Ski-in/Ski-out holiday rentals in Western Maryland

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Top-rated ski-in/out rentals in Western Maryland

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Guest favourite
A spacious hot tub is set among lush trees, offering a clear view of the distant mountains. The calm water reflects the sky, creating a serene atmosphere for relaxation.
Home in Basye
4.88 out of 5 average rating, 149 reviews

Slopeside Chalet: Bike in/out+ Views+Hot Tub

Welcome to this stunning Ski-In/Ski-Out Chalet on the slopes of Bryce Resort. Walk out and onto "White Lightning" ski run. Enjoy the views of the mountains from throughout the home and multiple decks. Relax in the hot tub after a day on the slopes or hiking. Watch the skiers as you sit by the fire table from the roof top deck. Bring the family together around the dining table looking out the massive window at the mountains. Snuggle up in the living room beside the gas fireplace surrounded by l

Top guest favourite
A spacious living area is highlighted by an angled ceiling and large windows offering stunning mountain views. Modern white leather furniture is complemented by vibrant green chairs. The area features a cozy area rug, a stylish coffee table, and a wall-mounted television above a brick fireplace.
Home in Basye
4.91 out of 5 average rating, 337 reviews

Lux Views of Virginia Mountains, 3 King, 2 Twin

A beautiful house with incredible views! Located right on the Ski/Bike slopes of Bryce Resort (Ski-in/Ski-out). Kick back and relax in this calm, stylish space. Four bedrooms include two Master EnSuite with private baths. The Area offers boating, fishing, hiking, skiing, mountain biking, golfing, mini-golf, caving, wineries and just relaxing. Central AC, linens & towels provided, full kitchen. Great low weekday rates. Quite hours after 11:00 pm are strongly enforced by the local security.

Guest favourite
An inviting outdoor deck features a hot tub beside a wooden railing. Various recreational amenities are showcased, including a skee-ball machine, an arcade game, and a pool table. A pathway leads to the lake and dock area, surrounded by scenic natural views.
Cabin in McHenry
4.98 out of 5 average rating, 165 reviews

SAVE $•Walk to Wisp!~Hot Tub •Game Room•Dogs OK!

The perfect, 5-star log cabin, with tons of amenities! You can WALK to Wisp or the lake! This spacious, two-story home is near marinas, skiing, golf, rafting, food & everything in Deep Creek Lake. ✔ TWO King suites ✔Queen suite w/2 beds ✔TWO Queen sofa beds ✔3 Baths ✔Sleeps 10 ✔Dogs OK (fee) ✔Hot Tub ✔Fire-pit ✔FAST WiFi ✔Pool table ✔Skee Ball ✔PinBall ✔PacMan ✔Coffee/tea bar ✔Roku SmartTVs ✔Grill ✔Central heat & AC ✔Washer / Dryer ✔Lake access & dock ✔ READ House RULES - Deposit HOLD req'd

Top guest favourite
Apartment in Champion
4.98 out of 5 average rating, 127 reviews

Seven Springs 1 Bed (King) 1 Bth Condo in Sunridge

Nestle into this cozy, one bedroom condo in The Villages at Seven Springs Mountain Resort. This retreat boasts easy ski-in/ski-out access to the slopes via the Villages Trail behind the condo building (weather permitting). What makes this condo special is the private entrance, large living space, a bedroom with king bed, a full kitchen, and a balcony. As a guest, you have access to the free shuttle service or visit the clubhouse with pool, hot-tub, basketball and tennis in the summer months.

Top guest favourite
A cozy sleeping area features a spacious bed with four white pillows and a decorative quilt. A pendant lamp with intricate design hangs above a side table, illuminating the textured wall with vintage charm. Dark hardwood floors add warmth to the space.
Flat in Thomas
4.97 out of 5 average rating, 666 reviews

Dandy Flats - The Quaintrelle

Tucked inside the oldest historic buildings on the main drag in Thomas and adorned with 135-year old plaster walls, original woodwork, encaustic tile and purple marble - this tastefully styled flat is for those looking for the transportive experience historic buildings deliver. With espresso, galleries, live music, shops, food, and drinks steps away, you have the forests and a tiny cityscape just steps out your door. This apartment is offered at the Dandy Flats - a lovingly restored Inn.

Guest favourite
A spacious lodge-style home is set against a vibrant sunset, featuring a mix of natural wood and stone elements. Large windows illuminate the structure, revealing a cozy interior. A tall tree stands prominently in the yard, enhancing the outdoor setting.
Home in McHenry
4.91 out of 5 average rating, 148 reviews

Hot Tub EV Charger DogsOK 50"TV Fire Pit Gas Grill

SKI-IN/SKI-OUT 50 yards to Wisp Resort Chair 4 where you will find green, blue, and black trails. Sleeps 16: K, K, Q, Q, 2xQ bunk Dog-friendly HOT TUB Great Room with stone fireplace and cathedral ceiling Dining table for 8 + 6 at breakfast bar 3 driveway spaces + garage for your gear Bonus bedroom features secluded office space Walking distance to rafting/kayaking at Wisp whitewater course. Less than a mile from the lake and award-winning Lodestone Golf Club. Happy dog fee $187/stay.

Superhost
A cozy living area is highlighted by a stone fireplace with decorative snowshoes mounted above it. A flat-screen TV is positioned on a wooden console, while a comfortable brown lounge chair and ottoman provide a relaxing seating option. Natural light filters through sheer curtains.
Apartment in Davis
4.84 out of 5 average rating, 146 reviews

Walk to Dolly Sods, balcony & grill. Jacuzzi tub!

Grab your skis or board from your private locker and walk to lifts - 70 steps or less! We are just a few miles drive to Canaan Valley Ski Resort & White-grass! Afterwards, you will enjoy the views 3rd floor views by the gas fireplace! Nicely updated with stone fireplace, copper counter tops, new appliances, and jacuzzi tub. We offer High Speed Internet. AT&T has service coverage but if you have Verizon or another carrier I would check before you come. this area is remote so prepare!

Superhost
A spacious living area is showcased underneath cathedral ceilings, featuring a unique floating fireplace surrounded by a sunken conversation pit. Large windows offer views of the lush greenery outside, providing a connection to nature and an abundance of natural light.
Chalet in Basye
4.79 out of 5 average rating, 192 reviews

House over The Pond w/ Game Rooms, Views

Nestled in the Shenandoah mountains, perched over a glimmering pond, step through 2 hand-carved doors to find yourself warmly welcomed into our spacious 5 bedroom, 5 bathroom home. ✓ Conversation pit and floating fireplace with cathedral ceilings ✓ Full kitchen, stocked and ready ✓ A bathroom for each bedroom ✓ 6 comfortable beds ✓ 3 game rooms (air hockey, darts, foosball, and pool) ✓ 6 covered decks ✓ 50” TV with Roku ✓ Full-sized washer/dryer ✓ Fast Internet to work from home

Guest favourite
A modern living area features a light-colored sectional sofa adorned with a patterned throw. A kitchen with a wood countertop and seating area can be seen in the background, complemented by pendant lighting. Mirrored walls enhance the sense of space, reflecting the inviting atmosphere.
Apartment in Mount Jackson
4.87 out of 5 average rating, 110 reviews

Bike,Hike,Relax in Lux! at Bryce Resort

This recently renovated, modern condo offers the latest amenities, including WIFI and Smart TVs. The true charm lies in its outdoor options. Sip a hot drink on the balcony, watch the sunset, or cozy up by the fireplace. In the season, enjoy the Community Pool, explore slopes, lifts, dining, and shops nearby. Golfing, skiing, biking, ziplining, swimming, and canoeing at Lake Laura are a short walk away. Embrace modern comfort and thrilling outdoor adventures!

Top guest favourite
A cozy living area features two gray sofas positioned around a wooden coffee table. Decorative throw pillows on the sofas offer a hint of warmth. The background reveals an open kitchen with modern fixtures and a light-colored aesthetic, enhancing the space's inviting feel.
Apartment in Mount Jackson
4.93 out of 5 average rating, 151 reviews

Ski and Golf Condo Aspen East Condos Unit 212

Newly renovated condo located at Bryce Resort on ski slopes and golf course. This second floor condo faces the golf course with mountain views. Ski in and ski out. Walk to all of Bryce Resort’s amenities including events at the Shenandoah Center. Fully equipped kitchen with Keurig. 2 queen beds and 1 single bed. Wood burning fireplace. Smart TV’s in living room and bedroom. Washer and dryer. Walk-in shower. Wi-fi. Outdoor pool open seasonally.

Top guest favourite
A hanging chair is situated on a wooden deck, providing a comfortable spot for relaxation while enjoying panoramic views of the surrounding hills and valleys. The area is bordered by wooden railings, allowing for an open yet secure outdoor experience.
Home in Basye
4.99 out of 5 average rating, 264 reviews

Bryce Resort Cabin | Amazing Views | Sleeps 10

Discover the perfect mountain retreat at Bryce Resort! Our award winning home offers breathtaking mountain views, a 5-minute walk to ski lifts, and a short drive to golf, hiking, and Lake Laura. With 5 bedrooms, 3 baths, a large fireplace, 2 spacious decks, and high-speed WiFi, it’s ideal for families, groups, and remote work. Enjoy skiing, biking, kayaking, or lounging by the fire—book your stay today!

Guest favourite
Apartment in Champion
4.86 out of 5 average rating, 172 reviews

Stay 2+Nights, Get 1 Free @ 7 Springs w/ Hot Tub

Summer Special: Stay 2+ nights, get 1 free! The Trailside Retreat is our cozy, newly updated condo in the Laurel Highlands, right on 7 Springs' Village Trail! This 2BR, 2BA getaway sleeps 6 and features a private hot tub on the back deck overlooking the mountains. Enjoy the community pool, hot tub, basketball, and pickleball/tennis courts just steps away.

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