Are there vacation rentals with a dedicated workspace in Cumberland?

Yes! Work meets play with ease at over 40 vacation rentals in Cumberland featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there pet-friendly vacation rentals in Cumberland?

Four-legged friends are welcome in Cumberland. Choose from more than 10 vacation rentals for guests traveling with pets.

How much does it cost to stay in apartment rentals in Cumberland?

Experience the best of Cumberland with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do house rentals in Cumberland have self check-in?

Absolutely! We offer over 10 house rentals with self check-in in Cumberland. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Cumberland

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Cumberland

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

An aerial view captures the open-concept living space of the A-frame cabin. Large windows allow natural light to fill the area, showcasing the stylish seating arrangement below. A spiral staircase leads to the loft, where a cozy atmosphere is complemented by wood flooring and modern décor.

Place to stay in Berkeley Springs

5 out of 5 average rating, 44 reviews

Unique A Frame - Hot Tub, Fire Pit, Cold Plunge

Step into this luxurious 3BR 2BA, A-Frame cabin built in 2024 & nestled in the tranquil area of Berkeley Springs, WV. Lounge in the stylish & radiant interior, soak in the hot tub on the deck, or explore "America's First Spa" & many Appalachian attractions and landmarks! ✔ Deck w/Hot Tub ✔ Fire Pit ✔ Cold Plunge ✔ Outdoor Dining ✔ Green Egg Grill ✔ 3 King Bedrooms ✔ Open Design Living + Loft ✔ Full Kitchen ✔ Office ✔ Smart TV ✔ Wi-Fi ✔ Parking ✔ Community Pool, Tennis & Trails See more below!

Top guest favorite

A panoramic view of rolling hills stretches across the landscape, displaying a blend of vibrant autumn foliage. The undulating terrain showcases a variety of trees, with soft greens, oranges, and yellows. A river meanders through the valley, accentuating the serenity of the natural surroundings.

Guesthouse in Fairhope

4.99 out of 5 average rating, 119 reviews

Mountain View Acres Getaway

Enjoy nature in a beautiful peaceful setting with 100 acres of privately owned property. Breathtaking panoramic views spanning 45 miles in a tranquil natural spot with hiking trails throughout. Handicap accessible. Within a short drive of 2 major ski resorts, the Flight 93 Memorial and 2 wineries. Several restaurants and a brewery also within a 15 minute drive. The property includes an outside firepit that is a favorite place for guests to relax and enjoy the breathtaking views of the mountains.

Guest favorite

A spacious great room features vaulted ceilings with wooden beams and large windows allowing natural light. Comfortable seating is arranged around a coffee table, with a view of the outdoors through sliding glass doors that lead to a deck area.

Cabin in Berkeley Springs

5 out of 5 average rating, 24 reviews

Gorgeous Log Chalet/Cabin with Hot Tub

Enjoy spending time in the woods in this lovely 4 bedroom, 3.5 bathroom chalet or on our wrap-around deck or at the firepit. Our 1st floor boasts a beautiful floor-to-ceiling stone fireplace & a great room with fully appointed kitchen. 1st floor master bedroom and full bath with Jacuzzi tub and shower. We also have a 1st floor laundry room & powder room. 2nd floor has a loft, two bedrooms & a full bath. 3rd floor has an entertaining area including a pool table, one bedroom and full bath.

Guest favorite

Cottage in Champion

4.93 out of 5 average rating, 55 reviews

Laurel Highlands Cheerful 3 BR Creekside Cottage

Welcome to Crab Run Cottage, your serene Laurel Highlands creekside retreat. Perfect for a couples or family adventure, our cottage offers the ideal balance of relaxation & outdoor activities. Unwind by a creekside fire or enjoy meals al fresco on the deck, all with the soothing sound of Crab Run Creek. Watch streaming services & live TV while enjoying the log-burning fireplace. Min. from Laurel Hill State Park, Seven Springs & Hidden Valley. 30min from Ohiopyle and the Flight 93 Memorial.

Guest favorite

A soft morning light fills the landscape, highlighting a winding river framed by lush green forests and rolling hills. Mist lingers above the water, creating a serene and tranquil atmosphere as the sun rises over the horizon.

Cabin in Great Cacapon

4.9 out of 5 average rating, 201 reviews

Cabin Getaway: Hot Tub ☆ Privacy ☆ Views

Welcome to this serene 1 bedroom, 1 loft, and 1 bath log cabin with gleaming hardwood floors, a cozy electric fireplace, a beautiful front deck with a firepit overlooking the forest, and a hot tub for ultimate relaxation. It's centrally located to Berkeley Springs, Cacapon State Park, and a variety of hiking, fishing, restaurants, and shopping. Enjoy the local attractions and breweries year round! Whether it's site-seeing or solitude, this unique cabin is a great retreat for your next getaway!

Top guest favorite

A stone patio surrounded by Adirondack chairs encircles a fire pit, with flames dancing at the center. The cabin is set against a backdrop of lush green trees, and a hot tub is positioned nearby, offering a serene outdoor gathering space.

Chalet in Berkeley Springs

4.96 out of 5 average rating, 165 reviews

Exclusive Mountain Lodge and Unmatched Hospitality

Be Still, our flagship mountain retreat!Experience an elevated escape to Berkeley Springs 8 person Hot Tub 🌳Screened in porch+2 open Decks 🥾Direct access to hiking trails PRO TIP:leads to brewery 👙Community Pool+Kiddie Pool+Jacuzzi (seasonal) 🛋️3 Family Rooms 🪵Massive Firepit+provided Firewood+Grill 🔥Cozy Propane Fireplace 🎲Pool Table+Shuffleboard table+Board Games+DVD Library 📺WIFI+two 65in TVs 🛏️5 comfy bedrooms 💆🏼‍♀️5 FULL Bathrooms+1/2 bath 🛍️5 min to downtown Berkeley Springs

Top guest favorite

Apartment in Meyersdale

4.97 out of 5 average rating, 175 reviews

Country Home

Relax with family, friends, or enjoy a solo retreat at this peaceful place to stay in the country. Chestnut House was built in the early 1940s, with Wormy Chestnut wood everywhere! It is a unique home, with an apartment built over a garage / wood working shop.. then connected to the main house later. This space available to rent is separate and fully functional from the main house where we live. Enjoy 2 bedrooms, 1 bathroom, full kitchen and living area.. along with the large outdoors!

Guest favorite

An outdoor hot tub is positioned under a covered deck, with water bubbling gently. Warm ambient lighting from overhead string lights adds a soft glow, while natural stone walls provide an organic touch. Expansive views of the surrounding landscape are visible in the background.

Home in Swanton

4.94 out of 5 average rating, 18 reviews

Renovated Home with Dock, HotTub, Golf DogFriendly

Recently renovated, this beautiful home sits on a hillside in the Waterfront Greens community. Stunning views, privacy, great location, and many amenities make it the perfect choice. The new deck has plenty of seating & some of the best views around. Waterfront Greens offers a par 3 golf course, mini golf, tennis, lake access and the dock area. One of the best locations in the area for safely walking & riding bikes. Please note that there is a pet fee (for up to 2 dogs) of $200.

Superhost

A spacious outdoor deck is surrounded by tall trees, featuring several seating options including two Adirondack chairs and a wooden bench. A fire pit is centrally located on the wooden surface, with a hot tub visible in the background, overlooking the serene water.

Cabin in Swanton

4.79 out of 5 average rating, 92 reviews

"Whispering Pines"

Soft greens and powder blues adorn the interior and blend seamlessly with the lush natural setting of "Whispering Pines." The home is conveniently located within minutes of the State Park and could be the perfect place to gather for your next family vacation destination! You’ll love my place because of the views, the location, the ambiance, and the outdoors space. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets).

Guest favorite

A spacious living area features vaulted wooden ceilings and large windows, providing ample natural light. A comfortable seating arrangement includes a dark sofa and a wooden coffee table. A dining area with a wooden table and chairs is visible in the background, surrounded by views of the woods.

Chalet in Berkeley Springs

4.86 out of 5 average rating, 236 reviews

The Mountain House

The Mountain House - Welcome to our precious mountain retreat. Tucked in the Coolfont Mountainside Resort in Berkeley Springs, WV, our four season getaway offers four bedrooms, two bathrooms and a serene natural environment where you are forced to relax and enjoy the outdoor mountains and woods. Take advantage of the hot tub, community pool, beautiful hikes, golf, or the the restaurants, spas and natural warm springs of downtown Berkeley.

Top guest favorite

Cottage in Swanton

4.93 out of 5 average rating, 28 reviews

Lakefront Cottage with Spectacular Views

Lakefront cottage with tremendous views and private dock . Home is on a quiet lane with pedestrian friendly activity. This is an original lakefront cottage that has been completely updated. Swim or fish from the dock or shoreline, bring your own boat, or use the two sea kayaks provided. Well equipped kitchen. Quaint, updated cabin offers relaxing atmosphere, serene family environment. No large groups or partiers allowed.

Top guest favorite

An outdoor fire pit area features a circular stone ring with a resting log and marshmallow sticks positioned nearby. Several wooden adirondack chairs are arranged around the fire pit, set against a grassy yard and a view of the house's large deck in the background.

Home in Swanton

4.98 out of 5 average rating, 110 reviews

Walk to the Lake! Hot tub! Fire Pit!

*Within walking distance to the lake! *Pool Table, darts, multipurpose game table, board games, cards. *spacious kitchen & great room *Plenty of parking *Lake access from the neighborhood dock are extra perks!*cozy beds *large deck *Hot Tub *huge dining table *make s'mores at the firepit *walk around the quiet neighborhood *Relax/watch the wildlife walk through yard. *TVs in every room provide entertainment for all!

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What guests are saying

Deep Creek Lake - Lakefront pup-friendly Chalet!

4.83 out of 5 average rating, 59 reviews8 months ago

Lake Effect was the perfect place for our family vacation. The family enjoyed it, we spent most of our time on the dock enjoying the lake and weather, which was amazing. Since I had to work a couple of hours a day before truly vacationing, the internet was somewhat an issue until I found out that if you are streaming on Samsung, the WiFi will be very in and out... so just don't turn on the TV until you are done with work or Streaming using the WiFi. Not sure also, it could have been Comcast, seeing that they have been having issues with their internet services throughout the state and Pa. We certainly were pleased and Paul and his wife were outstanding... We will be back. The Latchford's - Greg and Helen and Family

Chalet in Swanton

What guests are saying

Magic Mountain Retreat - Mountain View, EV charger

5 out of 5 average rating, 25 reviews3 months ago

Truly a beautiful home. Spotless, well-equipped, and perfectly maintained. Beautiful views of the mountains. Even though we were able to do less exploring and hiking in the area than we would have liked due to the snow and cold, we had a wonderful, cozy time up atop the hill there. (Rana warned us about the snow several days in advance, so we were mentally prepared). Hope to get back again sometime in spring, summer, or fall.

Home in Berkeley Springs

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Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Cumberland vacation rentals

Laptop-friendly workspace

Stay near Cumberland's top sights

Ristorante Ottaviani15 locals recommend

Queen City Creamery, Cafe & Deli13 locals recommend

Cafe Mark11 locals recommend

Canal Place10 locals recommend

Puccini Restaurant8 locals recommend

Baltimore Street Grill6 locals recommend

Other great vacation rentals in Cumberland

Top guest favorite

An aerial view of the cabin is presented, showcasing its green exterior surrounded by bare trees in a serene landscape. The Cacapon River meanders through the valley below, with rolling mountains in the background under a clear sky.

Cabin in Great Cacapon

5 out of 5 average rating, 27 reviews

Mountain/River View * Hot Tub * King

Guest favorite

An open living space features wood-tone floors and high ceilings, illuminated by natural light. A vintage kitchen island provides a gathering spot, while a cozy seating area includes a sofa and armchair. Large windows offer views of the surrounding countryside.

Home in Cross Junction

4.87 out of 5 average rating, 122 reviews

The Little Red Schoolhouse

Guest favorite

A spacious porch is captured, displaying wooden adirondack chairs and a small side table. Sunlight streams in, illuminating the rustic log walls and wooden floor. Natural surroundings are visible through large windows, enhancing the property's connection to the outdoors.

Home in Accident

5 out of 5 average rating, 10 reviews

The Cabin at Garrett Hill

Top guest favorite

A cozy hanging chair is suspended from a wooden beam on the balcony, offering a relaxed spot to enjoy the view. The open space features a lush green yard with a playset and a small wooden structure visible in the distance.

Apartment in Salisbury

4.96 out of 5 average rating, 124 reviews

Ord St Inn Unit Two, spacious 2nd floor apartment

Guest favorite

A view from the cabin's lower level showcases a serene pond framed by tall white pine trees. A wooden deck extends from the cabin, offering a peaceful spot to enjoy nature. The vibrant blue water reflects the surrounding greenery and sky, creating a tranquil setting.

Cabin in Accident

4.95 out of 5 average rating, 65 reviews

Cozy Chalet @ Pond's Edge - Comcast WiFi -Wisp/DCL

Top guest favorite

A modern two-story home is nestled among trees, featuring a large deck with outdoor seating and expansive glass windows. The exterior is a combination of dark wood siding and metal accents, while a gravel area is visible nearby, enhancing the natural setting.

Cabin in Berkeley Springs

4.98 out of 5 average rating, 110 reviews

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

Superhost

A spacious deck is presented, featuring a large dining table surrounded by black outdoor chairs. A screened porch extends from the cabin, with large windows allowing for natural light. The cabin, constructed with wooden siding, is set against a backdrop of trees during twilight.

Cabin in Morgan County

4.83 out of 5 average rating, 23 reviews

Hot Tub, Fireplace, Fire Pit, Game Room & More

Guest favorite

A spacious living area features hardwood flooring and a white-brick fireplace as a focal point. Large glass doors separate the room from adjacent spaces, allowing natural light to filter in. Comfortable seating is arranged around the fireplace, enhancing the cozy atmosphere.

Home in Cumberland

4.89 out of 5 average rating, 27 reviews

Johnson Heights Getaway

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Quick stats about vacation rentals in Cumberland

Total rentals
80 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
4.5K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Cumberland?
Yes! Work meets play with ease at over 40 vacation rentals in Cumberland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Cumberland?
Four-legged friends are welcome in Cumberland. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Cumberland?
Experience the best of Cumberland with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Cumberland have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Cumberland. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Cumberland

Top-rated vacation rentals in Cumberland

Deep Retreat Fenced Dog Yard-Hot Tub-Fire Pit

Berkeley Springs cabin getaway

Lake access, FREE golf, hot tub, fire pit, tennis

Deep Creek Lake - Lakefront pup-friendly Chalet!

Cozy Up in this Wooded Laurel Highlands Retreat

Magic Mountain Retreat - Mountain View, EV charger

Cozy cabin with Mountain View’s

Bobby Joes Cozy Little Cabin, LLC

Great Location - Balcony View - Hot Tub - Fire Pit

Tiny House-Dream Catcher Cabin #4

Foxcraft Manor: wooded private lake community

Mt. View Escape (Dreammore) (Sping Savings)

Vacation rentals for every style

Popular amenities for Cumberland vacation rentals

Stay near Cumberland's top sights

Other great vacation rentals in Cumberland

Quick stats about vacation rentals in Cumberland

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore