Manchester Holiday Houses

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Our top choices for Manchester holiday homes

A room with a large window, a wooden table, two chairs, and a woven basket on the table.

1. Cozy 3 Bedroom Condo in the Heart of Manchester VT

Manchester

Peggy S.

includes taxes & fees

10 Nov - 11 Nov

A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

2. Long Trail House 368 condo in Stratton Village, walk to the lifts

Stratton

includes taxes & fees

9 Nov - 10 Nov

A spacious kitchen with a central island, stainless steel appliances, and pendant lighting.

3. 1812 House, 2 Stays, 1 home

Manchester

includes taxes & fees

9 Dec - 10 Dec

A street view at dusk with a restaurant and a shop with a mannequin in the window.

4. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

Manchester

Corry B.

includes taxes & fees

9 Nov - 10 Nov

A two-story white house with a front porch, a door with a wreath, and a chimney.

5. Cozy farmhouse in Manchester - short drive to multiple ski mountains!

Manchester

Marissa H.

includes taxes & fees

19 Nov - 20 Nov

A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

6. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall

Victoria L.

includes taxes & fees

16 Nov - 17 Nov

A two-story house with a red roof, a front porch with a railing, and a gravel driveway.

7. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

Woodford

Dana W.

includes taxes & fees

9 Nov - 10 Nov

A living room with a brick fireplace, a sofa, a chair, and a coffee table.

8. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Winhall

Mark H.

includes taxes & fees

9 Nov - 10 Nov

A rustic interior with a wooden ceiling, a bar area with stools, a sofa, and a dining table.

9. Wonderful hilltop house with breathtaking views

Dorset

includes taxes & fees

19 Nov - 20 Nov

A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

10. Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

shushan

Susan f.

includes taxes & fees

9 Nov - 10 Nov

A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

11. Modern Mount Snow Gnarvana - Steps to Carinthia

Dover

Lynn B.

includes taxes & fees

10 Nov - 11 Nov

A rustic kitchen with wooden beams, a large island, and a hanging light fixture.

12. Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Londonderry

"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "

Christine M.

includes taxes & fees

2 Dec - 3 Dec

A lodge with a large fireplace, a covered porch, and a staircase leading to the upper level.

13. Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.

Jamaica

Luke B.

includes taxes & fees

19 Nov - 20 Nov

A spacious kitchen with a large island, wooden ceiling beams, and a view to the outside.

14. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

Stratton

Brian G.

includes taxes & fees

10 Nov - 11 Nov

A spacious room with wooden beams, large windows, and a cozy seating area with white furniture.

15. Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

Londonderry

Tim M.

includes taxes & fees

12 Nov - 13 Nov

A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

16. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Andover

Lorraine C.

includes taxes & fees

10 Nov - 11 Nov

A wooden barrel structure with a staircase and railing, surrounded by a forest.

17. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

Dover

Connor S.

A spacious living room with a fireplace, a dining area, and a kitchen with wooden cabinets and a microwave.

18. Book the Lemondrop for your Thanksgiving and experience Vermont’s Fall Magic

Dover

Alexander H.

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a built-in fireplace, wine storage, and a dining area with wooden furniture.

19. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover

jim f.

includes taxes & fees

9 Nov - 10 Nov

A wooden cabin with a green door, a small porch, and a set of stairs leading to the entrance.

20. Peaceful 1-bedroom bungalow with AC in charming Wells

Wells

Donna A.

includes taxes & fees

30 Nov - 1 Dec

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Learn more about Manchester

Nestled between the Green Mountains, this charming town boasts upscale outlet shopping and the historic Hildene estate with Lincoln family history. Hike nearby trails for spectacular fall foliage views or browse independent bookshops before dining at farm-to-table restaurants along Main Street.

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