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Our top choices for South Portland vacation rentals
1. The Weldon Hotel
The Weldon Hotel4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (131 reviews)
9.8/10
Exceptional
(131 reviews)
"It was so spacious, kitchen area was well kept and they have QR codes to help travels understand how to use certain things"
"It was so spacious, kitchen area was well kept and they have QR codes to help travels understand how to use certain things"
Branden
The price is SARĀ 679
SARĀ 679
SARĀ 1,021 total
includes taxes & fees
20 Nov - 21 Nov
2. Evalina Hotel
Evalina Hotel2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (19 reviews)
10/10
Exceptional
(19 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."Eric
The price is SARĀ 885
SARĀ 885
SARĀ 1,528 total
includes taxes & fees
7 Dec - 8 Dec
3. Walk to Pier & Ocean: Apt in Old Orchard Beach!
Walk to Pier & Ocean: Apt in Old Orchard Beach!3.5 star property
Old Orchard Beach
6.0 out of 10, (1 review)
6.0/10
(1 review)
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer āhighā setting was broken and could only be used on ālowā. For only a...
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer āhighā setting was broken and could only be used on ālowā. For only a...Lawrence
The price is SARĀ 428
SARĀ 428
SARĀ 1,217 total
includes taxes & fees
12 Nov - 13 Nov
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.
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
Evalina Hotel
Evalina HotelDowntown Portland
10/10 Excellent
Centrally located in the Old Port, with views of the harbor, this was a last minute ā therefore pricey ā excellent find for a fall weekend getaway. Stylish, elegant rehab of 19th century granite industrial building. Whimsical decor notes referring to 19th century owner Evalina Fox. Nicely appointed kitchenette ā though if you came to Portland for the foodie scene, you might end up just using it for breakfast, as we did. Only sour note was the disco music (coming in via the ventilation...
Centrally located in the Old Port, with views of the harbor, this was a last minute ā therefore pricey ā excellent find for a fall weekend getaway. Stylish, elegant rehab of 19th century granite industrial building. Whimsical decor notes referring to 19th century owner Evalina Fox. Nicely appointed kitchenette ā though if you came to Portland for the foodie scene, you might end up just using it for breakfast, as we did. Only sour note was the disco music (coming in via the ventilation...
Christopher
The Weldon Hotel
The Weldon HotelDowntown Portland
10/10 Excellent
Amazing place to stay in Portland. The location was great. The hotel is right next to Courtyard Marriott and Aloft hotels, but it feels so much more comfortable. The unit was twice as large as a typical Marriott room about 700 sq. ft which was wonderful. It is Walkable to the ferry boat, restaurants and shops. There is a full kitchen, dining area, living area, very large island with large windows to brighten the place and a set of washer and dryer in the unit. Extremely clean and it looked...
Amazing place to stay in Portland. The location was great. The hotel is right next to Courtyard Marriott and Aloft hotels, but it feels so much more comfortable. The unit was twice as large as a typical Marriott room about 700 sq. ft which was wonderful. It is Walkable to the ferry boat, restaurants and shops. There is a full kitchen, dining area, living area, very large island with large windows to brighten the place and a set of washer and dryer in the unit. Extremely clean and it looked...
Rana
The Nicholson Inn
The Nicholson InnFreeport
10/10 Excellent
It was just a great place to stay. Very quaint, the Inn keepers were very friendly and helpful with what to do in the surrounding areas. Lots of outlet namebrand outlet stores and of course the new LL Bean Flagship store. Which was amazing. Would definitely stay again
It was just a great place to stay. Very quaint, the Inn keepers were very friendly and helpful with what to do in the surrounding areas. Lots of outlet namebrand outlet stores and of course the new LL Bean Flagship store. Which was amazing. Would definitely stay again
David
The James Place Inn B&B
The James Place Inn B&BFreeport
10/10 Excellent
We booked a stay at the James Place Inn based on reviews that we read on a few travel sites. I can't even begin to express how well-deserved each and every one of those reviews actually is! Robin and Tori are incredible hosts, pleasant, friendly, easy to talk to, and made us feel right at home before we even got there! We drove up from NYC on a Friday afternoon and hit more traffic than we anticipated, so we called ahead to let the staff know we'd be late. Tori answered the phone and told us...
We booked a stay at the James Place Inn based on reviews that we read on a few travel sites. I can't even begin to express how well-deserved each and every one of those reviews actually is! Robin and Tori are incredible hosts, pleasant, friendly, easy to talk to, and made us feel right at home before we even got there! We drove up from NYC on a Friday afternoon and hit more traffic than we anticipated, so we called ahead to let the staff know we'd be late. Tori answered the phone and told us...
Sarah
Embassy Suites by Hilton Portland Maine
Embassy Suites by Hilton Portland MainePortland
10/10 Excellent
I donāt have any complaintsā¦.breakfast was the best Iāve had.
I donāt have any complaintsā¦.breakfast was the best Iāve had.
Michael
The Docent's Collection at 121 Middle Street
The Docent's Collection at 121 Middle StreetDowntown Portland
10/10 Excellent
Very clean. Beautiful room and in the heart of downtown. Really enjoyed our overnight stay on a Tuesday. 10 minute Uber to airport as well.
Very clean. Beautiful room and in the heart of downtown. Really enjoyed our overnight stay on a Tuesday. 10 minute Uber to airport as well.
Jeffrey
Blind Tiger Portland ā Carleton Street
Blind Tiger Portland ā Carleton StreetWest End
10/10 Excellent
I HIGHLY recommend staying at this charming, super clean Bed and Breakfast. Jim the owner is so helpful and nice! Not to mention that the breakfast included with your stay is by far the best I have had at any Bed and Breakfast that I have stayed at.
I HIGHLY recommend staying at this charming, super clean Bed and Breakfast. Jim the owner is so helpful and nice! Not to mention that the breakfast included with your stay is by far the best I have had at any Bed and Breakfast that I have stayed at.
Monica
Inn By The Sea
Inn By The SeaCape Elizabeth
10/10 Excellent
We spent our 29th Anniversary here. We had an upgraded room with a balcony. It was absolutely amazing. Convenient to the beach, convenient to other sights in the Cape Elizabeth area and Portland, Maine. The staff was fantastic from front door staff, wait staff, room cleaners to the managers. They are over the top helpful. Definitely a return visit in the future.
We spent our 29th Anniversary here. We had an upgraded room with a balcony. It was absolutely amazing. Convenient to the beach, convenient to other sights in the Cape Elizabeth area and Portland, Maine. The staff was fantastic from front door staff, wait staff, room cleaners to the managers. They are over the top helpful. Definitely a return visit in the future.
James
Hilton Garden Inn Portland Downtown Waterfront
Hilton Garden Inn Portland Downtown WaterfrontDowntown Portland
10/10 Excellent
This hotel is in the perfect location to walk to everything around the waterfront. I had a really late check in because of a delayed flight and the staff was very accommodating. I would definitely recommend this hotel to anyone visiting Portland!
This hotel is in the perfect location to walk to everything around the waterfront. I had a really late check in because of a delayed flight and the staff was very accommodating. I would definitely recommend this hotel to anyone visiting Portland!
Robert
Blind Tiger Portland - Danforth Street.
Blind Tiger Portland - Danforth Street.West End
10/10 Excellent
Beautiful historic building. The common areas and our room were stunning! Breakfast in the morning was great. Make sure to go to the widowās walk in the evening for a view.
Beautiful historic building. The common areas and our room were stunning! Breakfast in the morning was great. Make sure to go to the widowās walk in the evening for a view.
John
West End Collection at 146 Pine
West End Collection at 146 PineWest End
10/10 Excellent
This is a delightful property in a very nice part of town. The proprietor was very gracious. The room was excellent. We had a nice breakfast which was well prepared. A very lovely stay.
This is a delightful property in a very nice part of town. The proprietor was very gracious. The room was excellent. We had a nice breakfast which was well prepared. A very lovely stay.
Constance
Homewood Suites by Hilton Portland
Homewood Suites by Hilton PortlandScarborough
10/10 Excellent
I love this place! Check in is always smooth and the staff is always friendly. I really like the room set up with the separate living space from the sleeping space, and also a separate full kitchen area. Breakfast is included and always good with a large variety to choose from. They also have a free light supper a few nights a week. I sleep so well as the mattress and pillows are wonderful. The toiletries are nice and the towels are thick. The room was spotless and even though it is a...
I love this place! Check in is always smooth and the staff is always friendly. I really like the room set up with the separate living space from the sleeping space, and also a separate full kitchen area. Breakfast is included and always good with a large variety to choose from. They also have a free light supper a few nights a week. I sleep so well as the mattress and pillows are wonderful. The toiletries are nice and the towels are thick. The room was spotless and even though it is a...
Kelli
Canopy by Hilton Portland Waterfront
Canopy by Hilton Portland WaterfrontDowntown Portland
10/10 Excellent
This is a great place to stay in Portland. Convenient, clean, and quiet.
This is a great place to stay in Portland. Convenient, clean, and quiet.
Noah
The Press Hotel, Marriott Autograph Collection
The Press Hotel, Marriott Autograph CollectionDowntown Portland
10/10 Excellent
This was truly an outstanding experience. The accommodations and the staff were excellent.
The hotel is walking distance to so many shops and restaurants. From the front desk to the doormen, all were polite, friendly and eager to recommend venues.
The hotel restaurant was one of the best I had been to in a long time. We hadn't planned on eating there but we're so glad we did.
This was truly an outstanding experience. The accommodations and the staff were excellent.
The hotel is walking distance to so many shops and restaurants. From the front desk to the doormen, all were polite, friendly and eager to recommend venues.
The hotel restaurant was one of the best I had been to in a long time. We hadn't planned on eating there but we're so glad we did.
RII
Candlebay Inn
Candlebay InnFreeport
10/10 Excellent
Very cute B and B. Nice personal touches, snacks and extra amenities, toys for your pet, wonderful breakfast. Connie was very personable and knew alot about surrounding area. Within walking of lots of shops and restaurants. Perfect spot. Clean, would stay again.
Very cute B and B. Nice personal touches, snacks and extra amenities, toys for your pet, wonderful breakfast. Connie was very personable and knew alot about surrounding area. Within walking of lots of shops and restaurants. Perfect spot. Clean, would stay again.
Sheree Lee
Portland Regency Hotel & Spa
Portland Regency Hotel & SpaDowntown Portland
10/10 Excellent
This property is beautiful. It sits in the historic area of the old port. It is very close to the waterfront, restaurants, shops and historic areas. The mattress and sheets were superb. While in the old port, we took a trolley tour which took us out to Portland headlight and then gave us a tour of of the old port. You can catch fairies from about two or three minutes walk away, we would strongly recommend this hotel.
This property is beautiful. It sits in the historic area of the old port. It is very close to the waterfront, restaurants, shops and historic areas. The mattress and sheets were superb. While in the old port, we took a trolley tour which took us out to Portland headlight and then gave us a tour of of the old port. You can catch fairies from about two or three minutes walk away, we would strongly recommend this hotel.
Debra
Frequently Asked Questions
Can I find vacation rentals in South Portland?
Yes, you can find vacation rentals close to the most popular sights in South Portland, or you can choose a more secluded option if you'd like a relaxing place to 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 vacation home rentals in South Portland?
Charming 110-year former Inn 10' from the Ocean!: Visitors give good reviews to this South Portland vacation home rental, which is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.
How many vacation rentals are there in South Portland?
With 26 Expedia vacation rentals, you're sure to find just the right place for your South Portland stay.
What can I see and do in South Portland?
Cultural attractions include South Portland Historical Society Museum and Lyric Music Theater, 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 vacation rentals like in South Portland?
Vacation rentals are private properties you can reserve for several days or longer in South Portland. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.