A lighthouse, rocky coastline, and a sunset over the ocean.

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for South Portland holiday homes

Exterior

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (10 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
The price is £625
includes taxes & fees
13 Jul - 14 Jul
Willard Square Family Home
Living area

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

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Ligonia
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 £804
includes taxes & fees
15 Jul - 16 Jul
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Aerial view

Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
The price is £431
includes taxes & fees
9 Jul - 10 Jul
Three bedroom in United States of America, Freeport
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (53 reviews)
"Wonderful stay!"
United States
Erika T.
The price is £278
includes taxes & fees
1 Jul - 2 Jul
Full sized home
Interior

Adorable Seaside Cottage

Adorable Seaside Cottage
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"Overall nice small place, owner responded quickly to issues. "
United States
Qi L.
The price is £388
includes taxes & fees
30 Jun - 1 Jul
Adorable Seaside Cottage
Smart TV

Walk to Beach | Patio | Full Kitchen | Parking

Walk to Beach | Patio | Full Kitchen | Parking
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Very nice property, would stay again!"
United States
Jason N.
Walk to Beach | Patio | Full Kitchen | Parking
Beach

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Buxton
The price is £307
includes taxes & fees
21 Jul - 22 Jul
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Fridge, microwave, oven, stovetop

Hank's Hideaway by Bayley Vacation Rentals

Hank's Hideaway by Bayley Vacation Rentals
Grand Beach
9.4 out of 10, Exceptional, (11 reviews)
"It was an easy walk to the beach and there are some good walkable restaurants and bars. Easy to park at municipal parking lot and access everything at old orchard beach"
United States
Debra C.
Hank's Hideaway by Bayley Vacation Rentals
Outdoor dining

Spacious Portland Home + Parking

Spacious Portland Home + Parking
Parkside
8.8 out of 10, Excellent, (3 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 £531
includes taxes & fees
28 Jun - 29 Jun
Spacious Portland Home + Parking
Interior

Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is £271
includes taxes & fees
30 Jun - 1 Jul
Tranquility between the Lakes & Sea
Beach nearby

Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is £357
includes taxes & fees
30 Jun - 1 Jul
Cozy Family Home w/ Beach Access
Smart TV

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 £447
includes taxes & fees
30 Jun - 1 Jul
Huge New Townhome 10mins from the Beach
Private kitchen

Steps to Old Port, balcony, private outdoor space

Steps to Old Port, balcony, private outdoor space
Downtown Portland
The price is £1,955
includes taxes & fees
28 Jun - 29 Jun
Steps to Old Port, balcony, private outdoor space
Smart TV, books

Pavilion Place - Entire home - Spacious & Quiet

Pavilion Place - Entire home - Spacious & Quiet
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"We visited Old Orchard Beach, Ogunquit and Portland, Maine"
United States
Jeffrey B.
Pavilion Place - Entire home - Spacious & Quiet
Fridge, microwave, oven, stovetop

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Freeport
10.0 out of 10, Exceptional, (10 reviews)
"Incredible location right in downtown Freeport, and an even better host. We will definitely be staying with Jared again."
United States
Jake P.
The price is £715
includes taxes & fees
29 Jun - 30 Jun
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Interior

Little Miss Cottages - 5 Seaview House

Little Miss Cottages - 5 Seaview House
Old Orchard Beach
6.0 out of 10, (1 review)
"Low amenities, kitchenware. "
United States
Sopheakrith
The price is £590
includes taxes & fees
29 Jun - 30 Jun
Little Miss Cottages - 5 Seaview House
Smart TV

Luxe 5 Bed/ 3 Bath with Game Room & AC

Luxe 5 Bed/ 3 Bath with Game Room & AC
Yarmouth
10.0 out of 10, Exceptional, (1 review)
"What a beautiful home! Everything about our stay was perfect. The home has everything you could possibly need and more. My family stayed for a long weekend and everyone was so happy with the accommodations. Hoping to go back!"
United States
Lisa L.
The price is £743
includes taxes & fees
28 Jun - 29 Jun
Luxe 5 Bed/ 3 Bath with Game Room & AC
Interior

3 Bedroom 2 bath spacious beach house - 2nd house in from the beach!

3 Bedroom 2 bath spacious beach house - 2nd house in from the beach!
Old Orchard Beach
The price is £937
includes taxes & fees
12 Jul - 13 Jul
3 Bedroom 2 bath spacious beach house - 2nd house in from the beach!
Outdoor dining

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (98 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is £520
includes taxes & fees
28 Jun - 29 Jun
The Globe House on Munjoy Hill - Walk to Breweries
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, (26 reviews)
"Everything was great!"
United States
Katie P.
The price is £977
includes taxes & fees
14 Jul - 15 Jul
Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub
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

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"Perfect for a stay before a flight! Shuttle service and $10 a night parking while away."
Jessica 1-night trip
Posted less than an hour ago
Comfort Inn South Portland Airport

Find out more about South Portland

South Portland Holiday Homes information

Number of reviews
209
Accommodation
777 Holiday Homes
Lowest Price
£271
Highest Price
£977