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

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.

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!

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.

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

Seven Springs *Ski-in/Ski-out Condo 1 Bed, 1 Bath
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 next to the condo building (weather permitting). What makes this condo special is the large living space with two couches, a king bed, and a full kitchen with many amenities. 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.

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.

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.

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

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!

Fall Special - Book 2 Nights Get a 3rd FREE
☀Book 2 Nights, Get a 3rd Night FREE☀ The Trailside Retreat is our cozy, newly-updated condo located in the heart of the Laurel Highlands, directly on 7 Springs' Village Trail! Come enjoy the 2 bedroom, 2 bathroom getaway that comfortably sleeps 6 and includes a private saltwater hot tub overlooking the slopes. Guests can enjoy the community pool, hot tub, basketball, and pickleball/tennis courts located just a few steps away!

The Room with the Views!
Enjoy a stylish experience at this centrally-located condo at Bryce Resort. This full service four season resort is nestled in the mountains of the Shenandoah Valley. This newly renovated space is great for a ski retreat, mountain biking stay, a golf weekend, or a romantic getaway. The space offers a fully stocked kitchen, washer/dryer, linens, and a fully operational wood burning fireplace (available November- March).
Popular amenities for Western Maryland ski-in/ski-out rentals
Ski-in/ski-out house rentals

Deep Creek Cottage at Wisp!

Pet Friendly 5BR Chalet Ski-in-out w/ New Hot Tub!

5BR Seven Springs Home on Resort, Hot Tub, Shuttle

Lee Rd Retreat at Bryce Resort

Luxe Lake House w/ dock, 2 fire pits, wisp resort

Ski Home, Indoor Pool, Firepit, Hot Tub

Seven Springs Cozy 1BR | Quiet & Pet-Friendly

Cozy 3 Bed/3 Bath Condo at Seven Springs
Family-friendly, ski-in/ski-out home rentals

Ski-in and Ski-out Condo at Seven Springs Resort

Direct Lift Access Mountain Ski Retreat

Seven Springs, Sleeps 10, 3BR, Ski-IN/OUT, Pool

Adventure Awaits! 3bd/2ba Condo at Seven Springs

Cabin in the Woods Seven Springs

Remodeled 1BR ski-in / ski-out, Gorgeous View

Ski-In Ski-Out + Walking Distance to Lake!

Ski In Ski Out Seven Springs Getaway
Ski-in/ski-out cabin rentals

Bryce Resort Cabin-Walk to slopes/Golf Course view

Mountaintop Cabin - Ski, Golf Simulator & Arcade

Cozy Cabin Jus Ta Ski Dream-at Timberline Mountain

By the Slopes at Bryce Resort w/Lake&Mountain View

The Boat Shed: Canoe Lake, Hot Tub, Dog Friendly

Luxury mountain retreat. Ski in/out. Views.

Red Letter Lodge

7 Springs Villages Ski-in/out Sleeps 14
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- Ski-in/ski-out rentals Maryland
- Ski-in/ski-out rentals United States
- Fallingwater
- Wisp Resort
- Timberline Mountain
- Seven Springs Mountain Resort
- Idlewild & SoakZone
- Ohiopyle State Park
- Shawnee State Park
- White Grass
- Canaan Valley Resort & Conference Center
- Lakeview Golf Resort
- Bella Terra Vineyards
- Laurel Mountain Ski Resort
- Canaan Valley Ski Resort
- Lodestone Golf Course
- Pikewood National Golf Club
- Warden Lake
- Forks of Cheat Winery
- West Whitehill Winery
- Mountain Dragon Mazery Fine Honey Wine
- Winter Experiences at The Peak




