Search Vacation Homes in South Portland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for South Portland vacation homes

Interior

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 ￥47,919
￥81,846 total
includes taxes & fees
Mar 16 - Mar 17
Modern Getaway by the Sea
Exterior

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 ￥42,328
￥89,749 total
includes taxes & fees
Mar 16 - Mar 17
Willard Square Family Home
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, (57 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is ￥22,642
￥77,608 total
includes taxes & fees
Mar 17 - Mar 18
Beach House ∆ Prime Location ∆ Steps to the Ocean
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, (15 reviews)
"Awesome place lots of room very much enjoyed "
United States
Anthony M.
The price is ￥21,468
￥75,981 total
includes taxes & fees
Mar 16 - Mar 17
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
Interior

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, (59 reviews)
"Nice place. Good location."
United States
Rob M.
The price is ￥16,436
￥41,419 total
includes taxes & fees
Mar 16 - Mar 17
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
3 bedrooms, desk, iron/ironing board, travel crib

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Old Orchard Beach
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 ￥17,411
￥56,922 total
includes taxes & fees
Mar 16 - Mar 17
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Outdoor dining

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 ￥29,870
￥58,500 total
includes taxes & fees
Mar 19 - Mar 20
Modern & Sunny House Steps from the Promenade. Private Parking!
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is ￥32,345
￥58,413 total
includes taxes & fees
Mar 16 - Mar 17
Full sized home
Exterior

The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
9.0 out of 10, Wonderful, (4 reviews)
"Great location"
United States
Mark J.
The price is ￥18,286
￥57,712 total
includes taxes & fees
Mar 17 - Mar 18
The 87th Townhome - Local Landmark
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 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 ￥32,034
￥94,287 total
includes taxes & fees
Mar 17 - Mar 18
Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub
Dining

Seaglass Cottage by Bayley Vacation Rentals

Seaglass Cottage by Bayley Vacation Rentals
Old Orchard Beach
The price is ￥25,653
￥191,914 total
includes taxes & fees
Apr 5 - Apr 6
Seaglass Cottage by Bayley Vacation Rentals
Smart TV

The Dollhouse

The Dollhouse
Old Orchard Beach
9.2 out of 10, Wonderful, (5 reviews)
"Wonderful stay for a small bachelorette party! Right squeeze with 7 girls but great to have the place already decorated. Very close to the pier and lots of stores, restaurants, and places to go around. Host was very friendly and accommodating, answered questions and was flexible with any of our needs!"
United States
Margaret D.
The price is ￥71,879
￥119,437 total
includes taxes & fees
Mar 17 - Mar 18
The Dollhouse
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 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 ￥45,523
￥71,072 total
includes taxes & fees
Mar 17 - Mar 18
Modern Cottage with Peeks of Ocean Views
Interior

Spacious 5BR Family Dream with Private Beach Access

Spacious 5BR Family Dream with Private Beach Access
Old Orchard Beach
9.0 out of 10, Wonderful, (4 reviews)
"Had a great stay. Plenty of amenities that made it nice since it's the winter months. "
United States
Bradford P.
The price is ￥28,512
￥84,703 total
includes taxes & fees
Mar 16 - Mar 17
Spacious 5BR Family Dream with Private Beach Access
1 bedroom, internet, bed sheets

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is ￥27,953
￥44,745 total
includes taxes & fees
Mar 16 - Mar 17
Charming 1-bedroom ADU in wonderful Portland neighborhood
Room

Victorian Farmhouse | Walk to Saco River

Victorian Farmhouse | Walk to Saco River
Buxton
The price is ￥26,675
￥61,044 total
includes taxes & fees
Mar 17 - Mar 18
Victorian Farmhouse | Walk to Saco River
Beach nearby

Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Old Orchard Beach
9.6 out of 10, Exceptional, (18 reviews)
"We had a great time and it’s an awesome place. Can’t wait to rebook for next year. "
United States
Robert D.
The price is ￥63,732
￥139,110 total
includes taxes & fees
Mar 29 - Mar 30
Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Outdoor dining

Spacious Portland Home + Parking

Spacious Portland Home + Parking
Parkside
9.0 out of 10, Wonderful, (2 reviews)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is ￥35,492
￥103,106 total
includes taxes & fees
Apr 1 - Apr 2
Spacious Portland Home + Parking
Beach towels

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
9.8 out of 10, Exceptional, (10 reviews)
"We have stayed three times and will be back"
United States
Michael W.
The price is ￥32,872
￥107,214 total
includes taxes & fees
Mar 16 - Mar 17
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Interior

Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.
Munjoy Hill
9.8 out of 10, Exceptional, (6 reviews)
"Great place great location. "
United States
Chris f.
The price is ￥72,597
￥135,194 total
includes taxes & fees
Mar 16 - Mar 17
Spacious 4-bedroom house located in the heart of Portland, ME.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Portland Hotel Reviews

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"Excellent "
Edward 7-night trip
Posted 2 hours ago
Clarion Hotel Portland Airport ME

Find out more about South Portland

South Portland Vacation Homes information

Number of reviews
288
Accommodation
732 Vacation Homes
Lowest Price
￥41,419
Highest Price
￥139,110