
Cottage vacation rentals in Cumberland
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Top-rated cottage rentals in Cumberland
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Popular amenities for Cumberland cottage rentals
Cottage rentals with a hot tub

Cottage in Mill Run
4.86 out of 5 average rating, 146 reviewsHoliday in Ohiopyle! Cozy Cabin w/Hot Tub Fire Pit
We had a great time and loved the hot tub!

Cottage in Swanton
4.92 out of 5 average rating, 234 reviews*Deep Retreat* Fenced Dog Yard-Hot Tub-Fire Pit
My husband and I can’t say enough great things about this place, it’s our yearly winter get away. Duffey and Angela’s place is always clean, great location and they’re so easy to talk to it feels like you’re talking to a friend. One of the best most private places we’ve stayed.

Cottage in McHenry
4.74 out of 5 average rating, 38 reviewsHouse, 2 Bedrooms, 2 queen sofa bed
Karen's home was better and larger than the pictures in the listing. Karen was very helpful and responsive . The location is wonderful and close to so much- Wisp, restaurants, the lake etc. we had a great time enjoying the hot tub, playing games, puzzles and enjoying time as a family. The rooms were all comfortable and we felt very at home.

Cottage in Springfield
4.77 out of 5 average rating, 39 reviewsPotomac River Retreat
Great little getaway. arrived Fri. Road the Train Saturday hit a couple local restaurants. Great time

Cottage in Oakland
4.88 out of 5 average rating, 81 reviewsDock Holiday-Lake access with a boat slip
DockHoliday is a happy little place tucked between state parks. We enjoyed staying here for three nights. The house was suitable for our party, 4 adults and 3 small children. The amenities in the house were adequate to meet our needs. Keurig Coffee Maker, functioning Washer/Dryer, Foosball Table, and full size fridge to hold our groceries made our stay comfortable. Know that this house is on a two-lane road that serves as a main road around this western portion of Deep Creek Lake. The traffic isn’t constant, but the noise of passing cars and trucks can be disruptive to those seeking a vacation home that brings them closer to nature. Also, the living space in the house isn’t large, so noise travels easily. May be a problem for noise-sensitive people in your party. If sleeping in the master bedroom on the main level, I recommend bringing a white-noise machine to mask the noises of footsteps on the second level. We came to see the Lake and State Parks and this house was a nice base.

Cottage in Indian Head
5 out of 5 average rating, 6 reviewsIndian Head Retreat
Great place and super convenient for skiing near by

Cottage in Champion
5 out of 5 average rating, 54 reviewsPlay & Stay near State Parks & Seven Springs
Our family had a perfect snowy ski vacation. The family room is comfortable with lots of seating. The kitchen is fully stocked to prepare family meals and the large table was a wonderful gathering place. The home is in a picture perfect setting and the dogs loved playing in the snow! It is a short drive to Seven Springs for some awesome skiing. We highly recommend.

Cottage in Oakland
4.86 out of 5 average rating, 21 reviewsThe Rustic Cottage
This was our family's second time staying here and we intend to do so again next year if she'll have us again! look I am very tempted to NOT write a review because this is a bit of a hidden gem, but the host was excellent and deserves the visibility, even if it means it's harder for us in the future! location is great for hitting up Wisp and far enough away it still feels like a private retreat. really great host who has welcomed us into her cabin twice now! Washer and dryer were clutch w this trip with rain the first day! but we were able to dry out our gear and hit the slops and second day without issue!!!
Pet-friendly cottage rentals

Cottage in Friendsville
4.64 out of 5 average rating, 36 reviewsBlue Goose Cottage(Appalachian Cottage)
We had a great stay. The property was quiet and very relaxing. Got to take the quad out and see some beautiful areas and wildlife. Definitely would do this again.

Cottage in McHenry
4.97 out of 5 average rating, 61 reviewsMaking Memories at the Lake
It was an amazing weekend in this home. The kitchen, bathroom and linen closet were well stocked and we didn’t run out of anything. The house is right on the water and provided hours of free entertainment. The house contained cable, plenty of DVDs/Bluray movies, board games, and sitting space. Wisp is seconds away by car and minutes by walking. Host was responsive and understanding, even after I lost the house keys.

Cottage in McHenry
4.89 out of 5 average rating, 37 reviewsGame room| W/D| Fire pit| Full Kitchen| BBQ| Walk!
The property exceeded our expectations for a weekend getaway to the Wisp Resort. Thank you to the hosts for having the driveway and walkways cleared as well as making sure the inside temperature was just right upon arrival. Those of us hitting the slopes appreciated the short walk and the rest took advantage of a short drive to Swallow Falls State Park to enjoy a wintry hike. Bonus points for being a pet friendly property and having a later than usual check-out time. Highly recommend.

Cottage in Berkeley Springs
4.47 out of 5 average rating, 19 reviewsCacapon Cottage-Pet Friendly
Beautiful property. Plenty of room for everyone. my family loved the double living spaces for kids and grown-ups. The porch was amazing the property was quiet and private.

Cottage in Confluence
4.96 out of 5 average rating, 25 reviewsHawks Nest Stay
A very relaxing and peaceful weekend getaway in a nice, clean cabin. Everything at the cabin was exactly as mentioned and pictured online. Responsive and helpful host for ease of booking, checking in, checking out, etc.

Cottage in Meyersdale
4.92 out of 5 average rating, 39 reviewsCountry 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!

Cottage in Friedens
4.63 out of 5 average rating, 51 reviewsLois Lane Stream side Cottage w/ Swimming Hole
Enjoyed our stay at Lois Lane. The property is beautiful with a creek and pond on the property.

Cottage in Green Spring
4.98 out of 5 average rating, 90 reviewsThe River House
Loved the place! The location is very pretty with the river super close. Also, the area is super quiet - we heard only a handful of cars throughout the day. Inside is very cool. Beautiful handcrafted furniture made from gorgeous wood. Just felt super homey. Really well stocked, too. Highly recommend.
Private cottage rentals

Cottage in Cumberland
5 out of 5 average rating, 64 reviewsThe Hillside Hideaway
This beautiful medium sized house was nestled in a residential neighborhood. You need a car but it’s within minutes to Cumberland’s pedestrian street and several walking trails. The home was cozy and had plenty of amenities. It had plenty of clean towels and sheets in the two bathrooms and the kitchen was equipped with basic kitchen ware, including a coffee maker.

Cottage in Berkeley Springs
4.98 out of 5 average rating, 120 reviewsBrookside 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.

Cottage in Normalville
4.93 out of 5 average rating, 506 reviewsNice and Cozy Rental
Stayed with two kids and two dogs. The dogs and I loved walking around the property. It snowed and we had sleds to use. We all enjoyed the house. Marshall shoveled the sidewalks twice for us. Wood for the fireplace, coffee and a pantry full of incidental stuff like syrup and plastic bags. 20 minutes from ohiopyle and seven springs we had a lovely time.

Cottage in Cumberland
4.99 out of 5 average rating, 180 reviewsThe Cottage on the Hill
The cottage is an older property updated very well. The woodwork throughout has been carefully restored. There’s no chrome or plastic anywhere. Our group consisted of two parents, two adult daughters, their husbands and one child each under five years old for a total eight. The three bedrooms worked just fine. The bathrooms are a little small as one would expect with an older property, but they are updated nicely. We made good use of the dining and living rooms and the well equipped kitchen. This was our second visit to the cottage. The hosts maintain it exquisitely. The only access to the cottage is by using some long, well-built, well-maintained steps. If you have mobility issues, this would not be a good choice.

Cottage in Berkeley Springs
4.95 out of 5 average rating, 131 reviewsCozy Cottage in the heart of Berkeley Springs WV
Ladies getaway to Berkeley Springs for much needed relaxation. This property was adorable, close to town to walk to restaurants and the park, and the hot tub was the perfect place to relax and enjoy our time away. The beds were comfortable, the furnishings were eclectic and fun (especially the powder room door!). She had a coffee/hot cocoa bar stocked and ready which was unexpected and lovely. We could not get the gas fireplace to work and Heather came over quickly to attempt a fix which we greatly appreciated. We ended up putting the yule log from YouTube on the big TV and enjoying the living room without the real fireplace. We got recommendations from the host on local attractions and she was very considerate and responsive. This place was easily worth what we paid for it!! Give it a try!!

Cottage in Confluence
4.83 out of 5 average rating, 160 reviewsMagical Holiday Stream Side Cottage w/Hot Tub
My husband, daughter, pup and I very much enjoyed our weekend getaway to Creek Haven. A very picturesque and serene setting, perfect for relaxing time away. Cabin was neat and clean, we would definitely stay there again.

Cottage in Berkeley Springs
4.95 out of 5 average rating, 432 reviewsHidden Hill - Cozy Downtown Cottage with Hot Tub!!
Thoroughly enjoyed our stay and would stay again! Perfect for walking to local establishments.

Cottage in Oakland
4.92 out of 5 average rating, 156 reviewsPet friendly-Cottage in the Woods
I grew up down the road and we came in to town with our dog and daughter (1.5yo) to ring in the new year with my parents. This place is everything that is great about deep creek and it was such a perfect layout for our dog and toddler to enjoy! The bed was extremely comfortable and even more updated than the pictures. I wish the couch was a little bit more comfortable/updated but can understand with it being a dog friendly place that may be difficult to maintain. Our dog loved the fenced in area! To address the water, yes it smells like sulfur, but it didn’t really bother us during our stay, and there is a water filtration spout in the kitchen. If you are sensitive to smells though taking a shower would probably bother you. We will definitely book again especially being able to be only 5 minutes from my parents without spending a fortune!
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