Wilmington, VT Vacation Homes from ￥32,096

A street with a red brick building and a white building with green shutters. There are flower boxes on the sidewalk.

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Our top choices for Wilmington vacation homes

A cozy interior with a wooden ceiling, a large window, and a table with chairs.

1. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Wilmington

Natalie

￥90,046 total

includes taxes & fees

Oct 6 - Oct 7

A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

2. Walk To Town, Hottub, Firepit, Games, Mt Snow

Wilmington

Jeremy P.

￥130,526 total

includes taxes & fees

Oct 4 - Oct 5

A bedroom with a wooden headboard, a bed with patterned bedding, and a framed picture on the wall.

3. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

Wilmington

￥111,912 total

includes taxes & fees

Oct 28 - Oct 29

A wooden staircase leading to a cabin with a balcony, surrounded by trees.

4. New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly

Wilmington

Alex B.

￥120,746 total

includes taxes & fees

Oct 9 - Oct 10

A bedroom with a large bed, a window with blinds, a bookshelf, and a wall-mounted ship's wheel.

5. The Eagles Wing at The CHM - Private Apartment

Dover

Ava M.

￥22,939 total

includes taxes & fees

Oct 6 - Oct 7

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.

6. Modern Mount Snow Gnarvana - Steps to Carinthia

Dover

Lynn B.

￥73,461 total

includes taxes & fees

Oct 1 - Oct 2

An aerial view of a house surrounded by a forest with autumn foliage.

7. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Whitingham

Jonathan

￥88,480 total

includes taxes & fees

Oct 28 - Oct 29

A bedroom with a bed, bedside tables, a window, and a radiator.

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

Woodford

￥71,918 total

includes taxes & fees

Oct 7 - Oct 8

A two-story house with a porch, surrounded by trees and snow.

9. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Bennington

Malika R.

￥52,971 total

includes taxes & fees

Oct 1 - Oct 2

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

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

Dover

jim f.

￥185,566 total

includes taxes & fees

Oct 1 - Oct 2

A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

11. Spacious Vermont Farmhouse | 3 Mi to Mount Snow

West Dover

ken g.

￥129,459 total

includes taxes & fees

Oct 4 - Oct 5

A red house with a porch, surrounded by a grassy yard and trees.

12. Two Brooks Lodge

Bennington

"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...

Hunter

￥63,934 total

includes taxes & fees

Oct 1 - Oct 2

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

13. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton

￥40,299 total

includes taxes & fees

Oct 1 - Oct 2

A room with white paneled walls, a wooden bench, a teal cushion, a vase with flowers, a framed picture, and a shelf with books and a small electronic device.

14. Cozy Vermont Tiny Home Get Away

Brattleboro

￥17,001 total

includes taxes & fees

Oct 31 - Nov 1

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

15. Cozy Home in Pownal VT

Pownal

Jess M.

￥32,096 total

includes taxes & fees

Oct 8 - Oct 9

A hallway with wooden flooring, white walls, and a bed in the background.

16. Cozy private 2 bed apartment in Shelburne Falls

Shelburne Falls

maureen

￥67,326 total

includes taxes & fees

Oct 1 - Oct 2

A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

17. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Hoosick Falls

Anita T.

￥62,202 total

includes taxes & fees

Oct 3 - Oct 4

A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

18. Greylock Cabin

Florida

Margaret M.

￥72,184 total

includes taxes & fees

Oct 29 - Oct 30

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

19. Private bed with En-suite bathroom Marigold Room

Shelburne Falls

￥33,925 total

includes taxes & fees

Oct 7 - Oct 8

A garden with a wooden pergola, purple flowers, and a river view.

20. Family Friendly Hilltop House In Putney Vermont

Putney

Susan G.

￥41,456 total

includes taxes & fees

Oct 20 - Oct 21

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Top Wilmington Hotel Reviews

The White House Inn

10/10 Excellent

"Patrick was very warm and welcoming! The room had its own outside entrance,spacious and clean. The bed was so comfortable.Beautiful bed and breakfast with lots of history and charm. Grounds also beautiful! Will definitely recommend to friends"

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow

8/10 Good

"The home was beautiful. The view of the lake was great, the walk down the hill to the lake was a bit of a challenge.. my husband did not attempt it. We did get to use the kayak and canoe. The rain hindered a lot of outdoor time , but we played games and had fun. We enjoyed sitting to dinner at the large table and there was plenty of space to go off and read or have quiet time. The host as quick to respond to my messages.. thank you Ashley."

The Manchester View

10/10 Excellent

"We really enjoyed our stay at The Manchester View. Our terrace room was spacious and comfortable, and the view was absolutely to die for—definitely one of the highlights of our stay. Check-in and checkout were both very easy, and the included breakfast was a nice touch and a great way to start the day. The location is also very convenient, especially for visiting Hildene, which is nearby and was a very special place and one of the highlights of our trip. A comfortable, relaxing stay with beautiful Vermont views. We would definitely stay here again."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"What I like is the room was well stocked, very clean and the staff is very helpful. What I did not like is the parking is very inconvenient and is quite a walk which is never fun in bad weather. They need more luggage carts. It looked like they have about 5 or 6 for about a 200 room hotel. There was only one place on the property to get breakfast in the morning. There is a stove and refrigerator in the room. I had no idea before hand those would be available!"

Find out more about Wilmington

Wilmington Vacation Homes information

Number of reviews	313
Accommodation	638 Vacation Homes
Lowest Price	￥32,096
Highest Price	￥185,566

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Wilmington vacation homes

1. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

2. Walk To Town, Hottub, Firepit, Games, Mt Snow

3. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

4. New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly

5. The Eagles Wing at The CHM - Private Apartment

6. Modern Mount Snow Gnarvana - Steps to Carinthia

7. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

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

9. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

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