House holiday rentals in Western Maryland

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Top-rated house rentals in Western Maryland

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

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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.

2–9 Apr

$141 SGD per night

Guest favourite

Home in Berkeley Springs

4.98 out of 5 average rating, 283 reviews

Abby's Lookout - Raised Retreat w/Hot Tub & WiFi

Abby's Lookout is conveniently located just outside historic Berkeley Springs, WV. You'll find solitude and everything else you'll need to enjoy a piece of West Virginia. The renovated space offers a large kitchen for cooking meals for your friends or family. Relax on the deck or in the elevated hot tub while soaking up the incredible starry views. Sleep well in either a queen size bed or two twins. You can find a video of the property on YouTube by searching it’s name and Berkeley Springs.

12–19 Feb

$212 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!

23–30 Aug

$213 SGD per night

Guest favourite

Home in Edinburg

4.98 out of 5 average rating, 358 reviews

Jay Birds Nest - Pet Friendly

Welcome to Jay Birds nest, located in the historic town of Edinburg, Virginia. Just 1.5 miles from I-81. Fully equipped with all the comforts of home and gorgeous mountain views. Enjoy having the entire house to yourself with sleeping for 6 with 2 queen bedrooms and 1 full bedroom and one full bath. Plenty of parking with room for two cars, one under a car port. Have your morning coffee in the relaxing sunroom or in the outdoor seating area. Just a quick walk away from the Shenandoah River.

29 Jan – 5 Feb

$140 SGD per night

Guest favourite

Home in Inwood

4.89 out of 5 average rating, 553 reviews

Arden House, Inwood WV

Ground level studio apartment. No steps. Completely separate entrance from main house. Private entrance and parking. There is an entrance room with a double bed, twin bed and sofa. In a separate living area, there is a queen bed, TV, private bath, desk, table, microwave, convection oven, air fryer, refrigerator Outside there is a large area to use outdoor gas grill, picnic table and fire pit. Dogs allowed and must be kept on a leash when outside. Please NO CATS. The owner is allergic.

10–17 Dec

$116 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.

11–18 Jun

$144 SGD per night

Guest favourite

Home in Myersville

4.97 out of 5 average rating, 148 reviews

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

8–15 Aug

$228 SGD per night

Guest favourite

Home in Bolivar

4.96 out of 5 average rating, 184 reviews

Newly renovated - Walk to Harpers Ferry NP

Kick back and relax in this newly interior renovated space on the corner lot of a very quiet neighborhood. It has 800 sq feet with full kitchen, living area, bath, remote work desktop with an ergonomic chair, deck, large fenced in yard, and a 24/7 convenience store one block away. It has a one bedroom with a Dream Cloud queen mattress on an adjustable bed. Located between Bolivar Heights NP and downtown Harpers Ferry. Please note that the living area for this home is upstairs.

11–18 Sep

$155 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).

13–20 Nov

$605 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.

17–24 Jan

$204 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.

5–12 Sep

$93 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.

14–21 May

$122 SGD per night