
House holiday rentals in Cumberland
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Top-rated house rentals in Cumberland
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Popular amenities for house rentals in Cumberland
House rentals with a pool

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK
Thank you for allowing us to stay at your beautiful home. The photos did it no justice! I can’t wait to be back, we will be stay here again.

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
Hi Patrick, We had a wonderful time at your home. it was delightful and cosy. Everything was as described and I loved how everything was set up. It was very easy to communicate with you. It was wonderful that the beach was 3 mins down the road and there was plenty to do nearby. Thank you sp much again for a very special stay. I would love to come back again. Jill B

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
I cannot say enough good things about Andrew. He was extremely kind, thorough and exceptionally responsive and helpful. His home was beautiful and spacious, but still felt cozy and warm. Landscaping was immaculate and even though it is located in a neighborhood, it felt extremely private. Location was exceptional, Ogunquit is such a fun and beautiful little town and it was so nice to be able to walk to everything. Everyone in our party was wanting to come back and were all extremely satisfied. Thank you Andrew for taking such good care of us, we had the best weekend!

Maine Pondfront Home Sleeps 22 - Pool & Hot Tub
Really great, fun place for large groups. Would recommend!

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.
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!-

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!

2 BDR| Fenced in Yard| Hot Tub| Bring your pup
Actually rented both units A & B of this property for my wife's birthday to have some room for additional family (surprise). Unit A was awesome! 2 beds and a bath, BIG kitchen that had everything you would need, dog friendly with a fenced in yard which is always a plus, super comfortable living room/dining room combo that had plenty of room for everyone to gather, private courtyard (shared with unit B) with room for outdoor dining and a grill PLUS hot tub! I could go on but to summarize, it was perfect for our plans. The addition of unit B gave us the whole place and I couldn't be more pleased! Centrally located. Anywhere we wanted to explore, from Kennebunkport to Ogunquit and beyond, was never more than 20 - 30 minutes away. Even the neighbors were amazing (friendly)! 100% I would (and plan to) stay here again!

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
My fiancé and I recently had the pleasure of staying at a lovely dog-friendly house in Lebanon, Maine, and I can't recommend it enough! From the moment we arrived, we felt right at home. The property was spacious, clean, and beautifully decorated, making it the perfect retreat for both humans and our furry friends. The backyard was a highlight, providing plenty of space for our dogs to run around and play. The location was also fantastic, with easy access to nearby walking trails and dog-friendly things to do in the area. Overall, this Airbnb exceeded our expectations, and we can't wait to return for another stay! Highly recommend it for anyone looking to enjoy a getaway with their pet!

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
Jon’s space was very clean, private, and presented a “wow” factor in every direction I turned. Very well thought out; a truly transformative experience!

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.

Newly Renovated House in York 4 Min Walk to Beach!
My college girlfriends and I wanted to get away for the weekend to somewhere cozy and peaceful. This is exactly what we found at Genevieve's place! In the freezing cold of a Northeast winter, we found warmth and comfort in this home. All spaces were clean and stocked with essentials. The provided space heater was put to good use as the snow fell outside, creating a magical atmosphere. Speaking of magic - the quick walk to the beach was a DREAM in the snow. It felt like we were wandering through a winter wonderland, to be greeted by the vast ocean on the other end. Genevieve was super helpful and responsive to all our needs and some unforeseen winter surprises. Everything was managed efficiently and promptly. I look forward to returning again 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
Destinations to explore
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- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Pine Point Beach
- Peaks Island
- Moody Beach
- Cape Neddick Beach
- Goose Rocks Beach
- Scarborough Beach
- Hills Beach
- Fortunes Rocks Beach
- York Harbor Beach
- Drakes Island Beach
- Goochs Beach
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- East End Beach