Holiday Rentals in South Portland

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Holiday Rentals in South Portland

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (1)
"Cozy and clean place with a quick walk to the beach in beautiful neighborhood!"
Willard Beach–Private Apt Near Portland & Parks

Charming 3-bedroom house with WiFi, AC in serene South Portland

Charming 3-bedroom house with WiFi, AC in serene South Portland

Private Entrance Residential Portland

8.0 out of 10, Very good, (1)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is €147
includes taxes & fees
21 Jul - 22 Jul
Private Entrance Residential Portland

Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC

9.6 out of 10, Exceptional, (30)
"This is a great spot to stay no matter what time of the year!! Completely enjoyed my stay!!"
The price is €407
includes taxes & fees
20 Jul - 21 Jul
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC

Charming Studio apartment with WiFi, AC in welcoming Portland

10.0 out of 10, Exceptional, (2)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
Charming Studio apartment with WiFi, AC in welcoming Portland

Charming renovated 1-bedroom in downtown Biddeford

2.0 star property
The price is €346
includes taxes & fees
20 Jul - 21 Jul
Charming renovated 1-bedroom in downtown Biddeford

Walkable near downtown 1 Bedroom

Walkable near downtown 1 Bedroom

Studio Unit Walkable Everywhere

The price is €181
includes taxes & fees
22 Jul - 23 Jul
Studio Unit Walkable Everywhere

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
Elegant condo - walk to Portland's best restaurants & Old Port

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (2)
"Great location, clean property"
Sauna & fire table near Portland's Back Cove

Entire Modern Chic Home in Windham

10.0 out of 10, Exceptional, (12)
"Everything was great for our family's vacation!"
Entire Modern Chic Home in Windham

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (44)
"We had a wonderful stay the weekend after Christmas. The home had absolutely everything we needed and was both comfortable and beautiful! Everything was clearly labeled and so easy settle in. Very close to the beach which was awesome to visit even in the winter!"
The price is €484
includes taxes & fees
20 Jul - 21 Jul
Beach House ∆ Prime Location ∆ Steps to the Ocean

Chez Moi At The Beach!

10.0 out of 10, Exceptional, (2)
"We had a wonderful stay at Garett and Sophia’s beautiful Maine home! From booking to check in and check out Garett was extremely helpful with any questions. The property was just as described and perfect for our family of 3! Would highly recommend!"
The price is €366
includes taxes & fees
17 Aug - 18 Aug
Chez Moi At The Beach!

THE LILLIPAD.Off-grid A frame. Sebago lake region!

The price is €256
includes taxes & fees
22 Jul - 23 Jul
THE LILLIPAD.Off-grid A frame. Sebago lake region!

Cozy Motel Stay – 2 Full Beds, Pool & Free Parking

Cozy Motel Stay – 2 Full Beds, Pool & Free Parking

Oceanside escape 🌊 perfect family getaway!

9.8 out of 10, Exceptional, (11)
"Great location for proximity to Portland. Very clean and spacious."
Oceanside escape 🌊 perfect family getaway!

Beautiful, Spacious Home, minutes to the Old Port!

10.0 out of 10, Exceptional, (3)
"We stayed for night with couples and friends. We had an amazing time and the place was so clean and exactly as described. "
Beautiful, Spacious Home, minutes to the Old Port!

Mint Ocean Promenade Condo, Steps to Old Port

Mint Ocean Promenade Condo, Steps to Old Port

Waterfront Spacious Luxury Home, 5 min to LL Bean!

9.8 out of 10, Exceptional, (18)
"Great place. Gracious hosts. Warm and cozy space with plenty of room for everyone. "
The price is €749
includes taxes & fees
21 Jul - 22 Jul
Waterfront Spacious Luxury Home, 5 min to LL Bean!

Beautiful Modern Beach House In Old Orchard Beach!

Beautiful Modern Beach House In Old Orchard Beach!
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

Frequently asked questions

Can I find holiday rentals in South Portland?

Yes, there are holiday rentals close to the most popular sights in South Portland, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in South Portland. Allow some time to check out the waterfront during your trip.

What are some of the best holiday rentals that South Portland has to offer?

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach: This holiday home rental outside of South Portland offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in South Portland?

With 56 Expedia holiday rentals, you're guaranteed to find just the right place for your South Portland stay.

What can I see and do in South Portland?

Cultural attractions include Lyric Music Theater and South Portland Historical Society Museum, whereas Willard Beach and Casco Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Maine Mall and Bug Light.

What are holiday rentals like in South Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Portland. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.