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

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Top-rated ski-in/ski-out rentals in Chittenden County

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious living area features a cozy sectional sofa adorned with colorful cushions, positioned next to a large window with scenic views of the outdoors. A rustic coffee table and a patterned area rug complete the inviting space, with a dining area visible in the background.

Chalet in Richmond

4.95 out of 5 average rating, 73 reviews

SKI HOUSE Ski in/ski out..Sleep in!

Come experience Bolton Valley like a local! Stay in our unique, fun mountain home.....kick back...relax. This 4-6 person chalet is high up a mountain road in a unique neighborhood of ski homes. The home is situated at a higher elevation than the start of all Bolton Valley's 5 lift lines (which means from the house you can ski down to the lifts or hike up 20 minutes to top for first tracks - although you'll have to race our neighbors ;)). Our clean duplex home is fully designed for snow-sport enthusiast while also considering the importance of après-ski comfort and fun. Our space is perfect for families or couples looking for convenience and privacy, not often found in the humdrum of a hotel room. You will have WiFi, satellite TV with HBO, linens, full kitchen, fireplace, and new washer and dryer, all to yourself. Bolton Valley is well known for amazing back-country skiing as well as being the area's family friendly ski destination. The Resort is the closest ski resort to Burlington (30 minutes) and equal distance to Montpelier and Stowe. You would only be 13 miles away from Waterbury; a hotspot for après-ski food, wine and beer. Even closer, there is always the tavern at the resort (short walk or ski). Whether you are looking for solitude or adventure we can provide you with information on anything in the area. Please don't hesitate to contact us for questions or recommendations. Check these out while you're here... Ben & jerry’s ice cream, factory tours 12.2 miles (21 min.) Hen of the wood resturant 12 miles (15 min) Cabot creamery annex 14 miles (24 min) Cold hollow cider mill 15 miles (26 min) Prohibition pig -amazing beer and food 12 miles (15 min) Trapp family lodge 23 miles (46 min) Stowe gondola 28 miles (55 min) Alpine slide 29 miles (55 min) Lake champlain chocolates 26 miles (36 min) Lake champlain cruise and private charters 26 miles (37 min) Church st. Marketplace 25 miles (35 min) Shelburne museum and farm 29 miles (39 min) Echo- lake aquarium and science center 26 miles (37min)

Top guest favorite

Guesthouse in Shelburne

4.97 out of 5 average rating, 180 reviews

Cottontail Cottage |SAUNA | Fireplace!

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.)

Superhost

The exterior of a multi-story building is visible, showcasing a snow-covered roof and balconies. Tall, snow-laden trees surround the structure, while a clear blue sky adds brightness to the scene. A sign indicating the property name can be seen at the forefront.

Condo in Richmond

4.83 out of 5 average rating, 41 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.

Guest favorite

A snow-covered trail winds through a forest of frosted trees under a clear blue sky. A person in bright orange is seen walking along the path, leaving footprints in the fresh snow. The scene captures the serene beauty of winter wilderness.

Chalet in Bolton Valley

4.95 out of 5 average rating, 79 reviews

Swanky Mountain Chalet 30 min.s from Burlington

Beautiful mountain chalet just steps away from Bolton Valley Resort and Mountain Bike Park in Bolton, Vermont. Best backcountry access in the state for hiking and a new Gravity Logic mt bike park! All the amenities, two private bedrooms with 2 full baths, amazing spot on the ski (and bike) trails, and just 30 minutes from Burlington and the airport. Sports center with indoor tennis and pickleball, indoor and outdoor pools, hot tub, sauna within walking distance, and great food and bars.

Guest favorite

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

4.9 out of 5 average rating, 263 reviews

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.

Guest favorite

A cozy sleeping area features a wooden bed with a light-colored bedding set. Natural light filters through a large window adorned with soft curtains. A warm wooden floor complements the earthy tones of the room, while simple wall art adds a touch of personality.

Guest suite in Essex

4.83 out of 5 average rating, 155 reviews

Cozy Country 1825 Farmhouse

Serene farmhouse surrounded by 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.)

Superhost

The exterior of a single-family home is visible, surrounded by vibrant autumn foliage and evergreen trees. A covered porch extends along the front, providing a shaded area. A gentle slope leads down from the house to the rocky landscape below, highlighting the natural setting.

Home in Richmond

4.87 out of 5 average rating, 70 reviews

Ski In/Ski Out Cozy Cabin Bolton Valley 3 BR Home

This single family home is nestled among the birch trees in the Bolton Valley Ski Area. 3 bedrooms 2 baths (1 up & 1 down), 2 large living areas, laundry room, full kitchen with a gas range, dishwasher & microwave + an extra large covered porch that overlooks the valley. For the winter ... a ski in ski out experience. Radiant heat, XL - Hot water heater makes for a warm comfortable respite after a day of skiing. The resort offers 3 peaks for alpine and 1900 acres of cross country trials.

Top guest favorite

An outdoor hot tub is positioned on a wooden deck, surrounded by trees with bare branches. The view encompasses a distant landscape, while a wall displaying colorful skis is visible beside the house. Snow is lightly scattered across the ground.

Home in Richmond

5 out of 5 average rating, 15 reviews

Mountain Home at Bolton Valley

Come stay in our mountain home nestled alongside the ski slopes of Bolton Valley Resort in picturesque Vermont. With mountain biking, summer concerts, river swimming, and hiking out the front door there is much to explore. The Ponds wedding venue is only .7 miles from the house making this a great location to spend your free time with all the amenities to prepare for the big day. 15 minutes to Waterbury, VT and 30 minutes to Burlington and Stowe! Come spend your summer at Bolton Valley.

Guest favorite

Apartment in Bolton Valley

4.95 out of 5 average rating, 19 reviews

Modern Mountain Oasis - bike, hike, swim & sunsets

Clean, modern & cozy. Epic skiing and mountain biking with crazy good sunset views! A short 3-5 minute stroll up to the main lodge and ski lifts. Ou mountain condo is an end-unit that faces west and has wonderful views over the Green Mountains looking at the Adirondaks. Our rugged mountain community is only 30 minutes from Burlington, 15 minutes to Waterbury (best beer town in VT) and 45 minutes to Stowe. Bolton Valley Resort offers live music, a cozy tavern w) fireplace.

Superhost

A snow-covered landscape showcases a cluster of resort buildings with distinct architecture. The structures feature peaked roofs and balconies, surrounded by snow-laden trees. A clear blue sky complements the winter scene, while a path leads towards the entrance, inviting exploration of the resort facilities.

Apartment in Bolton Valley

4.93 out of 5 average rating, 151 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.

Top guest favorite

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

5 out of 5 average rating, 107 reviews

Slopeside Condo - Elegant & Cozy - Ski/bike on/off

Impeccably clean and well-appointed, this compact condo is perfect for 1-2 guests. Ski to the doorstep! Adjacent to Wilderness Lift. Short walk to Bolton Valley Resort Base Lodge & Sport Center amenities. After a day on the slopes, 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 45 mins.

Guest favorite

A cozy living area features a dark sofa adorned with throw pillows and a soft blanket. Framed artwork and vintage skis are displayed on the wall above. Two bedside lamps illuminate the space, while a wooden coffee table rests on a plush rug. A view of the balcony is visible through sliding glass doors.

Condo in Richmond

4.95 out of 5 average rating, 220 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, 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.