
Cottage holiday rentals in Cumberland
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Top-rated cottage rentals in Cumberland
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Popular amenities for cottage rentals in Cumberland
Cottage rentals with a hot tub

Cozy Cottage close to Beach, Pool and more!
Dear Tim and Kimberly - I wanted to express how much we enjoyed our stay at your delightful two-bedroom cottage. The accommodations were not only beautifully furnished but also incredibly comfortable. The added amenities, including the pool, hot tub, and gym, made our stay even more enjoyable, offering plenty of options for relaxation and fitness. We also loved how close the cottage was to the local restaurants and the beach—it was the perfect location for a relaxing getaway. Your attention to detail made all the difference, and we couldn't have asked for a better experience. I will definitely recommend your place to others and look forward to returning in the future! Janelle Q PS - I live in Florida and upon my return from Maine, am being greeted by Helene. JQ

Make this family-friendly cottage your summer spot
Jessica was very communicative and her place was in a great location to access the area’s attractions. A comfortable home away from home. We enjoyed the pool and wish we had stayed longer. Thank you!

Freshly Renovated, Family-Friendly Coastal Cottage
A gem of an Airbnb! The hosts truly thought of everything and this was the perfect place to stay with two young kids; in fact, my son loved the bunkbed and toys so much he refused to go to bed every night! From the tonies box and kids toys, to all the beach and baby gear, there wasn’t one thing they lacked. The place was clean and organized and felt so cozy. I highly highly recommend this place, especially for families! The hosts were so friendly and accommodating as well.

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront
Nice private area, close by to a few small-towns for groceries, gas, etc. Property was very scenic and often only sounds that could be heard were birds. Slept 5 comfortably and never felt crowded. 10/10

Cozy beach cottage with pool & hot tub
Lovely one night stay at this sweet little cottage! Grounds are well-kept, enjoyed morning coffee on the front porch. AC kept it nice and cool. Convenient location close to a great donut shop- Congdon’s and our favorite ice scream spot- Scoop Deck. Chloe is a gracious host and even granted us a late check-out!

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!

Fully Renovated/4min to K-port/HotTub/Game Room
We had a great stay at Audrey & Seb's place. It was spacious, beautifully decorated, and extremely clean. The beds were super comfortable, the location was private and close to town, and there was so much thought put into all the little details. What an absolutely wonderful place. Thank you so much!

Beautifully renovated 2-bedroom cottage
Everything was so perfect !! thank you for hosting us !!
Pet-friendly cottage rentals

Bright, clean, private cottage near Higgins Beach!
We loved our stay at the Gull Cottage!! Karen and Steve were great hosts, incredibly friendly, helpful, and responsive. The cottage was well stocked with everything we needed to enjoy our stay. The guide book and guest book were great touches as well, and we would happily stay again next time we come up to Maine! We could not recommend the Gull Cottage more if you’re looking for a great and cozy place to stay near Portland!

Cottage on Todd Bay
Our group of 4 had a wonderful stay here. It had everything we needed and John was extremely helpful. We cooked several meals and visited nearby attractions.

Tall Pines Hideaway
This place is perfect! The house is so cute and cozy we didn’t want to leave. The hosts left a hand written card and a bottle of wine for us when we arrived, which was so thoughtful. Beautiful views and tons of privacy. Would highly recommend this stay to anyone!

Pet Friendly Audubon Bring Your Fishing Gear!
What an amazing setting! Right on the water. We saw seals, osprey, and, we think, an eagle.Also the most beautiful sunrise. The house is cozy and comfortable and really really clean. We found everything we needed and some thoughtful extras. Tamara is an excellent host!

Sunset Haven - Little Sebago Lake
Absolutely loved our stay at this lake cabin! It's nestled right on the water, making it a perfect spot for peaceful mornings and unbeatable fishing. The sunsets over the lake are absolutely stunning — a real highlight of the trip. The cabin itself has a rustic charm, filled with unique vintage touches that make it feel cozy and full of character. It's quiet, far enough from the city to truly relax, but still conveniently close to town if you need anything. A wonderful place to unwind and make lasting memories with family. Can't wait to come back!

Waterscape Cottage - private waterfront
We had a wonderful time at Ann’s. The cabin was great and exactly as described, clean and very comfortable. The property is amazing with lots of privacy and in a great location to explore the Maine coast during the day. Don’t miss hiking down to the trestle bridge to see the herons. Ann thought of everything to make sure we would be comfortable during our stay and she was happy to offer suggestions on places to go and things to see.

Rustic Pebble Cottage in beautiful Bridgton, Maine
Pebble Cottage was so peaceful yet close to everything. We kept ourselves quite busy locally and Cheryl's place was a perfect spot to unwind and relax at the end of a busy day. The host is a beautiful artist and an exceptional, sweet human being. We hope to return in the Fall. Thanks Cheryl!

Cozy Cottage on Highland Lake
Perfect little Maine cabin getaway! We enjoyed our stay so much. The cabin was clean, easy to find, and had everything we needed for four people and two dogs. Cannot recommend enough!
Private cottage rentals

Cozy cottage with great yard
If you love being near a peaceful and beautiful ocean setting and a cozy cottage vibe this is the place for you. Renee is nearby and very responsive if you need anything. Otherwise, you can just enjoy the setting and easily take yourself to the nearby restaurants or cook for yourself. A short walk to my favorite beach on earth. Check out the sandbar at low tide.

Cheerful 1 Bedroom Cottage Steps From The Ocean
Wonderful place clean and very cozy house I indicate

Best Summer Cottage in Wells Maine. Come and enjoy
We have been coming to Ogunquit/Wells in the summer for about 10 years, and this was our first time trying Summer Village, and it was a truly fantastic stay! The cottage location is situated between Ogunquit and Wells and is easily accessible to both of those beaches and destinations nearby. ‘A’ could not have been a nicer, more responsive host and it made the logistics of planning very easy. Know going into it that you are bringing your own linens and towels, and there are some standard rules about the larger property, but the cottage has everything you could need and it was very welcoming. In A’s cottage, you have easy ability to sleep a family of 5. There is a fully stocked kitchen and gas grill. But the biggest unexpected perk was all the amenities of the Summer Village property. 3 pools, bocce, tennis, a rec room with games, and a free on-site trolley to get you around every 20 minutes. The stay was incredibly relaxing and I would highly recommend this for young families!

Custom Built Quaint Knotty Pine Cottage
We felt truly comfortable and at home in the Knotty Pine Cottage. We spent 19 days there! My husband was working again in the area and the job site was 5 minutes away. On his days off we took advantage of hiking the numerous Boothbay Region Land Trust properties. We highly recommend Porter Preserve, Oven's Mouth Preserve and Oak Point Farm. We loved walking around beautiful Ocean Point and an afternoon on Popham Beach. We also spent an afternoon reading our books at Barrett's Park. The house is well stocked with everything you'll need to prepare meals and there is a Hannaford Grocery store 10 minutes away. We recommend The Thistle Inn in Boothbay Harbor if you enjoy crabcakes that are made from scratch. We're looking forward to our next trip back to Southport and hope the cottage will be available. Many many thanks to our responsive hosts! They made us feel welcome and comfortable in their home!!

Seaside Escape
The location was amazing. Just a few steps to Crescent Beach. I actually took my coffee down there and watched the sunrise in the morning. So beautiful. The cottage was clean and comfortable. Kristin was very responsive and helpful. Don't miss out on the clam chowder at the Lobster Pound less than 100 meters away. We'd definitely come again.

Cozy 2 Bedroom Cottage 50 feet from the Lake
Don’t tell anyone about Shelley’s place! We want to be the only ones to be there!!!!! We had a beautiful time ! Me, my daughter and her 2 yr old son. The lake is soooooo clear and relaxing. Canoed every day. Loons in the lake everyday. Went and picked blueberries and went to the children’s museum😃 Close to Portland! We’ll bring the Daddy next time! Thanks Shelley

Private oceanfront cottage, great views, and float
Such a beautiful spot--Christine's house has gorgeous views, a dock and many kayaks. We enjoyed our stay--sitting on the deck, seeing the Northern Lights (!!)--thank you Christine for the heads up! Harpswell is a special place and this beach cottage is special as well. Loved the view from the spacious bedroom. Great hiking and local seafood.

Waterfront Cottage- South Shore
We had a great, peaceful and relaxing stay! Everything was as it was pictured. When we had a small issue, Julia and Gary were very responsive and everything was taken care of promptly. The host provided most everything we needed, it made our stay easy to enjoy.
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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
- Popham Beach State Park
- Purity Spring Resort
- Mt. Abram
- King Pine Ski Area
- Parsons Beach
- Mothers Beach
- Ferry Beach
- Cliff House Beach
- Palace Playland
- Portland Museum of Art
- Diana's Baths
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Pemaquid Beach
- Coastal Maine Botanical Gardens