House holiday rentals in Cumberland

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Top-rated house rentals in Cumberland

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Guest favourite

Home in Cumberland

4.94 out of 5 average rating, 211 reviews

Jacob's Cottage

Free WI-FI now available. Our place is good for couples, solo adventurers, business travelers and families (with kids). The Cottage is a quaint, Cape Cod style house built in 1950. It sits high on a hill in the heart of Maryland's Appalachian Mountains in Allegany County. It is surrounded by views of Wills Mountain and Shrivers Ridge. The Cottage sits amongst a 660 acre family managed forest. Visitors have spotted deer, turkey, rabbits, squirrels, black bear and a multitude of song birds.

3–10 Apr

$141 SGD per night

Guest favourite

Home in Hyndman

4.98 out of 5 average rating, 130 reviews

Wills Mountain Ranch

Lovely, private home overlooking our beautiful valley with breathtaking views of Wills Mountain. It is the perfect setting for a family retreat/reunion. The ranch house has a red roof in the pictures. My husband & I live in the 3 story. We have a in-ground pool on property (heated from Mid-May to early September), a gas grill, and fire pit on the large scenic patio for your enjoyment. The large windows & patio offer a spectacular view of Wills Mt. The ranch house offers a quiet getaway retreat.

25 Sep – 2 Oct

$306 SGD per night

Guest favourite

Home in Springfield

4.98 out of 5 average rating, 114 reviews

Serene country retreat w/ pond, firepit and stars!

Otters Way is nestled on 4 sprawling aces; this idyllic retreat boasts a natural inlet pond of the S.B. Potomac River, providing a serene and picturesque backdrop for your stay. Our charming home offers ample space for you to unwind and create lasting memories! Immerse yourself in the beauty of nature as you gather around the firepit or our expansive back deck, perfect for cozy evenings under a starlit sky. A peaceful getaway or an adventurous escape, Otters Way is the ideal WV destination!

6–13 Oct

$211 SGD per night

Guest favourite

Home in Cumberland

4.83 out of 5 average rating, 144 reviews

Charming 1907 Home in Historic Downtown Cumberland

This charming 1907 home is located just blocks from the main pedestrian street in Historic Downtown Cumberland and a 10 minute walk from Canal Place, the C&O Canal Great Allegheny bike trails, and the Western Maryland Scenic Railroad. The remodeled interior is equipped with all the modern conveniences, including a large kitchen and bathroom with jacuzzi tub and seven-head shower. The house maintains its historic charm with exposed brick and has a balcony, back patio, and yard space.

10–17 Jul

$147 SGD per night

Guest favourite

Home in Frostburg

4.93 out of 5 average rating, 206 reviews

Country Home Near Main St. & Trail

Welcome to this charming and cozy home sitting at the highest point in Frostburg. Incredible mountain and forest views from the upstairs windows, lots of old house details and including two staircases and a sleeping porch. There are hardwood floors throughout. Lots of space to relax. Two full baths, one with shower and one with tub/shower. Gas range and fully stocked kitchen. Smart TV's in two bedrooms, and in the main living room. Strong Wifi, and a washer and dryer in the basement.

22–29 Dec

$160 SGD per night

Guest favourite

Home in Cumberland

4.9 out of 5 average rating, 462 reviews

Cumberland Street House -GAP trail perfection!

Cyclists dream come true! The Cumberland Street House is less than a quarter mile from the Great Allegheny Passage - perfect for large groups! All of Cumberland's charm within walking distance. Downtown restaurants and shops only a half a mile away. Historic district, Cumberland Theatre & Western Maryland Scenic Railroad are just around the corner. Bikes can easily be stowed in the back room off the kitchen. Easy parking, and fenced-in yard is great for kids and pooches.

22–29 Dec

$204 SGD per night

Guest favourite

Home in Berkeley Springs

4.99 out of 5 average rating, 101 reviews

+ the Lodge + @ Camp Potomac Peak

We considered calling this house “The View With Some Rooms,” but settled on The Lodge. One of a few units on the property, this private 3-bedroom house includes a rooftop dome (which serves as the third bedroom). From almost every spot, enjoy the jaw-dropping scenery of endless mountains, three states, and the Potomac River. We have two other rentals on the property if you're looking to add more guests--the Cedar + the Cabin! Contact us for a full camp rental (sleeps up to 14).

28 Mar – 4 Apr

$588 SGD per night

Guest favourite

Home in Frostburg

4.86 out of 5 average rating, 254 reviews

Allegany Connection

NOTICE: extra santizing of hand touching areas in place for your protection. This eclectic 2-story duplex, late 18th century structure has both old and new charm. Single BR & bath upstairs; LR and Kit downstairs. Only 1 block from Main St. restaurants & unique shops. All are welcomed. Please bring your own infant bed. Sorry no pets. Free reserved parking for 1 vehicle & fast Wi-Fi. Instant booking is on. ABSOLUTELY NO SMOKING, or any kind is permitted inside our home.

3–10 Mar

$91 SGD per night

Guest favourite

Home in Somerset

5.0 out of 5 average rating, 128 reviews

2 bed, 2 bath Cottage in the Laurel Highlands

Franklin Cottage is a charming 2 bedroom home located in the town of Somerset, PA. This home is 5 walking blocks to the center of town where you'll find restaurants and shopping. Somerset offers a wide variety of activities just minutes away including skiing, hiking, fishing, and biking. The kitchen in the home is fully equipped and you'll find a washer and dryer available in the lower level. Enjoy coffee on the new deck added Summer ‘22.

15–22 Aug

$148 SGD per night

Guest favourite

Home in Artemas

4.97 out of 5 average rating, 102 reviews

Rines' Country Getaway

county setting, rolling hills, quite, great place to get away from hi tech.Beautiful sunrises and sunsets. Fresh air. Take a long walk in the country side. Great front and back yard, Maybe able to catch glimpse of local wildlife or local farmers working the fields. Located 20 to 30 minutes from Everett,PA to the north, Cumberland, MD to the west, Hancock,MD to the east and the Potomac River to the South. 10 minutes from Interstate 68.

30 Dec – 6 Jan

$128 SGD per night

Guest favourite

Home in Somerset

4.95 out of 5 average rating, 186 reviews

Enjoy Sunsets at Fully Equipped 3BR Private Home

Welcome to the Orchard House where the front porch sitten comes with an amazing view of valleys, farm land, bird watching and painted skies! Come and make memories in this unique and family-friendly home located in a peacefully quite neighborhood. Guests have access to the entire house and property. We include Firewood, Coffee & Cream, Snacks, 65in TV, High Speed Internet, toys and good vibes ☺️ We are so excited to have you stay!

3–10 Sep

$163 SGD per night

Guest favourite

Home in Salisbury

4.94 out of 5 average rating, 111 reviews

Mountain Views, 4 bdrm, 1 1/2 bath, pet friendly

Come visit Springs House, a charming cottage perfect for the whole family. With 4 bedrooms, 1 & 1/2 bathrooms, and laundry in the basement, comfort is guaranteed. Savor your morning coffee on the back deck, relishing the sunrise over the mountains. Enjoy evenings around the fire pit, gazing at the mountain views. An ideal base to explore Western Maryland, just 5 minutes from I68 and 30 minutes to Deep Creek Lake.

5–12 Aug

$220 SGD per night