Chalet vacation rentals in Chittenden County

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!

Beautiful mountain setting.Ski/Golf/Swim Hike/bike

My place is close to great views, restaurants and dining, and family-friendly activities. You’ll love my house because of the high ceilings, the views, the ambiance, the location, and the people. My place is good for couples, business travelers, families (with kids), and big groups. We are within10 minutes of skiing, golf and tennis. Hiking is everywhere around us. Rafting on the river is a great passtime. Many evenings under the stars listening to music at Sugarbush. Great restaurants!!!

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.

A-Frame on the Ridge near Smugglers Notch

Treat yourself to a luxurious escape into the mountains of Vermont. Perched on a private ridge, this stunning A-Frame couples a cozy log cabin feel with fresh, modern design and amenities. The porch, patio, and floor-to-ceiling windows all maximize the incredible panoramic view of Vermont's iconic Green Mountains. Features include a wood-burning fireplace, two master bedrooms and a loft, a jacuzzi tub, walk-in rainfall shower, private outdoor fire pit, full kitchen, living area and more.

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

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

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.

Copper Roof - Escape for Families & Furry Friends

The Copper Roof chalet is perfectly located for outdoor enthusiasts; hiking, skiing, disc golf. The outdoor fire pit awaits you. The layout of the chalet is designed to create a sense of togetherness. The kitchen is well equipped, making it easy to prepare meals and snacks during your stay. **From mid-October to mid-May, the direct route over the mountain between the chalet and Stowe is closed, at the drive around is approx 50 minutes.

Chalet with mtn. views & game room

3 bedroom Chalet with mountain views. Convenient to Smuggs, Stowe & Jay for winter enjoyment. In summer, relax on the deck and take in the view or swim in one of the local swimming holes. Home has been upgraded and is very clean. We do suggest for our winter guest 4wd or AWD vehicles. Also in the winter, when the Notch Road is closed, Stowe is approximately 50 min. In the summer Stowe is only a 10 min drive.

Jeffersonville Chalet - 3 Bedroom

Newly renovated in 2022. Less than 10 min drive to Smugglers Notch ski area. 45 min to Burlington. 90 min to Montreal. Next town over from Stowe(in winter Stowe is 45 min due to route 108 closure). Very quaint and cozy and quiet. Our family has enjoyed it 40+ years. Skiing, walking, hiking, snow shoeing, hunting, wine/spirits tastings, golf, disk golf, zipline, water slides, foiliage and more!