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Our top choices for South Portland vacation homes

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is ¥51,542
¥85,065 total
includes taxes & fees
Jan 18 - Jan 19
Modern Getaway by the Sea

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

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
South Portland
10.0 out of 10, Exceptional, (1 review)
"Incredibly welcoming house! Very nicely furnished and prepared for guests. Couldn’t be more grateful for the thoughtfulness and accessibility to the property. We kept saying how impressed we were with how many towels were available! A lot of small details were paid attention to by the host! Thank you so much!"
United States
Patrick S.
The price is ¥39,965
¥109,077 total
includes taxes & fees
Jan 28 - Jan 29
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (9 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is ¥37,158
¥81,606 total
includes taxes & fees
Jan 18 - Jan 19
Willard Square Family Home

Entire ideally located home in Cape Elizabeth’s coveted seaside community

Entire ideally located home in Cape Elizabeth’s coveted seaside community
Cape Elizabeth
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming and it was an easy and smooth check in and check out process. Place was a great spot for my friends and I during our stay for a pond hockey tournament."
United States
Kerry W.
The price is ¥25,749
¥61,774 total
includes taxes & fees
Jan 25 - Jan 26
Entire ideally located home in Cape Elizabeth’s coveted seaside community

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 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is ¥22,414
¥76,826 total
includes taxes & fees
Jan 21 - Jan 22
Beach House ∆ Prime Location ∆ Steps to the Ocean

Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.
2.0 star property
Munjoy Hill
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely fantastic stay! The house is clean, comfortable and has all the amenities to stay in. However with such a great location to all that Portland has to offer taking a quick walk to whatever strikes your fancy is highly recommended. The bakery on the corner has great coffee and baked goods. We didn’t need much from Doug but when I messaged him he was very responsive and accommodating. The beds are extremely comfortably. The location is quiet, within walking distance or a quick uber...
United States
Carl K.
Chic 3-bedroom house in Munjoy Hill with off-street parking.

The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
8.8 out of 10, Excellent, (3 reviews)
"Great location"
United States
Mark J.
The price is ¥27,747
¥69,139 total
includes taxes & fees
Jan 20 - Jan 21
The 87th Townhome - Local Landmark

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (50 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is ¥28,546
¥52,723 total
includes taxes & fees
Jan 26 - Jan 27
Full sized home

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, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is ¥29,656
¥58,773 total
includes taxes & fees
Jan 29 - Jan 30
Modern & Sunny House Steps from the Promenade. Private Parking!

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Scarborough
10.0 out of 10, Exceptional, (8 reviews)
"We had a fantastic stay. Alexa was a wonderful host!"
United States
Desmond L.
The price is ¥35,683
¥91,272 total
includes taxes & fees
Jan 19 - Jan 20
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

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 reviews)
"We loved our stay at the Bliss Beach House! The sky deck provided a huge area to relax, enjoy the view and even had a hot tub. The kitchen was spacious with plenty of seating and had everything we needed for our stay. Jason was great with communication before and during our stay. "
United States
Laurie O.
The price is ¥30,973
¥92,362 total
includes taxes & fees
Jan 19 - Jan 20
Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub

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 reviews)
"Awesome place lots of room very much enjoyed "
United States
Anthony M.
The price is ¥23,313
¥77,962 total
includes taxes & fees
Jan 19 - Jan 20
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very Good, (58 reviews)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is ¥22,314
¥48,004 total
includes taxes & fees
Jan 18 - Jan 19
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views
Cape Elizabeth
10.0 out of 10, Exceptional, (1 review)
"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.
The price is ¥45,064
¥70,355 total
includes taxes & fees
Feb 17 - Feb 18
Modern Cottage with Peeks of Ocean Views

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (66 reviews)
"Perfect for our girls trip! Right outside portland with gorgeous views; Meghan was so very accommodating as well!"
United States
Allysa Z.
The price is ¥110,289
¥171,749 total
includes taxes & fees
Jan 25 - Jan 26
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Biddeford
10.0 out of 10, Exceptional, (9 reviews)
"We have stayed three times and will be back"
United States
Michael W.
The price is ¥30,473
¥102,879 total
includes taxes & fees
Jan 20 - Jan 21
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach
Saco
8.0 out of 10, Very Good, (1 review)
"The only big issue was that the VRBO listing gave us the wrong address. It sent us to Scarborough instead of Saco. Luckily we were familiar with the area and I knew that Saco was close to Old Orchard Beach, which was mentioned in the listing, so I did a google map search of the same address in Saco and it looked like the pictures. My elderly parents were relieved that we didn’t get scammed. Lol. The place was clean and large and easy to get on the highway. It’s 2 and a half baths, not 3 full...
United States
Stacy H.
The price is ¥26,034
¥83,347 total
includes taxes & fees
Jan 21 - Jan 22
Huge New Townhome 10mins from the Beach

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."
United States
Edwin M.
The price is ¥57,092
¥179,777 total
includes taxes & fees
Jan 18 - Jan 19
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is ¥22,137
¥36,194 total
includes taxes & fees
Jan 18 - Jan 19
Charming 1-bedroom ADU in wonderful Portland neighborhood

Maine Oceanfront Retreat

Maine Oceanfront Retreat
Brunswick
10.0 out of 10, Exceptional, (1 review)
"Gorgeous views house is extremely well equipped "
United States
Cary C.
The price is ¥99,821
¥173,609 total
includes taxes & fees
Feb 15 - Feb 16
Maine Oceanfront Retreat
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

Find out more about South Portland

South Portland Vacation Homes information

Number of reviews
338
Accommodation
731 Vacation Homes
Lowest Price
¥36,194
Highest Price
¥179,777