Chalets in Chittenden County

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)

A-Frame on the Ridge near Smugglers Notch

Perched above a wooded hillside, A-Frame on the Ridge at Sterling Ridge Resort is a private luxury mountain retreat with sweeping panoramas and a truly secluded feel. This stunning 2BR + loft, 2.5BA home sleeps up to 6 and is especially popular with couples and small groups seeking something special. Relax by the fire or sip your morning coffee on the covered porch in a peaceful mountain setting. Sterling Ridge Resort offers cabins & homes that sleep 1–14 and features great last-minute specials.

Pet-Friendly Chalet w/ Fire Pit, 3 Min Smugglers

Part of the Notch Lodges collection, the Copper Roof Chalet is one of five unique nearby chalets, each located within 2 miles of Smugglers' Notch Resort and close to year-round outdoor adventure. Open-concept kitchen, dining, and living areas. Bedrooms: Main bedroom: queen-size bed. Loft area: double bed and a single bed, perfect for families. Amenities: Linen & towels are provided. In-unit washer/dryer available. Wi-Fi Outdoor Space: Private yard. Picnic ar

Mad River Glen/Sugarbush Chalet w/ Mountain Views!

Sugarbush/Mad River Ski Chalet: 1,500 sq ft. 1 mile uphill fr corner of Rts. 100 & 17. 10 mins to ski areas. Big deck w mountain views! 2nd living rm downstairs. 2 reg. BRs, 2 bunk rooms, loft w 3 singles; 1.75 BAs, W/D, DW, 1970's decor- ski house vintage. Update ‘24: Renovations underway. Fireplace is gone - New wood stove (need to use it in winter!) New front door entering into LR is temp. Kitchen island moved. NEW whole house water filtration system. Existing pictures reflect most changes.

Iron Gate Chalet - 5 Minutes to Smugglers Notch!

Welcome to the Iron Gate Chalet! Located a quick 4 mile ride from Smugglers Notch Resort on 8 picturesque private acres in the foothills of Mt. Mansfield. Enjoy our Vermont property year round; experiencing all four seasons and the plentiful outdoor activities this area offers! From skiing and snowboarding at Smugglers Notch, Stowe, and Bolton Valley in the winter; to world class mountain biking, hiking, fishing, and swimming in the spring, summer, and fall there is plenty to do for everyone!

Cozy A-frame in Green Mountains

Cozy and comfortable. This 2 bedroom, 1 bath classic a-frame has been fully renovated with all new appliances (including a dishwasher), new hardwood flooring, updated bathroom, and new beds and linens. The kitchen is fully equipped to prepare delicious meals. New heat and air conditioning systems will keep you comfortable in any temperature. The A-frame is perfect for a romantic getaway, as a base to enjoy your favorite outdoor activities, or an escape to the woods for rest and relaxation.

The Mad House

Enjoy the beautiful Mad River Valley while staying at The Mad House – a classic Vermont ski chalet in Waitsfield, VT! Ideally located <4 miles from Sugarbush Resort + Mad River Glen, this spacious, charmingly retro, family-oriented house accommodates large groups for your ski vacation or weekend getaway. Easy access to hiking, cycling, golf, tennis, leaf peeping, swimming, and many local wedding venues, such as the nearby Inn at the Round Barn Farm, among others in the Waitsfield/Warren area.

Warm Luxury Mid-Century Modern Chalet

Woodward Haus is a stylish MCM retreat with wood, glass, & stone design. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swimholes, farms, hiking, road & mtn bike, golf, climbing, tubes on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

Romantic Vermont getaway – Peace & nature

This charming little house is the ideal retreat for a romantic getaway. After a day of hiking, biking, or exploring nearby villages, relax on the terrace while admiring the mountain view. The area features lovely trails, local farms, and scenic roads. You’ll also find a few spots for a refreshing dip. Smuggler’s Notch and Mount Mansfield (15 min) have great hikes for all levels. Burlington and Stowe (45 min) offer shops, restaurants, cafés, microbreweries, and a beach on Lake Champlain.

Entire Home Near Smuggler’s Notch w/ Amazing Views

RENT THIS ENTIRE HOME NOW WITH THE USE OF THE GARAGE, MUD ROOM, AND LAUNDRY FACILITIES!! ALSO OFFERING INDIVIDUAL BEDROOM RENTALS ONLY (STARTING MAY 2025) at $100 / night and up, depending on the room. PLEASE CONTACT FOR DETAILS. VT. vacation at its best! Minutes from Smugglers’ Notch & close to 4 ski resorts. Open floor plan 4 bedroom home w/ 4 decks & grand views of Mt. Mansfield. Sleeps 10. Close to Barn at Boyden Valley & Burlington. *PLEASE NOTE- THE RT. 108 IS CLOSED IN WINTER

Ridgeline A-Frame

Welcome to Ridgeline A-Frame! a thoughtfully restored 1974 A-Frame in the mountains of Northern Vermont. 5 minutes from Smugglers' Notch Resort and 15 minutes to Stowe in warmer months (via Route 108), this cozy retreat offers open views of Sterling Ridge, peaceful mountain surroundings, and neighboring horses grazing close by. Perfect for skiing, hiking, relaxing, and unplugging in every season. You will have the entire place to yourself. Hosts reside on property in separate building.

Slopeside Mountain House Bolton Valley

A perfect mountain house nestled between 2 small mountain streams on the side of Bolton Valley, elevation 2,000 feet. Perfect for a ski vacation, Spring hikes, Summer escape from the heat or perch yourself in and above the Fall Foliage. Ski in-Ski out for Cross Country skiing and downhill to the Timberline Lodge! Take advantage of the Bolton Valley Resort Sports Center- mountain biking, year round pickeball, tennis and pools. Close to The Ponds, a popular wedding venue.