
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 treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works! No pets.

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 Bolton Valley Ski Studio • Hike & Relax
Cozy ski lodge studio at Bolton Valley Resort, set at 2,000 feet and surrounded by over 5,000 acres of Green Mountain wilderness. Direct trail access makes it easy to ski, snowboard, snowshoe, bike, or hike scenic trails, then return to a warm, quiet mountain retreat. Inside you'll find a king bed, full kitchen, TV, and bathtub—perfect for relaxing after a day outdoors. Ideal for couples or solo travelers seeking a peaceful mountain escape. Note: Not suitable for pets or children.

Cozy Little Mountain Condo at BV Ski Resort
Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out, hiking, mountain biking, leaf peeping…something to love here during every season! Bedroom with a queen bed. Pull out couch is best suited for children or one adult—two large adults may find it a tight fit. Located approximately half-way between Burlington and Stowe, about 30 minute drive to either/or. Or check out Waterbury (our favorite) about 15 minutes away!

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.

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.

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.

Mountain View Retreat | Private Deck + Fast WiFi
Escape to a peaceful mountain-view retreat in Waitsfield—perfect for couples or a quiet remote work stay. Enjoy fast, reliable WiFi, a private deck, and everything you need for a simple, relaxing getaway in the heart of the Mad River Valley. Spend your mornings with coffee overlooking the mountains, work comfortably with high-speed internet, and unwind after a day of exploring nearby trails, skiing, or local restaurants.
Popular amenities for Bolton ski-in/ski-out rentals
Ski-in/ski-out house rentals

Spectacular Views in Greensboro/Glover House!

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

Stay at Historic Greensboro Barn
Family-friendly, ski-in/ski-out home rentals

Home Base

Spacious Mtn ski retreat in the heart of resort!

Spring Hill Farm, coffee & hot tub

The Heart of Summer & Fall Adventure

Sugarbush Mountainside Retreat - Ski in Ski out

Bolton main lodge family condo ski in/ski out!

Wilderness Slopeside Retreat

Bolton Valley Nature Trail Mountain Condo
Ski-in/ski-out cabin rentals

Custom Cabin, Stowe/Montpelier (Family Bunk Room)

Lakefront-Mountain View Lodge on Lake Champlain

Dream Cabin in Vermont

Beautiful timber frame, off-grid, hike-in

20 Sided Backwoods Getaway

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

Private room in Log Cabin near sking and hiking

Cozy Cabin
When is the best time to visit Bolton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,050 | ﺩ.ﺇ1,047 | ﺩ.ﺇ885 | ﺩ.ﺇ602 | ﺩ.ﺇ815 | ﺩ.ﺇ735 | ﺩ.ﺇ735 | ﺩ.ﺇ735 | ﺩ.ﺇ679 | ﺩ.ﺇ852 | ﺩ.ﺇ562 | ﺩ.ﺇ1,047 |
| 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 ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 2,740 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
- Jay Peak Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak
- Jay Peak Resort Golf Course
- Middlebury College
- ECHO, Leahy Center for Lake Champlain
- Pump House Indoor Waterpark
- University of Vermont
- Warren Falls
- Elmore State Park
- Shelburne Museum
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Waterfront Park
- Fairbanks Museum & Planetarium
- Kingdom Trails
- Cold Hollow Cider Mill
- Lake Champlain Chocolates
- Cochran's Ski Area





