
Cottage holiday rentals in Cumberland County
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Top-rated cottage rentals in Cumberland County
Guests agree: These cottages are highly rated for location, cleanliness and more.
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Popular amenities for Cumberland County cottage rentals
Cottage rentals with a hot tub

Old Orchard Beach Cottage
This was perfect for me, my daughters and granddaughter!! It was close to so many things and to Old Orchard Beach and the Pier. We had a great time there and would stay there again in a heartbeat!! Thank you!

Waterfront Getaway w/ Private Sandy Beach
Perfect for what we needed for a weekend getaway. So peaceful and a lot of interesting wildlife. We saw so many different types of birds! The hot tub is spacious and easy to use.

Lakefront home, new hot tub (Sep-Dec weeks open)
A great house and location right on the water. We arrived well after dark, Tom came and met us at the property to make sure we got situated. Plenty of room for a family of four and more. We enjoyed the boats and fishing and hiking in the area. The game room was nice to have on a rainy day. The kitchen has everything you need. Really enjoyed our long weekend here.

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront
A great spot tucked away!! House was cute and as shown in the pictures, is right on the water and has some great views! It rained the majority of the time we were there so didn’t get to take advantage of all the outdoor amenities, but would have if better weather! Host was very friendly, communicative and responsive!

2 oceanfront Cottages with spectacular views
Was a great place for a weekend get together with our family. Right on the water and a great throwback feel but with all the amenities.

Two Bedroom Cottage Old Orchard Beach
Pet-friendly cottage rentals

The Purple House by Pettingill Pond
such a cute cottage! everything was new, clean and comfortable. lovely location on pristine pond. beds comfy and linens soft. it was a perfect spot for our girls' weekend! enjoyed swimming, smores around the campfire, grilling. seafood from Bob's was excellent! Bikram was a terrific, caring host. looking forward to returning! thank you!

Fun 2 bed 2 bath on a private Pequawket Lake.
The hosts are amazing! Very helpful and responsive. Unfortunately we were not there on vacation displaced from our home for 2 months. It was welcoming and once settled in felt like home, it was a little strange to leave lol - If I needed anything the host were available and willing to help. I wish this displacement was during summer months! Thank you Brad and Colleen

Forest Walkers Home
Our stay at Joel's was just what we wanted! Quiet and isolated, but only a few minutes from town. My dog loved it - there are trails behind the house! Everything was clean, and the bed and pillows were comfortable. I do have one suggestion - it would be helpful to have something - some kind of little stand next to the sink in the bathroom - to put toiletries on. I used the window sill. Also, a hook to hang a hand towel on would be nice. But really, our experience was great!

Private oceanfront cottage, great views, and float
the stay was nice, the place was clean, match the description, pretty easy to find, and Christine had great communication. very beautiful views, right on the water, kayaking was nice.

Small cottage with a BIG view / water frontage
My wife and I enjoyed our stay at Debbie’s cabin. The interior is tidy, simply furnished and decorated with Debbie’s nice paintings. The heater worked well, but it was a little noisy. Luckily we didn’t need it through the night, so we were able to enjoy the peace and calm of the quiet lakeside location. Nothing like waking up to the view of that pristine lake. Some mornings it was so still it reflected the trees. We loved that. Water pressure was a little touch and go, but overall not a problem.

Kendalls Cottage at Sebago Lake
Perfect location and such a cute cabin!

Historic Seaside Cottage 5 min from Portland!
Adorable home in a great location! Highly recommend booking this home.

H and K Cove View Cottage LLC
We had a nice stay. Did not spend alot of time there, as we were there for a graduation, but it was very comfortable.
Private cottage rentals

Old fashion neighborhood near the water.
This was my second time staying at the cottage, and I’m looking forward to going back .

Cheerful 1 Bedroom Cottage Steps From The Ocean
Charming little shack that was perfect for our family of three. Has all the basics, nice and clean, and ultimately a great stay. On our next trip that way we look forward to staying here again!

Classic Maine Beach Cottage, Steps to Pine Point !
Clean, cozy home just a walk to Pine Point Beach. Highly recommend.

Cozy Renovated Lakeside Cabin
This cozy cottage in Naples was a great place to stay over the winter holiday with the kids and extended family. We hit the nearby slopes and restaurants. Wonderful host and property. Kids enjoyed their private space with own tv.

Coastal Cottage in Falmouth Foreside
Amy’s place suited us perfectly — not far from my family in Portland, comfortable accommodation, furnished and decorated with flair, and best of all, a little beach down the street that we visited for our daily swim!

Coastal Waterfront Tiny home in West Bath
What an awesome airbnb! The views are stunning and surroundings couldn’t have been more peaceful. The cottage itself was exceptional and had everything I needed and more. Wish I could've stayed there longer! 10/10 would recommend this place to anyone!

Peaceful waterfront hideaway with 5 bedrooms!
This was our first time staying at Philip and Lisa’s place on the water and it probably won’t be the last! Great place with a well-equipped kitchen, kayaks/water floats, fire pit, BBQ, porch overlooking the water, lots of places to sleep… basically all you need to enjoy yourself. Our hosts were also very kind and responsive.

Magical Lakeview Cottage on Frye Island, ME
The Broken Compass is the perfect little get away! We loved sitting down by the fire pit and having our meals on the great screened in porch out front. The beds were comfortable, the home is well decorated and free of clutter, and they had everything we needed to cook 3 meals a day. Had a slight issue at check in, but John was super responsive and proactive in helping us out and the rest of the trip was excellent. We absolutely will come back!
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Story Land
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Long Sands Beach
- Attitash Mountain Resort
- Pemaquid Beach
- Diana's Baths
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Ferry Beach
- Funtown Splashtown USA
- Cranmore Mountain Resort
- Purity Spring Resort
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