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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for South Portland holiday homes

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 HK$4,351
HK$8,341 total
includes taxes & fees
5 Aug - 6 Aug
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
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, (61 reviews)
"Nice place. Good location."
United States
Rob M.
The price is HK$1,367
HK$3,609 total
includes taxes & fees
11 Aug - 12 Aug
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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
6.0 out of 10, (1 review)
"Overall, value property. It's a very old home that was slightly renovated. Pros. 3 bedrooms, washer dryer, good price Cons. Smelled musty, pans not usable for cooking, small living room.Host was great with communication, and the stay was worth the price."
United States
Renee D.
The price is HK$1,599
HK$3,444 total
includes taxes & fees
21 Jul - 22 Jul
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (54 reviews)
"Wonderful stay!"
United States
Erika T.
The price is HK$1,588
HK$2,876 total
includes taxes & fees
29 Jul - 30 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 HK$1,380
HK$4,008 total
includes taxes & fees
21 Jul - 22 Jul
Adorable Seaside Cottage
Beach nearby

Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is HK$1,639
HK$4,375 total
includes taxes & fees
20 Jul - 21 Jul
Cozy Family Home w/ Beach Access
Smart TV, fireplace

Cozy 2-bedroom house with shared beach access to Sebago Lake

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
The price is HK$1,764
HK$2,196 total
includes taxes & fees
16 Aug - 17 Aug
Cozy 2-bedroom house with shared beach access to Sebago Lake
Interior

Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is HK$1,756
HK$3,632 total
includes taxes & fees
21 Jul - 22 Jul
Tranquility between the Lakes & Sea
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 HK$1,761
HK$4,877 total
includes taxes & fees
22 Jul - 23 Jul
Huge New Townhome 10mins from the Beach
TV, offices

Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
10.0 out of 10, Exceptional, (2 reviews)
"This is an exceptional property. It was quiet and comfortable, and we all slept well. The location was ideal for our plans and the host answered every question promptly.I highly recommend this rental, and I plan to return."
United States
Richard G.
The price is HK$1,968
HK$6,264 total
includes taxes & fees
24 Jul - 25 Jul
Windham Lakefront: Fire Pit and Modern Comforts
Interior

Niblet Cottage by Bayley Vacation Rentals

Niblet Cottage by Bayley Vacation Rentals
Grand Beach
8.0 out of 10, Very good, (13 reviews)
"Absolutely wonderful two bedroom pet friendly house. Close to Old Orchard Pier. Bayleys Realtor accessible at anytime if needed. Would definitely return!"
United States
Denise B.
The price is HK$2,234
HK$9,864 total
includes taxes & fees
23 Jul - 24 Jul
Niblet Cottage by Bayley Vacation Rentals
Smart TV

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

Chic 3-bedroom house in Munjoy Hill with off-street parking.
Munjoy Hill
10.0 out of 10, Exceptional, (4 reviews)
"I loved spending time in this thoughtfully put together home. It is indeed chic, very personal, and our cat was comfortable here. The downstairs shower was my favorite bathroom, the shower is beautiful and cozy. The beds are wonderfully comfortable, and there were featherdown pillows in each room. My kids did argue over who got the small cute though "
United States
Penelope L.
Chic 3-bedroom house in Munjoy Hill with off-street parking.
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 HK$2,156
HK$6,102 total
includes taxes & fees
22 Jul - 23 Jul
Spacious Portland Home + Parking
Property grounds

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is HK$3,168
HK$4,547 total
includes taxes & fees
26 Jul - 27 Jul
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Terrace/patio

Dancing Queen by Bayley Vacation Rentals

Dancing Queen by Bayley Vacation Rentals
Old Orchard Beach
9.0 out of 10, Wonderful, (12 reviews)
"This place was very cute and great. It’s a great location close to the beach and the pier."
United States
Hannah D.
Dancing Queen by Bayley Vacation Rentals
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, (42 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is HK$3,332
HK$5,221 total
includes taxes & fees
19 Jul - 20 Jul
Modern & Sunny House Steps from the Promenade. Private Parking!
Exterior

The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
9.6 out of 10, Exceptional, (8 reviews)
"Great location"
United States
Mark J.
The price is HK$4,014
HK$7,357 total
includes taxes & fees
18 Aug - 19 Aug
The 87th Townhome - Local Landmark
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, (100 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is HK$3,160
HK$5,478 total
includes taxes & fees
18 Aug - 19 Aug
The Globe House on Munjoy Hill - Walk to Breweries
Smart TV, fireplace, books

The Sea Gaze - 5BR with Beach Path

The Sea Gaze - 5BR with Beach Path
Old Orchard Beach
10.0 out of 10, Exceptional, (4 reviews)
"Everything was outstanding."
United States
Daniel J.
The price is HK$6,067
HK$10,484 total
includes taxes & fees
26 Jul - 27 Jul
The Sea Gaze - 5BR with Beach Path
Outdoor dining

Summer by the Sea by Bayley Vacation Rentals

Summer by the Sea by Bayley Vacation Rentals
Old Orchard Beach
8.8 out of 10, Excellent, (6 reviews)
"Great location close to the beach. Short walk to pier, shops, restaurants. Great outdoor area to congregate with friends/ family. "
United States
Deborah S.
The price is HK$4,286
HK$19,267 total
includes taxes & fees
13 Aug - 14 Aug
Summer by the Sea by Bayley Vacation Rentals
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
"The hotel was centrally located in the vibrant Portland downtown harbor district. It was an easy walk to the water, shops and countless restaurants. The rooms were spacious and comfortable and the staff was very helpful"
Rob 2-night trip
Posted 3 hours ago
Portland Harbor Hotel

Find out more about South Portland

South Portland Vacation Homes information

Number of reviews
358
Accommodation
809 Vacation Homes
Lowest Price
HK$2,196
Highest Price
HK$19,267

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