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

Chelsea Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chelsea vacation homes

A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

1. Authentic farmhouse for those who love cozy, quirky, historical imperfection

Authentic farmhouse for those who love cozy, quirky, historical imperfection
Randolph Center
10.0 out of 10, Exceptional, (6 reviews)
"The rental experience was seemless....communication was great, the property fit our family so easily and the location was easily accessible to many beautiful spots. The home is well equipped and it was a delightful stay!"
United States
Kathy K.
The price is CA $343
CA $893 total
includes taxes & fees
Nov 10 - Nov 11
Authentic farmhouse for those who love cozy, quirky, historical imperfection
A room with a large window overlooking a forest in autumn.

2. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (50 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 rustic cabin surrounded by autumn foliage.

3. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (28 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.

4. 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 view through a window with a wooden deck and Adirondack chairs, overlooking a snowy landscape with distant mountains.

5. Mad Mountain Meadows - Stunning Mountain Views!

Mad Mountain Meadows - Stunning Mountain Views!
East Warren
10.0 out of 10, Exceptional, (6 reviews)
"Great house great location!"
United States
Elizabeth D.
The price is CA $207
CA $1,059 total
includes taxes & fees
Oct 21 - Oct 22
Mad Mountain Meadows - Stunning Mountain Views!
A hot tub on a wooden deck with a view of autumn trees and a mountain in the background.

6. Secluded Mountain Getaway with Hot tub and Views!

Secluded Mountain Getaway with Hot tub and Views!
Granville
8.8 out of 10, Excellent, (5 reviews)
"Cool house. The kids loved the bunk bed room."
United States
Sarah B.
The price is CA $210
CA $1,143 total
includes taxes & fees
Oct 21 - Oct 22
Secluded Mountain Getaway with Hot tub and Views!
A modern kitchen with wooden cabinets, a central island with stools, stainless steel appliances, and large windows offering a view of the outdoors.

7. 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 CA $209
CA $1,196 total
includes taxes & fees
Oct 15 - Oct 16
Beautiful Country Home with Hot Tub & Pool Table
A room with a bed, a wooden headboard, a wall-mounted shelf, and a small rug.

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 CA $455
CA $1,091 total
includes taxes & fees
Oct 20 - Oct 21
The Willard House | Large Vermont Retreat | Hot Tub + Game Room
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.

9. Top of the Hill Modern Retreat

Top of the Hill Modern Retreat
East Warren
10.0 out of 10, Exceptional, (11 reviews)
"Really nice place everything was top notch. "
United States
Michael Q.
The price is CA $202
CA $1,049 total
includes taxes & fees
Oct 25 - Oct 26
Top of the Hill Modern Retreat
A house with a stone staircase leading to a wooden deck, surrounded by lush greenery.

10. 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, (18 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 room with a large window overlooking a deck with two chairs and a table.

11. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (44 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.

12. Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.4 out of 10, Exceptional, (59 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 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
9.6 out of 10, Exceptional, (27 reviews)
"Beautiful spot, clean house and everything we needed for a relaxing time. Will be returning"
United States
William W.
The price is CA $219
CA $1,272 total
includes taxes & fees
Oct 15 - Oct 16
Vermont Post & Beam w/Hot Tub & Stunning Views
A spacious living area with a fireplace, a curved staircase, and large windows offering views of the outdoors.

14. The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views

The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (7 reviews)
"Gorgeous house in amazing location!"
United States
Brian S.
The price is CA $613
CA $1,966 total
includes taxes & fees
Oct 22 - Oct 23
The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
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 CA $487
CA $1,031 total
includes taxes & fees
Oct 19 - Oct 20
Entire Enchanting, Light-Filled 1830 Farmhouse
A covered porch with a view of a white house and a green lawn.

16. 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
9.6 out of 10, Exceptional, (4 reviews)
"5 bedrooms with only 2.5 baths but beautiful!"
United States
Jamie R.
The price is CA $1,066
CA $1,997 total
includes taxes & fees
Oct 15 - Oct 16
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
A wooden deck with a hot tub and seating, overlooking a scenic landscape.

17. Sky Zen - Ridge Line Retreat

Sky Zen - Ridge Line Retreat
East Warren
10.0 out of 10, Exceptional, (1 review)
"We've stayed multiple times in this property and it's always been great. Beautiful house, landscape, and of course the views. The house is always very clean and well maintained. We look forward to our next stay here."
United States
Spyridon M.
The price is CA $774
CA $1,476 total
includes taxes & fees
Nov 8 - Nov 9
Sky Zen - Ridge Line Retreat
Exterior

18. Hanover Luxury MCM Retreat | Dartmouth Graduation

Hanover Luxury MCM Retreat | Dartmouth Graduation
Hanover
10.0 out of 10, Exceptional, (1 review)
"Great stay at this lovely home. Everything was easy. Thank you!"
United States
John C.
The price is CA $843
CA $1,773 total
includes taxes & fees
Oct 19 - Oct 20
Hanover Luxury MCM Retreat | Dartmouth Graduation
A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

19. 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 CA $895
CA $1,578 total
includes taxes & fees
Oct 18 - Oct 19
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table with chairs.

20. Renovated Modern Chalet in Mad River Valley

Renovated Modern Chalet in Mad River Valley
Warren
The price is CA $344
CA $899 total
includes taxes & fees
Oct 18 - Oct 19
Renovated Modern Chalet in Mad River Valley
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.
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Top Chelsea Hotel Reviews

Six South St Hotel

Six South St Hotel

10/10 Excellent
"Above expectations"
Jay 2-night trip
Posted 2 hours ago
Six South St Hotel

Find out more about Chelsea

Chelsea Vacation Homes information

Number of reviews
207
Accommodation
208 Vacation Homes
Lowest Price
CA $893
Highest Price
CA $1,997

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