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Ski-in/Ski-out holiday rentals in Virginia

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

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Popular amenities for Virginia ski-in/out rentals

Ski-in/out house rentals

Top guest favourite
Home in Wintergreen Resort
5 out of 5 average rating, 17 reviews

Wintergreen condo ski-in/ski-out

DaranRating, 5 stars1 month ago
It was a beautiful place that felt like home. The owners were amazing and responded very quickly. We will definitely come back!
Top guest favourite
Home in Wintergreen Resort
5 out of 5 average rating, 18 reviews

Premiere 2 BR Getaway Ski In/Out Wintergreen Condo

RichardRating, 5 stars1 month ago
Could not be happier with this location. The photos don’t do it justice. Everything was just as described. The host proactively reached out, made herself available if we needed anything, and even created a little guide for recommendations. The whole place was spotless, so well maintained, and pride in ownership really showed. They even had coffee pods for coffee maker waiting in the kitchen. It was beautiful, peaceful, and safe. Thank you again.
Guest favourite
Home in Wintergreen Resort
4.94 out of 5 average rating, 50 reviews

Treeloft 17: Ski in/ski out – EV charger – 3BR/3BA

JulieRating, 5 stars1 month ago
We stayed here when our oldest graduated from law school. It was a great place for our family to celebrate her accomplishment together. The place was beautiful and our evening walk was one of our favorite memories. The only downside was our elderly mother (83 years old) had some issues getting up the stairs to the house. So if you have mobility challenged people in your family, you will need to be prepared to help them.
Superhost
Home in Wintergreen Resort
5 out of 5 average rating, 3 reviews

Perfect house

JosephRating, 5 stars2 weeks ago
We had an amazing stay at this beautiful condo in the mountains! The location is perfect for anyone looking to hit the slopes or tour the grounds – making it great destination year round. The condo itself is cozy, clean, and has everything you need for a comfortable stay. The kitchen was well-equipped, which made it easy to cook meals before heading out for the day. The beds were super comfortable, and we slept like babies every night! The host was incredibly helpful, providing us with all the information we needed for the resort, and even sent us local recommendations for dining and things to do in the area. Check-in and check-out were a breeze. Would definitely recommend this place to anyone looking for a relaxing, convenient, and picturesque retreat. We’ll be back next year for sure!
Top guest favourite
Home in Wintergreen Resort
5 out of 5 average rating, 59 reviews

Luxe Modern Retreat: Steps to Ski & Hike! Views!

ChristineRating, 5 stars1 month ago
The house was awesome! Clean, comfortable, parking, beautifully decorated. Bed rooms, kitchen and bathrooms were amazing and stocked well. The views were amazing! Loved the covered seating area outside. Beautiful. Highly recommend the house!
Top guest favourite
Home in McGaheysville
5 out of 5 average rating, 68 reviews

Designer Retreat- Family Friendly, Scenic Views

MorganRating, 5 stars1 week ago
Amazing place and it had everything we needed! Clean and comfortable. The bunk beds were a huge hit! We loved everything about our stay here!
Top guest favourite
Home in Wintergreen Resort
5 out of 5 average rating, 20 reviews

New Wintergreen Walk Slopes/Hot-tub/ Sauna/Pets OK

MollyRating, 5 stars1 month ago
Wonderfully cozy home for our peaceful and outdoorsy spring break getaway. The home was perfect for our family of four. The bedrooms are bright and cheery with comfy beds and linens. Great kitchen and kids really enjoyed the game room. Joshua was a great host, providing timely, clear instructions and a helpful electronic guidebook for enjoying the area. He was also very responsive and kind enough to provide us with a flexible check-in/out time since our stay was in the off season. Highly recommend the Snowflake Inn and look forward to a return stay.
Guest favourite
Home in Wintergreen Resort
4.96 out of 5 average rating, 27 reviews

Find YOUR Magic

RobRating, 5 stars4 weeks ago
such a beautiful mountain setting! plenty of room for our extended family, well equiped kitchen made it easy to cook too. Clearly a well loved and cared for home!

Family-friendly, ski-in/out home rentals

Home in Roseland
4.7 out of 5 average rating, 37 reviews

Tyro Slope Side Home Ski In/Out w/ Yr Round Views

KateRating, 5 stars27 months ago
We had a great stay! House is in a wonderful location and Eric provided timely check-in information. We love this area and will definitely be back!
Guest favourite
Chalet in McGaheysville
4.8 out of 5 average rating, 246 reviews

Mountainside getaway in the heart of resort

ShaquannaRating, 5 stars1 month ago
Mary and Chris’s property felt like home for us!! We loved the cabin feel, the spacious layout and the well stocked kitchen. We had more than what we needed, as far as dishes to create some magical meals. Thank you for hosting our family and we will be sure to return the next time we are looking some relaxation!
Flat in Roseland
4.82 out of 5 average rating, 235 reviews

Spacious 2 bedroom, 2 bath condo w/ full kitchen

SusanRating, 5 stars6 months ago
Great stay. Not updated, but extremely comfortable. Bed was great! We really enjoyed the fireplace. Everything we needed for a short stay. Small suggestion… get rid of the cable and tv and buy a smart tv for streaming. Thanks for a great stay and for allowing us a later checkout. Much appreciated.
Guest favourite
Home in Heathsville
4.9 out of 5 average rating, 82 reviews

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit!

ManuelRating, 5 stars4 months ago
We took a small vacation with my sister’s family and we loved the location. Our kids enjoyed the small play area in the basement with the arcade machine and foosball table. We cooked every night and they had all useful appliances. We used the Ninja air fryer and Keurig machine every day. Since we went in January after a snowstorm the road was a little hazardous to use and the lake was completely frozen, so we spent most times indoors. We did enjoy going to the dock and looking at the frozen lake. This will be a great place to visit during the summer, they had Kayaks to use and a nice dock to jump from and fish. We would definitely come back.
Guest favourite
Apartment in Wintergreen Resort
4.97 out of 5 average rating, 37 reviews

Breathtaking Views from The Ledges

LoganRating, 5 stars4 months ago
house was very well stocked for an Airbnb (games, kitchen stuff, household items, etc), having an onsite firewood supply was amazing as was being within walking distance of some of the slopes. Vivian's instructions were very clear on the check in/check out procedure and everything was described accurately. Would stay here again!
Superhost
Chalet in McGaheysville
4.78 out of 5 average rating, 119 reviews

Tree top home in Massanutten next to tubing

WilsonRating, 5 stars1 month ago
Beautiful home, spacious, it was a great peaceful getaway
Guest favourite
Cabin in Wintergreen Resort
4.92 out of 5 average rating, 37 reviews

Eagle's Lookout Retreat at Wintergreen Resort, VA

QuincyRating, 5 stars4 months ago
Family friendly location with outstanding views. Very close to slopes.
Apartment in Wintergreen Resort
4.78 out of 5 average rating, 18 reviews

Slope Side 2 Bed Condo. Location Location Location

CayleeRating, 5 stars4 months ago
We had the best stay! So incredible! SO CLOSE to the slopes (practically ski in/ski out) within steps to the main green slopes and can see one of the blue slopes right outside! We will be back! So thankful and had so much fun! Also had ski locker/closet right outside room so really easy with my 9 year old!

Ski-in/out cabin rentals

Superhost
Cabin in Wintergreen Resort
4.86 out of 5 average rating, 37 reviews

Bide-a-Wee- Hike the Trails! Close to the slopes!

KatieRating, 5 stars4 months ago
We had a great stay! This place had everything we needed in a great location.
Cabin in Wintergreen Resort
4.59 out of 5 average rating, 34 reviews

Cozy 'Hillside Hideaway' in Wintergreen Resort!

SaraRating, 5 stars4 months ago
We had a great time! A very clean and beautiful place, very convenient and close to the lodge area. Only downside was we had a bit of a hard time keeping the downstairs rooms warm.
Guest favourite
Cabin in Basye
4.96 out of 5 average rating, 69 reviews

CABIN by the Slopes with Mountain & Lake View

RonRating, 5 stars2 weeks ago
The place was exactly what was needed - a quiet getaway. The view from the deck was amazing. We had coffee there every morning and sat out talking in the evening.
Guest favourite
Cabin in McGaheysville
5 out of 5 average rating, 6 reviews

Modern~Close to Resort~Hot Tub~Game Room~Pets OK

RuthRating, 5 stars3 months ago
Loved the hot tub! The bedrooms are massive.
Cabin in Wintergreen Resort
4.86 out of 5 average rating, 35 reviews

A warm mountain top home, steps from the slopes.

JulieRating, 5 stars7 months ago
Steph's cabin was the perfect, serene retreat I needed. Everything was clean and comfortable, and Steph's instructions were so thorough I only needed to contact her once - and she responded immediately. The neighborhood is gorgeous and peaceful, I'll be back in the winter to enjoy some snow!
Cabin in McGaheysville
4.88 out of 5 average rating, 25 reviews

Four Season Treehouse Cabin - Massanutten

KaylaRating, 5 stars3 months ago
Loved the walkable proximity to the resort and ski lifts and so grateful that we were able to bring our dogs with us without another fee! They were really great about sending messages and everything was as described. Thank you!
Cabin in Mount Jackson
4.69 out of 5 average rating, 32 reviews

4 Br Mountain Retreat near Bryce with Speedy Wi-Fi

RickRating, 5 stars3 months ago
Second year in a row renting this house. It was great for our mixed group. Plenty of space and close to the slopes!
Guest favourite
Cabin in Basye
5 out of 5 average rating, 6 reviews

The Bluebird Cabin

KaterynaRating, 5 stars3 months ago
What a lovely cabin! Cozy, clean, secluded and peaceful. We enjoyed our long weekend with two little ones. The host provides some toys, which was very helpful to keep the kids entertained. One of the biggest advantages was also the proximity to the Bryce resort. Strongly recommend!

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