A small town with a church, houses, and a lake surrounded by autumn-colored trees.

Search Holiday Homes in Chelsea

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chelsea holiday homes

A wooden barn with a large open door, a small cart, and a grassy area in front.

1. Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Chelsea
10.0 out of 10, Exceptional, (56 reviews)
"Dave & Miken were fantastic hosts - excellent communications and so nice & welcoming. It was fun to milk the goats and hold the babies. Loved the dogs, ducks and chickens too,"
United States
Martha
The price is £221
includes taxes & fees
1 Oct - 2 Oct
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
A rustic cabin surrounded by autumn foliage.

2. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (27 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
A rustic cabin surrounded by autumn foliage.

3. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.0 out of 10, Wonderful, (12 reviews)
"We had a great stay - Quiet, clean, cozy, and a great location, we'll definitely stay here again for future trips!"
United States
Sloan S.
Beautiful home located in the Mad River Valley
A modern kitchen with wooden cabinets, a central island with stools, stainless steel appliances, and large windows offering a view of the outdoors.

4. Beautiful Country Home with Hot Tub & Pool Table

Beautiful Country Home with Hot Tub & Pool Table
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"This was a great home for our family gathering. There is space for everyone and the location is stunning. We enjoyed ourselves very much."
United States
Shenaugh K.
The price is £629
includes taxes & fees
1 Oct - 2 Oct
Beautiful Country Home with Hot Tub & Pool Table
A house with a stone staircase leading to a wooden deck, surrounded by lush greenery.

5. Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
East Warren
9.6 out of 10, Exceptional, (17 reviews)
"Great location, plenty of space, everything in house worked as described. Thank you!!"
United States
Daniel B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
A modern living room with a large window overlooking a forested mountain landscape.

6. Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views

Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful comfortable place with the best view in the valley. All the amenities you need for great vacation. "
United States
Jeff C.
Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
A two-story house with a porch, green shutters, and a brick chimney.

7. Beautiful Farmhouse Close to Warren Village and Sugarbush Resort

Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable, well equipped, beautiful location. Hope to return."
United States
Sara O.
Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
A covered porch with a grill, chairs, and a stack of firewood.

8. The Willard House | Large Vermont Retreat | Hot Tub + Game Room

The Willard House | Large Vermont Retreat | Hot Tub + Game Room
Bradford
The price is £571
includes taxes & fees
29 Sept - 30 Sept
The Willard House | Large Vermont Retreat | Hot Tub + Game Room
A room with a large window overlooking a forest in autumn.

9. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (49 reviews)
"Nice location off of Route 100 there was a little road noise but the house is situated a bit back. The seating was super comfy and the kitchen was nicely stocked for cooking. It was awesome to be able to bring our pup! "
United States
Melissa P.
Beautiful home located in the Mad River Valley
A room with a large window overlooking a deck with two chairs and a table.

10. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (43 reviews)
"Perfect location for ski vacation. House was clean, close to resort. Quick drive to restaurants, looking forward to staying again! "
United States
Noah S.
Luxurious Vermont home minutes from Sugarbush Resort
A two-story house with a covered porch, outdoor seating, and a lawn.

11. Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.6 out of 10, Exceptional, (57 reviews)
"Great location for skiing at Sugarbush. Nice big living room for the whole group to gather. "
United States
Peggy V.
Classic Vermont Farmhouse near Sugarbush Resort
A log cabin interior with a stone fireplace, a sofa set, a round table, and a large window offering a view of the outdoors.

12. Ridge House - Modern Log Home Nestled on top of a Private Mountain

Ridge House - Modern Log Home Nestled on top of a Private Mountain
Waitsfield
10.0 out of 10, Exceptional, (17 reviews)
"A gorgeous house, well designed, incredibly comfortable & perfectly appointed. Responsive staff at the mgmt company too. We will be back!"
United States
lauren m.
Ridge House - Modern Log Home Nestled on top of a Private Mountain
A yellow building with a green roof and large windows overlooking a snowy landscape with trees and mountains.

13. Vermont Post & Beam w/Hot Tub & Stunning Views

Vermont Post & Beam w/Hot Tub & Stunning Views
Waitsfield
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful spot, clean house and everything we needed for a relaxing time. Will be returning"
United States
William W.
The price is £667
includes taxes & fees
30 Sept - 1 Oct
Vermont Post & Beam w/Hot Tub & Stunning Views
A covered porch with a view of a white house and a green lawn.

14. 150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!

150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
Bethel
10.0 out of 10, Exceptional, (3 reviews)
"Lovely home with a beautiful property and accurate listing."
United States
Anonymous traveller
The price is £1,035
includes taxes & fees
28 Sept - 29 Sept
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
An outdoor seating area with wicker chairs and a small table, surrounded by lush greenery and trees.

15. Entire Enchanting, Light-Filled 1830 Farmhouse

Entire Enchanting, Light-Filled 1830 Farmhouse
Waitsfield
9.8 out of 10, Exceptional, (10 reviews)
"We came up to Vermont for a wedding and the "farm house" was just what we needed. Thank you! Much appreciated the easy check in and allowing us to arrive a bit earlier to get ready for the wedding bash. P. Murray"
United States
Patti M.
The price is £522
includes taxes & fees
1 Oct - 2 Oct
Entire Enchanting, Light-Filled 1830 Farmhouse
A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

16. Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Hancock
10.0 out of 10, Exceptional, (1 review)
"The maple castle was awesome! Definitely the most unique house I have ever stayed in. You can sit in the hot tub and watch the river or you can walk down a tiny hill to tie up a tube and float in it. The owners were extremely helpful and responsive. Would definitely recommend. "
United States
Katie H.
The price is £720
includes taxes & fees
2 Oct - 3 Oct
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
A modern living room with a fireplace, large windows, and a cozy seating area.

17. Stunning Views, 10 Mins from Woodstock

Stunning Views, 10 Mins from Woodstock
Pomfret
The price is £643
includes taxes & fees
5 Oct - 6 Oct
Stunning Views, 10 Mins from Woodstock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chelsea Hotel Reviews

New World Inn

New World Inn

8/10 Good
"Large clean room with comfortable beds. There was a decent selection for breakfast and one of the better cups of coffee too. The AC unit was a little loud but otherwise no issues. Definitely met ours needs for the weekend. The owner was very nice and welcoming."
Randy 2-night trip
Posted 2 hours ago
New World Inn

Find out more about Chelsea

Chelsea Holiday Homes information

Number of reviews
307
Accommodation
210 Holiday Homes
Lowest Price
£221
Highest Price
£1,035