
Ski-in/Ski-out vacation rentals in Bolton
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Top-rated ski-in/ski-out rentals in Bolton
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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 & well-appointed, this compact condo is perfect for Alpine, Nordic & Backcountry skiing/snowboarding at Bolton Valley. Wilderness Lift behind condo building. Short walk to Base Lodge & Sport Center. Short drive to The Ponds & Timberline. 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 & Stowe 50 mins.

4-Season Treehouse @ Bliss Ridge; Best Views in VT
Insulated, 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. Fabulous “Jotul” 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.)

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!

Home Run condo near Toll House base
Newly renovated 1 bedroom condo, Located at Toll House base area in the Original Lodge building near Stowe Mountain Resort. Ski-in/out access in the winter (weather dependent with a 5-min flat ski to the Toll House Lift). Swimming pool, tennis courts and hiking trails in the summer. This cozy one bedroom condo comes with a fully equipped kitchen, living room with gas fireplace, washer & dryer, and private ski storage outside of the unit.

Chic Mountainside Studio at Bolton Valley
Ski and stay in style at Bolton Valley Resort in our newly renovated condo with tons of amenities! The "Snowlight Suite" is a chic ski in ski out studio in the heart of the base area village featuring a private balcony with stunning views, sleeping for four and a full kitchen. Ski, ride, hike and bike steps from your door. Conveniently located within 30 minutes of Burlington and Waterbury Center.

Spacious, Private Apartment w/ Mountain Views!
Renovated Mid-century meets farmhouse. Relaxing and comfortable first floor apartment full of natural light and mountain views. Once a barn carefully reconstructed into two apartments. A true rustic Vermont experience as you relax after a day of skiing, hiking, mountain biking, or simply enjoying the beauty of the Mad River Valley. The perfect Vermont getaway.

The 1865 Carriage Barn - Cozy w/Fireplace & Sauna
Welcome to The 1865 Carriage Barn, a historic and cozy farmhouse retreat on 6 peaceful acres next to the Shelburne Pond Nature Reserve. Enjoy vaulted ceilings, exposed beams, a gas fireplace, full kitchen, and a private porch with hill views. Relax in the outdoor sauna (by reservation) after a day of skiing, hiking, or exploring Burlington—just 15 minutes away.
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

Spacious Eco-Friendly Stowe Home for Family Fun

Charming Sugarbush Standalone Condo

1797 Vt Farm House See the Stars!

The Maple Lodge at Lake Elmore
Family-friendly, ski-in/ski-out home rentals

Quiet Smuggs Retreat Ski in/out

Ski In/Ski Out with upgrades!

Bolton main lodge family condo ski in/ski out!

Vaulted ceiling Chalet Apartment

Bolton Valley Nature Trail Mountain Condo

Modern loft - ping pong / ski in, ski out

Cozy Cabin

Ski-In Ski-Out Toll House Lift
Ski-in/ski-out cabin rentals

Custom Cabin, Stowe/Montpelier (Family Bunk Room)

Lakefront-Mountain View Lodge on Lake Champlain

Beautiful timber frame, off-grid, hike-in

The Gourmet Cabin at Stitchdown Farm

Modern Forest Retreat in Vermont Woods

20 Sided Backwoods Getaway

Cozy 4-season Cabin on Pond - "East Cabin"
When is the best time to visit Bolton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$74,440 GYD | G$69,839 GYD | G$48,929 GYD | G$34,292 GYD | G$46,420 GYD | G$41,820 GYD | G$41,820 GYD | G$41,820 GYD | G$38,684 GYD | G$57,503 GYD | G$52,275 GYD | G$75,276 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 40 vacation rentals in Bolton

Nightly prices starting at
Bolton vacation rentals start at G$10,455 GYD per night before taxes and fees

Verified guest reviews
Over 2,510 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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
- Jay Peak Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Jay Peak
- Whiteface Mountain Ski Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Stowe Mountain Resort
- Fairbanks Museum & Planetarium
- Kingdom Trails
- Boyden Valley Winery & Spirits
- Shelburne Vineyard
- Shelburne Museum
- Snow Farm Vineyard & Winery
- Lake Champlain Chocolates
- Waterfront Park
- Middlebury College
- Elmore State Park
- Warren Falls
- Cold Hollow Cider Mill




