House holiday rentals in Waitsfield

4.98 out of 5 average rating, 187 reviews

Home in Warren

4BR retreat near Sugarbush, next to Lawson's start

The original site of Lawson's Finest brewery with charm & views of Lincoln Ridge. Located on a backcountry dirt road, nestled in the mountains in the quaint town of Warren, VT. Four wheel drive is recommended in winter. Close to Sugarbush skiing & golf (10 min), Mad River Glen (15 min), and Lawson's Finest brewery, taproom, & retail store (12 min) away. Peaceful & private 1800 sq ft home with outdoor deck & spacious lawn. Featuring a backup generator for 24hr/day power & WiFi fiber (50MB speed).

4.97 out of 5 average rating, 394 reviews

Home in Tunbridge

The Barnbrook House

Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

4.98 out of 5 average rating, 118 reviews

Cozy Vermont Cabin | Hike | Fall Foliage | Ski

Located centrally to everything the Mad River Valley offers, this well-appointed cabin has all the comforts of home for your next Vermont getaway. An ideal place for anyone seeking outdoor activities or just some relaxation. Secluded in the trees yet a short drive to Sugarbush and Mad River Glen ski areas, mountain biking, and hiking. Fly fishing and swimming spots on the Mad River are nearby. Enjoy great options for casual and fine dining, or prepare meals in our chef’s kitchen! @mrvstays

4.92 out of 5 average rating, 206 reviews

Home in Warren

Beautiful guesthouse -perfect for long stays

Come stay, work, and ski all season. Guesthouse above our garage for rent in the heart of East Warren. Ski on/off Blueberry Lake Cross Country Center access. Just 5 miles from Sugarbush Resort and 10 miles from Mad River Glen. guesthouse has private outdoor parking and entry. Gigabit internet service with high speed wifi. This is a net zero rental unit generating all of it power from on property solar. offered operation thanks to Tesla Powerwalls. This is directly adjacent our home.

4.96 out of 5 average rating, 165 reviews

Home in Waitsfield

Mid century modern gem with views of Sugarbush

Wake up to stunning views of Sugarbush in this “Flat Roof A-Frame". Four bedrooms, a sleeping loft, three bathrooms, two living rooms, a dining room, a newly renovated kitchen, a desk area with wifi, two decks (one w/gas grill), and a laundry room/game room provide plenty of space for family gatherings. Located 3 minutes from town. Not suitable for small children/toddlers or guests with mobility issues. During summer we are only renting out 6+ night rentals with changeovers on Friday.

Superhost

4.92 out of 5 average rating, 140 reviews

South Hill Lodge- 5 BR Post & Beam Home

5 bedroom home ideal for a group of friends skiing our great mountains of Sugarbush, Mad River Glenn or Stowe or in the summer attending a wedding in the Mad River Valley area. Over 2 dozen of Vt's fantastic micro breweries are within an hour's drive. Expansive mountain views, large open first floor space to socialize. Gorgeous well equipped country kitchen and dining areas. Game room with pool table, ping pong and darts. Large covered front porch and deck spaces. Outdoor hot tub.

5 out of 5 average rating, 119 reviews

Home in New Haven

Beautiful timber frame just minutes to Middlebury!

This large, gracious home was custom built in 1987 and was fully renovated in 2019. Gorgeous post and beam construction with endless windows and mountain views! Enjoy the large kitchen surrounded by a great room & solarium. 6 bedrooms with 3.5 baths can accommodate a crowd. Mudroom with custom lockers. Enormous fire ring with Adirondack chairs. Central heating/AC, super fast WiFi . 5 mins to Middlebury. Home is on 25 acres, providing privacy and peace. Making memories is easy here!

4.98 out of 5 average rating, 159 reviews

Home in Starksboro

The Spring Hill House

Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

4.99 out of 5 average rating, 282 reviews

Dramatic Views at the Above the Clouds Guesthouse

As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike! COMPLETE COVID-19 CLEANING

4.92 out of 5 average rating, 204 reviews

Home in Roxbury

Captain Tom's Cabin - Secluded Vermont Getaway

Welcome to Capt. Tom's Cabin. Nestled in the hills of Vermont with a beautiful view of the Green Mts., this 2-storey, 2 bedroom log house on 44 acres offers seclusion, serenity and privacy. Two large bathrooms, full kitchen, central heat, gas fireplace, pond and deck. Great for winter sports enthusiasts and nature lovers. Good wifi, dog-friendly with a fee. Please google and read Vermont's covid restrictions and agree to adhere to them before making a reservation.

4.9 out of 5 average rating, 105 reviews

Home in Waitsfield

Mad River Lookout

A unique way to experience Vermont and the Mad River Valley. This two floor deck house on 2+ acres offers mountain views, welcoming spaces and picturesque surroundings. An excellent match for skiers, hikers, as well as those looking simply to detach and unwind. A king sized sleigh bed in the master bedroom with views to the mountains, and sleeps 7 overall. 15 minutes to Sugarbush, Mad River Glen and The Long Trail. 35 minutes to Stowe Village.