Holiday rentals with outdoor seating in Cumberland

Absolutely stunning views. Arrived when sun was going down and it was beautiful to watch on the porch with the horses across the drive.

Our family loved our stay at Ken's place. The house was extremely clean, the listing gave us a great feeling going into the rental, and we were not disappointed upon arrival. The property and scenery were fantastic. Our kids loved going out onto trails, creek, hot tub, local lake, and feeding the animals. We all wish we booked a longer stay and we will be back in the near future.

We had an enjoyable family trip. We especially enjoyed the game space. The house was very clean and well stocked with the little things easily missed when packing. They answered my questions quickly and were very accommodating. I would go again and recommend to me friends. It is important to note their suggestion to arrive in a truck or SUV as the gravel road up the mountain could be challenging in a smaller vehicle. But is definitely worth the drive. Thanks Courtney for your hospitality!!

Such a beautiful retreat - close to downtown Berkeley Springs but just far enough away to feel completely secluded. the view from every room and balcony was gorgeous. The house has nearly everything you need right there - we especially appreciated the kitchen having seasonings & all of the pots/pans/dishes you need to cook. Our goal was having a few days to rest and spend time with each other, and that's exactly what we were able to do. The game room was a real treat, and the bowl of conversation starters in the living room was such a fun way to hang out without just having the TV on.

Easy peasy, would stay again!

It rained almost every day, but the house was nice and cozy, perfect for reading and doing puzzles. We had a relaxing time which is what we were after

We were traveling from north to south, and this place was the right place to stay! You can find restaurants and a grocery store in a short drive or walk. The place has a peaceful view with quiet atmosphere. A spacious living room was awesome to spend time with our family. Yogurt and juice in the fridge gave us a very welcoming vibe too! We wished that we had more time to stay there.😊

Super cute and quiet cottage. All of Winchester is easily drivable but it’s out of the main city which is nice. Was in town for graduation and it made the whole event process much easier!!

Diane was very helpful, sent communications before I needed them. Home was clean and very organized with labels to help you get accustomed. Highly recommend her place.

Spacious and charming apartment with very friendly hosts! Close to a good cafe.

This is the perfect stay in Thomas— It’s spacious, yet cozy. We also loved the location being on the Main Street. Definitely would stay again!

A great and comfortable stay. The place was spotless and had charm. Nicely decorated; appliances were new and clean, and two coffee makers (a Keurig style and regular) were in the kitchen. Tableware was clean and new. Modern television with WiFi and streaming. Air conditioner units in windows and ceiling fans kept the place cool. Plenty of places to sleep and foldable cot with mattress was included. Plenty of clean towels and linens. Close to a grocery store and downtown Cumberland. Neighborhood relatively quiet. We took advantage of the street parking due to the large size of our car. There was plenty of street parking available. The video game was entertaining. Would go there again!

Great spot, very cozy and large! Accurate description and representative photos. I’ll be back next time I’m in the area!

This cabin was exactly like the pictures and as described! We forgot that chickens are mentioned in the listing until we arrived and saw them, they were very cute. Kitchen is pretty stocked with whatever you need to have simple meals but there is no oven/stovetop so definitely plan ahead, but Trent provides some appliances like a toaster oven, waffle maker, and coffee maker. Overall we had a great stay!

Everything was very clean, easy to access and good location to enjoy town. Jason was very pleasant to deal with.

Absolutely loved staying at the Quaintrelle after a weeklong camping trip. The space is beautifully designed with so many thoughtful touches that showed how much they care about guests' comfort. The shower was incredible. We loved the sheet of local recommendations and the story of how the Dandy came to be. We will definitely be returning next time we're in the area!

I wish there was an extra star for the Host! Lorena was super helpful, always responded less than 30 minutes, and made us feel welcome into her home. Personal touches say a lot, and she had written us a nice thank you card that was on the table when we arrived. It was also nice that we did not have to run out and get toiletries immediately as they were readily available upon our arrival. Lorena was also upfront with an issue involving the oven, however there was a toaster oven readily available if we so choose. I highly recommend her condo to anyone with a small group of people/small family that plans on staying in the Deep Creek area!

Kara was amazing and very responsive! Great stay.

Very cute and clean. If I were to point out anything I would change, the bathroom needs to be updated a bit, and the smell of moth balls in the laundry/bathroom got to me. Although, I am realizing that the woody area may need some insect management. That said, I would definitely stay here again! I loved the large deck. Due to the season, the value compared to the lodge was amazing!

An incredible hidden gem with all the amenities you could ask for. The small touches are what made a difference here, like the provided s’mores and snacks, fireplace prepared, and clean and sustainable shower products. We will definitely be returning! Only thing is if you are somebody that prefers their home on the cooler side, the thermostat is locked on 73!

I can’t say enough about the entire experience. For a first timer it was wonderful and a perfect experience! The condo was better than described and much more affordable than the surrounding options! Will be booking yearly!!! Patricia is quick to respond and very resourceful. They have a tons of ideas and resources available for you to explore. I highly encourage you to check it out.

We had a wonderful stay at Seven Springs! The place was spotless, well-maintained, and exactly as described. It was also very kid-friendly, which made our trip so much easier and more enjoyable. The owner provided five-star service—super responsive, thoughtful, and made sure everything was perfect from start to finish. I highly recommend this spot for families or anyone looking for a relaxing and hassle-free getaway. Would definitely stay here again!

We really enjoyed our stay at your condo! We loved how well stocked it was…. All paper products were provided, seasonings, and plenty of cooking utensils. Your place is lovely, decorated so nice. We enjoyed the back patio, so peaceful. Great location with the pool close by. It’s just a few steps to get the shuttle to the lodge. Thanks for sharing your place and hopefully we’ll be back again.

Immaculate!! This is the cleanest AirBnB I've stayed in. Fully stocked with extra linens and pillows, snacks (what?!), every utensil and kitchen item you'll need, too many pluses to list. The back yard looks like a private forest, the house is so quiet and cozy, and close to gas stations, grocery stores, restaurants, etc. You'll love staying here :)