Ski-in/Ski-out vacation rentals in Chittenden County

5 out of 5 average rating, 77 reviews

A modest front deck is visible, featuring railings and a few steps leading to an entrance door. A potted plant hangs above, while vibrant flowers are located below, set against a backdrop of trees displaying autumn foliage.

Condo in Bolton Valley

Cozy Little Mountain Condo

Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out at the resort in the winter. Hiking and playing disc golf in the spring/summer/fall. Mountain biking with lift service in the summer/fall. There is something to love here during every season! Located approximately half-way between Burlington and Stowe, about 30 minute drive to either. Or check out the little town of Waterbury (our favorite) about 15 minutes away- towards Stowe.

4.97 out of 5 average rating, 194 reviews

The entryway of a cottage is shown, featuring a green door framed by a porch light. A pumpkin rests beside a vintage milk can, while lanterns line the pathway. Plant decorations adorn the windows, providing a welcoming touch amidst the surrounding foliage.

Guesthouse in Shelburne

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.)

4.94 out of 5 average rating, 102 reviews

A bright, open kitchen space is visible with modern appliances and a small breakfast bar featuring two stools. Natural light floods the area through large windows, with light wood beams adding a rustic touch. The dining area includes a simple wooden chair beside a neatly made bed.

Apartment in Richmond

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!

An aerial view captures the main building of the resort surrounded by vibrant autumn foliage. The surrounding landscape includes ski trails and a parking area. The rich colors of fall trees create a stunning natural backdrop against the resort's modern architecture.

4.81 out of 5 average rating, 47 reviews

Wilderness Slopeside Retreat

Wilderness Slopeside Retreat is located in the main building at Bolton Valley Resort and gives you a beautiful view of the Wilderness liftline. Central to the resort, you can ski-in/ski-out in the winter, ride your bike on the trails in the summer, and hike, fish, climb and explore all year round. Bolton Valley's unique landscape offers a one-of-a-kind, authentic, Vermont experience and their terrain is unmatched. Stay close to the action in comfort, with everything you need for a great time.

5 out of 5 average rating, 110 reviews

A welcoming entryway features a wooden bench against a wall with ski gear neatly organized above. Shelves hold helmets, while skis are positioned for easy access. Natural light filters through the front door, creating a bright atmosphere in this functional space.

Condo in Bolton Valley

Slopeside Condo - Elegant & Cozy - Bike/Hike

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

4.9 out of 5 average rating, 266 reviews

A rustic cabin features a wooden facade with a red metal roof, surrounded by colorful autumn foliage. A small porch is furnished with white chairs and a cozy couch, inviting relaxation. A rain barrel sits on the side, adding to the cabin's off-grid charm.

Cabin in Duxbury

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.

4.99 out of 5 average rating, 91 reviews

A spacious living area features a large sectional sofa arranged around a stone fireplace. Floor-to-ceiling windows let in natural light, offering views of the surrounding trees. A dining table with wooden chairs is visible in the background, creating an inviting space for gatherings.

Loft in Bolton Valley

Modern loft - ping pong / ski in, ski out

We call our space the loft because of the lofted bedroom. Modern and rustic with games inside & adventure outside. Tucked against a mountain, yet only 22 Miles from Burlington. Sexy and unique -use this spot as your adventure base camp. While in the space you will love the unique design that invites you feel inspired. Outside you'll be just a short walk or ski from skiing, snowboarding, hiking, biking, Burlington and Waterbury close by. Enjoy the family friendly outdoor community.

A modern studio space features a spacious bed adorned with a soft blanket. Natural light filters through large windows with wooden blinds. A cozy seating area includes a light wood coffee table. Wall art adds character, while lamps provide gentle illumination on either side of the bed.

4.95 out of 5 average rating, 226 reviews

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.

4.85 out of 5 average rating, 182 reviews

A spacious deck is equipped with lounge chairs and a dining table, inviting outdoor relaxation. The surrounding green lawn is dotted with trees, while the farmhouse is visible in the background, featuring a mix of siding and brick. Clear blue skies complete the serene setting.

Guest suite in Essex

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 city.)

Apartment in Bolton Valley

A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.

4.93 out of 5 average rating, 156 reviews

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.

A comfortable living area features a plush, green sectional sofa adorned with light-colored cushions. A circular coffee table is positioned in front, accompanied by decorative coasters. A mirror and kitchen area are visible in the background, complemented by natural light from the windows.

5 out of 5 average rating, 6 reviews

Bolton Nature Trail Mountain Condo

Welcome to our family ski condo and enjoy the mountain all year round. A great location on the mountain and next to the Nordic trails with 2 bedroom and 2 baths and room to relax in between outdoor fun! This beautiful, two bedroom two bath unit features and open living and dining space comfortably accommodating, six people. The first bedroom has a queen size bed and the second bedroom has a queen size bed in addition to a trundle bed and en suite full bath.

The lodge is set against a backdrop of autumn foliage, showcasing vibrant hues of orange and yellow. The building features a distinctive clock tower and multiple exterior windows, while well-maintained landscaping with trees and shrubs enhances the entrance area.