
Pet-friendly vacation rentals in Cumberland
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Top-rated pet-friendly home rentals in Cumberland
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Popular amenities for Cumberland pet-friendly home rentals
Pet-friendly house rentals

Walk to Beach from Spacious 1920 Home
First off. Let me say the house was great. It was nice and big plenty of room. Very clean we had a big gathering and everyone absolutely loved it and was very satisfied with the price they paid to stay the weekend. Even though we went during the offseason it was still a great time. We Will definetly book this Airbnb again. Thank you Krystal and we will be in contact again.

King beds-Charming Retro 3BR+Office House
This was our first experience with an Air B&B and happy that it was with Spencer. Our main reason for the East Coast trip was to see our grandsons football games at Bowdoin College and it was a perfect location. We stayed for seven weeks and loved the experience.

Cute Craftsman Bungalow home w/ fenced in yard
We had a great time! The fenced in yard was perfect for the dog, and a great location just 15 minutes to the downtown area!

2 bed house w/king bed, pets & off-street parking!
Stayed with my wife and 2 year old son for a full week. Wonderful location walking distance to many shops, bakeries, restaurants etc. Blackout curtains in the bedroom were helpful for our son with naps and early sunrise. Playground a 30 second walk down the street which we used often. Private parking space directly behind the home was also convenient. We thought it was great value for the location and a nice alternative to booking an apartment or larger home when we spent the majority of our trip out exploring. Overall, we were very pleased with our experience.

Cheerful spacious updated 1825 Maine Farmhouse!
Second stay at the farm house. Two weeks this time. We just love it here. Plenty of space yet cozy, everything you need, lovely outdoors space. We enjooed watching the chickens, dicks and horse next door. I wish we could stay for months. Thank you, Amy and family!

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Julie was fantastic and always responded in minutes to any questions we had. I love their home manual which is so easy to navigate and has answers for everything. The home is super cozy and the large gas fireplace downstairs was a treat on cooler April mornings. The weather wasn't on our side for 1/2 of short stay, but we had a family olympics inside, using their ping pong table, foosball and connect 4 game. We did get out on kayaks one day - lovely lake, larger than you think! tons of hiking nearby too.

Riverside
We had an amazing time over valentines day weekend. There was a snow storm and Kent snow blowed around our vehicle to make sure we could get out. The house is very comfortable and peaceful, amazing view of the river and just off the road enough to not be bothered by passing traffic. Definitely recommend!!!!

Rustic Farmhouse at Oxbow Brewery
We absolutely loved our stay! We rented the house for 7 adults and 1 dog to celebrate a 31st bday! We loved being able to walk right down to the tasting room for a beer, cook a big dinner in the kitchen, play games, and watch the amazing vcr collection. Everything was clean and comfortable. So glad it’s a dog friendly space!
Pet-friendly home rentals with a pool

Lakeside Cozy Cottage in Nature | Hot Tub
This trip was more than we could've ever wanted! The property was lovely and the hosts were more than accommodating and made sure everything was as comfortable as it could've been! I'd recommend anyone to book with these hosts and I will definitely be booking again!

Blissful Mountain Getaway Cabin | Private Pool
Cabin is absolutely beautiful, very clean, welcoming, and beds are comfortable. Highly recommended, and we’ll be back for sure! Thanks for being awesome!

"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!

Million $ views, Hot Tub, Crooked River- Private
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

Summertime Oasis with Inground Pool!
Great place to stay for a big family and kid-friendly! We had a fantastic trip and the host was super responsive. The living room area is even more beautiful in person. Highly recommend this place.

Steep Falls Escape, river & falls just steps away
great accommodation, thoughtfully decorated, clean with everything you need. Perfect as a hiking base, lots of recommendations from the wonderful hosts

Lakeside cabin in the woods
Spent Thanksgiving at the cabin and it was absolutely perfect! Jim met us upon check-in with a welcome basket full of homemade baked goods—they were delicious! Home was stocked with board games and puzzles as well. 10/10 stay.

Cabin on the hill!
This was a fantastic find in a private and quiet area. The hot tub and sauna were fantastic as it snowed a bit while we were there. It’s a great space with a rustic feel and fun vibe. As someone that lives in Maine and enjoys finding places like this, we will definitely be back.
Private, pet-friendly home rentals

Misty Mountain Hop - minutes to Pleasant Mountain!
Winter Wonderland Retreat!!! Talia's place was AMAZING!!! We arrived during a snow storm and within a couple of hours the roads and the driveway were all cleared and plowed! The Cabin and trees were all cloaked in snow and it was warm and cozy inside!!! Our two doggos enjoyed exploring the woods and searching for signs of the deer family living nearby. There was a family with young deer and they slept under the pine trees in the back woods. :) They also enjoyed their strolls down the driveway and along the quiet neighborhood roads. :) The night sky was UNBELIEVABLE!!! I did not realize there were so many stars in the night sky!! :) The cabin is very close to Pleasant Mountain, which is a beautiful place to ski! :) The Cabin had everything we needed!! We are looking forward to our next retreat already!! Talia was awesome! She was very helpful and responsive. We loved our stay!! Thank you for everything, Talia!! :)

Cozy private Portland apartment.
Keith's place was such a cozy stay! The facility was spacious and well-ventilated. Keith was helpful, and the kitchen was equipped with items to cook with. Would love to stay again! The neighborhood cats are very friendly, I enjoyed interacting with them and giving them treats!

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry
Margaret’s place is very homey with all the necessities for a family gathering. The neighborhood is beautiful and close to beautiful trails

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!

All Season Wells Beach Retreat attractions close
This is the second time I’ve stayed at this house. Spacious and a lot of light. You can see the marsh from the windows, which is lovely. Near the beach. Recommend!

Cozy Rock Cabin #thewaylifeshouldbe
I took myself and my dog Sammy on a CEO business planning retreat to the Cozy Rock Cabin and it was incredible! It was the perfect location to be free of every day distractions, to visit, map out and strategize while also getting in time for play and rest. The location was perfect, beautiful and surrounded by nature. The cabin itself was clean, comfy and cozy. When we weren’t enjoying the cabin, we were off exploring downtown and going for hikes. There’s so much to do in the area, and you get to make your stay whatever you’d like! We both didn’t want to leave, and will definitely be back!

The Yankee Dugout
Host was great and friendly. Beautiful neighborhood. Apt was very clean and comfortable. Many extras like Keurig, coffee, tea hot chocolate and water bottles. Cozy extra blankets, fans and fireplace. Bathroom was clean and had liquid soaps, shampoo etc. Not a full kitchen, but all you need. Would definitely stay again.

Experience Saco in Elegant, Newly Upgraded Home
Stayed at Matt's place over Christmas. It is a beautiful and spotless place that fit our needs perfectly. The fireplace and cozy living room made it easy to feel like home and celebrate the holiday! Matt was responsive to our questions and was quick to reply. Would certainly stay here again!
Quick stats about vacation rentals that are pet-friendly in Cumberland
Total rentals
50 properties
Total number of reviews
2.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
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- Wells 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
- King Pine Ski Area
- Mt. Abram
- Pemaquid Beach
- Parsons Beach
- Mothers Beach
- Middle Beach
- Palace Playland
- Portland Museum of Art
- Cliff House Beach
- Dunegrass Golf Club
- Ferry Beach
- Conway Scenic Railroad
- Diana's Baths