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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Top 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, 139 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

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, 328 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
A three-story blue condominium is situated amidst a scenic mountainous landscape. Several trees provide a natural backdrop, and ample outdoor space is visible in the foreground. A gravel path leads the way to this inviting building, which features a combination of balconies and large windows.
Apartment in Dryfork
4.85 out of 5 average rating, 170 reviews

Taylored Four All Seasons at Slopeside Condos

NON SMOKING & NO A/C * Wifi may be in and out. It tends to be spotty in the areas*. Slopeside Condos at TM. Our balcony looks out to Timberline Mountain. **3rd Floor unit. Close to Canaan Valley, Dolly Sods and so much more. This place has beauty in all four seasons!! Davis and Thomas WV are great towns with shops, coffee, antiques, dining and more. Pet fee: $70 (max. 1 well behaved dog/ NO CATS) Starter supply of TP & PT are supplied. BYO shamp/soap/Xtra paper goods -WELL LIT ENTRY No A/C

Top guest favourite
A spacious living area is showcased from an elevated perspective, featuring a large leather sofa and a flat-screen television mounted on the wall. Natural light fills the room through multiple windows, complementing the warm tones of the wooden accents and a cozy dining area nearby.
Townhouse in Champion
4.93 out of 5 average rating, 195 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!

Top guest favourite
A two-story condo is framed by a blanket of fresh snow, showcasing a warm earth-toned façade. A small set of steps leads to the entrance, flanked by snow-covered trees and a calm winter landscape, creating a serene and inviting atmosphere.
Apartment in Champion
4.98 out of 5 average rating, 122 reviews

Seven Springs *Ski-in/out Condo 1 Bed.(king),1 Bth

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.

Guest favourite
A spacious living area features a large sectional sofa facing a stone fireplace and a mounted television. Wood paneling and large windows create a warm ambiance. Cozy seating options, including a papasan chair and a coffee table, are arranged in a welcoming layout.
Chalet in Basye
4.92 out of 5 average rating, 156 reviews

Pets? Yes! Resort Passes | Hot Tub | Sauna | Views

Boot up. Clip in. Go. You'll be the envy of Bryce, skiing (or biking) from your front door. With the five passes included with your reservation at Adventure Awaits, you never have to stop at the resort's ticket window. Located directly on the Redeye ski run near the summit of the mountain, powder (in winter) and bike trails (in summer) are just a few easy steps away. At the end of the day, rest your muscles in the hot tub as you watch the sun set over North Mountain or unwind in the sauna.

Top guest favourite
A warm log cabin is illuminated at night, surrounded by snow-dusted grass. The front porch features inviting seating, while a fire pit with several adirondack chairs is positioned in the yard, offering a cozy gathering space.
Cabin in McHenry
4.98 out of 5 average rating, 161 reviews

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

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, restaurants & 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 ✔Game room ✔Pool table ✔Skee Ball ✔PinBall ✔PacMan ✔Coffee/tea bar ✔Stocked kitchen ✔Roku SmartTVs ✔Grill ✔Central heat & AC ✔Washer / Dryer ✔Lake access ✔Dock

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, 655 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
4.9 out of 5 average rating, 142 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 12: 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.

Guest favourite
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 the lift! Private Balcony & 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!

Top guest favourite
A newly renovated home is nestled among tall trees on a private wooded lot. A gravel driveway leads to the entrance, framed by evergreen trees and scattered autumn leaves, enhancing the natural setting.
Cabin in Champion
4.92 out of 5 average rating, 677 reviews

Cabin in the Woods Seven Springs

Newly renovated home on a private wooded lot-just 5 mi from Seven Springs Resort and 16 mi from Falling Water and Ohiopyle. Well equipped! Sleeps 6 comfortably (3bdrm/1.5 bath)! Relax & Enjoy the Mountains! ***We have recently replaced a couch and chair and some bedding that photos don’t reflect. We are scheduling new photo shoot and plan a remodel on 2024! If you want to see updates photos let me know and I’ll send some less professional ones!

Guest favourite
A comfortable bedroom is furnished with a spacious bed featuring a rustic wooden frame. A collection of framed images hangs above a nightstand with a lamp. Natural light enters through a window, accompanied by white curtains and a full-length mirror.
Apartment in Davis
4.83 out of 5 average rating, 133 reviews

Peak Retreat: 1 bedroom Ski & Hiking Condo

Welcome to our cozy one bedroom condo in the mountains of West Virginia! Perfect for hiking and skiing getaways. Just minutes from Dolly Sods Wilderness Area and steps from the slopes at Timberline, our condo features a fully equipped kitchen, comfortable bedroom with queen bed, & stunning wilderness views from a private back deck. Book your stay today and experience the beauty of West Virginia's mountains!

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