
Ski-in/Ski-out holiday rentals in Pomfret
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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.

Cozy cottage near Killington & Sugarbush
Escape the real world at this charming and cozy cottage tucked away in a corner of 17 acres of rolling grassy hills. Take in the unmatched views of the hollow from the living room or wrap-around porch. Endless nearby trails for hiking/biking/xc skiing, and Rochester's stores, cafes, and restaurants are less than 10 minutes away. Grocery store, berry picking, lakes, swimming holes, golfing, restaurants, breweries, and wineries all within an easy drive. Killington/Sugarbush both ~35 minutes away.

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.

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.

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.

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

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!

Elegant Alpine Condo
Newly renovated 1-bedroom Whiffletree condo with an upscale alpine feel—just minutes from the slopes, access road, and snow tubing. Fully stocked with essentials and includes a ski locker for your gear. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Sleeps up to 4 with a king bed and queen pullout sofa. Killington Reg #007718

Cozy Condo- Close to Mountain, Ski home trail
Experience Killington like never before with our ski-home condo and a free 5min shuttle ride to the mountain on winter weekends. Our home is the perfect location to experience all that Killington has to offer. It has a free shuttle and a ski home trail. As well as quick and convenient access to Killington's great nightlife including restaurants, shopping, bars, and entertainment.

CozyDen-Location, Fireplace, Ski Off/Shuttle On!
Welcome to our cozy 1-bedroom condo in Killington, VT! Ski off and shuttle on, close to everything including biking and golfing. Enjoy the wood-burning stove, comfortable furnishings, and well-equipped kitchen. Rest well in the king bed and explore the slopes, trails, and golf courses nearby. Relax on the porch or by the fire. Your perfect Killington getaway awaits!
Popular amenities for Pomfret ski-in/ski-out rentals
Ski-in/ski-out house rentals

Ski home to Trail Creek!

Ski On/Ski Off Condo Pico/Killington Mountain

Ski-In/Ski-Out Hike Okemo Mountain Condo

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Modern Retreat next to Mountain Top Inn,Killington

Charming Sugarbush Standalone Condo

Peaceful condo at Okemo - Direct Ski Access

Upper Valley Shaker-Style Home, close to Dartmouth
Family-friendly, ski-in/ski-out home rentals

Lovely Trailside 2 Bedroom Townhouse

Cozy Mountain Condo - Ski In/Ski Out

Walk to Lifts * Hot Tubs & Pub * Sleeps 4

Ski-in Ski-Out Cozy Mountainside Condo

Northlands at Trail Creek

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

Cozy Slopeside Studio at Pico

The ultimate ski in/ski out condo
Ski-in/ski-out cabin rentals

Killington Golf&Mtn Biking. Hot tub & Fireplace!

The Grateful Barn

THE CABIN....a Vermont log home

The Cozy Little Red Cabin

Blue Cozy Ski House

Beautiful timber frame, off-grid, hike-in

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

Total holiday rentals
Explore 20 holiday rentals in Pomfret

Nightly prices starting at
Pomfret holiday rentals start at $173 NZD per night before taxes and fees

Verified guest reviews
Over 130 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Pomfret holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
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- Whaleback Mountain
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Dorset Field Club
- Fox Run Golf Club
- Lucky Bugger Vineyard & Winery
- Northeast Slopes Ski Tow
- Autumn Mountain Winery
- Country Club of Vermont
- Ekwanok Country Club
- Mount Sunapee Resort
- Montshire Museum of Science




