Apartment holiday rentals in Cumberland

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Popular amenities for Cumberland apartment rentals

Weekly apartment rentals

Superhost
Apartment in Cumberland
5 out of 5 average rating, 8 reviews

809- Lovely 1 bed/1 bath unit w/ free parking

HectorRating, 5 stars9 months ago
Nice space and great location. Quiet, gated area with easy access to shopping and dining.
Top Guest favourite
Apartment in Hancock
5 out of 5 average rating, 62 reviews

Jackson's Ballad

MichaelRating, 5 stars1 week ago
Was a great find, we were biking the C&O towpath and this was right along the trail, it was huge, lots of amenities, way more beds and rooms than expected. You could host a small group of 5 or 6 people at one time here and not feel cramped!
Top Guest favourite
Apartment in Berkeley Springs
5 out of 5 average rating, 67 reviews

The Downtown Flat at Creekside

ErnestRating, 5 stars2 days ago
great digs close to mineral baths and restaurants.
Guest favourite
Apartment in Winchester
4.95 out of 5 average rating, 77 reviews

Easy like a Sunday Morning 1 BR apt great location

VirginiaRating, 5 stars1 week ago
Kim's communication was good. The Place is in a very old building, but was fine for overnight.
Top Guest favourite
Apartment in Meyersdale
4.94 out of 5 average rating, 69 reviews

Cute & Cozy Apartment!

FrederickRating, 5 stars6 days ago
Beautiful, very clean and comfortable second floor apartment. Rachel was friendly and responsive, easy to communicate with. Great place to stay to explore Meyersdale and Somerset County. We used this as our home base to ride east and west on the GAP trail. Large rooms, comfy furniture and bed. Well stocked kitchen and bathroom. Bike shed was a nice place to store our bikes. Hint: take a look out the back window at the yard to get your bearings before searching for the bike shed. Shed is at the rear of the house, directly under the back porch.
Superhost
Apartment in Cumberland
4.81 out of 5 average rating, 16 reviews

Lovely 1bed unit in the hills of Western Maryland

AndrewRating, 5 stars2 months ago
Nice and quiet place to stay Beautiful views
Guest favourite
Apartment in Martinsburg
4.94 out of 5 average rating, 49 reviews

The Speakeasy Listening Room

AdiaRating, 5 stars1 month ago
We have stayed at Lesley’s properties before, and they never fail to impress! This was the perfect place to take our relaxing getaway. We did not explore Martinsburg too much, but instead used it as a midway point between Berkeley Springs and Harper’s Ferry. The bed was super cozy, I enjoyed playing the piano, and the tub is beautiful! We would definitely stay here again ☺️
Guest favourite
Apartment in Bedford
4.92 out of 5 average rating, 99 reviews

Studio Apartment Downtown Bedford

ErikaRating, 5 stars1 week ago
The place was very clean, comfortable and exactly as described! The host was responsive and instructions were clear and easy to follow. Would definitely stay here again!

Private apartment rentals

Apartment in Frostburg
4.85 out of 5 average rating, 93 reviews

NamaStay Playhouse

NelsonRating, 5 stars5 days ago
Besides bad weather, had a nice time at Patrick's place! I went solo but plenty of space for a bunch of people to sleep and enjoy. will have to come back to ride more of the GAP!
Guest favourite
Apartment in Cumberland
5 out of 5 average rating, 14 reviews

Kat's Place

PranavRating, 5 stars3 weeks ago
Kathy’s place was clean, comfortable, and conveniently located - exactly what we needed during our long weekend in Cumberland. It’s easily accessed from the highway and is very near a shopping center. Note that there are some steps to access the front door, and then one flight of steps up to the apartment (always good to know - we travel heavy with lots of toddler stuff). We hope to stay again next time we visit!
Guest favourite
Apartment in Cumberland
5 out of 5 average rating, 6 reviews

Queen City Gem

SuziRating, 5 stars3 weeks ago
We stayed at Christina’s place while we were in town for Delfest. Her place is conveniently located about 10 mins from the fairgrounds. It was a comfortable place to stay for the time we were there. We had pretty much everything we needed. We unfortunately didn’t get much of a chance to explore Downtown Cumberland, but Christina left lots of good local recommendations. There is a late night spot very close by that was pretty active after midnight, but you couldn’t really hear that from the bedrooms. Part of our party stayed late night at Delfest and ran into some questionable activity when they came back, but otherwise the spot felt very safe during the day. We would recommend this spot for anyone staying in Cumberland.
Guest favourite
Apartment in Thomas
4.84 out of 5 average rating, 44 reviews

The Blue Door in The Flats

TylerRating, 5 stars1 month ago
Me and my girlfriend stayed here for two nights. Check in was easy and straightforward and the place was just like described. Great place to stay if you are looking to hike at Blackwater Falls state park like we did!
Top Guest favourite
Apartment in Springs
5 out of 5 average rating, 8 reviews

Loft apartment

MorganRating, 5 stars5 days ago
This was probably the nicest and most well organized Air bnb I’ve ever been to. I probably told my partner 30 times in the 2 days we were there that I wished it could be our new apartment.
Superhost
Apartment in Winchester
4.69 out of 5 average rating, 36 reviews

The Flat of Old Town Winchester

TheresaRating, 5 stars2 weeks ago
The room was just as pictured and described. It was easy to find. The directions were clear. The room had a guest binder that made it easy to find a restaurant and I even enjoyed reading through the town history book. When we drove around town I pointed out buildings I had just learned about! There are motion activated lights in the hallways that I thought were a great touch! I loved the designated parking in the back.
Guest favourite
Apartment in Frostburg
4.85 out of 5 average rating, 41 reviews

Clatter House

EdwardRating, 5 stars5 days ago
Great hosts, and the apartment is great for a long weekend stay. The Clatter cafe downstairs has great coffee and breakfast choices with a friendly staff. Within walking distance to great food and small town boutiques. Would recommend to anyone looking for a comfortable place to hang their hats for a few days.
Guest favourite
Apartment in Somerset
4.97 out of 5 average rating, 33 reviews

1 br plus loft br - monthly discount available

AditiRating, 5 stars3 weeks ago
A peaceful and thoughtfully designed place. Everything was well-arranged with attention to detail, making our stay very comfortable and relaxing. Highly recommend for a quiet getaway.

Apartment rentals with a hot tub

Top Guest favourite
Apartment in Oakland
4.91 out of 5 average rating, 122 reviews

Private Unit on Farm with Kitchen & Balcony

NicoleRating, 5 stars3 weeks ago
It was a cute little carriage house apartment. The jetted tub was nice, it had a coffee pot and blackout curtains. Though we didn’t use it, there were EV charging stations and worth noting. It’s about 5 miles from Oakland proper and 10 miles from the touristy part of Deep Creek, so close enough but far away enough. If you are looking for a place to get away with amazing views and to check out from the real world, this is the spot. Kam was responsive when we did message her. Definitely would recommend.
Superhost
Apartment in Champion
5 out of 5 average rating, 4 reviews

C12AB Stoneridge

NicholasRating, 5 stars3 months ago
Everything was great! Ski and board right up to the units back door. Some stomping from kids above us but otherwise very nice and clean place. Would stay again!
Guest favourite
Apartment in Champion
5 out of 5 average rating, 25 reviews

Woodridge Mountaintop Condo!

TraciRating, 5 stars4 months ago
We loved our stay. The decor was cute! Plenty of space.
Apartment in McHenry

Splendid dog-friendly home with hot tub, deck

RuthieRating, 5 stars5 months ago
We booked this place last minute for a snowboarding getaway for a rare Maryland powder day! This place is central, located less than 5 minutes from the ski resort and restauraunts in the area. The hot tub after a day on the slopes was a hit. Cozy, had everything we needed. We were plowed out and the walkway was shoveled for us. Low maintenance for visitors! We would definitely book again!
Top Guest favourite
Apartment in Mercersburg
5 out of 5 average rating, 20 reviews

Rockwell Suite #201 at the Inns at Whitetail

EricRating, 5 stars2 months ago
Absolutely beautiful views of the hills. It was 70 degrees during my stay, but the ski-on feature 50 feet from the front door led to some nice hikes up the mountain during off-season. Charlie offered me early check-in and late check-out which—in my experience—is pretty rare and generous on AirBnB. The space felt actually bigger than the photos portrayed. I’d love to stay again.
Guest favourite
Apartment in Berkeley Springs
4.85 out of 5 average rating, 13 reviews

Azul Apt

HeatherRating, 5 stars2 weeks ago
Great place to stay in Berkeley Springs! Host was very sweet and always responsive. She made everything easy! Very clean and cozy!
Superhost
Apartment in Berkeley Springs
4.77 out of 5 average rating, 94 reviews

The Parlor Suite

MonaRating, 5 stars2 weeks ago
My friend and I had such a wonderful stay at this beautiful decorated house! The location couldn’t be better—just steps from the center of town and close to all the local shops, restaurants, and activities. The home itself is full of charm and thoughtful touches, with plenty of natural light throughout. One of the highlights for me was the whirlpool bathtub—perfect for unwinding after a day of exploring. The bed was incredibly comfortable, and I loved waking up in the sunlit bedroom feeling totally refreshed. Highly recommend this gem of a place!
Guest favourite
Apartment in Ohiopyle
4.91 out of 5 average rating, 107 reviews

Stay In Ohiopyle- closest place to the GAP, HotTub

ManuRating, 5 stars1 month ago
We came to Ohiopyle to raft and this was the perfect place to stay! Right in town close to restaurants, close to the GAP trail if you want to run or bike, and close to the rafting company storefronts. It’s walking distance to everything you need, clean, and Andrea is super communicative. Can’t recommend enough!

Quick stats about apartment rentals in Cumberland

  • Total rentals

    20 properties

  • Nightly prices starting at

    $117 NZD before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore