Vacation rentals in Waitsfield

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Top-rated vacation rentals in Waitsfield

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Top guest favorite
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
4.96 out of 5 average rating, 191 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

Guest favorite
A cozy kitchen area features a combination of modern and rustic design elements. Light wood paneling complements the yellow walls and a large window allows natural light to illuminate the space, highlighting a dining table and chairs, along with contemporary appliances.
Cottage in Waitsfield
4.92 out of 5 average rating, 179 reviews

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!

Top guest favorite
Treehouse in Moretown
4.98 out of 5 average rating, 133 reviews

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

Insulated, 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. Fabulous “Jotul” 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!

Guest favorite
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, 105 reviews

Modern Sugarbush Retreat with Mountain Views!

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 favorite
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, 181 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 favorite
A charming two-story cottage is nestled among colorful autumn foliage. A spacious deck with table and chairs overlooks a clear stream, with seating arranged in a circle nearby. Natural stone pathways guide towards the cottage, enhancing the serene, wooded atmosphere.
Cottage in Warren
4.99 out of 5 average rating, 106 reviews

Cozy Cottage on the Clay Brook

Relax at this cozy, well-appointed cottage on the Clay Brook, where you can enjoy the sound of the river amidst a peaceful, wooded setting. Although it feels remote, we are conveniently located at Sugarbush Access Rd and Rte 100, making us easy to find! With all of Mad River Valley attractions nearby, the cottage is perfect for year-round enjoyment, whether you wish to cool off in the brook, roast marshmallows at the fire pit after hiking, admire the fall foliage, or unwind after skiing!

Superhost
A warm kitchen area showcases a spacious wooden island surrounded by four black metal chairs. Sunlight streams in through the three windows, reflecting off the polished wood floors. A pendant light suspended above adds a modern touch to the rustic decor.
Apartment in Waitsfield
4.89 out of 5 average rating, 262 reviews

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.

Guest favorite
A cozy living room is depicted, featuring a brown leather sofa adorned with decorative pillows. A wooden coffee table stands in the center, holding various items. A lampshade softly illuminates the space, and a mirror is mounted on the wall, reflecting light from a ceiling fixture.
Apartment in Waitsfield
4.94 out of 5 average rating, 241 reviews

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!

Top guest favorite
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, 300 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 favorite
A spacious deck features comfortable seating with plush cushions and a wooden table. The railing provides unobstructed views of rolling green hills and distant mountains, creating a serene outdoor space ideal for relaxation. Overcast skies enhance the natural colors of the surrounding landscape.
Home in Waitsfield
4.94 out of 5 average rating, 105 reviews

Sunny Waitsfield Retreat, Views on 4 Private Acres

Incredible views from this fantastic house set on 4 acres central to all activities in the Valley - hiking, biking, skiing, fun at the river. A mile to downtown Waitsfield for groceries, shopping, etc. The house gets tremendous sun and all rooms have an exceptional view of the mountains, which are spectacular year round. The kitchen has everything you need for cooking, and there’s also a gas grill. Spend the day out exploring and then relax on the deck!

Top guest favorite
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, 168 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 favorite
A spacious living area features large windows framing mountain views and a cozy fireplace. Natural wood accents complement the soft furnishings, including a circular glass coffee table atop a patterned area rug. A dining table for two is positioned near the sliding doors leading to the outdoor deck.
Home in Moretown
4.98 out of 5 average rating, 321 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!

Popular amenities for Waitsfield vacation rentals

When is the best time to visit Waitsfield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$67,107 GYDG$69,616 GYDG$63,971 GYDG$45,783 GYDG$45,992 GYDG$52,264 GYDG$49,546 GYDG$51,428 GYDG$50,174 GYDG$48,501 GYDG$45,783 GYDG$55,191 GYD
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Frequently Asked Questions

  • 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.

  • 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.

  • 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.

  • 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 bed and breakfast rentals in Waitsfield have air conditioning?

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

  • Do condo rentals in Waitsfield have wifi?

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

  • Do cabin rentals in Waitsfield have a bbq area?

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

  • 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 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!

  • What are the most popular amenities for House Rentals in Waitsfield?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a bbq area, over 50 homes with air conditioning, over 80 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Waitsfield

  • Total vacation rentals

    Explore 190 vacation rentals in Waitsfield

  • Nightly prices starting at

    Waitsfield vacation rentals start at G$14,634 GYD per night before taxes and fees

  • Verified guest reviews

    Over 7,620 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Waitsfield vacation rentals include wi-fi 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!

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