
3.2 miles to South Portland
Portland, Maine, 04109
You are invited to experience life on an island off the coast of Maine. Embrace the comfort and charm of another era in a restored home, on the...

from 357 USD

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Westbrook Vacation Rentals - Elms Bbb And B
Bed and breakfast
6.5 miles to South Portland
Westbrook, Maine, 04092
The Elms (Since 1882) is a graceful historic home over looking the Presumpscot River. With it's classic architecture, well appointed rooms and...
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Scarborough Beach Vacation Rentals - Three-Bedroom Executive Home At Scarborough Beach, Prouts Neck
House with 3 bedroom(s), 2 bathrooms(s), sleeps 6
6.8 miles to South Portland
Scarborough Beach, Maine, 04074
Executive home on exclusive Scarborough Beach for vacation or executive stays. Scarborough Beach is a one-minute walk from the home down a path...

from 71 USD

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Falmouth Vacation Rentals - Quaker Tavern B&B Inn
Bed and breakfast
7.4 miles to South Portland
Falmouth, Maine, 04105
Quaker Tavern is an unblemished country Federal structure built by the Hall family of Quakers, circa 1780. Surrounded by 15 acres of farm and...
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Old Orchard Beach Vacation Rentals - Atlantic Birches Inn
Bed and breakfast
11.1 miles to South Portland
Old Orchard Beach, Maine, 04064
The Atlantic Birches Inn an elegant yet casual Romantic, Historic Victorian Bed and Breakfast in Old Orchard Beach Maine. The Inn is perfect for...
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Old Orchard Beach Vacation Rentals - Auberge By The Sea Bed And Breakfast
Bed and breakfast
11.1 miles to South Portland
Old Orchard Beach, Maine, 04064
The Auberge By The Sea Bed & Breakfast offers you an entirely unique vacation or getaway experience in Old Orchard Beach. This quiet home offers 4...
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Old Orchard Beach Vacation Rentals - Ideal Family Cottage - Just Steps Away From The Beach!
Cabin with 2 bedroom(s), 2 bathrooms(s), sleeps 6
11.1 miles to South Portland
Old Orchard Beach, Maine, 04064
Set inside a convenient, family friendly resort with an access walkway to the beach and ocean, this new Ideal Cottage is a great vacation cottage...

from 209 USD

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Old Orchard Beach Vacation Rentals - Old Orchard Beach Inn
Bed and breakfast
11.1 miles to South Portland
Old Orchard Beach, Maine, 04064
Welcome to The Old Orchard Beach Inn Our gracious Victorian style bed and breakfast inn offers our guests the finest lodging accommodations in...
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Gorham Vacation Rentals - Pinecrest Bed & Breakfast
Bed and breakfast
11.4 miles to South Portland
Gorham, Maine, 04038
PineCrest Bed and Breakfast is a charming Victorian inn located in Gorham, ME of the Greater Portland area. Just minutes from Old Port , Portland,...
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Gorham Vacation Rentals - Pinecrest Bed And Breakfast
Bed and breakfast
11.4 miles to South Portland
Gorham, Maine, 04038
PineCrest Bed and Breakfast is a charming Victorian inn located in Gorham, ME of the Greater Portland area. Just minutes from Old Port , Portland,...
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Saco Vacation Rentals - Hobson House Celtic Inn Bed & Breakfast
Bed and breakfast
13.3 miles to South Portland
Saco, Maine, 04072
Hobson House Celtic Inn gives you gracious lodging in the heart of a small town. The bustle of the day's activities is shuttered out and...
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Freeport Vacation Rentals - Brewster House Bed And Breakfast
Bed and breakfast
16.2 miles to South Portland
Freeport, Maine, 04032
Brewster House Bed and Breakfast in Freeport, Maine is an exquisite 1888 Queen Anne Victorian home, newly restored to its original elegance....
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Freeport Vacation Rentals - Kendall Tavern Bed And Breakfast
Bed and breakfast
16.2 miles to South Portland
Freeport, Maine, 04032
Kendall Tavern Bed and Breakfast is a lovingly restored early 1800's farmhouse in the peaceful village of Freeport in Maine's mid-coast region. We...
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Freeport Vacation Rentals - Maple Hill B&B
Bed and breakfast
16.2 miles to South Portland
Freeport, Maine, 04032
Welcome to our inn... the Maple Hill Bed and Breakfast in Freeport, Maine We are a cozy, family friendly inn... built in 1831. your home away...
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Freeport Vacation Rentals - The Captain Briggs House Bed & Breakfast
Bed and breakfast
16.2 miles to South Portland
Freeport, Maine, 04032
The Captain Briggs House Bed & Breakfast is located on a quiet side street, just three blocks from l.l. Bean and within easy walking distance to...
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Freeport Vacation Rentals - White Cedar Inn
Bed and breakfast
16.2 miles to South Portland
Freeport, Maine, 04032
Located in the coastal village of Freeport, Maine, White Cedar Inn is a comfortable and historic bed and breakfast. It is just a short, two-block...
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Freeport Vacation Rentals - Wolf Neck Bed & Breakfast
Bed and breakfast
16.2 miles to South Portland
Freeport, Maine, 04032
Wolf Neck b&b is a recently built private residence designed in the cottage style traditional of the Maine coast in the early 1900's. Hardwood...
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Kennebunk Vacation Rentals - Cape Arundel Inn
Bed and breakfast
20.1 miles to South Portland
Kennebunk, Maine, 04046
We are a property unique to Kennebunkport. Operating in a neighborhood of grand and stately summer mansions on the “gold coast” of Kennebunkport...
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Kennebunkport Vacation Rentals - 1802 House Bed & Breakfast Inn
Bed and breakfast
20.1 miles to South Portland
Kennebunkport, Maine, 04046
Peaceful and private, restful and romantic. Come fall under the spell of one of Kennebunkport's most historic and charming bed and breakfast...
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Kennebunkport Vacation Rentals - Captain Fairfield Inn
Bed and breakfast
20.1 miles to South Portland
Kennebunkport, Maine, 04046
'Bed and Breakfast Inn' for truly romantic and historic country inn lodging accommodation in Kennebunkport, Maine... Welcome to the Captain...
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Kennebunkport Vacation Rentals - Captain Lord Mansion Bed And Breakfast
Bed and breakfast with 16 bedroom(s)
20.1 miles to South Portland
Kennebunkport, Maine, 04046
Welcome to the Captain Lord Mansion, one of the most romantic Kennebunkport bed and breakfast inns on the Southern Maine Coast. We invite you to...
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Kennebunkport Vacation Rentals - Old Fort Inn & Resort
Bed and breakfast
20.1 miles to South Portland
Kennebunkport, Maine, 04046
A 16 room resort nestled privately amongst turn of the century summer homes. The spacious guest rooms and suites are located in the historic...
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Kennebunkport Vacation Rentals - Romantic Kennbunkport Bed And Breakfast Inn
Bed and breakfast
20.1 miles to South Portland
Kennebunkport, Maine, 04046
The 1802 House Inn is a small six room romantic and intimate inn located in the quaint seaside village of Kennebunkport. The bed and breakfast is...
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Kennebunkport Vacation Rentals - The Green Heron Bed And Breakfast Inn
Bed and breakfast
20.1 miles to South Portland
Kennebunkport, Maine, 04046
The Green Heron Inn is located on Ocean Avenue, in one of the Kennebunkport's most charming neighborhoods. It sits adjacent to an estuarine cove,...
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Kennebunkport Vacation Rentals - The Inn At Harbor Head
Bed and breakfast
20.1 miles to South Portland
Kennebunkport, Maine, 04046
“Maine…the way life should be.” Begin your Maine vacation at the Inn at Harbor Head and explore the many adventures that await you throughout...
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Durham Vacation Rentals - Royalsborough Inn At The Bagley House
Bed and breakfast
20.6 miles to South Portland
Durham, Maine, 04222
Peace, Tranquility, & History abound in this magnificent 1772 country home. A warm welcome awaits you just minutes from downtown Freeport. . ....
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Frye Island Vacation Rentals - Deluxe Maine Family Vacation Property Great For Family Reunion
House with 9 bedroom(s), 10 bathrooms(s), sleeps 31
21.4 miles to South Portland
Frye Island, Maine, 04071
This 7000 square foot island home sits on 1.6 acres with 187 feet of pristine waterfront (including a sandy beach) and faces the most...
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Brunswick Vacation Rentals - Brunswick Inn On Park Row
Bed and breakfast
22.9 miles to South Portland
Brunswick, Maine, 04011
Brunswick Bed & Breakfast, a Maine Bed and Breakfast located in Maine's Midcoast region, is a gracefully proportioned Greek Revival home restored...
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Brunswick Vacation Rentals - Waterfront Home With Spectacular Gardens
Cabin with 3 bedroom(s), 2 bathrooms(s), sleeps 7
22.9 miles to South Portland
Brunswick, Maine, 04011
Brand New (2005) 3 bedroom home overlooking sweeping gardens with magnificent views of and access to historic Middle Bay. Our cove is home to...

from 400 USD

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Kennebunk Vacation Rentals - Hounds Tooth Inn
Bed and breakfast
23.4 miles to South Portland
Kennebunk, Maine, 04043
The Hounds Tooth Inn is a non-smoking, pet friendly, four guest room Inn. Open year round, we are located on an acre of land, minutes from the...
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Kennebunk Vacation Rentals - Spofford Inn
Bed and breakfast
23.4 miles to South Portland
Kennebunk, Maine, 04043
The Spofford Inn, while recently renovated still maintains most of its original charm and beauty. Large bright windows and decorative woodwork are...
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Kennebunkport Vacation Rentals - English Meadows Bed And Breakfast Inn
Bed and breakfast
23.4 miles to South Portland
Kennebunkport, Maine, 04043
Sitting proudly on a lovely knoll in the coastal village of Kennebunkport, Maine is The English Meadows Bed & Breakfast Inn; an attractive 1860's...
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Topsham Vacation Rentals - Black Lantern Bed And Breakfast
Bed and breakfast
24.4 miles to South Portland
Topsham, Maine, 04086
The mid 19th Century Black Lantern Bed and Breakfast in Topsham, part of Maine´s Mid-Coast, features comfortable, affordable lodging with...
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Kennebunkport Vacation Rentals - Casual Country Comfort Intypical Cottage Units
Cabin with 2 bedroom(s), 2 bathrooms(s), sleeps 6
20.1 miles to South Portland
Kennebunkport, Maine, 04046
Shorelands Guest Resort is a friendly, family-oriented cottage resort, walking distance(@1/3 Mi) to beautiful, quiet, sandy beach. 2 miles from...

from 59 USD

daily


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