
Ski-in/Ski-out vacation rentals in Western Maryland
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Top-rated ski-in/ski-out rentals in Western Maryland
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Amazing Summer Holiday and Mountain Retreat
Welcome to our beloved Mountain home. Located at Whitetail resort you can walk to the slopes and enjoy the après ski in our beautiful cozy house with cabin feel. Perfect ski holiday, weekend getaway, or place to work remotely with high-speed internet. Only 1.5 hours from DC & Baltimore. This is the perfect place to escape the city, connect with nature and recharge. A place to build up fond memories. All season adventures, enjoy skiing, swimming, hiking, golfing, fishing, lakes and local farms.

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.

Camp Hope Lake House at Hidden Valley Resort in PA
Welcome to Camp Hope Lake House! What a view! Watch skiers come down Imperial slope right into the lodge or guests fishing in the lakes right off of the large wrap around deck! This property is so close to everything you won’t want to leave! It’s centrally-located by the lodge, lakes and minutes away from the pools, tennis and Pickleball courts and golf course. It’s totally renovated and featuring a private hot tub to relax after a wonderful day on the mountain. Book it now before it’s gone!

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

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!

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!

Hot Tub, Pool Table, Poker, Ping Pong: Big Sky

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

New Home, Ski Slope, Indoor Pool, Firepit, Hot Tub

SKI YA LATER Whitetail
Family-friendly, ski-in/ski-out home rentals

Slope side with a view

NEW! Ski in/out loft @ 7 Springs; 2BR, 2FBH

Ellie’s Inspiration Slopeside

Chateau W a Ski-in Ski-out upscale 2-bedroom condo

Farmhouse Loft Apartment in Delaplane, VA

Cozy condo at Bryce Resort

Rockwell Suite #201 at the Inns at Whitetail

Cozy, renovated Ski & Hiking Getaway - Whitetail
Ski-in/ski-out cabin rentals

Mountaintop Cabin - Ski, Golf Simulator & Arcade

Cozy Cabin Jus Ta Ski Dream-at Timberline Mountain

CABIN by the Slopes with Mountain & Lake 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

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




