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

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

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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

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

4.82 out of 5 average rating, 79 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 second 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!

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

4.84 out of 5 average rating, 49 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

4.93 out of 5 average rating, 117 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.

Guest favorite

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, 6 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.

Home in Big Pool

New place to stay

4(5) bedroom and 3 bath house

Relax at this peaceful place surrounded by history and mountains. Enjoy the pool and oversized hot tub. Fully equipped kitchen with modern appliances. Free WiFi and smart tv for your streaming needs. Washer and dryer available. Private patio to enjoy your morning coffee or evening drinks. Nearby attractions include, Whitetail Ski Resort, Antietam National Battlefield, Jonathan Hager house, Civil War trails, C&O Canal, Fort Frederick State Park and local farms and orchards (seasonal) and more.

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.

An inviting living area features a light-colored sofa accented with textured cushions. A rocking chair is placed near a window, allowing natural light to fill the space. The room includes a flat-screen TV mounted on a stone fireplace, with decor elements enhancing the cozy ambiance.

Townhouse in Mercersburg

4.78 out of 5 average rating, 32 reviews

Hike, Bike & Ski: Mtn-View Gem in Mercersburg

Mountain Views | Pool + Tennis | Hiking & Biking Paradise Enjoy the best of summer in the mountains at ‘Ridgetop Retreat’! This inviting 2-bed, 1-bath vacation rental townhome in Mercersburg offers fresh air, scenic trails, and family-friendly fun. Located in the peaceful Blair’s Ridge Community, you’ll have access to a seasonal outdoor pool and tennis courts. After a day exploring the great outdoors, fire up the grill and dine al fresco on the deck with sweeping views of the ridge!

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, 35 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.