Ski-in/Ski-out vacation rentals in Vermont

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Top-rated ski-in/ski-out rentals in Vermont

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

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Guest favorite

Condo in Cambridge

4.93 out of 5 average rating, 111 reviews

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

Keep it simple at this peaceful and centrally located ski-in / ski-out studio in the ❤️ of Smugglers Notch Resort. • ground floor 480 sq/ft. • private deck • 5 minute walk to cafes/restaurant/convenience store • fully stocked and equipped kitchen • bike/walk/hiking trails • 🎿 ski-in / out location • extremely safe neighborhood * Smuggs charges a Daypass at front desk for use of pool and hot tub* “ If you are looking for a ski in / ski out it doesn’t get much better than this spot!” - Gabbie

Aug 6 – 13

G$30,289 GYD per night

Guest favorite

Hut in Ripton

4.94 out of 5 average rating, 133 reviews

Skylight Hut-glamping near hiking, biking, fishing

Hiker, gravel/mountain biker's paradise! Our quiet glamping retreat provides easy access to miles of wilderness. The hut has a cozy bed, kitchenette, and camping basics making for an easy and cozy getaway. Follow a trail to the Catamount Trail or drive a few minutes to the Long Trail. Enjoy miles of gravel biking from the door or go to Moosalamoo or Rochester for prime mountain biking trails. In the evening, sit on the deck under a blanket of stars and warm your toes by the fire. Paradise!

Jun 24 – Jul 1

G$17,374 GYD per night

Guest favorite

Condo in Ludlow

4.92 out of 5 average rating, 122 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the wood-burning fireplace*, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

May 1 – 8

G$19,489 GYD per night

Guest favorite

Condo in Stratton

4.94 out of 5 average rating, 138 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.*

Jun 6 – 13

G$27,219 GYD per night

Guest favorite

Condo in Warren

4.93 out of 5 average rating, 133 reviews

Another Day in Paradise at Sugarbush Mountain

Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.

Aug 8 – 15

G$22,904 GYD per night

Guest favorite

Tiny home in Hartland

4.95 out of 5 average rating, 144 reviews

Cabin on the Hill

Enjoy a stay in the hills of Vermont - glamping at its finest! A 5-10 minute hike UPhill to a secluded getaway in the heart of Vermont. Amenities include a quaint outhouse, a unique outdoor shower, a 2 burner outdoor gas stovetop and a fire pit to roast marshmallows. The 12x14 screened in cabin with ladder accessed loft sleeps 2 comfortably. Don't worry about bringing pots and pans - cabin is equipped with dishes and a water supply. Adjustable LED lights to light up the night.

Sep 21 – 28

G$19,308 GYD per night

Guest favorite

Home in Roxbury

4.9 out of 5 average rating, 157 reviews

Captain Tom's Cabin - Secluded Vermont Getaway

Welcome to Capt. Tom's Cabin. Nestled in the hills of Vermont with a beautiful view of the Green Mts., this 2-storey, 2 bedroom log house on 44 acres offers seclusion, serenity and privacy. Two large bathrooms, full kitchen, central heat, gas fireplace, pond and deck. Great for winter sports enthusiasts and nature lovers. Good wifi, dog-friendly with a fee. Please google and read Vermont's covid restrictions and agree to adhere to them before making a reservation.

Aug 21 – 28

G$30,642 GYD per night

Guest favorite

Condo in Richmond

4.95 out of 5 average rating, 184 reviews

Chic Mountainside Studio at Bolton Valley

After ski season, comes Vermont's gorgeous spring, summer and fall. From this chic mountainside retreat you'll enjoy beautiful vistas and the calming sounds of the babbling brook from the balcony. Step outside and there's so much to do: hiking & mountain bike trails, disc golf, swimming at Bolton Potholes and leaf peeping in the fall. This studio allows you to escape the hustle and bustle - but is still centrally located between Burlington and Waterbury/Stowe.

May 16 – 23

G$28,634 GYD per night

Guest favorite

Condo in Killington

4.81 out of 5 average rating, 140 reviews

1BR Modern Condo @ Whiffletree Ground Fl Walkout

PRIME BASE AREA LOCATION THE HOME → King Beautyrest mattress → Coffee/Tea/Cocoa Bar → Nintendo Wii + Games → Fully Equipped & Stainless Kitchen → Fast Wifi SKI IN / SHUTTLE OUT (2022: Winter Only; Weekends only) → Shuttle to Snowshed/K1 → Ski home on a gorgeous quiet ski home trail OFF SEASON → World Class hiking & biking on Killington Mountain OFF THE MOUNTAIN → Breweries → Antique Malls → Golf Courses → Quechee Gorge → Disk Golf → Llamas Petting

Sep 22 – 29

G$33,692 GYD per night

Guest favorite

Home in Craftsbury

4.89 out of 5 average rating, 211 reviews

Waterfront cabin

This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The owners of the property live in the main house. The cabin has access to the cross country ski trails of the Craftsbury Outdoor Center. Swimming dock on property with access to a canoe. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'.

Apr 17 – 24

G$27,502 GYD per night

Guest favorite

Condo in Ludlow

4.92 out of 5 average rating, 123 reviews

Okemo Ski-in/Ski-out, Steps to lift Condo

Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

May 14 – 21

G$20,437 GYD per night

Guest favorite

Cabin in South Royalton

4.95 out of 5 average rating, 127 reviews

Cozy 4-season Cabin on Pond - "East Cabin"

Take refuge in a cozy log cabin with abundant access to Vermont's Green Mountains and rolling foothills. A quick drive to Woodstock and Quechee, the cabin is located on quiet dirt road with beautiful south-facing views overlooking the town of South Royalton, just a mile away. Spring-fed pond is steps from the cabin, take a dip! Follow the trails through the woods and fields and enjoy this pristine piece of Vermont.

Oct 2 – 9

G$46,098 GYD per night