Holiday houses in Waitsfield

4.88 out of 5 average rating, 484 reviews

Apartment in Waitsfield

Go Skiing or Hiking from an Enchanting, Light-Filled Home

Wake up in a bedroom steeped in woodsy charm via exposed wood beams, a timeworn wooden dresser, and a driftwood-framed mirror. Rustic-chic touches in a cozy living room unite with a kitchen’s modern flourishes forging a radiant, lived-in atmosphere. This first floor apartment of a two unit 1830 farmhouse can be rented on its own or with the upstairs unit. Booked as just the first floor, it is completely secluded with its own private entrance. ALL NEW cozy, designer decorated, original VT farmhouse entire first floor apartment. King bed that can be split into twins and a full bed. Full kitchen, living room and bathroom. 3 acres, swimming hole, wifi, cable, TV, laundry. Very easy to get to towns and skiing. IMPORTANT NOTE: A/C window unit in kitchen living area only. MOST places in the area (except the main resort) DO NOT have A/C. It seldom gets past low 80s usually in the 70s and there is a wonderful breeze. There are free standing fans if needed as well. * Upper unit can be rented as well or whole house can be rented. (Title of listing: 1830 Farm House 2ND FLOOR APT.) No shared space except yard and driveway 3 acres, swimming hole, wifi, cable, TV, fire pit, charcoal grill, laundry. Very easy to get to towns and skiing. Text or email anytime. I will contact you via airbnb messaging or texting. Let me know when you Check in and check out and if you have any questions or concerns. Otherwise enjoy! * We live in NYC, but have caretakers up there for any in person issues. Always contact us asap if anything comes up! The house is set on 3 acres of secluded land. Sugarbush Resort and Mad River Glen’s respective ski slopes are within a 10-minute drive away. In the summer, walk to the private swimming hole behind the home or hike the trails at Mt Ellen. There are cabs you can call if need be. PEAK WEEKENDS/HOLIDAYS = Higher Nightly rate. New Years Eve week, MLK, Presidents' Day and fall foliage weekends (last weekend of sept and 1st and 2nd weekend in oct. ), Fourth of July, Memorial Day weekend and Labor Day weekend)

4.91 out of 5 average rating, 161 reviews

Cottage in Waitsfield

Casa Rio Loco!

This charming guest cottage affords well appointed privacy while being centrally located in convenient proximity to all the activities the Mad River Valley has to offer. Nestled along a quiet oxbow of our namesake waterway, if you have come for the winter sports you will be a 5/7 minute drive to the Sugarbush base areas, and 10 minutes will bring you to Mad River Glen ("ski it if you can"). Explore the towns of Waitsfield and Warren Village in less than 5... Snowshoeing? Walk out the front door!

4.97 out of 5 average rating, 145 reviews

Treehouse in Moretown

Treehouse at Bliss Ridge Farm - Best Views in VT!

Open May-Oct. Our “4-Season Treehouse” is year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm NEW SAUNA Dr. Seuss-inspired tree home perched at top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - an authentic treehouse built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range (Camel’s Hump, Mansfield, etc). Truly secluded & 15-min to 🩷 of MR Valley & Waterbury

4.98 out of 5 average rating, 165 reviews

Loft in Duxbury

Cozy Studio/Romantic Getaway

Take it easy at this cozy studio which is nestled in the hills of the beautiful Duxbury Vermont. Offered year round so that our guests can enjoy all that Vermont has to offer such as nearby skiing, changing leaves, hiking and so much more! Guests will enjoy their own private space with access to many amenities such as a full kitchen, private entrance, a queen bed, free WIFI and so much more! So grab a mug and sit back and relax next to the gas fireplace! You will want to return every season!

4.98 out of 5 average rating, 245 reviews

Cabin in Roxbury

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

4.98 out of 5 average rating, 122 reviews

Cabin in Duxbury

Moonlight Woods - Gardener's Log Cabin

Escape to a cozy log cabin on 10 wooded acres. With a covered front porch, seasonal outdoor bath tub, large fire pit, fully stocked kitchen, hotel amenities, high speed Wi-Fi internet and Smart TV. Secluded yet nearby to ski areas, hiking, swimming holes, restaurants, breweries, apple picking and more. Just .5 miles off of RT 100, 22 min to Sugarbush, 20 min to Mad River Glen, and 39 min to Stowe Mtn Resort. 13 min to Waitsfield or Waterbury, 23 min to Montpelier, and 43 min to Burlington.

4.93 out of 5 average rating, 224 reviews

Apartment in Waitsfield

Neighboring the oldest Covered Bridge in VT!

This beautiful apartment is located the second floor of Bridge Street's most popular Historical's Building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. LOCATION! LOCATION! LOCATION! Central to most all wedding venues in the Mad River Valley, 15 mins. to Sugarbush & Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming and fishing right outside your back door.

4.93 out of 5 average rating, 213 reviews

Apartment in Waitsfield

Historic District Overlooking the Mad River Studio

This beautiful apartment is located the second floor of Bridge Street's most popular building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. 15 minutes from Sugarbush and Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming, fishing and walking distance to Lawson's Finest Liquids Brewing Company. Please check out our reviews as they have been nothing but positive!

4.99 out of 5 average rating, 279 reviews

Home in Moretown

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

4.99 out of 5 average rating, 240 reviews

Tiny home in Warren

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

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.

4.93 out of 5 average rating, 242 reviews

Cabin in Moretown

Waldhaus - Modern Forest Cabin

Escape to our beautifully designed Vermont cabin, transformed into a modern, cozy, and sun-filled retreat. From the moment you step inside, you'll feel at home in this inviting space. The entire cabin & yard will be yours during your stay. High-speed fiber WiFi keeps you connected and dogs are welcome. We're just 15-20 min from Mad River Glen, Mt. Ellen & Sugarbush. Many restaurants & stores are within 15 min to Waitsfield, 20 min to Waterbury.

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Other great holiday rentals in Waitsfield

Condo in Sugarbush Village

4.95 out of 5 average rating, 76 reviews

Newly renovated condo at base of Sugarbush!

CaroleRating, 5 stars3 weeks ago

Emma was very quick to get back to me whenever I had a question. She definitely goes out of her way to make you feel welcome. The condo is on the bottom floor and basically stands alone with a little lobby which has cozy looking chairs, if you wanted to chill out in them. I wish I had thought to bring my fold up chairs to put on the patio. As it was May when I visited and on the sunny days it would of been nice to sit out front. At the last minute a friend of mine needed a place to stay and Emma was very welcoming to her as well. It's a lovely condo, well decorated, the kitchen area is well equipped. Had I needed to cook in a lot I would not of hesitated. We had our breakfast at the condo and most dinners out. The Restaurants were really good in Warren and Waitsfield. Which seemed to surprise many of the Vermonters that I met at the retreat. All around I had a great time and would go back there if I am in the area.

4.97 out of 5 average rating, 75 reviews

Guest suite in Moretown

Guest Suite in Mad River Valley

AndrewRating, 5 stars2 weeks ago

We had a fantastic time visiting the Living Tree Alliance Co-Housing community through this Airbnb rental. It is situated on a little slice of heaven with beautiful gardens and plenty of trails and space to explore. Other residents in the community were a delight to meet as well. Location in the mad river valley is great as well.

4.9 out of 5 average rating, 10 reviews

Home in Waitsfield

Modern Cabin, private, near town

MelissaRating, 5 stars3 months ago

Barbara's house was truly one of a kind—if we could give it six stars, we would! Every detail was thoughtfully designed, from the heated floors and cozy beds to the warm wood-burning stove. The huge windows perfectly framed the mountains, giving us breathtaking views from every room. The artwork added a unique touch, and the location near skiing made our stay even more special. An unforgettable experience! We were so sad to leave.

4.97 out of 5 average rating, 29 reviews

Condo in Waitsfield

Ski, Hike & Bike Basecamp Condo

NickRating, 5 stars3 months ago

We noticed this listing at first mostly due to its location. The condo is close to multiple Mad River Valley ski locations and it is near friends of ours that live locally in Vermont. Once we got there however, we realized that the condo is perfect for our family of four. The place was super clean and comfortable and gave us a nice place to eat/sleep before heading out for the day. The hosts were super responsive and proactive communicating rules and instructions for use of the place. Would highly recommend and would certainly consider staying again.

5 out of 5 average rating, 21 reviews

Home in Moretown

Cozy+Modern VT Retreat | Near Biking and Breweries

AshleyRating, 5 stars2 weeks ago

My family and I thoroughly enjoyed our stay at Raquel's beautiful, comfortable, peaceful, spotless home. The furnishings are perfect and stylish, every inch of the house was spotless, beds were very comfortable, and we all loved the selection of games. I wish we had planned to do more cooking - while most airbnbs have worn, scratched cookware, Raquel's home had an impressive array of AllClad pans, sharp knives, and a perfectly stocked kitchen. Location is great for what we wanted - hiking, dining/exploring in Waterbury and Waitsfield, and breakfast at Red Hen Bakery!

4.73 out of 5 average rating, 56 reviews

Home in Waitsfield

The Treehaus midcentury retreat + Mad River access

MargritRating, 5 stars2 weeks ago

This was our second year at the Treehouse. The home was clean and the beds were comfy. The outdoor space is amazing, large yard with a fire pit and the river in the back. Truly appreciate that our dogs are welcome, they love it there as much as we do! The host is great and very responsive. Looking forward to going back again!

4.87 out of 5 average rating, 71 reviews

Home in Warren

Architectural House Prickly Mountain

SarahRating, 5 stars1 week ago

We had a wonderful stay at the unique architectural house designed by David Sellars. The peaceful, remote location was exactly what we were hoping for—a true escape surrounded by nature. We loved learning more about the life and legacy of David Sellars, and it was inspiring to stay in a home so artfully designed. The town of Warren was charming and welcoming, with friendly locals and a relaxed pace. For me, the highlight of the house was the plant wall! :)