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

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

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

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

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Guest favorite

A snowy landscape is presented, showcasing ski slopes and a bustling scene below. A quaint building serves as a backdrop, surrounded by skiers and snowboarders. Tables and chairs are visible, along with ski equipment neatly arranged, highlighting the active atmosphere accessible from the condo.

Condo in Hancock

4.93 out of 5 average rating, 102 reviews

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1

Ski-in,ski-out! Unbeatable location for all seasons! Closest condo at JiminyPeak to the slopes and lifts. Located right at base of Mt. in JJ’sLodge in the heart of JiminyVillage. Mere steps to BerkshireExpress HighSpeed 6pack! Amazing pano views of the slopes surround. Designated pkg space in owner’s pkg lot. Unmatched access to all JP’s year-round activities. Skiing,MtBiking,hiking,tennis,swimming,fall foliage leaf peeping, shops,restaurants,MtAdventurePark w/ famous MtCoaster&AlpineSuperSlide.

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Superhost

A tranquil exterior view of a single-story house, framed by lush greenery and vibrant flowers. A gravel path leads to the front door, which is flanked by a small set of stairs. Two satellite dishes are visible on the roof among the trees.

Home in Stephentown

4.8 out of 5 average rating, 92 reviews

A Magic Spot: Booking year round.

Springtime at The Magic Spot! It's beautiful. In the woods, with birds and tulips (1200), lilacs and lots of rare lilies. Perfect for families. Art and books in every room. Excellent kitchen. A perfect vacation house. Hiking/birding/guided mushrooming. Nearby State Park for swimming. Near Tanglewood, Mass Moca, Clark Art Inst. IMPORTANT: Weekday BASE PRICE $200 for 2 bedrooms. Additional bedrooms $50 per room . Summer weekends $300/entire house. Discounts available. We say: "Welcome Home!"

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Superhost

The exterior of the chalet features a charming front porch adorned with a railing, surrounded by colorful autumn foliage. A gravel parking area is visible, leading to a well-maintained lawn with seasonal flowers. Towering trees provide a natural backdrop to the serene setting.

Home in Hancock

4.84 out of 5 average rating, 58 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.

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Guest favorite

A spacious living area features an arrangement of dark leather seating and a wooden dining table. Natural light streams through sliding glass doors that open to a balcony. A stone fireplace adds character, while decorative plants and artwork enhance the inviting ambiance.

Condo in Hancock

4.95 out of 5 average rating, 73 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!

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Superhost

Two white Adirondack chairs are positioned on a green lawn, facing a sunset over a serene water view. A round fire pit stands nearby, surrounded by lush trees. Soft sunlight filters through the leaves, creating a peaceful outdoor atmosphere.

Home in Troy

4.76 out of 5 average rating, 168 reviews

Riverfront Rustic 1824 Mansion

Escape to magical sunsets on the Hudson. Soak in the pristine clawfoot tub. Viking pro-grade cookware for the chef in you. 6-burner gas barbecue. Cappucinos on balcony while the dogs run and the kids bounce safely on enclosed trampoline. Rambling 2-flr apt with original 1824 wide-plank floors and beams. Balcony for serene views over wine. Paddle canoe to historic Erie Canal by day. Nights around 2 fire pits on the grand lawn with friends. Many have loved this historic home --you will too!

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Guest favorite

Condo in Hancock

5.0 out of 5 average rating, 8 reviews

THE SLOPE slope-view Country Inn 1BR w/heated pool

Ski-In/Out Cozy Escape A top floor, slope-view condo-hotel unit at Jiminy Park Country Inn. A 1bedroom retreat, comfortably sleeps 4. Perfect Staycation Remote work in comfort while you find your family by the pool, on the mountain coaster, or on skis through the windows. Ask us for weekly and monthly discounts. Why Guests Love It Central in Berkshires- Museums & Festivals near-by Ski-in/out, night Skiing 7 days/week Year-round outdoor heated pool, in/outdoor jacuzzis On-site restaurants.

FamilyLocationHot tub

Top guest favorite

A peaceful scene reveals a winding road leading through a residential area with well-maintained homes. Snow-covered mountain slopes are visible in the background, flanked by trees that display early signs of changing seasons.

Townhouse in Hancock

4.92 out of 5 average rating, 115 reviews

Berkshire family getaway at Jiminy Peak!

Beautifully renovated space for a perfect getaway! Our home is a comfortable family space with ski-in/ski-out access to Jiminy Peak through an access trail at the end of our street, so you can skip the parking and shuttles. With four bedrooms spread over three floors for privacy, a brand new kitchen, and space to relax, there's room for everyone in your group to make the most of your time away. And with the charming towns of the Berkshires all around you, there's plenty to do all year round.

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Top guest favorite

The exterior of a townhome is shown covered in fresh snow, with a covered porch and white railing. Flanked by evergreen trees, the structure features a gabled roof and a single round window above the front entrance, adding character to the picturesque winter scene.

Townhouse in Hancock

5.0 out of 5 average rating, 43 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!

LocationFamilyHospitality

Guest favorite

A bright living area features a soft gray sofa with decorative pillows, complemented by a plush area rug. A coffee table holds decorative items, and a seating area includes a cozy recliner. Large windows allow ample natural light while providing views of the outdoors.

Apartment in Hancock

4.92 out of 5 average rating, 37 reviews

Gorgeous Zen Must-See Suite At Jiminy Country Inn

This is the MOST UNIQUE suite in the Berkshires, specially designed for an incredible experience. The Master Bedroom Features a King Bed, and the main room has a Queen Sofa bed for extra room. This Peaceful Suite features a luxurious massage chair, waterfall, color changing lights, Ionic Salt Diffuser, Zen Garden, and tons of surprises you just have to see. There is even a professional massage table in the closet! The King BR comes with Oil Diffuser, Sound Machine, Bamboo bedding.

ValueFamilyCheck-in

Guest favorite

The exterior of a cozy mountain cabin is shown, featuring a mix of wooden and siding materials. A grassy front yard is bordered by a wooden fence, and trees are visible in the background. The sky is bright with clouds, creating a welcoming ambiance.

Home in Hancock

4.98 out of 5 average rating, 42 reviews

Cozy Cabin in the Berkshire Resort

Cozy Cabin at Jiminy Peak – Perfect for Couples, Friends & Families Escape to the heart of the Berkshires at our charming single-level cabin nestled within the Jiminy Peak Ski Resort. Whether it’s a romantic retreat, a fun trip with friends, or a family vacation, our home is the perfect base to explore everything the region has to offer—from outdoor adventures, hiking, and lake swimming to mountain rides and world-class arts, music, and cultural events.

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Guest favorite

A cozy living area is presented, featuring a sofa, armchairs, and a coffee table. Large windows offer natural light, framed by soft curtains. A mirror reflects the space, enhancing the openness. A small dining area with bar stools is situated adjacent to the kitchen.

Condo in Hancock

4.92 out of 5 average rating, 26 reviews

Large one bedroom, two full bath, full kitchen

Located in the heart of Hancock's premier ski-resort, Jiminy Peak this lovely appointed self contained apartment is ski on, ski off the 45 runs of the mountain. Perfect for a cozy Fall getaway to leaf peep all of the beautiful Berkshires. Close to Williamstown, North Adams, Lee, Lenox, Pittsfield and more. This is a year round spot with loads of activities. Pool, jacuzzi, exercise room and two restaurants are on site.

LocationFamilyNearby

Guest favorite

A living area features a beige sofa with cushions, positioned beside a dark wood coffee table. Natural light enters through a large window with tan drapes, offering a view of grassy landscaping. A simple lamp stands next to the sofa, enhancing the cozy ambiance.

Condo in Hancock

4.92 out of 5 average rating, 85 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.

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