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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Chelsea vacation rentals

Property grounds

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (44 reviews)
"Very cozy and easy check in!"
United States
Emily R.
The price is ￥21,232
￥40,661 total
includes taxes & fees
Jul 30 - Jul 31
Secluded retreat in the trees
Smart TV

Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (29 reviews)
"No one ever greeted us except the dogs but everything else was very good including useful kitchen goods. Bathroom door needs to be lubricanted."
United States
Michael
The price is ￥18,876
￥30,318 total
includes taxes & fees
Aug 18 - Aug 19
Brand New Cabin On Working Farm
Terrace/patio

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (13 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is ￥25,680
￥53,533 total
includes taxes & fees
Jul 30 - Jul 31
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
1 bedroom, iron/ironing board, WiFi, bed sheets

One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
Barre
8.8 out of 10, Excellent, (9 reviews)
"Place is great quiet comfy clean and so well equipped if available would definitely stay again"
United States
Brian
The price is ￥16,219
￥41,654 total
includes taxes & fees
Jul 27 - Jul 28
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
Coffee/tea maker, fridge, oven, stovetop

Brookside Cabin - Your Peaceful VT Off-Grid Escape

Brookside Cabin - Your Peaceful VT Off-Grid Escape
Brookfield
The price is ￥30,104
￥73,167 total
includes taxes & fees
Aug 25 - Aug 26
Brookside Cabin - Your Peaceful VT Off-Grid Escape
Interior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (45 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
Exterior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
10.0 out of 10, Exceptional, (26 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
Interior

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Warren
9.4 out of 10, Exceptional, (23 reviews)
"Enjoyable stay"
United States
Eric W.
The price is ￥8,429
￥42,401 total
includes taxes & fees
Jul 27 - Jul 28
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
TV

Four Season Condo: ski, hike, mountain bike & seasonal pool

Four Season Condo: ski, hike, mountain bike & seasonal pool
Warren
The price is ￥15,654
￥35,808 total
includes taxes & fees
Jul 27 - Jul 28
Four Season Condo: ski, hike, mountain bike & seasonal pool
Property grounds

Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (1 review)
The price is ￥52,933
￥71,578 total
includes taxes & fees
Jul 27 - Jul 28
Charming TREEHOUSE in remote location
Interior

Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC

Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
East Warren
The price is ￥28,670
￥67,340 total
includes taxes & fees
Aug 24 - Aug 25
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
2 bedrooms, travel crib, WiFi, bed sheets

Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Waitsfield
9.8 out of 10, Exceptional, (49 reviews)
"Excellent Location ! "
United States
Luke A.
The price is ￥25,161
￥53,146 total
includes taxes & fees
Jul 29 - Jul 30
Go Skiing or Hiking from an Enchanting, Light-Filled Home
TV, video library

Ski-in/ski-out condo with mountain view, seasonal pool

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
The price is ￥12,214
￥49,774 total
includes taxes & fees
Jul 27 - Jul 28
Ski-in/ski-out condo with mountain view, seasonal pool
Terrace/patio

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Warren
8.8 out of 10, Excellent, (18 reviews)
"Great location and amenities. "
United States
Scott H.
The price is ￥11,009
￥51,056 total
includes taxes & fees
Jul 28 - Jul 29
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
TV

Four Season Condo: ski, hike, golf & seasonal pool

Four Season Condo: ski, hike, golf & seasonal pool
Warren
The price is ￥15,654
￥35,808 total
includes taxes & fees
Jul 27 - Jul 28
Four Season Condo: ski, hike, golf & seasonal pool
Interior

One Zero Five Stay 300

One Zero Five Stay 300
Barre
The price is ￥27,351
￥50,531 total
includes taxes & fees
Aug 18 - Aug 19
One Zero Five Stay 300
Coffee/tea maker, fridge, microwave, oven

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (20 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
The price is ￥36,944
￥72,389 total
includes taxes & fees
Jul 27 - Jul 28
Dreamy Artist Chalet in Secluded Historic Village
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (168 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
The price is ￥35,387
￥72,478 total
includes taxes & fees
Jul 27 - Jul 28
Stetson Hollow Cabin by Stetson Brook
Exterior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.2 out of 10, Wonderful, (11 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
Coffee/tea maker, fridge, microwave, oven

Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (45 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
The price is ￥25,803
￥64,315 total
includes taxes & fees
Jul 30 - Jul 31
Magnificent any time of year
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

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"Wonderful, brand new? place with everything you need to be comfortable. I only stayed one night , but the bed and pillows clean and comfy, coffee whenever, pleasant staff. And price was right. I will definitely stay there again!"
Carol 1-night trip
Posted 5 hours ago
My Place Hotel-Randolph VT

Find out more about Chelsea

Search for holiday rentals in Chelsea on Expedia! You can easily find your home rentals, villas, holiday apartments in Chelsea using one of the methods below:

  • View our selection of featured holiday rentals in Chelsea
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  • Enter your travel dates to view the best deals on holiday rentals in Chelsea while they last

Look no further and take a look at our great range of rental properties in Chelsea!

Frequently asked questions

Can I find a vacation rental in Chelsea?

Yes, we have vacation rentals near well known local attractions in Chelsea, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation rentals that Chelsea has to offer?

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you: This highly rated vacation home rental in Chelsea offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Chelsea?

Choose from 3 Expedia vacation rentals in Chelsea for a memorable vacation.

What’s there to see and do in Chelsea?

While exploring the area, visit family-friendly sights like Rock of Ages, or get outside and enjoy nature at Lake Fairlee. Other places in town to visit include Chelsea Public Library and Alden Speare Memorial Library.

What’s a vacation rental in Chelsea like?

Vacation rentals are private properties you can book for a long or short time in Chelsea. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.