Ski-in/Ski-out holiday rentals in Round Top

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Top-rated ski-in/out rentals in Round Top

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

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Guest favourite

A scenic view of the chalet surrounded by vibrant autumn foliage. A large red tree stands in the foreground, with the sun shining through its leaves. The wooden exterior of the home is visible, complementing the green trees and clear blue sky.

Chalet in Mercersburg

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.

ValueLocationHot tub

4.92 out of 5 average rating, 130 reviews

Top guest favourite

The illuminated sign of Whitetail Resort is showcased against a winter backdrop, surrounded by snow-covered ground and barren trees. Stone pillars frame the sign, creating a welcoming entrance to the resort.

Apartment in Mercersburg

Whitetail Resort Ski-in/Ski-out slope side condo.

Enjoy the luxury of putting on your skis at the front door! Ski in/out onto the beginner/instructor slope where a chair lift awaits to carry you up. Large one-bedroom condo with ski lodge ambience: first floor, street level entrance, fireplace, large kitchen, washer/dryer, one dedicated parking space in front of the door. Night sking, snow park ( check website for hours). Comfortably sleeps 4. Summertime, enjoy golf on a beautiful course, hiking, fishing, biking, tennis, hot tub, and swimming.

LocationValueHospitality

4.93 out of 5 average rating, 57 reviews

Superhost

Home in Fairfield

Ski Slope View 1 min Liberty Mtn 10mi Gettysburg

Lakeside Retreat, Fully renovated, Ski Liberty 1 mile away, Full Lake access, kayaks and tubes. Fishing rods, yard games with outdoor seating areas and fire pit. The House features a full finished basement, huge TV, surround sound, electronic darts, Pac-Man arcade game and more. Kids love the "secret hideout" under the stairs, for a little magic! Reading loft, morning coffee on the deck with a view of the lake and ski slopes is pure bliss! 10 miles to Gettysburg, Orvis Hill Country 7 miles.

FamilyHospitalityCheckout

5.0 out of 5 average rating, 4 reviews

A bright studio apartment features two beds dressed in plaid bedding. A large flat-screen TV is mounted on the wall, opposite a red vintage refrigerator. Soft lighting lines the ceiling, complementing a warm, comfortable atmosphere.

Apartment in Mercersburg

The Music Room at Ski Whitetail!

Welcome to the Music Room at White Tail Ski Resorts, a few hundred feet from the Ski Trails! I designed this studio apartment to be the bedroom I could never have when I was a kid. So what would my perfect room be? It would have to be on a ski slope with a super comfortable bed and a futon, a 70 inch TV with a playstation, An electric guitar/keyboard to play music, my own full bath and a fridge to keep all my beverages in. And to top it off I would want really cool lighting. Hope you enjoy :)

LocationFamilySleep quality

4.46 out of 5 average rating, 35 reviews

A private outdoor space is presented, featuring four light grey Adirondack chairs arranged around a fire pit, which holds neatly stacked firewood. The surrounding greenery includes shrubs and grass, enhancing the serene atmosphere of this patio area.

Apartment in Montgomery Township

Golf & Hike! Condo at Whitetail Resort

Gateway to PA & MD State Parks | Patio Entertaining Space | Community Sports Courts Find your 'Slopeside Serenity' in Franklin County with this Mercersburg vacation rental as your adventure base! Stay nearby and splash in the community pool, hit the golf course at Whitetail Resort, and stroll around Mercersburg's historic downtown area. When you're ready to unwind, welcome the sunset with a bonfire out back. Epic adventures and mountain memories start here — book before the summer slips away!

ValueFamilyKitchen

4.8 out of 5 average rating, 59 reviews

Superhost

A spacious living area features a light blue and teal striped accent wall. A contemporary grey sectional sofa is adorned with decorative pillows, and a cozy throw is casually draped over the arm. White doors lead to additional rooms, enhancing the open feel.

Home in Mercersburg

SKI YA LATER Whitetail

Whitetail Resort's most-booked vacation rental. Professionally designed and a 3-min walk to the ski slopes/hiking! Enjoy an open living room, dining room, kitchen. Fully stocked kitchen. Cozy living room with floor-to-ceiling stone fireplace. 3 spacious bedrooms and two bathrooms, including the primary suite with vaulted ceilings. Plus a sunroom with 2nd fireplace. Super fast Wi-Fi (800 mb/s) and 2 private desks. Seriously, it's a 3 minute walk to the slopes and hiking from the front porch!

LocationValueHot tub

4.82 out of 5 average rating, 95 reviews

Top guest favourite

Home in Fairfield

Private Chalet Wooded Escape Near Gettysburg

Modern-rustic chalet in Fairfield, PA—just 2 miles from Liberty Mountain. Set on 2 private wooded acres, this A-frame features a spacious living area with floor-to-ceiling windows and wood floors. Two bedrooms and a third comfy sleeping space sleeps 6 comfortably. Enjoy mountain views from the deck—perfect for coffee or stargazing. Minutes to golf, hiking, and historic Gettysburg. Ideal for couples or small families. Traveling with horses? Ask about nearby short-term boarding options.

LocationValueView

5.0 out of 5 average rating, 13 reviews

A living area is illuminated by a centrally placed chandelier, providing a warm glow. Two patterned armchairs and a cozy sofa adorned with colorful cushions are positioned around a decorative area rug. Tall windows allow natural light to fill the space, offering views of the outside.

Home in Mercersburg

Whitetail Ski Resort Ski In-Out, Mercersburg, PA

Enjoy quality family time at this beautiful slopeside home located in Whitetail Ski Resort in Mercersburg, PA. This is where the most memorable family ski vacations start. The resort boasts gorgeous mountain views and crisp mountain air as you enjoy the convenience of the ski in/ski out of this home. This is all visible from the stunning 2 story windows in the living area. The Resort has something for everyone... tubing, golf, swimming, tennis, fishing, and of course- skiing!

LocationCleanlinessQuiet

4.67 out of 5 average rating, 3 reviews

Home in Mercersburg

Ski In/Ski Out Cozy Slopeside Home

Welcome to your perfect mountain getaway at Whitetail Resort! A true ski-in/ski-out retreat less than 100 steps from the slopes and ski lifts. Whether you’re here to carve fresh powder or simply relax in a cozy alpine setting, this ski house puts you right in the heart of it all. Skip the parking lots, shuttles, and long walks—just grab your gear and head straight to the mountain in seconds. Perfect for a stress-free ski trip with unbeatable access to the mountain.

LocationFamilyCleanliness

5.0 out of 5 average rating, 3 reviews

Flat in Mercersburg

Your perfect mountain getaway; Hike, Ski In&Out

Welcome to Whitetail 11, a cozy mountain retreat just steps from the slopes, golf course, hiking, and year-round adventure. Relax in a bright, comfortable space with a fully equipped kitchen, fast Wi-Fi, and everything you need for a relaxing stay. Whether you're here to ski, bike, hike, or simply unwind, Whitetail 11 offers the perfect blend of comfort, convenience, and beautiful mountain scenery.

LocationBikingView

5.0 out of 5 average rating, 3 reviews

A view of the resort buildings set against a clear sky. The structure features patios on the upper level, and lush greenery surrounds the well-manicured lawn, leading to a golf course area. Pathways connect the outdoor spaces, enhancing accessibility.

Hotel room in Fairfield

Carroll Valley Hotel | 2 Dbl Beds + Resort Access

Escape to Fairway | 2 Double Beds, where comfort meets convenience just steps from Liberty’s golf course and the slopes. Wake up to breathtaking mountain views and unwind on your private patio or balcony. With two cozy double beds, free Wi-Fi, and cable TV, this inviting retreat is perfect for golfers and adventurers alike. Enjoy easy access to all resort amenities for an unforgettable stay.

Location

Guest favourite

Townhouse in Mercersburg

Ski In/Out Renovated, Cozy Townhouse

Have fun with the whole family or friends at this stylish and spacious ski in/out townhouse that can sleep up to 12 people (3 bed/2 bath, plus a sleep den). Hitting the slopes, tubing or hiking trails is just steps away from the front door. When it's time to gather around the table for a meal or a board game there's plenty of room for everyone for find a cozy spot to call their own.

LocationFamilyIndoor spaces

4.92 out of 5 average rating, 12 reviews