
Ski-in/Ski-out vacation rentals in Pomfret
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Pomfret
Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

Killington-Pico ski in/out Studio at base of Pico
At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

Breadloaf Hut. Glamping, hiking, biking, foliage
Hiker, writers’, 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.

Stylish Cabin in Dorchester
Enjoy peace and quiet in the woods of Dorchester, at the foothills of the White Mountains! Elevated treehouse-style Cabin approximately 600 feet from the owner's main house. Tucked in the woods you will enjoy nature surrounded by moose, bear, deer, ermine, and more, while being only 15 minutes away from Plymouth. Close to Rumney Rocks climbing and countless hiking trails. Direct access to the amazing Green Woodlands for mountain biking in the summer and cross-country skiing in the winter.

Midcentury Hillside Retreat - Summer Paradise
Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.

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.

Family Escape- rural peace & quiet on a farm
Easy access from the highway! Your cozy, authentic Vermont country stay awaits! We invite you stay in our farmhouse to relax and unwind. We're located only 10 minutes from exit 2 off of 89. Close to Woodstock, Norwich, Lebanon, Dartmouth/Hanover. Enjoy our beautiful valley and our historic farm rich in natural resources. Our farm is well known in the Upper Valley for its round barn, a 10 sided remarkable structure built as a dairy barn in the early 1900's.

Yurt In The Woods - Private Refuge
The Yurt In The Woods is 30 ft in diameter - 700 spacious sq. ft. It's surrounded by trees and has a yard. 2 night stays required for Weekends. October 6th and 12th are currently vacant if you want a fall foliage trip. There is a "one" night stay fee of $50 Allowed 2 dogs with the agreement to my animal policy & $50 fee WiFi 1,000 megabits per second a fiber network Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available May - October

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.

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails
Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy gas fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

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.

Beautiful Spacious Condo at Killington Resort
This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

Cozy Mountain Condo
Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858
Popular amenities for Pomfret ski-in/ski-out rentals
Ski-in/ski-out house rentals

Captain Tom's Cabin - Secluded Vermont Getaway

Fish, Bike, Golf, or Hike!

Ski On/Ski Off Condo Pico/Killington Mountain

Ski-In/Ski-Out Hike Okemo Mountain Condo

CozyDen - AC, Grill, Bike to Mountain!

Modern Farmhouse on 25 Acres - Superb Views

Luxe 4BR w Incredible View & Game Room!

Classic VT Ski Chalet - Walkable to Okemo Ski Lift
Family-friendly, ski-in/ski-out home rentals

Lovely Trailside 2 Bedroom Townhouse

Cozy Mountain Condo - Ski In/Ski Out

Okemo Mountain Retreat

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Ski-in / Ski-out 3BDR+ Killington Condo at Sunrise

Winterplace - Steps away from Slopes

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

Snow Better Place: Perfect for 2. Hot Tub
Ski-in/ski-out cabin rentals

Killington Golf&Mtn Biking. Hot tub & Fireplace!

THE CABIN....a Vermont log home

Modern Mountain Cabin at The Innstead

The Cozy Little Red Cabin

Treehouse Cabin in Dorchester

SKI ON/OFF Spruce Glen Cabin 1 AC Sauna Fireplace

Beautiful timber frame, off-grid, hike-in

The Gourmet Cabin at Stitchdown Farm
Quick stats about vacation rentals that are ski-in ski-out in Pomfret

Total vacation rentals
Explore 20 vacation rentals in Pomfret

Nightly prices starting at
Pomfret vacation rentals start at $100 per night before taxes and fees

Verified guest reviews
Over 130 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Pomfret vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pomfret rentals

4.7 Average rating
Pomfret stays receive an average rating of 4.7 out of 5 from guests
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- Ski-in/ski-out rentals Windsor County
- Ski-in/ski-out rentals Vermont
- Ski-in/ski-out rentals United States
- Squam Lake
- Stratton Mountain
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- Fort Ticonderoga
- Ragged Mountain Resort
- Dartmouth Skiway
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- Dorset Field Club
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- Hooper Golf Course
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
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- Baker Hill Golf Club
- Fox Run Golf Club
- Montshire Museum of Science
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