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

Find and book unique ski-in/ski-out homes on Airbnb

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

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Guest favorite

A covered outdoor patio is presented, featuring a small round table surrounded by two chairs. Decorative string lights are hung above, and a view of snow-capped hills is visible in the background, providing a scenic backdrop for outdoor relaxation.

Condo in Mercersburg

4.82 out of 5 average rating, 67 reviews

Ski🎿 & hike from front steps—Mountainside getaway

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.

Superhost

The exterior of a brick building is displayed, featuring multiple large windows and a covered entrance with steps. Landscaping includes neatly trimmed bushes and trees in the background, blending with a cloudy sky.

Condo in Mercersburg

4.83 out of 5 average rating, 48 reviews

Rockwell Suite #206 at the Inns of Whitetail

Welcome to the Rockwell Suite, our room at at the Inns of Whitetail. We have updated our suite to include a king sized pillowtop mattress, 65 inch TV, Roku box, and Keurig coffee maker. We are located at Whitetail Resort and while the ski resort is open you can access the slopes using a trail that takes you from our building to the top of Northern Lights and Velvet ski runs. Our building offers a community great room that includes a gas fireplace and there is a picnic table outside on the patio

Guest favorite

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

4.94 out of 5 average rating, 115 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.

The exterior of the vacation home is shown, featuring a combination of brick and siding. Lush greenery surrounds the property, with a well-maintained lawn and shaded areas created by mature trees. The design includes multiple large windows, enhancing natural light.

Home in Mercersburg

5 out of 5 average rating, 5 reviews

Ski-in ski-out Renovated Townhouse-Pool/Hottub.

This is a year round vacation home. Located at the Whitetail Ski Resort on the beautiful Two Top Mountain of Pennsylvania. This home sits on the bunny slope of the ski resort to make easy ski in ski out access to the lifts and resort amenities. This home boasts 3 spacious floors with 4 bedrooms. 3 baths. Each bedroom has a smart tv, large closet, and alarm clocks with charging stations. Loaded with all the extra amenities your family will need to have a wonderful vacation during any season.

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

4.83 out of 5 average rating, 78 reviews

SKI YA LATER Whitetail

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

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

4.75 out of 5 average rating, 48 reviews

‘Slopeside Serenity' Whitetail Condo: Walk to Lift

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!

A queen canopy bed draped in patterned fabric is framed by intricately carved posts. Soft lighting is provided by bedside lamps on antique-style tables. A wooden chest is placed at the foot of the bed, while a plush blanket is neatly folded on top.

Private room in Mercersburg

Historic Mansion Stay

Steeped in history! Enjoy a one-of-a-kind getaway at a national landmark in the quaint town of Mercersburg, PA! The mansion features four guest rooms, each equipped with a sumptuous queen canopy bed and private bathroom. Five grand common rooms offer space for relaxation and gathering, including a communal TV room. The property features a heated swimming pool (inquire regarding availability) and breakfast is served daily. This inn is adults only. Please note that two cats call the inn home.

Top guest favorite

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

4.92 out of 5 average rating, 48 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!

Guest favorite

A snow-covered landscape is shown, with a view of the building housing the condo on the left. Ski lift towers rise in the distance, surrounded by trees. The clear blue sky offers a bright backdrop, emphasizing the winter setting.

Condo in Mercersburg

4.97 out of 5 average rating, 34 reviews

Cozy, renovated Ski & Hiking Getaway - Whitetail

The mountains are calling! NEWLY RENOVATED, Ground Floor Access, Slope Side 2 Bedroom Condo! Brand new hardwood floors, all new furniture & paint, but same good old mountains and amazing views! Ski in / ski out! It's a dream mountain getaway for skiing, hiking, fishing, and mountain biking as a family. Wake up, put on your skis, and ski down to the chairlift! Ski home from the top of ski lifts. A perfect family retreat & getaway. Our units have almost all 5-star reviews.

Guest favorite

An expansive outdoor deck features a large wooden dining table and benches, providing ample seating for meals. A gas BBQ grill is positioned nearby, with a charcoal grill and the backdrop of lush green hills and ski lifts visible in the distance.

Townhouse in Mercersburg

4.91 out of 5 average rating, 91 reviews

Best Rental Property on the Resort

Our place has fast internet and great outdoor activities nearby. In summer, guests enjoy two king bedrooms plus a spacious room with a queen pull-out and air mattress that doubles as a second family/TV room. Community amenities include a seasonal pool, hot tub, fishing, tennis, golf, hiking, and biking. Nearby: kayaking, breweries, historic forts, and battlefields. Note: this is a five-bedroom home, but the two bunk rooms aren't listed outside winter, as they lack AC.

Top guest favorite

An inviting living room features a central seating area with a red sofa, armchairs, and a coffee table. Large windows allow natural light to fill the space, highlighting the wooden beams and stone fireplace. A cozy rug adds texture to the hardwood floor.

Home in Frederick

4.96 out of 5 average rating, 26 reviews

Basecamp Frederick Lodge - Forest Retreat

Rest, relax, and enjoy the outdoors at this peaceful, updated log cabin adjacent to the Frederick Municipal Forest & Watershed. Basecamp Lodge is designed to be a retreat for outdoor enthusiasts (cyclists, runners, hikers, etc) interested in coming to the area for a little slice of nature. We welcome families, small groups, teams, and anyone who wants a little slice of nature. NOTE: This is an older house. Please read full property info & rules before booking.