Chalet holiday rentals in Chittenden County

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Top-rated chalet rentals in Chittenden County

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Guest favourite

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)

Guest favourite

Chalet in Waitsfield

4.96 out of 5 average rating, 140 reviews

Warm Luxury Mid-Century Modern Chalet

Warm, clean & comfortable chalet w/ thoughtful & stylish touches. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swim holes, farms, hiking, road & mtn bike, golf, climbing, tube on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views of surrounding mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

Chalet in Waitsfield

4.83 out of 5 average rating, 65 reviews

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.

Top guest favourite

Chalet in Cambridge

4.95 out of 5 average rating, 64 reviews

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!

Chalet in Waitsfield

4.86 out of 5 average rating, 21 reviews

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!!!

Guest favourite

Chalet in Fayston

4.97 out of 5 average rating, 164 reviews

4BR Mad River Valley Chalet w/ View, Close to All

*Featured in Food + Wine Magazine!* Welcome to Stars Hollow Chalet, perfect for a romantic getaway, family and friend getaways, or remote work with super-fast internet (rare in the area!). We're on the Fayston/Waitsfield line fantastically close to downtown shops, food, swimming & skiing. Explore all the Mad River Valley has to offer right down the street, then retreat back to the chalet, switch into your slippers and cozy up on our comfy green velvet and leather couches by the fireplace.

Superhost

Chalet in Waitsfield

4.8 out of 5 average rating, 85 reviews

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.

Guest favourite

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.

Chalet in Moretown

4.87 out of 5 average rating, 31 reviews

White Birch Cottage(Sugarb,Madrivr)

Designed to soothe our guests in the lap of luxury. A place your family will escape the stresses of everyday life and enjoy the features & amenities White Birch Cottage has to offer: 1300 square feet 2 bedrooms | 1 loft bed | 1 full bath Kitchen - fully equipped Washer/Dryer Air conditioning Essentials: Towels, Bed Linens, Soap, etc. Free parking on premises (3 spots) Cable TV & Wireless Internet Front and back decks with tables and chairs BBQ grill Comfy outdoor fireplace w/ picnic tables

Guest favourite

Chalet in Cambridge

5 out of 5 average rating, 23 reviews

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.

Guest favourite

Chalet in Cambridge

4.83 out of 5 average rating, 12 reviews

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

Guest favourite

Chalet in Bolton

4.91 out of 5 average rating, 69 reviews

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.