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

Cottontail Cottage |SAUNA | Peaceful backyard
Quiet and peaceful cottage in a beautiful setting. Located on 6 acres adjacent to the Shelburne Pond Nature Reserve and only 15 min to the Church Street Marketplace in downtown Burlington. Enjoy the sunrise over the hills behind the cottage and sunsets over the Adirondacks to the west. Sit in the chairs or chaise lounge in the private backyard listening to the birds or relax in the shared sauna after a day of skiing or snowshoeing. (The sauna is available by reservation to ensure your privacy.)

The Loft at The High Meadows
Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

200 acre Stowe area Bunkhouse.
Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

Slopeside Condo - Elegant & Cozy - Alpine/XC Ski
Impeccably clean and well-appointed, this compact condo is perfect for wedding guests and mountain bikers alike. Short walk to Bolton Valley Resort Base Lodge & Sport Center amenities. Just up the road from The Ponds and Timberline venues. After a day of adventure, cook your favorite meal in the fully-equipped kitchen or take a relaxing bubble bath in the spotless bathtub. Burlington 35 mins; BTV Airport 35 mins; Waterbury 18 mins; Richmond 18 mins; Sugarbush Resort 45 mins; Stowe Mtn Resort

4-Season Treehouse @ Bliss Ridge; Best Views in VT
thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Off Grid Vermont Cabin-Hike-Write
An off grid cabin in the hills of Vermont with a spectacular view of Camel's Hump. Not for everyone, (no running water, spotty cell service) but if you want quiet, beauty and solitude, this place is for you. A writer-hiker's dream. If it's chilly, the cabin's heated. There's also an ice pack (provided) fridge, propane stove, solar electricity for lights, composting toilet (no smell. Really), pots, cooking utensils, dishware etc We allow one dog (only ONE, please!) for a fee $25 per stay.

Cozy Country 1825 Farmhouse
Serene farmhouse with 14 acres of nature with pond view from your room. Super comfortable tempurpedic queen bed. First floor suite off main house with private entrance and deck with seating. Private attached his and hers bathroom. In room basic kitchenette (mini frig, microwave, keurig). Ideal for those seeking comfort, safety & nature, but 9 miles to Burlington and 5 mins to shops & restaurants. We are in a part of Essex that is rural (the village, Essex Junction is more of a city.)

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, Summer Concert Series: "Live Music on the Lawn," 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.

Slopeside Bolton Valley Studio
Bright and charming studio at Bolton Valley Resort. Ski, ride, snowshoe, bike, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come inside to your home away from home. It has a king size bed, full kitchen, TV, and bathtub. Ideal for couples and solo travelers. Not suitable for animals or children.

Meadow Woods Cabin, private, cozy and unconnected
Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

Spacious Eco-Friendly Stowe Home for Family Fun
Vacation/Work Remotely or both in this 5 BR and 5 BA gorgeous mountain eco-friendly home. FIBER 100 meg symmetrical wifi, a quiet workspace with desk, monitor, and printer. Fully stocked kitchen, ping pong, fire pit, large family space but quiet spaces too, and 3 ensuite bedrooms! Conveniently located close to town and a short drive to skiing. This is a great family space to reconnect or a space to work remotely for a change of pace.

Cozy Cabin
Cabin located across from Macomb State Park providing access to cross country skiing. 30 minute drive to Whiteface Mt. Ski Area. Sleeps 4 with 2 twins and a double in upstairs loft. Fully furnished kitchen, bath with shower. Quiet space. No smoking indoors. No cats. Dogs allowed but must be well behaved and stay off of the furniture and bedding. Check-in @ 3 PM and beyond. Checkout at 11 AM.
Popular amenities for Bolton ski-in/ski-out rentals
Ski-in/ski-out house rentals

Spectacular Views in Greensboro/Glover House!

Captain Tom's Cabin - Secluded Vermont Getaway

Cozy Mountain Home w/Million $ View

Modern Farmhouse on 25 Acres - Superb Views

Charming Sugarbush Standalone Condo

1797 Vt Farm House See the Stars!

The Maple Lodge at Lake Elmore

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub
Family-friendly, ski-in/ski-out home rentals

Quiet Smuggs Retreat Ski in/out

2-bedroom Condo at Bolton Valley

Mountainside condo at Sugarbush!

Carolyn's Rustic Modern Chalet

Wilderness Slopeside Retreat

Modern loft - ping pong / ski in, ski out

Bolton Nature Trail Mountain Condo

*Winterspell* Ski/Ride/Bike/Relax
Ski-in/ski-out cabin rentals

Killington Golf&Mtn Biking. Hot tub & Fireplace!

Custom Cabin, Stowe/Montpelier (Family Bunk Room)

THE CABIN....a Vermont log home

Dream Cabin in Vermont

Beautiful timber frame, off-grid, hike-in

The Gourmet Cabin at Stitchdown Farm

Modern Forest Retreat in Vermont Woods

20 Sided Backwoods Getaway
When is the best time to visit Bolton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$74,531 GYD | G$69,925 GYD | G$48,990 GYD | G$34,335 GYD | G$46,477 GYD | G$41,872 GYD | G$51,083 GYD | G$52,130 GYD | G$51,293 GYD | G$57,573 GYD | G$52,339 GYD | G$75,369 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Quick stats about vacation rentals that are ski-in ski-out in Bolton

Total vacation rentals
Explore 30 vacation rentals in Bolton

Nightly prices starting at
Bolton vacation rentals start at G$10,468 GYD per night before taxes and fees

Verified guest reviews
Over 2,430 verified reviews to help you choose

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

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Bolton vacation rentals include wi-fi access

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

4.9 Average rating
Bolton stays are highly rated by guests—averaging 4.9 out of 5!
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- Ski-in/ski-out rentals Chittenden County
- Ski-in/ski-out rentals Vermont
- Ski-in/ski-out rentals United States
- Sugarbush Resort
- Jay Peak Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Pico Mountain Ski Resort
- Jay Peak Resort Golf Course
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Pump House Indoor Waterpark
- Northeast Slopes Ski Tow
- Cozy Cottages & Otter Valley Winery
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Burlington Country Club
- Country Club of Vermont
- Val Caudalies - Vignoble & Cidrerie
- Vermont National Country Club
- Lincoln Peak Vineyard
- Shelburne Vineyard
- Domaine du Ridge
- Boyden Valley Winery & Spirits
- Snow Farm Vineyard & Winery