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Compare 560 Vacation Homes in South Portland with updated reviews, rates, and availability.

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage

Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

9.6 out of 10, Exceptional, (55)
"This house exceeded my expectations and the owner, Jason was wonderful! I rented this beautiful house for my annual Christmas Eve party. It was more than perfect and there was plenty of room for everyone. The pool table was a nice activity for some good family competition. I highly recommend this property and would definitely stay here again. "
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

10.0 out of 10, Exceptional, (93)
"Perfect for a family and friends weekend! Lots of room for everyone to be comfortable!"
The Perfect Beach Escape: Cozy 4-Bedroom Retreat

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (116)
"Stunning location. Dog friendly beach. Lighthouse in walking distance. "
Charming 110-year former Inn 10' from the Ocean!

The Moonglow! A beautiful ocean view house in Biddeford!

9.8 out of 10, Exceptional, (96)
"All was comfy and quiet for a great winter getaway with a friend. Beds were all comfy. It was great to get out to the beach and have a nice hike. We cooked a lot and the kitchen had all the supplies for us. Very fun!"
The Moonglow! A beautiful ocean view house in Biddeford!

Five miles from the beach, newly remodeled home with lots of privacy.

10.0 out of 10, Exceptional, (48)
"This is a lovely place for us to stay, it is always clean and the owners are really wonderful. It is the place for us to stay while visiting"
Five miles from the beach, newly remodeled home with lots of privacy.

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (74)
"The Globe House was a wonderful Plato spend a couple of days while exploring Portland. The house itself was immaculate and well appointed, with extra touches that put it a step above: the fresh scent from a diffuser welcomed us, a complimentary bottle of wine awaited us in the refrigerator, and luxe amenities like L’Occitane moisturizer were provided. Great location with easily walkable and excellent restaurants. Our hosts left a fabulous “guide to Portland” for us, with many of their favorite...
The Globe House on Munjoy Hill - Walk to Breweries

East Grand Ave Fabulous Cottage

9.2 out of 10, Wonderful, (131)
"The picture on VRBO leads you to believe you just go down the pathway shown to get to the beach when you are actually in a neighborhood and have to walk down the street to get to the beach. The house was very clean and both beds were very comfortable. The host was very fast to respond to my messages. Needs clean shower liner. We enjoyed our stay. "
East Grand Ave Fabulous Cottage

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

Renovated cottage at Goose Rocks Beach. Great for families, steps from the beach

10.0 out of 10, Exceptional, (2)
Renovated cottage at Goose Rocks Beach. Great for families, steps from the beach

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi

10.0 out of 10, Exceptional, (15)
"We enjoyed our stay. The house was clean and the jacuzzi was much enjoyed. We let our vacation happy!"
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi

Beautiful, Spacious Home, minutes to the Old Port!

10.0 out of 10, Exceptional, (1)
"We stayed for night with couples and friends. We had an amazing time and the place was so clean and exactly as described. "
The price is AED 408
AED 1,297 total
includes taxes & fees
5 Mar - 6 Mar
Beautiful, Spacious Home, minutes to the Old Port!

Charming ocean-view cottage just 10 minutes from downtown Freeport shops

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay with our family (including our 3yo). The home was exactly as described/photos show, and the view is simply amazing. Everything worked as expected, and the kids toys were an added bonus. Great communication with the host, would happily stay here again!"
Charming ocean-view cottage just 10 minutes from downtown Freeport shops

Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!

10.0 out of 10, Exceptional, (88)
"Seadrift is a perfect place for a family get together. Spacious, comfortable, and fully equipped with every possible necessity, this beach house gave us everything we needed to enjoy a memorable five nights of total relaxation. Thank you, Patrick and Olivia"
Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!

Pet Friendly- Half a Mile to Downtown Dock-Square!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Property was as advertised and great. Check in/out was easy and communication with management company was excellent. "
Pet Friendly- Half a Mile to Downtown Dock-Square!

Charming 4BDR house in peaceful, beachy Saco

Charming 4BDR house in peaceful, beachy Saco

Ocean Views! Walk to the Beach!

9.8 out of 10, Exceptional, (13)
"Nice and clean, big and comfortable. Everything you’d need for a group. plenty of towels and a back yard to roast marshmallows. Perfect location with access to beach and the pier!!! "
Ocean Views! Walk to the 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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Other property types in South Portland

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (116)
"Stunning location. Dog friendly beach. Lighthouse in walking distance. "
Charming 110-year former Inn 10' from the Ocean!

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (35)
"The full kitchen and appliances were perfect for my stay so that I did not have to eat out while I was there and save money "
The price is AED 562
AED 613 total
includes taxes & fees
23 Feb - 24 Feb
The Weldon Hotel

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views
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.