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

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

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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Superhost

Apartment 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 favourite

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.

Home in Mercersburg

5 out of 5 average rating, 4 reviews

Ski-in ski-out updated 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

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!

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 favourite

Apartment 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.

Townhouse in Mercersburg

4.77 out of 5 average rating, 31 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!

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 favourite

Apartment 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 favourite

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 favourite

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.

Flat in Downtown Baltimore

New place to stay

2 bedrooms/Conv, Ctr/free park.

Bring the whole family to this great place with lots of room for fun. Fabulous 2-bedroom, 2-bath condo, fully furnished, centrally located in Baltimore. Includes secure indoor parking (24/7), front desk service, gymnasium, and business center. Walking distance to Hippodrome, Baltimore Arena, Shock Trauma, Johns Hopkins, Harris Teeter, restaurants, and shopping. Ideal for professionals or visitors seeking convenience, comfort, and city living at its best!