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

Quintessential Maine Beach Cottage
Sunset over the marsh from the adirondack chairs. So relaxing!

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
This beachfront property boasts the most awesome sea views in Old Orchard Beach!

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. "
The price is SAR 2,246
SAR 4,664 total
includes taxes & fees
23 Feb - 24 Feb
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
Exterior detail

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

10.0 out of 10, Exceptional, (94)
"It was a beautiful, snowy two weeks. Exactly what i was looking for. The house was super cozy. The location was amazing. A beautiful sunrise over the ocean greeted me every morning and a stroll on the beach was right out the door. Couldn't recommend enough. "
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
Charming 110-year former Inn 10' from the Ocean!
A cruise ship goes by at sunset

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!
Beach

The Moonglow! A beautiful ocean view house in Biddeford!

9.8 out of 10, Exceptional, (98)
"Wonderful beach house with outstanding views and a casual warm atmosphere, plus was well-appointed and comfortable even for the winter season. With easy access to beach walks and local hiking areas,yet close to town, it has it all. A snow storm was handled by a great plow driver, and there was a shovel and ice melt provided for the edges. This home’s 2 story layout works well for both solo travelers and groups."
The Moonglow! A beautiful ocean view house in Biddeford!
Five miles from the beach, newly remodeled home with lots of privacy.
Exterior

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
Living area

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
Walkway around the corner to the beach !

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
Outdoor spa tub

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!
Interior

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

Orchid Harbor, Bailey Island 3BR
Renovated cottage at Goose Rocks Beach. Great for families, steps from the beach
Exterior

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
Dining Room Seating for ten, extra dining also available

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

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!
Private kitchen

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 SAR 383
SAR 1,271 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
Living area

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!
Exterior

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!
Exterior

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
Room

Charming 4BDR house in peaceful, beachy Saco

Charming 4BDR house in peaceful, beachy Saco
Ocean Views! Walk to the Beach!
Terrace/patio

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!
A cruise ship goes by at sunset

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
Front of property

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (36)
"Overall, the stay was great. The lower-level suite was a bit noisy, as we were at ground level; however, I would highly recommend staying here if you are looking for full amenities and a short commute to everything in downtown Portland. "
The price is SAR 545
SAR 594 total
includes taxes & fees
5 Mar - 6 Mar
The Weldon Hotel
Gorgeous ocean-front home with stunning beach views

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (101)
"We stayed to visit family in the area. The location was excellent and we loved the ocean view. Everything was very clean, except under the sofa in the living room. We searched for a dropped puzzle piece and "
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.