
Cottage vacation rentals in Cumberland
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Top-rated cottage rentals in Cumberland
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Cumberland cottage rentals
Cottage rentals with a hot tub

*Deep Retreat* Fenced Dog Yard-Hot Tub-Fire Pit
The cabin was in a great location. It was spotless, very comfortable, and Angela and Duffy were wonderful hosts!

Just Chillin' - 4 Bedroom Cottage
we enjoyed our stay, their sports club house is awesome. we will definitely stay here again

Potomac River Retreat
This place was just what I needed for the weekend. It was a beautiful and relaxing getaway and Kimberly is a great host! She even accommodated our last minute late checkout which was very nice of her. The wine and snacks that were there upon arrival was a nice surprise too.
Pet-friendly cottage rentals

Relaxing Winter Getaway at Dragonfly Cottage
My boyfriend and I had a great cozy weekend away at Monika’s! House was as described and we loved using the fireplace. If it wasn’t for rain/snow we would have used the fire pit as well. Monika was also nice enough to leave us some fresh local donuts that were amazing!

Sky Valley Lake access home/Quiet Cozy
Lovely cabin in a quiet, wooded, private neighborhood. We chose to drive to the community beach and park there (instead of walking due the steep hills) and spent hours letting the kids play and swim while we took turns stand up paddling. Takes 20-25 mins to drive to most restaurants and activities, but the scenery is gorgeous and there isn’t much traffic. We were grateful for the comfy beds and couches to rest upon after a long day of activities.

Quaint 3BR Dog Friendly | WoodStove | Deck
This is a mountain side location, please be very careful with your vehicle as there are several steep inclines you need to drive up before reaching the home. It is an excellent value and the home is very modest but comfortable. That being said, if you plan to prepare your own meals bring your own items as you will not find basics here. Parking says for 3 vehicles but be aware that it is a single-wide but long driveway. We received notice only one day prior of checking in: the house is on well water, showers are to be limited due to hot water shortage, check-in is 4pm not 3pm as it stated on the site. The midmorning we left we received notification that we could check in early, that would have been helpful to know with planning. Overall it was a very good stay and comfortable. The rooms and beds were perfect for our party size. There are no scenic views here but we took some walks in the snow and enjoyed the wildlife.

Cacapon Cottage-Pet Friendly
Quiet, clean and a beautiful view.

Hawks Nest Stay
My husband, dog, and I enjoyed our stay at the Hawks Nest. It was very clean and welcoming. My corgi had an absolute blast, and I don't think he ever wanted to leave! The flowing creek was so peaceful upon arrival and stepping right out of the car. It was nice to sit outside and relax. There are some beautiful views nearby with Mt. Davis, the river, etc. but the town is very rural with very limited grocery resources, restaurants/food, etc. That is not the owners fault at all, but just something to be aware of if you're traveling there. We went to Mt. Davis, Ohiopyle, Trailhead Brewing, and The Outflow to get ice cream.

Country farmhouse with 50 acres and private pond
We had an amazing trip staying here! The pond was so nice to look out at - and the wood stove was so cozy. I would definitely recommend staying here!

The River House
Our stay was so peaceful. Rachelle’s instructions were super helpful in finding the place (since google maps sometimes gets confused in the area). The house was so cute and the area was BEAUTIFUL. Would definitely return again.
Private cottage rentals

Brookside Cottage
Lovely cottage! Perfect place for a busy mom to relax and recharge after the holidays. I am keeping this one on my favorites list for next time I need a get away, would love to come back. I felt well taken care of--like I was in a friend's home. Sitting on the couch with a cup of tea and reading a book was great, especially after a morning at the spa. Aaaaahhhh.

The Cottage on the Hill
We enjoyed the stay. Beds were comfortable, so we all slept well! We especially enjoyed eating dinner on the porch. There was a nice patio table and chairs to seat 5 of us.

Cozy Cottage in the heart of Berkeley Springs WV
A home away from home! Totally walkable to all of the local amenities. This home was clean, charming, and a joyful place to be. We even had wild critters visiting in the backyard! We hope to stay here again!

The 3R's River, Relaxation, Retreat + hot tub
Darrel went above and beyond in making sure we had a great stay! He was kind, responsive and overall a superstar. We had an incredibly relaxing time and enjoyed the peace his listing had to offer. An EXCELLENT way to spend some time away from the city. I hope to come back soon! Couldn't be happier with Darrel's service!

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!
So comfy and clean! Stayed for a few nights with some friends to forget about life for awhile. Easy walk to town, awesome hot tub on the deck and the grill works great. We left recharged and will def be back!

Lakefront Cottage with Spectacular Views
Just like the pictures, this lakeside cottage is lovely. Great setting and views. Very nicely decorated and very well equipped. Susan was an outstanding host.

Pet-Friendly Cozy Home w/Hot Tub & Fire Pit
Phillip's cabin was wonderful. It was in a beautiful location, had easy access to Wisp resort (about 5 minutes driving), and was exactly as described in the description. Communication was smooth and we did not have any issues during our stay.

Mountain Oasis Cottage
The cabin was excellent, very clean inside and out, many different amenities. Didn’t have as much time as we wanted but was a great place to stay.
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- Seven Springs Mountain Resort
- Whitetail Resort
- Fallingwater
- Hidden Valley Resort
- Ohiopyle State Park
- Cacapon Resort State Park
- Wisp Resort
- Flight 93 National Memorial
- Shawnee State Park
- Blue Knob All Seasons Resort
- Berkeley Springs State Park
- Lodestone Golf Course
- JayDee's Family Fun Center
- Winter Experiences at The Peak
- Laurel Mountain Ski Resort