Western Maryland vacation rentals

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Top-rated vacation rentals in Western Maryland

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

Guest favorite

Chalet in Davis

4.85 out of 5 average rating, 158 reviews

Big, Bright SLOPESIDE Ski Chalet, Outdoor Hot Tub!

Don't be fooled by other misleading "slopeside" listings! This gorgeous 5-bedroom lodge is adjacent to Timberline's Winterset ski run — perfect for families. Outdoor hot tub. Large open floor plan, plus separate living area downstairs. Two gas fireplaces. Master suite has Jacuzzi for 2. Wifi, 2 flatscreen HDTVs. Please don't request to book this chalet unless you have at least 3 positive reviews on Airbnb. If you don't have 3 positive reviews, your request to book will be respectfully declined

Guest favorite

Cabin in Basye

4.86 out of 5 average rating, 102 reviews

Gorgeous Cabin | Hot Tub & Mountain Views!Ski Golf

Escape to our cozy, spacious 3-bedroom retreat with a loft, minutes from Bryce Resort. Enjoy stunning mountain views and a 6-person hot tub! 🩳👙 This private mountain setting is perfect for an adventurous or relaxing trip to the Shenandoah Valley. The loft includes a pullout bed for extra guests. Whether you're here to ski, hike, mountain bike, snowboard, kayak, snowshoe, or simply relax and escape city life, you'll find everything you need. Enjoy a complimentary bottle of wine on arrival. 🍷

Guest favorite

Home in Basye

4.93 out of 5 average rating, 150 reviews

Romantic Treetop Retreat: Hot Tub•King Beds

Brand New Listing! Completely renovated cabin sits up among the trees. This comfy and stylish cabin is the perfect place to visit Bryce Resort (1.5 miles) and the many wineries and hikes nearby. The hot tub is the ideal spot to relax and breath the mountain air. Multiple outdoor spaces and fire table to enjoy. New Memory Foam beds, 65 inch Tv over the electric fireplace, rainfall shower head, stocked kitchen Every inch of the house has been designed for the perfect romantic or family getaway.

Guest favorite

Cabin in Luray

4.95 out of 5 average rating, 144 reviews

❤️️Wildflower Cabin❤️️ A Luxury Riverfront Retreat

*Come in and relax in this tranquil, peaceful hideaway. *Newly renovated cabins on Shenandoah River. *100 feet riverfront on a 2 acre property *AC/heat, satellite Wifi, fresh linens, towels, DVDs, board games. *Full kitchen w/ utensils, microwave, toaster, K-cups. *Secluded, close tohiking, caverns, wineries, and river adventures.*Dog friendly (extra fee of $40/dog/stay and will be asked for after booking, not included in booking fees) ! *King-size bed in bedroom, queen sofa bed in living room.

Guest favorite

Home in Somerset

4.94 out of 5 average rating, 18 reviews

Kepple Castle by Camp Hope

This condo is fit for royalty. It has everything you need and more. It’s renovated and impeccably decorated, but more importantly the location is ideal! It’s convenient to everything.You can hop on the lifts in two minutes or enjoy the golf, pool, pickleball, tennis and biking trails one minute walk away. It’s the perfect spot. Once you stay here you won’t want to leave. As a bonus, your host grew up here and knows all of the fun adventure places to visit and dining in the area. Book it today!

Guest favorite

Townhouse in Champion

4.92 out of 5 average rating, 142 reviews

Seven Springs Sunridge year-round mountain chalet!

Sleeps 13 Ski in/Ski out walking distance to the slopes! Renovated 3 bed 3.5 bath townhouse with loft! Chalet boasts 2 king, 1 queen, 4 twin and a queen sleeper couch. Twin beds may be pushed together to make 2 full beds. Includes access to a private hot tub, outdoor kitchen, outdoor dining area and two patios! Best slopes in Western PA. There is a 24 hour shuttle provided to the main lodge. There are tons of biking/hiking trails, golf and a pool in the summer. Have fun in the sun and snow!

Guest favorite

Home in Hagerstown

4.93 out of 5 average rating, 60 reviews

Hot tub, Pool table+darts, near ski resorts

Your family will be close to everything when you stay at this centrally-located place. Quiet neighborhood and comfortable settings ** NO PARTIES ** Plenty of room to enjoy a getaway with friends and family without the headache of inconveniences. Basketball hoops on the driveway and pool side. Dart board and pool table offer indoor activities when the weather doesn't want to cooperate. Multiple HD t.v's for your viewing pleasure and HDMI connections to connect a gaming console of your choice.

Guest favorite

Townhouse in Somerset

4.93 out of 5 average rating, 191 reviews

Charming Getaway Hidden Valley 4BR+3Bath Hot Tub

4-Bedroom Hidden Valley Townhouse w/ back deck and private hot tub overlooking pond! Turnkey, furnished and ready for you to make it your very own mountain getaway. Kitchen remodeled and new flooring throughout! 2 bedrooms on main floor w/ full bathroom. Master bedroom upstairs with private balcony overlooking pond. 2nd suite upstairs with separate full bathroom. Enjoy relaxing on back deck that overlooks the pond; within walking distance to the South Ridge Center Pool & Playground.

Guest favorite

Home in Swanton

4.94 out of 5 average rating, 16 reviews

Renovated Home,10 mins to WISP, HotTub 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

Cabin in Harpers Ferry

4.81 out of 5 average rating, 426 reviews

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

Guest favorite

Cabin in New Market

4.92 out of 5 average rating, 153 reviews

Views! Hot Tub! Fireplace! Tranquil Mount Escape

Experience the ultimate mountain retreat in Newmarket, VA!! Enjoy spectacular views of the valley from the deck's hot tub or relax on the beautiful screened porch. The interior has been completely remodeled, featuring a wood-burning stove and high-speed internet. Surrounded by the George Washington National Forest on three sides, adventure awaits just steps away. Book your stay today and immerse yourself in the tranquility of the mountains. 4WD/AWD required.

Guest favorite

Condo in Oakland

4.91 out of 5 average rating, 77 reviews

Top Notch Lake Getaway - Cozy in a plush resort

Complete remodel and upgrades in Nov 2022. Unique space and a great getaway; 2 separate sleeping areas. Spacious +BR w/loft nestled on the shores of Deep Creek Lake, professionally furnished w/onsite mgmt, King bed in private bedroom w/closet, Queen bed in loft area, propane fireplace, kitchenette with microwave & full size fridge, keurig, full bath lower level, vaulted ceilings and much more. Community fitness center. Please, 25yo to rent.

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