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

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

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

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Guest favourite
Condo in Mercersburg
4.85 out of 5 average rating, 86 reviews

Fabulous Mountain-view Condo Hike & Destress

This is our dream winter getaway for skiing and summer getaway for hiking, fishing, and mountain biking as a family. We are the CLOSEST unit to the ski lifts—so close that you can directly ski from front steps to ski lifts, & also ski home from the top of ski lifts. This 2 bedroom condo has our vacation home amenities, including extra sleds 🛷. Special walk through 3D video also available. Reserved parking—guest parking too. All ski lifts 30-90 seconds direct skiing away! EV charging outlet too.

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
4.92 out of 5 average rating, 130 reviews

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.

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.
Condo in Mercersburg
4.46 out of 5 average rating, 35 reviews

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 :)

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.
Condo in Montgomery Township
4.79 out of 5 average rating, 57 reviews

Golf & Hike! Condo at Whitetail Resort

Resort Amenities | Private Outdoor Space w/ Fire Pit & Grill | Close to All-Season Activities An adventure-filled getaway awaits at this vacation rental in Mercersburg! Located in Whitetail Resort, this 2-bed, 1-bath condo offers easy access to ski lifts, hiking trails, and plenty of amenities to keep everyone entertained. Soak in the resort hot tub after a long day on the slopes, or cool off in the pool during the summer months. No matter the season, this property is a convenient home base!

Guest favourite
Home in Fairfield
5 out of 5 average rating, 9 reviews

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.

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.
Condo in Mercersburg
4.93 out of 5 average rating, 57 reviews

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

Enjoy the luxury of putting on your skis at the front door! Large one-bedroom condo with ski lodge ambience: first floor, street level entrance, gas fireplace, wi-fi plus TV, large, fully applianced kitchen, washer/dryer, and one dedicated parking space in front of condo. Check Whitetail Resort website for night-skiing and snow park days. Comfortably sleeps 4; however, large leather sofa accommodates for a 5th. Summertime? Enjoy golf, hiking, fishing, biking, tennis, hot tub, swimming.

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
4.67 out of 5 average rating, 3 reviews

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!

Top Guest favourite
Home in Fairfield
5 out of 5 average rating, 19 reviews

Large New Luxury Lake Retreat, 10mi to Gettysburg

Luxury lake house with private dock. 2 kayaks pedal boat. Large theater room+Game room with olympic size ping pong table. Enjoy a breathtaking View of the lake and slopes from the large windows. Bring the whole family, big or small. 5spacious bedrooms 9beds and futon. Huge 2 person shower in master suite. 2 min. to Liberty Mountain Resort & Golf. 10 miles to downtown Gettysburg. Games and activities for all ages. Tons of outdoor space deck patio fire pit tubes.

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.

Guest favourite
Townhouse in Mercersburg
5 out of 5 average rating, 9 reviews

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.

Private room in Maugansville
4.72 out of 5 average rating, 25 reviews

Clean & Comfy 1BR • Free Parking & Fast Wi-Fi(4)

Cozy private bedroom located close to the airport and highway, making it a convenient choice for travelers or commuters. You'll have access to the kitchen, bathroom, laundry, and living room, which are shared with others. The home has a relaxed, welcoming vibe—perfect if you’re looking for a comfortable and affordable stay with easy access to major transport routes.

Guest favourite
A spacious sleeping area features a euro-top king size bed with a light blue striped comforter. A modern light fixture sits atop a decorative nightstand beside the bed. A comfortable grey sofa is positioned against a patterned wall, creating an inviting atmosphere.
Apartment in Mercersburg
5 out of 5 average rating, 25 reviews

Rockwell Suite #201 at the Inns at Whitetail

Welcome to Rockwell’s Suite #201 at the Inns of Whitetail. We have packed quite a few amenities into this space. While we are extremely close to the slopes we want you to enjoy yourself while in the room. The room features a euro-top king size bed, and an 86 inch 4k television. There is also a nice Mountain View from the room.

Popular amenities for Round Top ski-in/ski-out rentals