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Vacation Homes in South Portland

Private kitchen
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

Cash Corner
$549 nightly
The price is $598
Dec 8 - Dec 9
Total with taxes and fees
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Fridge, microwave, oven, stovetop
Modern Getaway by the Sea

Modern Getaway by the Sea

Cash Corner
10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
$446 nightly
The price is $482
Nov 8 - Nov 9
Total with taxes and fees
Modern Getaway by the Sea
Hair dryer, towels, soap, toilet paper
Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood

Back Cove
$216 nightly
The price is $235
Nov 9 - Nov 10
Total with taxes and fees
Charming 1-bedroom ADU in wonderful Portland neighborhood
Beach nearby, sun loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean

Old Orchard Beach
10.0 out of 10, Exceptional, (55)
"We had a wonderful stay the weekend after Christmas. The home had absolutely everything we needed and was both comfortable and beautiful! Everything was clearly labeled and so easy settle in. Very close to the beach which was awesome to visit even in the winter!"
United States
Elizabeth M.
$429 nightly
The price is $467
Nov 8 - Nov 9
Total with taxes and fees
Beach House ∆ Prime Location ∆ Steps to the Ocean
Beach
Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

Harpswell
9.8 out of 10, Exceptional, (7)
"We enjoyed our weekend tremendously, especially being right on the beach, with miles of private access to the rocky shores to search for treasures and sea glass! Thank you so much!"
United States
Jason M.
$411 nightly
The price is $415
Nov 24 - Nov 25
Total with taxes and fees
Orchid Harbor, Bailey Island 3BR
Exterior
Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!

Brunswick
9.8 out of 10, Exceptional, (7)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
$374 nightly
The price is $378
Nov 12 - Nov 13
Total with taxes and fees
Mere Point Sunrise Views at Eastern Shore!
Interior
Plush 5BR OOB Haven w/ Fire Pit

Plush 5BR OOB Haven w/ Fire Pit

Old Orchard Beach
10.0 out of 10, Exceptional, (2)
"We stayed for 3 nights and I can honestly say it was the cleanest place I ever stayed in Old Orchard Beach. The neighborhood was really quiet, so it was awesome for our little ones to go to sleep early. They had everything you could ever need for a trip, and more. The only complaint we have is the sink nasal spraying everywhere, which seemed to only be a water pressure issue, so no big deal at all. The host was very communicative for our upcoming trip. All things considered, we definitely will...
United States
Alex B.
$402 nightly
The price is $438
Nov 9 - Nov 10
Total with taxes and fees
Plush 5BR OOB Haven w/ Fire Pit
Fridge, microwave, stovetop, coffee/tea maker
The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace

Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable and homey Great location to the outlets. "
United States
Patricia C.
$151 nightly
The price is $164
Nov 9 - Nov 10
Total with taxes and fees
The Outlet Studio, Rustic Comfort w Fireplace
Private kitchen
Spacious 5BR Family Dream with Private Beach Access

Spacious 5BR Family Dream with Private Beach Access

Old Orchard Beach
10.0 out of 10, Exceptional, (1)
"Great property! Spacious and comfortable.Nice location."
United States
rebecca c.
$488 nightly
The price is $532
Nov 11 - Nov 12
Total with taxes and fees
Spacious 5BR Family Dream with Private Beach Access
Private kitchen
Spacious Portland Home + Parking

Spacious Portland Home + Parking

Parkside
9.0 out of 10, Wonderful, (2)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
$531 nightly
The price is $579
Nov 9 - Nov 10
Total with taxes and fees
Spacious Portland Home + Parking
Private kitchen
Classic New England Waterfront

Classic New England Waterfront

Harpswell
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay! "
United States
Ashma B.
$651 nightly
The price is $710
Dec 1 - Dec 2
Total with taxes and fees
Classic New England Waterfront
Living area
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

Old Orchard Beach
9.4 out of 10, Exceptional, (14)
"The property was in a good location from everything available in the beach area and the house had enough space to accommodate all 12 of us."
United States
Wayne R.
$439 nightly
The price is $479
Nov 11 - Nov 12
Total with taxes and fees
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!

Munjoy Hill
10.0 out of 10, Exceptional, (32)
"Adorable and pristine place, with many thoughtful amenities. Great location. Incredible host. Loved our stay."
United States
Brant H.
$291 nightly
The price is $317
Nov 9 - Nov 10
Total with taxes and fees
Modern & Sunny House Steps from the Promenade. Private Parking!
Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome

Huge Historic Downtown Townhome

West End
9.8 out of 10, Exceptional, (8)
"Wonderful accommodations"
United States
Sean
$447 nightly
The price is $487
Dec 8 - Dec 9
Total with taxes and fees
Huge Historic Downtown Townhome
Dining
The Sea Gaze - 5BR with Beach Path

The Sea Gaze - 5BR with Beach Path

Old Orchard Beach
10.0 out of 10, Exceptional, (1)
"Beautiful house and great location "
United States
Nicole K.
$507 nightly
The price is $553
Nov 9 - Nov 10
Total with taxes and fees
The Sea Gaze - 5BR with Beach Path
Interior
Serenity between the lakes and seashore

Serenity between the lakes and seashore

Westbrook
9.8 out of 10, Exceptional, (23)
"Good location near lots of hiking and not far from Portland "
United States
Laura P.
$312 nightly
The price is $340
Nov 29 - Nov 30
Total with taxes and fees
Serenity between the lakes and seashore
Property grounds
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End
8.6 out of 10, Excellent, (56)
"Quiet, close to everything and east to find."
United States
Jesse M.
$291 nightly
The price is $317
Nov 10 - Nov 11
Total with taxes and fees
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Beach
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Old Orchard Beach
10.0 out of 10, Exceptional, (11)
"clean and comfortable. close to everything and had all we needed."
United States
mark g.
$437 nightly
The price is $476
Dec 1 - Dec 2
Total with taxes and fees
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Outdoor dining
Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub

Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub

Old Orchard Beach
9.0 out of 10, Wonderful, (25)
"Fun house to host a group. We enjoyed the roof deck the most and being so close to the quiet side of OOB."
United States
Helen K.
$557 nightly
The price is $607
Nov 11 - Nov 12
Total with taxes and fees
Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub
Property grounds
Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views

Cape Elizabeth
10.0 out of 10, Exceptional, (1)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
$434 nightly
The price is $438
Nov 9 - Nov 10
Total with taxes and fees
Modern Cottage with Peeks of Ocean Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Portland Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Great service "
argiro 2-night trip
Posted 22 hours ago
Portland Harbor Hotel

Find out more about South Portland

South Portland Vacation Homes information

Number of reviews
247
Accommodation
761 Vacation Homes
Lowest Price
$164
Highest Price
$710

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