Waitsfield Vacation Homes

A barn with a silo, surrounded by a green field and trees with autumn foliage, with mountains in the background.

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Our top choices for Waitsfield holiday homes

A deck with chairs overlooking a mountainous landscape.

1. Gorgeous Mountain Home Near Mad River Glen

Fayston

Nerissa B.

An outdoor seating area with wicker chairs and a small table, surrounded by lush greenery and trees.

2. Entire Enchanting, Light-Filled 1830 Farmhouse

Waitsfield

Patti M.

HK$5,686 total

includes taxes & fees

27 Oct - 28 Oct

A two-story yellow house with a porch, a front door, and a small front yard.

3. Charming Vermont Farmhouse in Mad River Valley

Waitsfield

HK$11,061 total

includes taxes & fees

27 Oct - 28 Oct

A rustic cabin with a dirt path leading to it, surrounded by autumn foliage.

4. Beautiful home located in the Mad River Valley

Warren

Allie T.

5. Beautiful home located in the Mad River Valley

Warren

Sloan S.

A two-story house with a covered porch, outdoor seating, and a lawn.

6. Classic Vermont Farmhouse near Sugarbush Resort

Warren

Peggy V.

A spacious living area with a wooden dining table, chairs, and a patterned rug. A spiral staircase leads to an upper level. Large windows offer views of the outdoors.

7. Top of the Hill Modern Retreat

East Warren

Michael Q.

HK$5,743 total

includes taxes & fees

1 Nov - 2 Nov

A kitchen with wooden beams, a central island, and a view of a snowy outdoor area.

8. End-of-the-road Moretown retreat with VAST trail access from the porch

Fayston

Anonymous traveller

HK$6,345 total

includes taxes & fees

27 Oct - 28 Oct

A wooden deck with a hot tub and seating, overlooking a scenic landscape.

9. Sky Zen - Ridge Line Retreat

East Warren

Spyridon M.

HK$8,140 total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a sofa, coffee table, and a flat-screen TV mounted on the wall.

10. The Hinesburg Hideaway Unit 3

Hinesburg

Francis

HK$1,441 total

includes taxes & fees

2 Nov - 3 Nov

A rural property with a wooden shed, a small cabin, and a well-maintained lawn.

11. Studio in the country w/Hot Tub

Monkton

HK$2,016 total

includes taxes & fees

27 Oct - 28 Oct

A modern, multi-story building with a dark exterior, surrounded by dense forest.

12. The Black House | Modern Stowe Mountain Retreat

Lower Village

Melody Legera

HK$2,454 total

includes taxes & fees

17 Nov - 18 Nov

A large grassy field with a historic building in the background.

13. Purple Door Cottage in the heart of Middlebury!

Middlebury

carol m.

HK$2,879 total

includes taxes & fees

27 Oct - 28 Oct

A room with large windows offering a view of a forested landscape.

14. Secluded Vermont Escape - Beautiful Mountain and Lake Views - Private Trails

Hinesburg

"Beautiful country property - amazing views and a nice pond a short walk from the house. The house is lovely and comfortable. The host is amazing. The only (very minor) 'heads up' would be that the bedroom that is on the second floor has a narrow staircase up to it so it is hard to carry up a suitcase. The house is down a long driveway that is off a dirt road so it is very quiet and private. I highly recommend it!"

Marian

HK$6,517 total

includes taxes & fees

5 Nov - 6 Nov

A house with a white exterior, a red roof, and a large front window.

15. Shaw Hill House Stowe | Indoor Fireplace, Backyard

Stowe

Mark M.

HK$5,105 total

includes taxes & fees

29 Oct - 30 Oct

A modern living room with a sofa, coffee table, and a large window.

16. Backyard Bungalow • 2BR Near BTV + Fenced Yard

So Burlington

Regan H.

HK$2,639 total

includes taxes & fees

1 Nov - 2 Nov

A circular wooden room with a bench and a view of a lake surrounded by trees.

17. Vermont Lakehouse Retreat

Hinesburg

Laura M.

HK$4,980 total

includes taxes & fees

4 Nov - 5 Nov

A modern kitchen with grey cabinets, stainless steel appliances, and a wooden ceiling.

18. Vermont Cedar Cottage | Fireplace & Pond Views

Lower Village

HK$3,420 total

includes taxes & fees

17 Nov - 18 Nov

A cozy living room with a fireplace, a large sofa, and a kitchen area in the background.

19. Bear Perch | Nordic Design, Nature Escape in Stowe

Lower Village

HK$3,192 total

includes taxes & fees

17 Nov - 18 Nov

A sign for a building with the name "BETA" and a sign below it that reads "RESEARCH & DEVELOPMENT".

20. The Landing Pad

South Burlington

Adrian V.

HK$2,690 total

includes taxes & fees

27 Oct - 28 Oct

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Top Waitsfield Hotel Reviews

Outbound Stowe

8/10 Good

"Beautiful area. The staff was super friendly and helpful. Though my experience at the restaurant on site was not the greatest, the stay at the cabin outweighed the negatives. The complimentary s’mores was also an awesome touch."

Bluebird Cady Hill Lodge

8/10 Good

"The location is great (even though the directions on the website and Expedia are wrong and we found the place with Apple Maps). We loved that it was easily walkable to downtown and plenty of options for activities nearby. The walking path from downtown to just down the road from the lodge was amazing. We are definitely planning to go back and try to book one of the cabins!!"

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