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

Holiday Homes in Chelsea

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Chelsea holiday 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 NZ$1,095
includes taxes & fees
10 Nov - 11 Nov
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, (51 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 with a dirt path leading to it, 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 house with a stone staircase leading to a wooden deck, surrounded by lush greenery.

4. 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 frozen lake with trees in the background and a cloudy sky.

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

The Willard House | Large Vermont Retreat | Hot Tub + Game Room
Bradford
The price is NZ$1,322
includes taxes & fees
26 Oct - 27 Oct
The Willard House | Large Vermont Retreat | Hot Tub + Game Room
A two-story house with a covered porch, outdoor seating, and a lawn.

6. 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 covered porch with a view of a white house and a green lawn.

7. 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 NZ$2,347
includes taxes & fees
22 Nov - 23 Nov
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.

8. 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 NZ$1,231
includes taxes & fees
2 Nov - 3 Nov
Entire Enchanting, Light-Filled 1830 Farmhouse
A wooden deck with a hot tub and seating, overlooking a scenic landscape.

9. 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 NZ$1,775
includes taxes & fees
8 Nov - 9 Nov
Sky Zen - Ridge Line Retreat
A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

10. 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 NZ$1,916
includes taxes & fees
25 Oct - 26 Oct
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Large commercial kitchen with island and dishwasher

11. Charming Vermont Farmhouse in Mad River Valley

Charming Vermont Farmhouse in Mad River Valley
Waitsfield
The price is NZ$2,388
includes taxes & fees
23 Oct - 24 Oct
Charming Vermont Farmhouse 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

The Inn at Montpelier

The Inn at Montpelier

10/10 Excellent
"Kelly was great and helpful!"
Tiffany 1-night trip
Posted 1 hour ago
The Inn at Montpelier

Find out more about Chelsea

Chelsea Holiday Homes information

Number of reviews
103
Accommodation
214 Holiday Homes
Lowest Price
NZ$1,095
Highest Price
NZ$2,388