House vacation rentals in Western Maryland

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Top-rated house rentals in Western Maryland

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Guest favorite

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.

Apr 17 – 24

G$21,574 GYD per night

Guest favorite

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.

Feb 24 – Mar 3

G$32,564 GYD per night

Guest favorite

Home in Edinburg

4.98 out of 5 average rating, 360 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.

Apr 11 – 18

G$21,969 GYD per night

Guest favorite

Home in Winchester

4.98 out of 5 average rating, 152 reviews

Colonial Getaway Near Old Town Historic Winchester

Colonial style home- enjoy a spacious home with large living room, dining room, kitchen, 3 bedrooms and 2.5 bathrooms. Perfect for a family or a longer stay. Just a few miles drive to Old Town Winchester which includes numerous restaurants, bars, shopping and some kind of event... like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. Near by to other scenic attractions as well- Shenandoah National Park, Luray Caverns, and Harper's Ferry!

Jan 27 – Feb 3

G$30,514 GYD per night

Guest favorite

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.

Jun 12 – 19

G$22,000 GYD per night

Guest favorite

Home in Myersville

4.97 out of 5 average rating, 149 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!

Aug 13 – 20

G$34,976 GYD per night

Guest favorite

Home in Bolivar

4.96 out of 5 average rating, 186 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.

Aug 7 – 14

G$23,845 GYD per night

Guest favorite

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).

Apr 12 – 19

G$83,818 GYD per night

Guest favorite

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.

Oct 26 – Nov 2

G$30,676 GYD per night

Guest favorite

Home in Frostburg

4.86 out of 5 average rating, 255 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.

Jan 16 – 23

G$14,416 GYD per night

Guest favorite

Home in Franklin

4.95 out of 5 average rating, 133 reviews

Pine Ridge Manor-Private Hot Tub, Secluded Hilltop

Come enjoy the seclusion of this spacious manor. Great place to slow down, rest & relax. Spend time with your loved one in the private hot tub or grill and eat on the patio with views of the surrounding mountains and up the valley. Play games in the rec room or enjoy family time together in the large lawns in front and back of the house or around the fire pit. Please see our guidebook for recreational, dining and shopping opportunities in the area.

Sep 26 – Oct 3

G$25,334 GYD per night

Guest favorite

Home in Blue Ridge Summit

4.99 out of 5 average rating, 452 reviews

Colonial Era Spring House

A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

Sep 24 – Oct 1

G$29,041 GYD per night