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Our top choices for South Portland vacation homes

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 ¥37,016
¥105,180 total
includes taxes & fees
Jan 26 - Jan 27
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

Vacation Home in South Portland

Modern Getaway by the Sea
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is ¥31,638
¥60,020 total
includes taxes & fees
Feb 2 - Feb 3
Modern Getaway by the Sea

Vacation Home in Willard Beach

Willard Square Family Home
9.6 out of 10, Exceptional, (9 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is ¥40,338
¥85,607 total
includes taxes & fees
Feb 1 - Feb 2
Willard Square Family Home
10.0 out of 10, Exceptional, (55 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is ¥22,423
¥76,342 total
includes taxes & fees
Jan 26 - Jan 27
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is ¥29,582
¥57,764 total
includes taxes & fees
Jan 22 - Jan 23
Modern & Sunny House Steps from the Promenade. Private Parking!

Vacation Home in Old Orchard Beach

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
10.0 out of 10, Exceptional, (6 reviews)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is ¥17,243
¥56,373 total
includes taxes & fees
Feb 19 - Feb 20
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Vacation Home in West End

The 87th Townhome - Local Landmark
8.8 out of 10, Excellent, (3 reviews)
"Great location"
United States
Mark J.
The price is ¥25,456
¥65,336 total
includes taxes & fees
Jan 22 - Jan 23
The 87th Townhome - Local Landmark
2.0 star property
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.
The price is ¥23,064
¥54,624 total
includes taxes & fees
Jan 29 - Jan 30
Chic 3-bedroom house in Munjoy Hill with off-street parking.

Vacation Home in Harpswell

Full sized home
9.8 out of 10, Exceptional, (50 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is ¥28,474
¥53,280 total
includes taxes & fees
Jan 26 - Jan 27
Full sized home
9.8 out of 10, Exceptional, (16 reviews)
"It was a very relaxing house to stay in. Everything was provided in the kitchen, bathroom and bedrooms. Lots of room for all of us to mingle. "
United States
Carla S.
The price is ¥25,785
¥76,110 total
includes taxes & fees
Jan 22 - Jan 23
Spacious Country Home Freeport, Only 5 min to LL Bean!
9.4 out of 10, Exceptional, (14 reviews)
"Awesome place lots of room very much enjoyed "
United States
Anthony M.
The price is ¥21,261
¥75,248 total
includes taxes & fees
Jan 22 - Jan 23
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
8.4 out of 10, Very Good, (58 reviews)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is ¥22,257
¥47,882 total
includes taxes & fees
Jan 25 - Jan 26
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
10.0 out of 10, Exceptional, (4 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 ¥25,684
¥60,756 total
includes taxes & fees
Jan 25 - Jan 26
Entire ideally located home in Cape Elizabeth’s coveted seaside community

Vacation Home in Cape Elizabeth

Modern Cottage with Peeks of Ocean Views
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 ¥45,084
¥69,180 total
includes taxes & fees
Jan 22 - Jan 23
Modern Cottage with Peeks of Ocean Views
10.0 out of 10, Exceptional, (9 reviews)
"We have stayed three times and will be back"
United States
Michael W.
The price is ¥29,566
¥102,405 total
includes taxes & fees
Jan 26 - Jan 27
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
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 ¥56,948
¥179,324 total
includes taxes & fees
Jan 25 - Jan 26
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
The price is ¥22,147
¥36,210 total
includes taxes & fees
Jan 25 - Jan 26
Charming 1-bedroom ADU in wonderful Portland neighborhood
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 ¥26,481
¥83,179 total
includes taxes & fees
Jan 25 - Jan 26
Huge New Townhome 10mins from the 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 ¥30,728
¥91,774 total
includes taxes & fees
Jan 22 - Jan 23
Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub
10.0 out of 10, Exceptional, (44 reviews)
"Communication was excellent and so thoughtful. We enjoyed everything about the house and location. "
United States
Ellen T.
The price is ¥81,436
¥159,460 total
includes taxes & fees
Jan 22 - Jan 23
A historic treasure in Southern Maine, very unique and spacious
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

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South Portland Vacation Homes information

Number of reviews
329
Accommodation
731 Vacation Homes
Lowest Price
¥36,210
Highest Price
¥179,324