Holiday rentals in Waitsfield

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Top-rated holiday rentals in Waitsfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The cabin complex is illuminated with warm lighting, surrounded by snow-covered trees. An outdoor fire pit is visible in the foreground, and decorative evergreens add a festive touch. The rustic architecture and inviting decorations create a charming winter setting.
Cabin in Waitsfield
4.97 out of 5 average rating, 181 reviews

Peaceable Nation at Sugarbush Mt. Ellen

Peaceable Nation at Sugarbush Mt. Ellen, a world class experience at the foot of Mt Ellen Sugarbush and on the Catamount X-C ski Trail is available as a fun group rental for 2-4 people. The entire cabin complex is yours! Enjoy the The Bear Den, a rustic cabin with Loft (Queen) and pull out Queen, the Whiskey Bunkhouse with a full size and a drop down table twin bed if requested, This charming Village is part of a larger compound. Stunning views. Winter tubing run! One well behaved pet allowed

Top guest favourite
Treehouse in Moretown
4.98 out of 5 average rating, 118 reviews

4-Season Treehouse @ Bliss Ridge; Best Views in VT

thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Top guest favourite
A secluded cabin is nestled among snow-covered trees, showcasing a timber exterior and large windows that reflect the winter landscape. An inviting deck extends from the cabin, surrounded by a tranquil blanket of snow, creating a serene atmosphere.
Cabin in Roxbury
4.97 out of 5 average rating, 272 reviews

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.

Guest favourite
A spacious living area features large windows, allowing natural light and mountain views to fill the space. A comfortable leather couch and two armchairs invite relaxation, while a modern wood stove adds warmth. Stairs lead to the upper level, enhancing the open layout.
Home in Waitsfield
4.91 out of 5 average rating, 100 reviews

Modern Mountain Escape - minutes to town & mtn

Come enjoy all that the Mad River Valley has to offer! Our new construction home is ready for you to relax in with family and friends. The main living space showcases amazing mountain views and a cozy fireplace. The master bedroom features an ensuite bathroom with soaker tub and a private balcony. There are two bedrooms on the first floor and a full bath. The basement is where all the fun happens - large tv, ping pong, foosball and more. ~10 min to ski areas and 2 minutes to Waitsfield.

Top guest favourite
A log cabin sits amidst a snowy landscape, surrounded by tall trees. The covered porch features seating arrangements, while snow blankets the ground, creating a serene winter atmosphere. The cabin's warm wood exterior contrasts with the cool tones of the frosty scenery.
Cabin in Duxbury
4.99 out of 5 average rating, 140 reviews

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.

Top guest favourite
Large glass doors frame a stunning mountain view, showcasing the surrounding landscape. A spacious deck with outdoor seating is visible. Inside, a wooden dining table with several chairs is positioned nearby, illuminated by pendant lighting, and a spiral staircase offers access to the upper level.
Home in Waitsfield
4.96 out of 5 average rating, 177 reviews

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.

Top guest favourite
A unique bow roof home sits nestled among trees, illuminated warmly against a backdrop of a star-filled night sky. The expansive windows reflect the twinkling stars above, creating a serene atmosphere for stargazing and relaxation.
Home in Starksboro
4.98 out of 5 average rating, 187 reviews

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.

Guest favourite
An elevated cabin nestled among trees features a wooden exterior with large windows. A spacious deck is furnished with seating, providing a serene outdoor space surrounded by lush greenery.
Treehouse in Moretown
4.94 out of 5 average rating, 512 reviews

Gorgeous Treehouse! Big views, Cozy warm fireplace

Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

Top guest favourite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 277 reviews

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*

Top guest favourite
The exterior of the Little House is showcased, featuring a wooden facade and a gray door. The structure is framed by vibrant autumn foliage, with leaves in shades of yellow, orange, and red. A wooden deck leads up to the entrance, surrounded by a serene forest atmosphere.
Cottage in Waitsfield
4.97 out of 5 average rating, 155 reviews

von Trapp Farmstead Little House

Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!

Top guest favourite
A two-story deck house is nestled among lush greenery, featuring a metal roof and large windows that reflect the surrounding nature. Expansive mountain views are visible in the background, complemented by a well-manicured lawn and a seating area with Adirondack chairs.
Home in Waitsfield
4.9 out of 5 average rating, 113 reviews

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.

Top guest favourite
The single-story home features a modern wooden exterior with large windows that allow natural light to enter. A spacious deck is equipped with outdoor seating and leads to a grassy area surrounded by trees. The inviting structure presents a blend of warmth and contemporary design.
Home in Starksboro
4.99 out of 5 average rating, 142 reviews

Forest Hideaway

Our single story 2 bedroom 1 bath home is located within 30 minutes of Mad River Glen and Sugarbush ski areas and the quaint towns of Bristol, Richmond and Waitsfield. Drive another 15 minutes to Burlington or the Bolton Valley Ski Area. Hiking, biking and cross country skiing trails nearby, or just sit on the porch and enjoy the sounds of the nearby river. Snow tires and front wheel or 4 wheel drive vehicles necessary during the winter months.

Popular amenities for Waitsfield holiday rentals

When is the best time to visit Waitsfield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹29,078₹30,165₹27,719₹19,838₹19,929₹22,646₹21,469₹22,284₹21,741₹23,552₹19,114₹29,350
Avg. temp-6°C-5°C0°C8°C15°C20°C22°C21°C17°C10°C4°C-2°C

Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Waitsfield?

    Yes! Work meets play with ease at over 50 house rentals in Waitsfield featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Waitsfield have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Waitsfield. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Waitsfield?

    Four-legged friends are welcome in Waitsfield. Choose from more than 30 house rentals for guests traveling with pets.

  • Do house rentals in Waitsfield have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Waitsfield. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in condo rentals in Waitsfield?

    Experience the best of Waitsfield with our condo rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Waitsfield have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Waitsfield. Enjoy a tailored experience with all the comforts you desire.

  • Do bed and breakfast rentals in Waitsfield have wifi?

    Absolutely! We offer over 30 bed and breakfast rentals with wifi in Waitsfield. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Waitsfield?

    Waitsfield has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Bed And Breakfast Rentals in Waitsfield?

    Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there Waitsfield vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Waitsfield, available on Airbnb. Make a splash and soak up the sun in style!

Quick stats about holiday rentals in Waitsfield

  • Total holiday rentals

    Explore 180 holiday rentals in Waitsfield

  • Nightly prices starting at

    Waitsfield holiday rentals start at ₹6,341 per night before taxes and fees

  • Verified guest reviews

    Over 7,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    180 of Waitsfield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Waitsfield rentals

  • 4.9 Average rating

    Waitsfield stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

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  3. Vermont
  4. Washington County
  5. Waitsfield