Cottage vacation rentals in Cumberland

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Popular amenities for Cumberland cottage rentals

Pet-friendly cottage rentals

Top guest favourite
Cottage in Hedgesville
5 out of 5 average rating, 30 reviews

Relaxing Winter Getaway at Dragonfly Cottage

SavannahRating, 5 stars2 months ago
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!
Superhost
Cottage in Swanton
4.66 out of 5 average rating, 53 reviews

Sky Valley Lake access home/Quiet Cozy

AmelieRating, 5 stars8 months ago
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.
Cottage in Oakland
4.43 out of 5 average rating, 21 reviews

Quaint 3BR Dog Friendly | WoodStove | Deck

Jonathon VirginiaRating, 5 stars4 months ago
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.
Cottage in Berkeley Springs
4.5 out of 5 average rating, 20 reviews

Cacapon Cottage-Pet Friendly

BradleyRating, 5 stars1 week ago
Quiet, clean and a beautiful view.
Guest favourite
Cottage in Confluence
4.96 out of 5 average rating, 28 reviews

Hawks Nest Stay

KaylaRating, 5 stars1 week ago
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.
Superhost
Cottage in Meyersdale
4.92 out of 5 average rating, 39 reviews

Country farmhouse with 50 acres and private pond

KelsieRating, 5 stars4 months ago
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!
Top guest favourite
Cottage in Green Spring
4.98 out of 5 average rating, 91 reviews

The River House

NatalieRating, 5 stars2 months ago
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

Guest favourite
Cottage in Berkeley Springs
4.98 out of 5 average rating, 121 reviews

Brookside Cottage

LisaRating, 5 stars3 months ago
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.
Guest favourite
Cottage in Cumberland
4.99 out of 5 average rating, 182 reviews

The Cottage on the Hill

AmyRating, 5 stars1 month ago
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.
Top guest favourite
Cottage in Berkeley Springs
4.95 out of 5 average rating, 143 reviews

Cozy Cottage in the heart of Berkeley Springs WV

KellyRating, 5 stars2 weeks ago
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!
Guest favourite
Cottage in Capon Bridge
4.97 out of 5 average rating, 181 reviews

The 3R's River, Relaxation, Retreat + hot tub

SantiagoRating, 5 stars2 days ago
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!
Guest favourite
Cottage in Berkeley Springs
4.95 out of 5 average rating, 442 reviews

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!

MicheleRating, 5 stars1 week ago
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!
Top guest favourite
Cottage in Swanton
4.93 out of 5 average rating, 28 reviews

Lakefront Cottage with Spectacular Views

FerasRating, 5 stars6 months ago
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.
Guest favourite
Cottage in Oakland
4.94 out of 5 average rating, 218 reviews

Pet-Friendly Cozy Home w/Hot Tub & Fire Pit

CiaraRating, 5 stars3 months ago
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.
Guest favourite
Cottage in Hyndman
4.99 out of 5 average rating, 106 reviews

Mountain Oasis Cottage

AlexRating, 5 stars2 weeks ago
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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