Ski-in/Ski-out holiday rentals in Rensselaer County

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

Top-rated ski-in/out rentals in Rensselaer County

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

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Guest favourite

Apartment in Hancock

4.95 out of 5 average rating, 58 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Jiminy's GEM is everything you're looking for! The location is absolutely prime- steps from the highspeed 6pk lift with your balcony overlooking the beautiful mountain & apres fire pit. Enjoy 3 bdrms/3 full baths with enough beds to accommodate numerous families, sleeping a total of 10 people. Take advantage of a heated pool, hottub & gym when you're not enjoying the mountain. Summer and Leaf Peeping season are equally as entertaining and enjoyable. Let us make your trip better than imagined!

Superhost

Home in Hancock

4.89 out of 5 average rating, 9 reviews

Comfortable Berkshires retreat on mtn resort, SISO

Once a retreat for an NYC real estate family, this grand yet comfortable place in Jiminy Peak has retained the feel of a chalet: perfect after a ski/hike/bike through the beautiful mountains around it. 4 bdrs allow your group to space out, and a great room with 20 foot high ceilings extends through the dining area. Convenient to many Berkshires spots (Tanglewood, museums, etc.), a 2nd living room, fireplace, jacuzzi, and access to slopes, hot tubs, heated pool & gym complete the perfect getaway.

Guest favourite

Apartment in Hancock

4.85 out of 5 average rating, 151 reviews

Cozy Condo @Jiminy Peak

Nestled in the majestic Berkshire mountains, this Cozy Condo is a home away from home! It features 2 bedrooms with closets & dresser space. The master bedroom connects to a full bathroom and has a TV for when it's time to unwind in the comfort of bed! The fully equipped kitchen/dining area opens into a spacious living room. It's the perfect place for evening gatherings with friends or a romantic night in front of the fireplace! Free access to 2 heated pools, hot tubs, sauna & fitness center.

Top guest favourite

Townhouse in Hancock

5 out of 5 average rating, 17 reviews

Serene+Stylish Mountain Retreat

Our beautifully-designed, comfortable, much-loved townhome is great for families or friends wanting an escape to the Berkshire mountains. Located up the hill from Jiminy Peak Village Center, the home has 4 bedrooms over 3 floors, an open plan living space, updated kitchen, family room, and new deck. A short walk to the slopes in winter and use of Jiminy Peak resort pools in the summer make it a year-round destination. Book your stay and find out why once you are here, it’s so hard to leave!

Guest favourite

Home in Hancock

4.92 out of 5 average rating, 26 reviews

Summertime at Left Bank Lodge

Welcome to the Berkshires and all that Jiminy Peak has to offer. This spacious townhome has all that you need for the perfect getaway, Winter, Spring, Summer and Fall. Bring the whole family and all the friends because there is more than enough room for everyone. Enjoy 3 floor living with 4 bedrooms, 3 full baths, fully equipped kitchen, 2 living rooms with fireplace and brand new trex deck with views for days. Skip the hassle of parking and take advantage of skiing right out your door!

Top guest favourite

Townhouse in Hancock

5 out of 5 average rating, 43 reviews

Mountainside Condo @ Jiminy Peak in the Berkshires

Treat yourself to our mountainside getaway! This super clean and spacious condo is just a short walk to the slopes and has all the necessities with plenty of extras including: new king bedroom set, new appliances, new tv, Nintendo Switch, washer/dryer, 2 parking spots, private ski locker at JJ's Lodge, and free access to Jiminy's outdoor heated pool, hot tub and gym. Ski until 10pm then leave the crowds behind and relax by our fireplace with Netflix, Spotify, Prime, etc. You’ll love it!

Guest favourite

Flat in Hancock

5 out of 5 average rating, 10 reviews

Artsy loft near MassMoCA with pool and hot tubs

This ski-in/ski-out loft at Jiminy Peak offers all of the amenities you could ever possibly ask for! A spacious 1 bedroom loft that sleeps up to 4 (1 Queen Bed, 1 Pullout Couch) is stylish and comfortable. We are the new owners and we are regularly updating the furniture and decor. A full kitchen, full bathroom with tub, ski locker / equipment storage, laundry in unit, dedicated parking spot, access to 2 pools and 2 hot tubs, a sauna, skiing, mountain cart, ropes course, and more!

Guest favourite

Flat in Hancock

4.92 out of 5 average rating, 13 reviews

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4

Welcome to the Woodlands. This unique Suite lies right on Jiminy Peak Mountain within the Country Inn. 1st Floor, mountain views, private parking in gated lot on Jiminy. No detail was missed in this adorable 1BR 1 BA Suite which Sleeps 4 comfortably with its King Bed and Pull out Queen Sofa in main room along with Kitchenette and Full Bath. Located in the BEST location At Jiminy - The Country Inn at the base of the mountain, you need to see this suite to believe it.

Guest favourite

Holiday home in Hancock

4.96 out of 5 average rating, 24 reviews

Ski in/Ski Out - Building 1 Condo at Jiminy Peak

Book today and spend your ski days only steps from the lift! Get first tracks or even night ski from this one bedroom condo in Building 1 at The Country Inn at Jiminy Peak. Private parking, kitchenette, and all of the comforts of home. Visit any season to explore this beautiful Berkshire mountain. Enjoy private, gated parking, walk to the country store to get essentials, and even rent equipment right at the mountain. A family-friendly condo with food options for all.

Guest favourite

Flat in Hancock

4.97 out of 5 average rating, 38 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.

Guest favourite

Apartment in Hancock

4.92 out of 5 average rating, 65 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

Rent your very own condo in the Country Inn at Jiminy Peak Mountain Resort.This unit is just steps away from the entrance and your ski locker. Ski in/out and never have to move your car! Spectacular view of the mountain from your windows, close to all the amenities the resort has to offer. The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and restaurants. The perfect mountain escape.

Guest favourite

Apartment in Hancock

5 out of 5 average rating, 8 reviews

Condo Resort at Jiminy Peak Ski Mountain's Base

Nestled in the Berkshire Mountains at the base of Jiminy Peak Ski Mountain, this resort takes "weekend getaway" to a whole new level! No matter what time of year that you choose to visit, you will never run out of things to do. Enjoy clean and spacious rooms and amenities that include an indoor/outdoor swimming pool, sauna, convenience store, massage services and laundry facilities.