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Holiday houses in Waitsfield

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Top-rated holiday rentals in Waitsfield

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Apartment in Waitsfield

4.85 out of 5 average rating, 319 reviews

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.

6 – 13 Dec

$2,059 AUD total

Guest favourite

Cottage in Waitsfield

4.93 out of 5 average rating, 130 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!

21 – 28 Sept

$1,844 AUD total

Guest favourite

Guest suite in Middlesex

5.0 out of 5 average rating, 274 reviews

Morningstar Meadow - your home in Vermont

You have a home in Vermont! 5-star one-bedroom apartment has country charm and contemporary panache. A perfect retreat to enjoy rural serenity, stunning views, woods and fields. Everything you need: well-appointed with attractive, high quality furnishings, separate entrance, full kitchen, open living/dining area, cozy bedroom with queen bed. Cable TV, WiFi, and cell service. Plentiful free parking. Centrally located 3 miles from Montpelier. Snow tires or all-wheel drive recommended Nov-March.

28 Feb – 7 Mar

$1,566 AUD total

Guest favourite

Apartment in Waterbury

4.97 out of 5 average rating, 374 reviews

Village Oasis 2 -the crossroads of VT

A friend once referred to our town as Mayberry. It's definitely a small town where people look out for each other. In the heart of the village, walking distance from local restaurants, brewery's, and shops as well as mountain bike trails. 5 mi from a beach where you can rent canoes/kayaks/paddle boards. Enjoy the slopes, hiking, Ben and Jerry's, local brewery's, or the Vt. landscape, settle in with a warm jacuzzi tub. At the end of the day cozy up on a king sized bed watching Netflix's.

16 – 23 Mar

$1,196 AUD total

Guest favourite

Cabin in Roxbury

4.97 out of 5 average rating, 186 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.

23 – 30 Aug

$1,716 AUD total

Guest favourite

Apartment in Waitsfield

4.96 out of 5 average rating, 186 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.

15 – 22 Mar

$2,034 AUD total

Guest favourite

Apartment in Waitsfield

4.95 out of 5 average rating, 167 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!

8 – 15 July

$1,399 AUD total

Guest favourite

Condo in Warren

4.93 out of 5 average rating, 132 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.

1 – 8 Oct

$1,457 AUD total

Guest favourite

Apartment in Waitsfield

4.95 out of 5 average rating, 155 reviews

The Wolf's Den at Sugarbush Mt Ellen

The Wolf's Den at Sugarbush Mt. Ellen is a brand new fully equipped custom 1st floor studio apartment at the foot of SUGARBUSH MT ELLEN enjoy the luxurious bedding, and accessories. Also provided is a continental breakfast with a Vermont flair! This property abuts the CATAMOUNT X-C SKI TRAIL!! From here you can walk or bike to many of the Valley's hot spots! Off of German Flats Road. THE VALLEY'S GREATEST LOCATION !!! One well-behaved pet is allowed!

5 – 12 Dec

$2,075 AUD total

Guest favourite

Guest suite in Waterbury Center

4.94 out of 5 average rating, 415 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room is very cozy with radiant heat in the floor during the winter. The separate entrance is off a covered porch. The porch has chairs and a table and is very pleasant in the warmer months The little kitchen alcove is convenient for coffee or tea or a light meal. We live in a historic building and our neighborhood is located very close to Rte 100. Waterbury village and Stowe as well as skiing, hiking and biking are all nearby.

25 Mar – 1 Apr

Apartment in Waitsfield

4.91 out of 5 average rating, 162 reviews

Spacious Post N’Beam Ski Chalet

Feel right at home in this large but cozy quintessential Vermont Ski Chalet apartment. The character and local vibes with the exposed beams and cathedral ceilings will not disappoint. The large private deck is a favorite spot to enjoy the sunshine and the natural beauty that surrounds this private home. ALL 3 SKI RESORTS within 5 miles! Very close to multiple WEDDING Venues, less then 2 miles to the Mad River Barn!

28 Apr – 5 May

$1,865 AUD total

Guest favourite

Tiny home in Warren

4.99 out of 5 average rating, 150 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.

4 – 11 Sept

$6,954 AUD total

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Popular amenities for Waitsfield holiday rentals

Free parking on premises

Air conditioning

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

Cabin in Moretown

4.94 out of 5 average rating, 213 reviews

Waldhaus - Modern Forest Cabin

24 Apr – 1 May

$2,435 AUD total

Guest favourite

Cottage in Lincoln

4.87 out of 5 average rating, 856 reviews

The Barn at North Orchard, Near Middlebury

16 – 23 Jan

$1,482 AUD total

Guest favourite

Condo in Warren

4.87 out of 5 average rating, 120 reviews

Mountainside Lincoln Peak Sugarbush Resort

3 – 10 Feb

$1,935 AUD total

Guest favourite

Home in Waitsfield

4.96 out of 5 average rating, 143 reviews

Mid century modern gem with views of Sugarbush

15 – 22 Nov

$4,076 AUD total

Guest favourite

Apartment in Waitsfield

4.9 out of 5 average rating, 146 reviews

Mad River Valley Ski Cabin

16 – 23 Nov

$2,392 AUD total

Guest favourite

Home in Roxbury

4.9 out of 5 average rating, 156 reviews

Captain Tom's Cabin - Secluded Vermont Getaway

5 – 12 Sept

$1,863 AUD total

Guest favourite

Guest suite in Weybridge

4.99 out of 5 average rating, 233 reviews

Beautiful 1 Bedroom Suite with private entrance

30 Nov – 7 Dec

$1,268 AUD total

Guest favourite

Cottage in Waitsfield

4.98 out of 5 average rating, 57 reviews

von Trapp Farmstead Little House

15 – 22 Sept

$1,830 AUD total

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
110 properties are a good fit for families
Total number of reviews
7.4K reviews
Nightly prices starting at
$93 AUD before taxes and fees

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