
Holiday houses in Cumberland County
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Top-rated holiday rentals in Cumberland County
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Other great holiday rentals in Cumberland County
Superhost

Home in Old Orchard Beach
4.88 out of 5 average rating, 25 reviewsWalk to beach, shuffleboard, and bunk room
IsaacRating, 5 stars2 months ago
The place was great! It was just as described and Nina responds very quickly and was very sweet! We had a great time!
Guest favourite

Home in Limerick
4.93 out of 5 average rating, 122 reviewsLakefront Getaway
MarieRating, 5 stars2 weeks ago
We LOVED our weekend on Arrowhead Lake! Great house for families. We have three teenagers and loved having separate spaces for everyone, as well as places we could all gather together, inside or out! There was something for everyone! Perfectly set up for those who love to cook, fish, kayak, walk or just read a book outside! Nearby we enjoyed the farm stands, our first attempt at disc golf, my son's first catch of a small mouth bass and shopping at the Limerick Grocery Store (very well stocked!). We hope to return again soon!! Elizabeth was a wonderful and attentive host!
Top Guest favourite

Home in Gray
4.97 out of 5 average rating, 63 reviewscozy 3 bedroom ranch with deck and screen porch
MichaelRating, 5 stars4 months ago
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Top Guest favourite

Home in Harrison
5 out of 5 average rating, 46 reviewsCozy, Quiet Lakeside Retreat with beautiful views!
ThomRating, 5 stars2 days ago
We love staying here, it’s our second time and we look to stay here more in the future! The place has a lot of space, both indoor and out. It’s also a great work environment when we are both on Zoom calls and the kids are watching TV. We love sitting on the front porch at sunset and watching the sun go down over the mountains over the lake.
Superhost

Home in Otisfield
4.75 out of 5 average rating, 20 reviewsLog Cabin *15 acres*hunting* snowmobile*skiing
NinaRating, 5 stars3 months ago
great place for a group of friends to get away from the city ! hot tub was spacious, pool table was a great addition to the house, and the large property was awesome for exploring the woods. overall, 10/10 would definitely come back !! only downside, there were only 11 forks for 12 guests !
Top Guest favourite

Home in Naples
5 out of 5 average rating, 56 reviewsCharming 3 BR + Loft & Workspace - Close to Sebago
AbbyRating, 5 stars6 months ago
Jared was a responsive and welcoming host. From the beginning, he was curious about our check in and our overall stay; he always wanted to be available if needed and gave multiple recommendations for our weekend. His house was welcoming and warm, and had everything my family needed. The area was beautiful and my family is already discussing coming back next year. If you’re thinking about a trip to Maine, this home should definitely be a consideration!
Top Guest favourite

Home in Old Orchard Beach
4.98 out of 5 average rating, 89 reviewsWoods Lane Golf and Beach Vacation
MarjorieRating, 5 stars7 months ago
Our group of 5 adults were so pleased we chose to stay at Jason’s house in Old Orchard Beach. We first looked at places in Portland, but Jason’s spacious house offered a quieter setting, with parking and more amenities, at a better price. Comfortable beds, immaculate throughout. Very thoughtfully appointed, with nightstands on both sides of the beds, and superior blackout blinds in the bedrooms. And we ended up spending less time in Old Port, because we enjoyed exploring the towns south of Portland: Old Orchard Beach, Saco, Biddeford, and we found good restaurants (including Holy Donuts!) nearby. We had no issues: we contacted Jason to confirmed our arrival/departure and he responded within minutes. We highly recommend!
Guest favourite

Home in Shapleigh
4.96 out of 5 average rating, 146 reviewsSecluded Lakehouse/2 private docks*Hottub*big yard
CarlyRating, 5 stars1 month ago
We had a wonderful stay at this home for a mother daughter weekend end of March. Great location for each of us coming from different states in New England. The home was very clean, each of us commented on how comfortable the beds were, also loved the good quality linens. The huge dining table was unique for a rental and was awesome for sharing meals and doing arts & crafts. Lots of space and seating in the living room as well. Highly recommend staying here!
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- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Scarborough Beach
- York Harbor Beach
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Popham Beach State Park
- Brunswick Golf Club
- Long Sands Beach
- Purity Spring Resort
- East End Beach
- King Pine Ski Area
- Palace Playland
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Mt. Abram
- Laudholm Beach
- Parsons Beach
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