Ski-in/Ski-out vacation rentals in The Berkshires

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

Top-rated ski-in/ski-out rentals in The Berkshires

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

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Guest favorite

Condo in Dover

4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

Escape to the mountains & stay in our fully equipped 2 bedroom (ski in/out) condo. Enjoy the wood burning fire (wood provided), smart TV & boardgames as well as the fabulous Seasons on Mt Snow facilities where you can relax in a hot tub, pool or sauna. Our ski in/out location is the best on the mountain between the main face & Carinthia Freestyle Park! See below for info on activities in the warmer months which include hiking, biking, scenic rides, lakes, golf, camp, a spa & the fall colors!

Guest favorite

Condo in Dover

4.91 out of 5 average rating, 104 reviews

Sunsil Loft@MountSnow-All Seasons Fun. Ski/Pool

Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, out loft is your perfect home base in the Green Mountains.

Top guest favorite

Condo in Stratton

4.98 out of 5 average rating, 41 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

Mountain Watch is one of the most sought after locations in Stratton due to its proximity to the lifts, shops and restaurants. This comfortable ski-in, ski-out home is well suited for family getaways and ski trips with close friends. Tasteful furnishings, wood burning fireplace (free wood) and lift and mountain views from the deck and living room await your stay here. Comfortably sleeps 7, but can fit 8. "Single" bed in king bedroom is a sleeper chair, appropriate for a child or small adult.

Guest favorite

Condo in Dover

4.95 out of 5 average rating, 57 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

True ski in ski out ground floor condo w/ private entrance. Wood burning fireplace, wood included! King size bed in master, true Queen murphy bed, 1-memory foam cot, plus air mattress. Fully stocked & functional kitchen, including Keurig & Mr. coffee. Full bath w/blow dryer. Seating; kitchen counter, expandable table, wine barrel bar top. Walk out the door & down the steps to the NEW Sundance high speed lift. Take the Seasons trail home. Brand new state of the art Sports Center included.

Superhost

Condo in Dover

4.82 out of 5 average rating, 11 reviews

Mt. Snow Ski in/Ski out condo/tennis/pickle courts

2 bedroom ski in/ski out condominium. Full kitchen, large screen TV's, cable, wifi, and fireplace. Literally ski onto and off your private deck on this quiet ground floor walkout. When your done skiing enjoy a Full amenities center with a kids play area, x-box, swimming pool, hot tubs, and 24 hour gym access. Kitchen has coffee maker, garbage disposal, granite countertops. 2 Bathrooms. Master bedroom-King bed Second Bedroom-bunk bed (Twin over Full). Pullout couch with comfortable mattress.

Top guest favorite

Condo in Hunter

4.96 out of 5 average rating, 251 reviews

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace

Best Ski In/Out Location steps to Ski Lifts & Base Lodge! Immaculate, Spacious with Beautiful Views of Hunter Mnt. All Winter Activities Right there: Skiing, Snowboarding, Snow Tubing. ~Enjoy a Private Deck w/2 Lounge Chairs ~Full Kitchen ~Winter Gear Outdoor Closet ~Front Parking Pass Other Nearby Attractions: Zipline, Skyride, Kaatskill Club, Kaaterskills Falls. Top Safety & Cleanliness: -Self Check-in/out -AirFilter Unit w/UV-C Light & Ionizer -Diffuser w/Essential Oil -Deep Sanitizing

Superhost

Condo in Vernon Township

4.92 out of 5 average rating, 119 reviews

Perfect Retreat! Ski in/out, hot tub, bike races.

Gorgeous front-facing unit at the Appalachian Lodge at Mountain Creek. Steps from ski lifts, waterpark and year round outdoor pool / hot tubs. Ski locker, indoor garage. Skiing/snow tubing to mountain biking/horseback riding/farms/hiking/golf/water park & more! The Appalachian is your perfect base to explore Vernon, Sussex and nearby Warwick, NY. Renovated 1 bdr condo w/king bed, sleeper sofa, balcony, gas fireplace - the perfect getaway for a couple or small family. 1 hr to EWR or LGA.

Superhost

Condo in Londonderry

4.93 out of 5 average rating, 29 reviews

Magic Mountain Trailside Condo Ski In / Ski Out

This Property is a 1 BR, Trailside Condo with Ski In / Ski Out Trail Access. 1 of 2 units with a private entrance and no units above or below. The layout includes 1 BR, 1 BA, open kitchen, living/ dining room. The sliding glass doors in the living room leads to a private deck and access to the mountain trails. Take advantage of this year round getaway location with mountain views, hiking, ski/ snowboarding, golf, disc golf, fishing, SUP, kayaking, live entertainment, shopping and dining.

Guest favorite

Condo in Stratton

4.94 out of 5 average rating, 170 reviews

Updated Ski in/Ski out Stratton Condo!

Enjoy our cozy ski-in ski -out condo in the Ober Tal complex at Stratton. This newly renovated condo offers a warm, welcoming stay with modern farm house charm! Located just above the base of the mountain, our condo is a stones throw from the nearest lift ( 200 ft) and a ski lovers dream. Unwind after a long day of skiing/snowboarding or take convenient 5 minute stroll to the Village for a bite to eat or some shopping. *Mountain biking & concerts offered in the summer season.*

Top guest favorite

Condo in Vernon Township

4.94 out of 5 average rating, 145 reviews

Ski-In/Ski-Out @ Mountain Creek-Pool/Hot Tub/Sauna

NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Steps away from ski mountain & gondola ! Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

Guest favorite

Condo in Dover

4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

Guest favorite

Apartment in Hancock

4.97 out of 5 average rating, 37 reviews

Ski-InSki-Out Loft Lift&MT.Views

This ski-in, ski-out loft is located right at the base of the mountain in the Thatcher Lodge in the heart of the village at Jiminy Peak. Unmatched access to all of Jiminy Peak’s year-round activities. Skiing, mountain biking, hiking, tennis, swimming, fall foliage leaf peeping, shops, restaurants and the Mountain Adventure Park including the famous Mountain Coaster, Alpine Super Slide, Euro Bungy Trampoline, Soaring Eagle, Giant Swing, and climbing wall.

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What guests are saying

Hot tub | Shuttle | Ski back home!

5 out of 5 average rating, 13 reviews1 month ago

Four of us have stayed in 25 Vermont airbnb type places for ski trips in the last 35 years and this is one of the 5 best. The huge living room (comfortable even up to 8), the wood-burning fireplace, and the hot tub are the extra special features of the house. The backyard is very private and peaceful in case you plan to visit in the summer. There is a hawk nest within view of the hottub. Saying the kitchen is stocked with utensils is an understatement. We will return.

Home in Dover

What guests are saying

Mount Snow Chalet w/ Ski-Home Trail & Indoor Sauna

4.65 out of 5 average rating, 31 reviews2 months ago

The house was super close to the mountain The house had everything you could possibly need in the kitchen Three living rooms which was nice we were unable to turn the sauna on sadly Perfect ski house entrance with a lot of room the take everything off without tracking into the rest of the house Large table to eat and play games on I would definitely stay here again

Chalet in Dover

What guests are saying

Hunter Mountain Ski-In/Ski-Out Condo

5 out of 5 average rating, 4 reviews2 months ago

Great spot close to the mountain. Exactly as described and very nice amenities. Beds were great and rooms were spacious. Fire place is a great touch cheap wood available in town. Had everything you need for a little ski get away with friends or family. Steam room was also a nice addition. Felt great to get off the mountain and go in.

Townhouse in Lanesville

What guests are saying

A Village location, Steps to the Lifts & Village

4.98 out of 5 average rating, 46 reviews1 month ago

We loved staying at this property. The location is excellent for access to the village and the lifts. It is also cute to look out over the ice skating pond. It was clean, had all the kitchen amenities you would need to make food, and had fun ski-oriented decorations. It is also close to the hot tub and lounge area within the main building. It had everything we needed to make out ski weekend comfortable and memorable. Can't wait to stay again!

Condo in Stratton

What guests are saying

FULLY renovated 1 bed/1 bath ski in-out condo!

4.91 out of 5 average rating, 82 reviews3 weeks ago

My husband and I spent a long last winter weekend here. The condo was perfect for ski on/off and we enjoyed a day on the mountain. Though the weather wasn’t great the whole time, Brittany & Jen were quick to send recommendations for things to do, trails to hike and their favorite restaurants. So close to lots of great spots in this little mountain town. We would absolutely stay here again

Home in Dover

What guests are saying

Summertime at Left Bank Lodge

4.92 out of 5 average rating, 25 reviews1 month ago

This is the second year we have stayed at Morgan’s home, and it is spacious, welcoming, clean, and very well equipped! This year we had much better conditions than last year (snow!) and walked down the road and skied right on to the mountain. It’s a few minutes, but is not any worse than trying to find a parking space when there are none and walking up all of those steps! It was awesome! Morgan is attentive and communicative and our large family absolutely love staying and can’t wait to come back!

Home in Hancock

What guests are saying

Stunning 4/4, hot tub, shuttle, walk to trails!

5 out of 5 average rating, 8 reviews1 month ago

This place is fabulous! Just loved the decor and all amenities. Was super comfortable for our two families. The hockey game and hot tub were big hits! Kitchen had high appliances and everything you could need during your stay! Will absolutely be back. . Kelly was super responsive and helpful for all questions during booking and during our stay.

Home in Stratton

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