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

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

Family · Location · Biking

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.

Location · Family · Biking

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.

Family · Location · Parking

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.

Value · Family · Decor

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

Make memories at our unique mountain home, located on 7 Springs Mountain Resort w/ a free shuttle stop 3 doors away! Meticulously maintained & ready for your family vacation, the house features a hot tub, gas grill & fully stocked kitchen. It also has a 65" smart TV in the living room and the bar, as well as big smart TV's in each bedroom. Cable in the living room, bar and master bed 1. Trails & ponds are nearby, the golf course is up the hill & the lodge is only two streets away!

Family · Value · Comfort

TikiBar|Hot Tub|Lakefront|Playset|Private Dock

Welcome to FIRECRACKER CABIN, your cozy lakefront retreat in McHenry, Maryland! This charming 2-bedroom, 2-bathroom getaway offers the perfect blend of lakeside relaxation with unobstructed views and mountain adventure. Located just steps from Deep Creek Lake and close to Wisp Resort, this home features ski-in/ski-out access, a private hot tub, private dock, and pet-friendly comfort, making it ideal for families, couples, and small groups looking for the ultimate four-season escape.

Family · Location · Check-in

Lake Access•Dock~Hot Tub •Game Room•Dogs OK!

The perfect, 5-star log cabin, with tons of amenities! You can WALK to Wisp or head to 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

Value · Location · Quiet

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

Family · Value · Pets

Game room| W/D| Fire pit| Full Kitchen| BBQ| Walk!

Wake up to Deep Creek Lake and Wisp at your doorstep in this spacious 3 bedroom 2.5 bath house. Come back after a day on the slopes or at the lake and relax in the cozy living room with a warm fire or keep the activities going in the game room. This is a perfect location with easy access to stores, activities, the lake, and all the great things about Deep Creek and Wisp. We are very family friendly and dog friendly! Separate $50 pet fee applies* A 3 minute walk to Wisp!

Location · Family · Pets

Luxury Mountain Mansion ski in/out

Luxurious ski in/out home.Hidden Valley is a four-season resort. This is the perfect destination for family festivities, getaways, and retreats.Our home can house the bride or grooms family for a wedding weekend.All furniture and mattress are brand new for 2022.towels and Bedding Included. Hot tub .Ski RoomFully equipped gourmet kitchen with granite counter tops. and Washer/Dryer. WIFI access, Cable.Pool Table.Foosball Tabel Ample ParkingWrap around deck.

Value · Location · Laundry

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!

Family · Location · View

Bryce Resort Chalet | 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!

Family · Location · Nearby