Search Vacation Homes in South Portland

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Compare 582 Vacation Homes in South Portland with updated reviews, rates, and availability.

The Moonglow! A beautiful ocean view house in Biddeford!

9.8 out of 10, Exceptional, (95)
"Gorgeous spot, great beach access. House was comfy and well-stocked. Great family get together!"
The Moonglow! A beautiful ocean view house in Biddeford!

Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

9.6 out of 10, Exceptional, (74)
"Barry was a fabulous host. the house is a gem. I highly recommend it to future travelers to Maine."
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2.0 star property
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Quintessential Maine Beach Cottage

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

Lakefront House

10.0 out of 10, Exceptional, (21)
" Thank you so much for sharing your lovely home with us. We had the perfect bachelorette weekend getaway! We would all definitely stay again! "
The price is SAR 601
SAR 2,737 total
includes taxes & fees
20 Jan - 21 Jan
Lakefront House

Immaculate Beachfront Retreat with Chef’s Kitchen, Ocean Vistas & Firepit

9.4 out of 10, Exceptional, (16)
"We had The Best Time here! The house was perfect – and just what we were looking for. Plenty of space for 9 people – never felt crowded or on top of each other. Having multiple living/hanging out spaces (inside and out) and 2 laundry rooms were great. Super special that we could all sit down to eat together at the big, long kitchen table. All the rooms and beds were so comfortable. Multiple AC units throughout the house was nice to let people adjust as per individual preference. The location was...
Immaculate Beachfront Retreat with Chef’s Kitchen, Ocean Vistas & Firepit

Beautiful Combo Home Located in Downtown Portland - Close to the Beach

8.8 out of 10, Excellent, (15)
"Convenient to walking to town , great restaurants in the area for breakfast & dinner, house was perfect, comfortable, well maintained great off street parking and had everything we could ever had needed."
Beautiful Combo Home Located in Downtown Portland - Close to the Beach

Charming 4BDR house in peaceful, beachy Saco

Charming 4BDR house in peaceful, beachy Saco

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

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (38)
"The house is very clean, and it is only a minute walk to the beach. This was the second time we’ve stayed in this house and it won’t be the last! "
The price is SAR 557
SAR 1,843 total
includes taxes & fees
12 Jan - 13 Jan
Beach House ∆ Prime Location ∆ Steps to the Ocean

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

9.6 out of 10, Exceptional, (55)
"Stay was great, very spacious. The kitchen was well equipped with plenty of amenities. The elevator was handy."
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

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

10.0 out of 10, Exceptional, (48)
"This place has a very cozy sunroom off the master bedroom overlooking a beautiful field. The bedrooms are spacious. We were very comfortable here and had a great time visiting the beach and area amusement parks. "
Five miles from the beach, newly remodeled home with lots of privacy.

Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay in Gray. Thank you for helping us. Most of us were out kayaking on the lake/bay. The grand daughters enjoyed the kayaking and the swimming. the only complaint from everyone was that we had to depart for our return back to SC. You have a beautiful house. thank you for allowing us to visit."
Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger

Lovely Beach house in GRB - Heated pool!

10.0 out of 10, Exceptional, (1)
"Couldn't have asked for a better property along Goose Rocks Beach to spend our family vacation. We felt at home immediately in this spacious home with all the amenities and plenty of space for everyone, especially for 6, 4, and 2 year-olds to play. The 2nd floor front deck was a perfect place for Grandma and Grandpa to relax and for the family to have dinner together with views of the ocean and the sound of the waves. The quiet neighborhood and road made a safe place for the kids to ride...
Lovely Beach house in GRB - Heated pool!

beautiful home away from home in Orchard Beach

7.8 out of 10, Good, (9)
"Wonderful!..we all had our own comfy bedrooms…The kitchen was fully stocked with everything you might need..Loved the back porch with tv and couches..Big back yard with fire pit which we used twice.Ahmad even gave us the wood.Very clean…and the air conditioning was greatly appreciated.Ahmad was the perfect host. Warning…..owner has a dog on the premises if you’re bringing a pet…and watch out…the hot water is scalding!.If you’re looking for a vacation home near the beach but in a quiet area,this...
beautiful home away from home in Orchard Beach

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"As you enter the house, you are entering the kitchen and looking at the most wall sized widow framed picturesque ocean waterfront view with islands included. We had two children with us and there was a has sack storage box filled with toys and a midsized toy kitchen that kept the children busy. The accommodations were cozy and homelike . We are already contemplating a warmer season return to enjoy the oceanfront amenities!"
Charming ocean-view cottage just 10 minutes from downtown Freeport shops

Beach Getaway: 5BR Home Near Attractions

Beach Getaway: 5BR Home Near Attractions

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

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

New home Big Sebago 3-br plus loft, beach, mooring, AC, WiFi. 30 mins Portland

New home Big Sebago 3-br plus loft, beach, mooring, AC, WiFi. 30 mins Portland
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, (114)
"This location is EVERYTHING!!! Right on the beach, cozy accommodations with spacious bedrooms was perfect for the 4 of us - with the 3rd bedroom, we could've included another couple! Host John was lovely!!!"
Charming 110-year former Inn 10' from the Ocean!

Quintessential Maine Beach Cottage

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

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.