
Vacation rentals in Cumberland County
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Top-rated vacation rentals in Cumberland County
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Other great vacation rentals in Cumberland County
Guest favorite

Guest suite in Freeport
4.95 out of 5 average rating, 20 reviewsStudio Apartment in Freeport
SheilaRating, 5 stars1 week ago
Dustin and Brianna's home is absolutely beautiful! We had excellent communication from start to finish, including a proactive text warning about a small construction project. The furnishings and fixtures are all high-quality and stylish, creating a cozy, "quiet luxury" atmosphere. The built-in bed was a hit and very delightful. The work Dustin has done is top notch and full of very careful & thoughtful detail (amazing tile work, well-placed outlets; high quality cabinets, even edge trim detail on the tiled spaces, plus more!). Not in the least, the location provides a very welcome respite from the relative craziness of downtown Freeport, with lots of privacy and beautiful nature. Absolutely recommend.
Top guest favorite

Cabin in Freeport
5 out of 5 average rating, 50 reviewsThe Maine Frame: Cozy Firepit 7 Min to L.L. Bean
JiRating, 5 stars1 week ago
One of the best places I’ve stayed! The vibe and decor were so nice, super clean and cozy too. The amenities were great and everything was really thoughtfully put together. Really appreciated the market gift card, such a sweet touch! Would definitely come back.
Top guest favorite

Home in Windham
5 out of 5 average rating, 31 reviewsMaine Vacation Home on the Water
SamRating, 5 stars3 days ago
Kate’s place is in a beautiful location and has so much to do. We loved the wildlife, the easy access to Portland and all the yard games. We can’t wait to come back!
Top guest favorite

Cottage in Windham
5 out of 5 average rating, 79 reviewsRomantic waterfront cottage for two in Maine
MackRating, 5 stars3 weeks ago
We stayed at the cottage for a little celebratory getaway. Although the weather only partially complied, we were amazed by the beautiful views that surrounded the cottage. We spent some time exploring the area and there are some spectacular little gems hidden throughout and around Windham. Maryellen and Bryan were so sweet and made sure to make this stay feel a little closer to home. Definitely a “don’t miss” property!
Superhost

Home in Windham
4.7 out of 5 average rating, 67 reviewsThe "Happy Hen House" cottage in lakes region
MattRating, 5 stars8 months ago
As Mainer living across the country, it is always nice to come. Unfortunately this trip was to attend my Mom's funeral. Pam's home was the right level of closeness to the rest of my family to make visiting easy. The place was the peaceful retreat I needed to visit with myself. Five minutes to most things a person living out of a suitcase could need. Also less then 5 minutes walk puts one at the boat launch for personal watercraft. A great place to sit for a few. The amenities were plentiful at the house and the character was Maine charming. Pam was wonderful and easy to communicate with at all stages. I will be back in the future. Matt

Farm stay in Gray
4.84 out of 5 average rating, 308 reviewsThe Retreat at Crystal Lake Farm
AmieRating, 5 stars2 weeks ago
Jonathan was very communicative and a great host. Depending on needs I would stay here again. We were there for a graduation at Bates College. I would recommend this place for fall stays, hikes or visiting the near by lake. It's kind of far from Bates and Portland to make it super convenient to visit those places. Overall it was a very good value and Jonathan was a fantastic host, oh and the place was clean.
Top guest favorite

Home in Windham
4.98 out of 5 average rating, 46 reviewsModern Chic Home in Windham
ChristineRating, 5 stars2 months ago
Here’s anCarley's home was wonderfully equipped with all the essential amenities to make my stay comfortable. I particularly appreciated the thoughtful touches like coffee (with filters!) and a well-stocked kitchen, which made the space feel warm and homey rather than like a typical hotel. During my visit, it snowed, and Carley had everything I needed to stay safe, including a shovel and rock salt to keep the steps clear. The extra blankets were a cozy bonus that I truly appreciated on chilly nights. The home is situated in a quiet, charming neighborhood with convenient access to nearby stores, making it an ideal home base for visiting family in the area. Highly recommend!
Top guest favorite

Apartment in Auburn
5 out of 5 average rating, 13 reviewsPrivate Apartment With Lake Access
ErikaRating, 5 stars3 days ago
We were in the area for a very brief last min visit to see family and because we didn't want to kennel our dog we searched airbnb and found Elizabeth's place. She has a wonderful place gem of a place, very peaceful. We awoke to the sounds of the birds singing. Her place is the most dog friendly we have been to with dog toys,treats,bags and dog bed and our dog immediately felt right at home. Elizabeth is a wonderful host ,very responsive and kind. We will stay here again should we be back to the area.
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Story Land
- Attitash Mountain Resort
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- East End Beach
- Cranmore Mountain Resort
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
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