Holiday Homes in South Portland

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Featured Holiday Homes in South Portland and around

Camp Ellis Beach House with ocean and river views.
Camp Ellis Beach House with ocean and river views.
Rent a room in the gorgeous Holt House
8.4 out of 10, Very good, 19 reviews
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
Lakefront home with sunrise views, private dock, kayaks, paddle boards, WFH desk
9.2 out of 10, Wonderful, 17 reviews
"The place was clean, beautiful, and centrally located to shops, restaurants and bars. It was tucked away and quiet right on the lake. Would highly recommend!"
Lakefront home with sunrise views, private dock, kayaks, paddle boards, WFH desk
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Seaside Splendor: 4BR House Close to Beach & Pier
9.6 out of 10, Exceptional, 12 reviews
"This property worked out great for 4 of my employees to stay while working on a video surveillance installation at a local car dealership."
Seaside Splendor: 4BR House Close to Beach & Pier
Orchard Beach Elegance: Spacious Yard & Patio
10.0 out of 10, Exceptional, 10 reviews
"We rented this property for our 6 year anniversary and it was even better than we were expecting! Great location with the perfect amount of privacy. Highly recommend this location for families and couples! "
Orchard Beach Elegance: Spacious Yard & Patio
Contemporary Comfort: Game Room & Portland Access
Contemporary Comfort: Game Room & Portland Access
One queen bed unit 16 at Belkis beach motel
6.8 out of 10, 3 reviews
"We have stayed here twice and it work perfect for us. Close to the beach and convenient. Staff are friendly and accommodating. Will stay here again."
One queen bed unit 16 at Belkis beach motel
Full sized home
9.6 out of 10, Exceptional, 4 reviews
"Great place to stay. Host was helpful and responsive."
The price is €325
per night
2 Jun - 3 Jun
Full sized home
Sweet Maine Cottage in Camp Ellis
10.0 out of 10, Exceptional, 2 reviews
"Very nice place."
Sweet Maine Cottage in Camp Ellis
Old Orchard Beach Getaway| 2BD Cottage
10.0 out of 10, Exceptional, 3 reviews
"My aunt and I were looking for a central location for shopping in and around Old Orchard Beach area. Perfect location. Quiet and clean. Host was very quick to answer any questions. Easy to get to and easy to get into when we arrived. Thanks for a wonderful getaway!"
Old Orchard Beach Getaway| 2BD Cottage
Escape to Pine Point: Beach Home with Fire Pit
10.0 out of 10, Exceptional, 11 reviews
"We felt right at home as we walked in and then settled in. All the basics were covered and the owner quite friendly and responsive to needs. Only a short block away from the beach, which was beautiful to walk every day we were there even in the cold & wind of winter! If we were to be in the area for a short stay, we would rent this location again. Only thing I’d ask to change is an updated stove with a quieter clock. Totally enjoyed my time there!"
Escape to Pine Point: Beach Home with Fire Pit
beautiful rooms at Belkis Beach Motel
6.8 out of 10, 16 reviews
"Overall okay experience. Spent more time away from motel."
beautiful rooms at Belkis Beach Motel
Luxurious Penthouse with Modern Design in Downtown
Luxurious Penthouse with Modern Design in Downtown
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, 45 reviews
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
The price is €445
per night
3 Jun - 4 Jun
Elegant condo - walk to Portland's best restaurants & Old Port
Rent a room in the gorgeous Holt House
7.8 out of 10, Good, 12 reviews
"This was such a cool house to stay in. The host was very responsive and the check in/out process couldn't have been easier."
Rent a room in the gorgeous Holt House
The Moonglow! A beautiful ocean view house in Biddeford!
9.8 out of 10, Exceptional, 83 reviews
"The home was very much as advertised. Nicely appointed with a traditional beach motif. The host was very responsive. The location is central to Portland and Kennebunkport. It also helped that we had great sunny and 70 weather. Walks on the beach everyday."
The Moonglow! A beautiful ocean view house in Biddeford!
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
10.0 out of 10, Exceptional, 117 reviews
"We had a wonderful stay. The property was beautiful and the hosts were very accommodating. They always made sure we had everything we needed. We could not have asked for a more comfortable stay in such a beautiful neighborhood. If we travel that way in the future, we will definitely try to stay again. Thank you."
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
Ultra Luxury Estate w/Ocean Views! Steps to Beach!
Ultra Luxury Estate w/Ocean Views! Steps to Beach!
A yurt in the trees. Close to Portland but close to nature. Treeyurt Maine
A yurt in the trees. Close to Portland but close to nature. Treeyurt Maine
Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, 10 reviews
"We were so happy with this property, it was the perfect space for three busy moms to get away and relax together. So clean and well thought out, appreciated all the little touches. Easily walkable to everywhere we wanted to go in Portland. We will always remember getting to see the northern lights from the balcony! Will definitely come back here again, thanks for everything."
The price is €480
per night
16 Jun - 17 Jun
Modern & Sunny House Steps from the Promenade. Private Parking!
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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.

Other property types in South Portland

Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, 99 reviews
"Lovely home in a beautiful location. Very welcoming, cozy, and friendly. Easy check-in and check-out process. The owner was very accommodating and helpful. Made amazing memories and look forward to returning soon. Thank you so much!"
Charming 110-year former Inn 10' from the Ocean!
2 duplex
3.0 star property
The price is €603
per night
2 Jun - 3 Jun
2 duplex
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, 75 reviews
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
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.

South Portland Holiday Homes information

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