
House vacation rentals in Cumberland
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Top-rated house rentals in Cumberland
Guests agree: these houses are highly rated for location, cleanliness, and more.
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Popular amenities for Cumberland house rentals
House rentals with a pool

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!

There's No Place Like Home
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Kennebunk's Charming Beach Home
We had a wonderful stay for Christmas, we were even allowed to bring our fur baby! The home was beautiful with all of the amenities we could hope for.

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
We loved staying at this home! Walkable to town and the beach, it was the perfect place for our vacation. The heated pool was unbelievable- it’s more than big enough for 4 kids to splash around and have fun even on colder days. Andrew was a super responsive host, and he gave us lots of great suggestions for places to go and things to do!

Maine Pondfront Home Sleeps 22 - Pool & Hot Tub
Had a great stay. Everyone loved the property.

Heated Pool! Gorgeous Home Close to Kennebunkport
We had a great weeklong stay at the house. There was plenty of space both inside and out for us to dine, play and relax. We were 8 people across three generations and everyone enjoyed the house itself as well as the heated pool, BBQ and fire pit. Great location as it was 10 minutes into Kennebunkport and even less to a large supermarket in Kennebunk. We would definitely be more than happy to return in the future.

The Sugar Shack - A sweet spot in the Village
Loved our stay at the sugar shack! Perfect place for a ski trip with our pups. We enjoyed a nightly soak in the hot tub after long days on the slopes!
Weekly house rentals

Opening May 16th
Accomodations exactly as shown in pictures. Kitchen is definitely well equipped with all of the essentials and more. Ice cream shop right next door is great and The Lobster Pound on the other side is excellent. You can walk to shops and restaurants downtown but we had no problem finding parking in the evening so we could enjoy the awesome restaurants.

175 feet from Wells Beach! Sleeps 12 4 BR/3BA
Loved staying at Dustin's place. Easy going check in was a plus. The house was great, clean, easy to navigate. super hot water and great water pressure is always appreciated! The beach was so close, the arcade was walkable and or a quick bike ride. Having beach chairs available that I didn't have to pack up was a great add as well. We will definitely be back!-

Sunday River - English Woods Chalet
What a wonderful stay my friends and I had for our annual ski trip to Sunday River! A perfect location that was calm and relaxing with plenty of space for four people! The sauna was an amazing amenity as well!!

Spacious 3 level family friendly home.Dog friendly
I went with my friends and it was fantastic! The surrounding area as beautiful and the added amenities really made the stay special for us.

Cozy & quiet on the river... the Captain's House
The hosts were very prompt in communicating. The thoughtfulness they have put into furnishing the property is amazing. It has a very vintage nautical feeling to it. The house is extremely well appointed. We didn’t have any problems at all. The surroundings are off the beaten path which we especially appreciated. It’s a short 10 minute drive to Damariscotta Downtown. I would highly recommend this property.

North Conway 5 Bedrooms 3 Bath close to Downtown
We really enjoyed our stay here! Host was incredible — when we couldn’t find some of the cooking appliances we needed, they got them delivered so we could use them :) Also generally very responsive and helpful! The house itself is really nice and cozy and the area has lots of things to do as well (especially if you like nature). Highly recommend!

Hills Beach UNE 3-4 brs oceanview 50 steps 2 beach
Fabulous; lovely place, close to the beach, good internet, nice amenities.

Ahhh, Sweet Maine! Your Perfect Vacation Awaits!
Pete and Jen’s place was exactly what we needed! Friends were getting married at the 1774 House and this home was only a 10 minute drive from the venue! We loved the fact that all 9 of us could stay in the same place. One of our favorite places at the property was the covered outdoor porch, where we drank coffee in the mornings and played card games! Would definitely recommend Pete and Jen’s home to people visiting the area!
Private house rentals

Beautiful, Peaceful, Maine Getaway House
Stayed at Kathy’s place for a long weekend to visit family. The house was very cozy and had everything we needed. The trails were great for hiking & the hammock was a nice relaxing touch. Very quiet neighborhood, perfect place for a peaceful getaway.

Beach Home w/ Exclusive privacy in Southern Maine
We had a wonderful time in Wells! An absolutely beautiful home with every amenity! Sharon was responsive, kind, and flexible with our stay. We enjoyed cooking and watching the Super Bowl in the amazing home theater! Do not miss out on this fantastic listing!

Oceanfront Luxury Estate in Mid-Coast Maine
This was such a wonderful property for my family -- beautiful and peaceful with lovely views. We loved spending our days out in the spacious yard, playing lawn games, sitting around the fire pit, and fishing, and eating all our meals out on the patio. Everyone left feeling very relaxed and happy. Thank you Pam and David for sharing your home!

Beautiful House to Relax & Enjoy the Quiet!
We had a wonderful stay. The house was very nice and all accommodations were met and exceeded. We cooked dinner in the kitchen two of the nights we were there and found everything we needed very easily. Everything was very clean and well taken care of, yet felt extremely homey and welcoming! The fire pit and outdoor bar were an amazing benefit, the whole back/front yards and patios in general were amazing. It’s safe to say we truly enjoyed our time in this home and will be checking here first next time we come! Highly recommended stay!

LUX Designer Private Waterfront
This place was a small slice of peaceful serenity, exactly as described and pictured. It was immaculately kept, feeling brand new. The kitchen had a pleasant "pay it forward" vibe with items left by previous guests, which made it easy to contribute for future visitors. Although the house got cold on a snowy day (as others noted), one of the provided space heaters quickly warmed it to a comfortable temperature. I would definitely return for another peaceful weekend, and I imagine it would be even more amazing in the fall or summer.

Updated 2 Bedroom Private House near beaches
We had a great stay in Tara's home. It is located in a quiet neighborhood and is close to our favorite towns- Ogunquit and Kennebunkport. We had plenty of room for the four of us. We loved the outside spaces and the open floor plan. Tara was very easy to communicate with and very responsive. The instructions for check in and check out were very clear. We hope to return in the future!

Beautiful Maine home overlooking pasture
This place was beautiful. The host’s info was very helpful. It was perfectly located for my family’s plans. It was very spacious and the neighborhood was very quiet. Would recommend going again. Thank you.

137 Shore Road Ocean Point view now with WiFi
Jerry's house was a great location with terrific views. The house was tastefully decorated and immaculate. A perfect Maine getaway that we cannot wait to go back to in the future.
Quick stats about house rentals in Cumberland
Total rentals
90 properties
Total number of reviews
3.5K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Wells Beach
- Cranmore Mountain Resort
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Mt. Abram
- Purity Spring Resort
- King Pine Ski Area
- Popham Beach State Park
- Parsons Beach
- Laudholm Beach
- Mothers Beach
- Ferry Beach
- Palace Playland
- Portland Museum of Art
- Crescent Beach State Park
- Cliff House Beach
- Funtown Splashtown USA
- West Shore Sandy Beach
- Diana's Baths
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