
Vacation rentals in South Portland
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in South Portland
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for South Portland vacation rentals
Other great vacation rentals in South Portland
Guest favourite

Home in Scarborough
4.93 out of 5 average rating, 58 reviewsGorgeous 4 BR home with HOT TUB
Elizabeth AnnRating, 5 stars1 week ago
The home was beautiful and matched the photos online. Clean and inviting! Gregory was responsive while booking and during our stay. Very kind and would stay here again for another girls weekend get away!
Guest favourite

Home in Limerick
4.93 out of 5 average rating, 121 reviewsLakefront Getaway
MarieRating, 5 stars5 days ago
We LOVED our weekend on Arrowhead Lake! Great house for families. We have three teenagers and loved having separate spaces for everyone, as well as places we could all gather together, inside or out! There was something for everyone! Perfectly set up for those who love to cook, fish, kayak, walk or just read a book outside! Nearby we enjoyed the farm stands, our first attempt at disc golf, my son's first catch of a small mouth bass and shopping at the Limerick Grocery Store (very well stocked!). We hope to return again soon!! Elizabeth was a wonderful and attentive host!
Top guest favourite

Home in Gray
4.97 out of 5 average rating, 63 reviewscozy 3 bedroom ranch with deck and screen porch
MichaelRating, 5 stars3 months ago
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Top guest favourite

Home in Lebanon
4.96 out of 5 average rating, 251 reviewsTranquility, Relaxation, Family, Romance
MaryRating, 5 stars1 week ago
A very quiet, laid back, and peaceful get-away awaited me, my husband, and our dog, Isaac. Kathy's home is tastefully decorated and very inviting. It sets back from the main road, so sleeping is heavenly. Isaac loved safely exploring the outdoors in the very spacious fenced in yard which is easily accessible from the home. A great place if you are looking for a break from the hustle and bustle of every day life! Thank you for sharing your beautiful home with us, Kathy!
Top guest favourite

Home in Bath
5 out of 5 average rating, 101 reviewsWaterfront Farmhouse with Modern Flair!
Tony & KellyRating, 5 stars2 months ago
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.
Top guest favourite

Home in Old Orchard Beach
4.98 out of 5 average rating, 89 reviewsWoods Lane Golf and Beach Vacation
MarjorieRating, 5 stars7 months ago
Our group of 5 adults were so pleased we chose to stay at Jason’s house in Old Orchard Beach. We first looked at places in Portland, but Jason’s spacious house offered a quieter setting, with parking and more amenities, at a better price. Comfortable beds, immaculate throughout. Very thoughtfully appointed, with nightstands on both sides of the beds, and superior blackout blinds in the bedrooms. And we ended up spending less time in Old Port, because we enjoyed exploring the towns south of Portland: Old Orchard Beach, Saco, Biddeford, and we found good restaurants (including Holy Donuts!) nearby. We had no issues: we contacted Jason to confirmed our arrival/departure and he responded within minutes. We highly recommend!
Guest favourite

Home in Shapleigh
4.96 out of 5 average rating, 145 reviewsSecluded Lakehouse/2 private docks*Hottub*big yard
CarlyRating, 5 stars3 weeks ago
We had a wonderful stay at this home for a mother daughter weekend end of March. Great location for each of us coming from different states in New England. The home was very clean, each of us commented on how comfortable the beds were, also loved the good quality linens. The huge dining table was unique for a rental and was awesome for sharing meals and doing arts & crafts. Lots of space and seating in the living room as well. Highly recommend staying here!
Top guest favourite

Apartment in Old Orchard Beach
5 out of 5 average rating, 50 reviewsHorizon View Hideaway with Deck
ReneeRating, 5 stars6 months ago
The house is beautiful and very comfortable. We had everything we needed. The host was very friendly and responsive. We would definitely stay there again.
Quick stats about vacation rentals in South Portland
Total rentals
550 properties
Total number of reviews
65K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with dedicated workspaces
300 properties have a dedicated workspace
Wifi availability
540 properties include access to wifi
Destinations to explore
- China Vacation rentals
- Portland Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Québec City Vacation rentals
- Apartment rentals South Portland
- Rentals with beach access South Portland
- Kid-friendly rentals South Portland
- Condo rentals South Portland
- Rentals with breakfast South Portland
- Rentals with a patio South Portland
- Fitness-friendly rentals South Portland
- Rentals with outdoor seating South Portland
- Rentals with a firepit South Portland
- Rentals with a fireplace South Portland
- Pet-friendly rentals South Portland
- Waterfront rentals South Portland
- Rentals with a washer and dryer South Portland
- Hotel rentals South Portland
- Private suite rentals South Portland
- Family-friendly rentals South Portland
- House rentals South Portland
- Rentals with pools South Portland
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Wells Beach
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- King Pine Ski Area
- Wentworth by the Sea Country Club
- Crescent Beach
- Parsons Beach
- Ferry Beach
- Mothers Beach
- Portland Museum of Art
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Palace Playland
- Crescent Beach State Park
- West Shore Sandy Beach
- Dunegrass Golf Club