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.

Superhost
Flat in Waitsfield
1830 Enchanting, Light-Filled Farmhouse Apartment
Gather around the fire pit and stargaze with toasted marshmallows, then cozy up on the cream corner sofa in front of a movie. Warm hardwood floors combine with chunky wooden furniture, historic beams, and elegant sash windows at this period retreat. This second floor apartment of a two unit 1830 farmhouse can be rented on its own or with the downstairs unit. Booked as just the second floor, it is completely secluded with its own private entrance. ALL NEW cozy, designer decorated, original VT farmhouse entire 2ND FL. apartment. King bed that can be split into twins and a queen bed. Plus small double size fold out sofa. 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. * LOWER APT. can be rented as well or whole house can be rented. (Title of listing: 1830 Farm House 1ST 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 PA, but have caretakers up there for any in person issues. Always contact us asap if anything comes up! The property sits in 3 acres right off route 100. Amazing resturants in Waitsfield and Warren are within easy reach, with Blueberry Lake and Ole cross country and snow shoe trails nearby and a private swimming hole in the valley behind the house. Some cabs if needed. CAN RENT WHOLE HOUSE AS WELL.
19–26 Jan
$191 SGD per night
4.85 out of 5 average rating, 314 reviews
Guest favourite
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!
18–25 Aug
$163 SGD per night
4.93 out of 5 average rating, 127 reviews
Guest favourite
Chalet in Fayston
4BR Mad River Valley Chalet w/ View, Close to All
*Featured in Food + Wine Magazine!* Welcome to Stars Hollow Chalet, perfect for a romantic getaway, family and friend getaways, or remote work with super-fast internet (rare in the area!). We're on the Fayston/Waitsfield line fantastically close to downtown shops, food, swimming & skiing. Explore all the Mad River Valley has to offer right down the street, then retreat back to the chalet, switch into your slippers and cozy up on our comfy green velvet and leather couches by the fireplace.
15–22 Feb
$545 SGD per night
4.96 out of 5 average rating, 133 reviews

Popular amenities for Waitsfield holiday rentals

Stay near Waitsfield's top sights

The Mad Taco137 locals recommend
Lawson’s Finest Liquids119 locals recommend
Canteen Creemee Company55 locals recommend
American Flatbread163 locals recommend
The Worthy Burger Too32 locals recommend
The Inn at the Round Barn Farm9 locals recommend

Other great holiday rentals in Waitsfield

Guest favourite
Guest suite in Middlesex
Morningstar Meadow - your home in Vermont
4–11 Nov
$148 SGD per night
5.0 out of 5 average rating, 272 reviews
Superhost
Cabin in Moretown
Waldhaus - Modern Forest Cabin
19–26 Apr
$219 SGD per night
4.94 out of 5 average rating, 211 reviews
Guest favourite
Home in Waitsfield
Sweet Blue Mint Ski House
7–14 Aug
$374 SGD per night
4.93 out of 5 average rating, 119 reviews
Guest favourite
Cabin in Roxbury
Off Grid Secluded Cabin on 37 Acre Farm
12–19 May
$160 SGD per night
4.97 out of 5 average rating, 181 reviews
Guest favourite
Chalet in Waitsfield
Warm Luxury Mid-Century Modern Chalet
30 Aug – 6 Sep
$379 SGD per night
4.96 out of 5 average rating, 125 reviews
Guest favourite
Flat in Waitsfield
Mad River Valley Ski Cabin
4–11 Dec
$254 SGD per night
4.89 out of 5 average rating, 142 reviews
Guest favourite
Home in Moretown
Dramatic Views at Above the Clouds II
10–17 Dec
$450 SGD per night
4.99 out of 5 average rating, 237 reviews
Superhost
Chalet in Warren
Alpine Village Chalet
18–25 Aug
$158 SGD per night
4.91 out of 5 average rating, 209 reviews
Guest favourite
Guest house in Waitsfield
von Trapp Farmstead Little House
27 Jun – 4 Jul
$170 SGD per night
4.98 out of 5 average rating, 55 reviews
Guest favourite
Flat in Moretown
Moretown Get Away
25 Nov – 2 Dec
$122 SGD per night
4.93 out of 5 average rating, 97 reviews
Guest favourite
Apartment in Warren
Newly renovated condo at base of Sugarbush!
23–30 Apr
$142 SGD per night
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Waitsfield
Nordic-inspired log cabin
27 Aug – 3 Sep
$424 SGD per night
5.0 out of 5 average rating, 13 reviews

Quick stats about holiday rentals in Waitsfield

Total rentals

200 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

100 properties are a good fit for families

Total number of reviews

6.9K reviews

Nightly prices starting at

$54 SGD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Washington County
  5. Waitsfield