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South Portland Vacation Rentals

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Vacation Rentals in South Portland

Home2 Suites by Hilton Portland Airport

Home2 Suites by Hilton Portland Airport

2.5 out of 5
50 Maine Mall Road, South Portland, ME
The price is $239 per night from Aug 29 to Aug 29
Situated near the airport, this aparthotel is within 1 mi (2 km) of Sable Oaks Golf Course and Maine Mall. Maine Military Museum and Thompson's Point are also ...
4.4/5Wonderful! (620 reviews)
"Awesome. Very clean. The staff was friendly and helpful. Very convenient"

Reviewed on Aug 1, 2021

Home2 Suites by Hilton Portland Airport
Newer South Portland , 10-min To Downtown, 30-day Rentals 1 Bedroom Cottage

Newer South Portland , 10-min To Downtown, 30-day Rentals 1 Bedroom Cottage

3.5 out of 5
10 Ocean House Rd, Cape Elizabeth, ME
Situated in Cape Elizabeth, this golf cottage is within 3 mi (5 km) of Lyric Music Theater, Cross Insurance Arena, and Portland Head Light. Willard Beach and ...
1/5 (1 review)
Worst stay of my life I left the place in 1 day
"Wrong address... wrong places ... no help what so ever ... place was nice when I finally find it after 4 hrs ... booked it through hotels.com .. worst experience ever ... they need to update pictures and location on the map and new physical address... place was rented during through 3 party turn ..."

Reviewed on Feb 9, 2019

Newer South Portland , 10-min To Downtown, 30-day Rentals 1 Bedroom Cottage
Charming 100+ Year old Inn 10' From the Ocean!

Charming 100+ Year old Inn 10' From the Ocean!

South Portland, ME
Nestled on the beach, this Loveitts Field vacation home is 0.1 mi (0.1 km) from Willard Beach and 2 mi (3.2 km) from Portland Head Light. Southern Maine Community ...
4.8/5Exceptional! (39 reviews)
Wedding week
"John's place was magic and the perfect place for my daughter and her bridesmaids to get ready for the ceremony on Fisherman's point. The view from the deck is amazing and the house has everything you need. We were very comfortable there and John was a wonderful host. He more than made up for the ..."

Reviewed on Jun 22, 2021

Charming 100+ Year old Inn 10' From the Ocean!
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Sunny Willard Beach Apartment

Sunny Willard Beach Apartment

South Portland, ME
Located in Willard, this apartment building is 0.4 mi (0.6 km) from Southern Maine Community College and within 3 mi (5 km) of Portland Head Light and Cross ...
Sunny Willard Beach Apartment
Willard Beach Bungalow

Willard Beach Bungalow

South Portland, ME
Located in Willard, this vacation home is 0.4 mi (0.6 km) from Willard Beach and within 3 mi (5 km) of Portland Head Light and Cross Insurance Arena. Southern ...
5/5Exceptional! (7 reviews)
Excellent Bungalow and Hosts
"My wife and I recently relocated to Portland and had signed a lease on a house which was not available for a month after our arrival. I reached out to Mollie and she was very accommodating in lowering the price for a full 30 day stay. When we arrived, the property and accommodations were perfect. ..."

Reviewed on Oct 3, 2019

Willard Beach Bungalow
Homewood Suites by Hilton Portland

Homewood Suites by Hilton Portland

3 out of 5
200 Southborough Dr, Scarborough, ME
The price is $232 per night from Aug 22 to Aug 22
Situated in Scarborough, this aparthotel is within 3 mi (5 km) of Maine Mall, Sable Oaks Golf Course, and Scarborough Downs. Beech Ridge Motor Speedway and Twin ...
4.6/5Exceptional! (700 reviews)
"This place is a good find! It’s a family vacation for us but it feels like home. We have our own privacy and able to rest after whole day of adventire checking new places nearby. The kitchenette is my favorite part coz of my son’s food allergies we are able to enjoy not worrying where to find and ..."

Reviewed on Jul 30, 2021

Homewood Suites by Hilton Portland
Little Miss Cottages

Little Miss Cottages

2.5 out of 5
173 East Grand Ave, Old Orchard Beach, ME
Located in Surfside, this cottage is within 1 mi (2 km) of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club is 2.3 mi (3.7 km) away. Old Orchard ...
3.8/5Good! (37 reviews)
"Great place to stay! Very clean, and comfortable, and the staff is exceptionally attentive and polite!! Not our first stay, and certainly won’t be our last!"

Reviewed on Jul 27, 2020

Little Miss Cottages
The Sands Townhouses

The Sands Townhouses

3 out of 5
64 W Grand Ave, Old Orchard Beach, ME
Located in the heart of Old Orchard Beach, this condo building is within a 10-minute walk of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club ...
3.9/5Good! (28 reviews)
"Great stay, rained the whole time but still plenty to do."

Reviewed on Jul 5, 2021

The Sands Townhouses
Ideally Located Coastal Condo W/ Fast Wifi, Wonderful Views & More - Dogs OK!

Ideally Located Coastal Condo W/ Fast Wifi, Wonderful Views & More - Dogs OK!

Old Orchard Beach, ME
The price is $150 per night from Sep 2 to Sep 2
Situated by the sea, this property is within 1 mi (2 km) of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club and Ferry Beach State Park are ...
Ideally Located Coastal Condo W/ Fast Wifi, Wonderful Views & More - Dogs OK!
Oceanfront Condo!!!! Steps to 7 Mile Beach & Downtown Oob. 3rd Floor W/elevator

Oceanfront Condo!!!! Steps to 7 Mile Beach & Downtown Oob. 3rd Floor W/elevator

Old Orchard Beach, ME
Nestled on the beach, this Old Orchard Beach condo building is within a 10-minute walk of Old Orchard Beach and Old Orchard Beach Pier. Ferry Beach and Dunegrass ...
4.8/5Exceptional! (94 reviews)
Great view
"It was great to stay at Wendy’s place for a few nights and wake up to the ocean waves. If we come back to OOB, we wouldn’t hesitate returning."

Reviewed on Aug 1, 2021

Oceanfront Condo!!!! Steps to 7 Mile Beach & Downtown Oob. 3rd Floor W/elevator
Grand Victorian, Luxury Condo, Top Floor Unit With Ocean Views, NO Fees

Grand Victorian, Luxury Condo, Top Floor Unit With Ocean Views, NO Fees

Old Orchard Beach, ME
This family-friendly Old Orchard Beach condo building is located on the waterfront, just steps from Old Orchard Beach and Old Orchard Beach Pier. Monkey Trunks ...
4.7/5Exceptional! (30 reviews)
We've found our spot.
"We have stayed in OOB for atleast 5 years running. This exceeded our expectations close to everything plenty of room and beautiful set up. We cooked our lobster meal in the kitchen, and we let our teens go do things on their own due to the proximity to OOB center. There is a Plethera of beach supplies ..."

Reviewed on Jul 27, 2021

Grand Victorian, Luxury Condo, Top Floor Unit With Ocean Views, NO Fees
Saco Old Orchard Beach KOA

Saco Old Orchard Beach KOA

3 out of 5
814 Portland Road, Saco, ME
Situated in Saco, this cabin is within 2 mi (3 km) of Funtown Splashtown USA, Monkey Trunks Extreme Aerial Adventure Park, and Aquaboggan Water Park. Saco Museum ...
Saco Old Orchard Beach KOA
121B Portland Ave Cabin - 1 Br cabin by RedAwning

121B Portland Ave Cabin - 1 Br cabin by RedAwning

3.5 out of 5
121B Portland Ave, Old Orchard Beach, ME
Situated in Old Orchard Beach, this cabin is within 1 mi (2 km) of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club and Monkey Trunks Extreme ...
4/5Very Good! (1 review)
Cute guesthouse w/full kitchen in lovely Maine
"This is a very cute, cozy little place. Full size oven and fridge. Great location with local grocery nearby and larger retailers and restaurants a 15 minute drive away. Cons: Bed was a full, not a queen (as larger people we did not sleep well as a result), the "cabin" is really a cute guesthouse ..."

Reviewed on Nov 5, 2020

121B Portland Ave Cabin - 1 Br cabin by RedAwning
Tentrr State Park Site - Bradbury State Park 1

Tentrr State Park Site - Bradbury State Park 1

Pownal, ME
The price is $115 per night from Aug 8 to Aug 8
Situated in Pownal, this campground is 0.1 mi (0.1 km) from Bradbury Mountain State Park and within 6 mi (10 km) of Desert of Maine and Freeport Historical Society. ...
2.5/5 (2 reviews)
Glamping in a way
"Tentrr provided shelter and some amenities, such as a table and platform for our stove, nice benches and two Adirondack chairs. The bathrooms and showers were provided by the State Park, and thus required us to venture into the main campground frequently, where campers paid about 25% of our ..."

Reviewed on Jul 15, 2021

Tentrr State Park Site - Bradbury State Park 1
Hid'n Pines RV Resort

Hid'n Pines RV Resort

3.5 out of 5
8 Cascade Rd, Old Orchard Beach, ME
Situated in Old Orchard Beach, this cottage is within 1 mi (2 km) of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club and Monkey Trunks Extreme ...
4.7/5Exceptional! (10 reviews)
"Great location and has everything you need we stayed 3 nights in the cabin and had a wonderful time!"

Reviewed on Oct 7, 2019

Hid'n Pines RV Resort
Wild Acres RV Resort

Wild Acres RV Resort

2 out of 5
179 Saco Avenue, Old Orchard Beach, ME
Situated near the beach, this campground is 1.2 mi (2 km) from Harmon Historical Museum and 1.5 mi (2.4 km) from Old Orchard Beach Pier. Old Orchard Beach and ...
4.2/5Very Good! (23 reviews)
"Great property, we rented a cabin. Everything was good except the mattress, we didn't sleep for two nights, other than that a great place to bring the kids."

Reviewed on Jul 22, 2020

Wild Acres RV Resort
East Grand Ave Fabulous Cottage

East Grand Ave Fabulous Cottage

Old Orchard Beach, ME
The price is $252 per night from Aug 31 to Aug 31
This family-friendly Old Orchard Beach vacation home is within a 10-minute walk of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club and Ferry ...
4.6/5Exceptional! (44 reviews)
Wonderful
"We had a wonderful time, the house is very quaint, and had every thing we needed. The owner responded quickly to any concerns."

Reviewed on Jul 27, 2021

East Grand Ave Fabulous Cottage
2 min Walk to the Beach. Pet Friendly Condo

2 min Walk to the Beach. Pet Friendly Condo

Old Orchard Beach, ME
The price is $220 per night from Aug 26 to Aug 26
Situated on the waterfront, this condo building is within a 10-minute walk of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club and Ferry Beach ...
4.5/5Wonderful! (4 reviews)
Great spot in excellent location
"The property owners Alex & Elena are knowledgeable & quick to reply. When my children and I arrived after nine hours on the road, I was having trouble with the door lock and Alex answered the phone immediately when I called for help. I really appreciated that! Turns out VRBO had sent the wrong lock ..."

Reviewed on Jun 27, 2021

2 min Walk to the Beach. Pet Friendly Condo
Tentrr State Park Site - Bradbury State Park 2

Tentrr State Park Site - Bradbury State Park 2

Pownal, ME
The price is $115 per night from Aug 8 to Aug 8
Situated in Pownal, this campground is 0.1 mi (0.1 km) from Bradbury Mountain State Park and within 6 mi (10 km) of Desert of Maine and Freeport Historical Society. ...
5/5Exceptional! (1 review)
5 night stay
"Property is located approx. 50 yards back in the woods from the other campsites. It feels secluded, but you are never unaware that you are part of a campground. Hot showers are free, accommodations were exactly as described. The canvas tent is high quality and roomy. There are two parking spots designed ..."

Reviewed on Aug 5, 2020

Tentrr State Park Site - Bradbury State Park 2
Come Enjoy 7 Miles of Beaches in Sunny OOB in This 2 Bedroom Condo

Come Enjoy 7 Miles of Beaches in Sunny OOB in This 2 Bedroom Condo

Old Orchard Beach, ME
The price is $350 per night from Aug 17 to Aug 17
Situated by the ocean, this property is within a 15-minute walk of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club and Ferry Beach State Park ...
4/5Very Good! (1 review)
"The property was amazing 2 steps from the beach. The only confusing part was when we got there the painted numbers on the ground were faded and couldn’t really tell where to park. Also was told 5 union st which is the physical address but was supposed to be in apartment 5 but when I looked around ..."

Reviewed on Jun 21, 2021

Come Enjoy 7 Miles of Beaches in Sunny OOB in This 2 Bedroom Condo
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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.

Large Group Cabins South Portland

Saco Old Orchard Beach KOA

Saco Old Orchard Beach KOA

3 out of 5
814 Portland Road, Saco, ME
Saco Old Orchard Beach KOA
121B Portland Ave Cabin - 1 Br cabin by RedAwning

121B Portland Ave Cabin - 1 Br cabin by RedAwning

3.5 out of 5
121B Portland Ave, Old Orchard Beach, ME
121B Portland Ave Cabin - 1 Br cabin by RedAwning
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.

Choosing the perfect South Portland rental

A private residence can give you more space than a typical hotel. Book a vacation rental to take advantage of all the perks.

Dining in South Portland

South Portland is recognized for its restaurants. Popular restaurants include The Local Press, Emilitsa, and Flores Restaurant LLC. Most vacation rentals come with full-size kitchens, so eating in is always an option, too.

Sightseeing around South Portland

Some top sights around South Portland include Victoria Mansion, Portland Museum of Art, and Children's Museum of Maine. You can easily spend a leisurely day (or days) in the sunshine at Willard Beach, East End Beach, or Sand Beach. If you're planning to shop while in town, consider a trip to Maine Mall. Nature enthusiasts will love excursions to Deering Oaks Park and Portland Downtown Historic District. Explore the city's interesting landmarks including Portland Observatory and Portland Head Light.

Packing for your South Portland trip

Still need to prepare for your trip? You can decide what to pack using the following seasonal average temperatures.

  • January–March: 27°F
  • April–June: 54°F
  • July–September: 66°F
  • October–December: 39°F

Booking your rental on Expedia

Easily and safely book a vacation rental in South Portland on Expedia. We can help you get in touch with the property owner to make special arrangements. You're sure to have a memorable vacation with all of the amenities available in your short-term rental.

Frequently asked questions