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, 188 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 favourite
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, 177 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 favourite
The cozy studio features wooden walls and ceiling with warm string lights. A spacious bed is paired with decorative pillows, while a small table and chairs are positioned by the window. A coffee table sits on a plush area rug near a comfortable sofa.
Loft in Duxbury
4.98 out of 5 average rating, 265 reviews

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!

Guest favourite
Home in Warren
4.92 out of 5 average rating, 103 reviews

HYGGE HAUS - Mountain Views Minutes from Sugarbush

Beautiful custom-crafted family home secluded on three acres surrounded by farms located just minutes from Sugarbush, and both Warren and Waitsfield village. The spacious 4-bedroom home boasts marvelous mountain views, plenty of outside space, a firepit, grill, hiking & snowshoe trails, and direct access via the backyard to the groomed Ole's XC ski trails. Inside you find a gorgeous hand-built radiant stone fireplace, a fully equipped kitchen, spacious bedrooms + private loft, and fiber wifi

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, 179 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 charming cottage is nestled among lush greenery along the riverbank. The structure features a sloped roof and a deck with seating, overlooking the tranquil waters. Smooth stones create a natural shoreline, while trees provide a serene backdrop.
Cottage in Warren
4.99 out of 5 average rating, 104 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!

Top guest favourite
A charming exterior of a two-story building is surrounded by lush greenery and blooming flowers. The sloped red roof contrasts with the white siding. A wooden deck is visible on the upper level, featuring chairs and a staircase leading to the ground level.
Guest suite in Waterbury Center
4.94 out of 5 average rating, 482 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

Superhost
A two-story blue building features a metal roof and multiple large windows, allowing natural light to illuminate its façade. Balconies are visible on the second floor, and various shops are showcased on the ground level, creating a lively street scene.
Flat in Waitsfield
4.9 out of 5 average rating, 259 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.

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, 199 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
The exterior of a multi-story condo building is shown, featuring a welcoming entryway adorned with seasonal decor. Private balconies are visible on upper levels, and snow is present on the ground, suggesting a winter setting. Clear blue skies frame the scene.
Apartment in Warren
4.92 out of 5 average rating, 155 reviews

Another Day in Paradise at Sugarbush Mountain

Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.

Guest favourite
A charming exterior showcases a blue building framed by vibrant greenery. A white stairway leads to a door marked with a pink accent. Purple irises and lush plants create a colorful border along a well-maintained path, enhancing the inviting outdoor space.
Flat 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 favourite
The living room features a comfortable sectional sofa with decorative pillows, a rustic coffee table, and a cozy gas fireplace framed by natural stone. Large windows allow soft light to fill the space, and a Bluetooth speaker is present on the coffee table.
Flat in Fayston
4.96 out of 5 average rating, 150 reviews

Modern 2BR (K&Q beds). Views! Minutes to town!

Come for a quiet retreat in the beautiful woods of the Mad River Valley! Year-around beauty and convenience. Nestled against the 3000-acre state forest, secluded, yet only 3 miles to shops & restaurants in Waitsfield, and 5 to 6 miles to the ski resorts (Sugarbush & Mad River Glen). Sliding on the snow, hiking, biking, swimming... outdoor opportunities abound! This 2 BR guest suite offers a cozy sanctuary for your Vermont getaways! ( Find us on 1nstagram! @maplewoodsvt )

Popular amenities for Waitsfield holiday rentals

When is the best time to visit Waitsfield?

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Avg. price$407 SGD$422 SGD$388 SGD$277 SGD$279 SGD$317 SGD$300 SGD$312 SGD$304 SGD$294 SGD$277 SGD$334 SGD
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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 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.

  • How much does it cost to stay in bed and breakfast rentals in Waitsfield?

    Experience the best of Waitsfield with our bed and breakfast rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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 apartment rentals in Waitsfield have wifi?

    Absolutely! We offer over 10 apartment 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 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.

  • 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 190 holiday rentals in Waitsfield

  • Nightly prices starting at

    Waitsfield holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 7,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 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

    190 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!

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