Chelsea Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Chelsea vacation rentals

A stack of firewood on a metal rack outside a building.

1. Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Williamstown
10.0 out of 10, Exceptional, (62 reviews)
"My 9 year old daughter loved being able to wake up and swim! The home was beautiful a d we had a great time."
United States
April A.
The price is CA $147
CA $277 total
includes taxes & fees
Nov 9 - Nov 10
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
A house surrounded by dense trees with sunlight filtering through the leaves.

2. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (52 reviews)
"Such a peaceful place to stay, we absolutely loved it there"
United States
Katherine
The price is CA $184
CA $333 total
includes taxes & fees
Nov 9 - Nov 10
Secluded retreat in the trees
A television mounted on a wall displaying a network settings menu.

3. Two Bedroom Apt in Barre VT!

Two Bedroom Apt in Barre VT!
Barre
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful place and the location was perfect!"
United States
Deb C.
The price is CA $211
CA $433 total
includes taxes & fees
Nov 9 - Nov 10
Two Bedroom Apt in Barre VT!
A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

4. 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 $268
CA $756 total
includes taxes & fees
Nov 10 - Nov 11
Authentic farmhouse for those who love cozy, quirky, historical imperfection
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

5. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (38 reviews)
"This cabin was cute and cozy and very quiet. The hosts had thought of everything a guest might want or need. Wonderful stay."
United States
Kristen
The price is CA $159
CA $233 total
includes taxes & fees
Nov 9 - Nov 10
Brand New Cabin On Working Farm
A rustic wooden table with a woven chair, a hammock, and a view of a forest through a large window.

6. Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (2 reviews)
"Views amazing and so cool"
United States
Benjamin F.
The price is CA $299
CA $398 total
includes taxes & fees
Nov 10 - Nov 11
Charming TREEHOUSE in remote location
A spacious living area with a grey sofa, a wooden coffee table, a staircase with a black railing, and a potted plant.

7. One Zero Five Stay 300

One Zero Five Stay 300
Barre
10.0 out of 10, Exceptional, (1 review)
"Property is well maintained and in a very convenient location. Plenty of off-street parking as well."
United States
Audrey M.
The price is CA $185
CA $401 total
includes taxes & fees
Nov 9 - Nov 10
One Zero Five Stay 300
A cozy room with a table, a cup, a basket, and a heater.

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 $488
CA $1,074 total
includes taxes & fees
Nov 9 - Nov 10
The Willard House | Large Vermont Retreat | Hot Tub + Game Room
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

9. 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, (53 reviews)
"Excellent Location ! "
United States
Luke A.
The price is CA $258
CA $521 total
includes taxes & fees
Nov 16 - Nov 17
Go Skiing or Hiking from an Enchanting, Light-Filled Home
A room with a checkered bedspread, a patterned rug, and two black cylindrical objects.

10. 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
9.0 out of 10, Wonderful, (13 reviews)
"This was a comfortable location for our travels through New England."
United States
Bryan
The price is CA $140
CA $342 total
includes taxes & fees
Nov 10 - Nov 11
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
A hot tub with a wooden deck and railings, surrounded by trees and string lights.

11. Tiny House Woodland Retreat • Private Hot Tub • Sugarbush

Tiny House Woodland Retreat • Private Hot Tub • Sugarbush
East Warren
The price is CA $362
CA $594 total
includes taxes & fees
Nov 9 - Nov 10
Tiny House Woodland Retreat • Private Hot Tub • Sugarbush
A modern kitchen with a large island, stainless steel appliances, and a herringbone-patterned backsplash.

12. Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.8 out of 10, Exceptional, (23 reviews)
"Great little place, love the ambiance. Host sent perfect directions and instructions."
United States
Jonathan B.
The price is CA $341
CA $621 total
includes taxes & fees
Nov 9 - Nov 10
Dreamy Artist Chalet in Secluded Historic Village
A modern kitchen with wooden beams, a dining area with a table and chairs, and large windows offering a view of the forest.

13. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (52 reviews)
"We had a wonderful stay! Such a great house and in a perfect location to pick up our son at Norwich University’s FLC camp."
United States
Anne L.
The price is CA $191
CA $533 total
includes taxes & fees
Nov 9 - Nov 10
Magnificent any time of year
A cozy cabin interior with a stone fireplace, wooden beams, a rocking chair, and a blue sofa.

14. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (184 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
The price is CA $305
CA $612 total
includes taxes & fees
Nov 9 - Nov 10
Stetson Hollow Cabin by Stetson Brook
A living room with a sofa, a coffee table, and a patterned rug. There is a dining area with a table and chairs. The kitchen is visible with white cabinets and a refrigerator.

15. 1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (43 reviews)
"Loved your place close to familyLove the historic house!"
United States
Heather W.
The price is CA $273
CA $543 total
includes taxes & fees
Nov 9 - Nov 10
1830 Enchanting, Light-Filled Farmhouse Apartment
A sunroom with wicker furniture, large windows, and string lights.

16. Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (21 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
The price is CA $212
CA $346 total
includes taxes & fees
Nov 15 - Nov 16
Addie's Place: A Quiet and Quirky Guesthouse
A wooden staircase with patterned carpet, white railings, and a door with a stained glass window.

17. Lots of Space for a Great Price! Barre VT!

Lots of Space for a Great Price! Barre VT!
Barre
9.2 out of 10, Wonderful, (5 reviews)
"Really close to the race track . It was very clean and accommodating."
United States
theresa k.
The price is CA $253
CA $525 total
includes taxes & fees
Nov 9 - Nov 10
Lots of Space for a Great Price! Barre VT!
A log cabin interior with a kitchen, dining area, and a large window.

18. Quintessential Vermont Log Chalet • Fire Pit • Private Deck • Sugarbush

Quintessential Vermont Log Chalet • Fire Pit • Private Deck • Sugarbush
East Warren
9.4 out of 10, Exceptional, (3 reviews)
"Daisy has put the time and thought into making her chalet welcoming, with all of the conveniences of home and some extra small touches that invite comfort and relaxation. Her great communication made the entire visit easy from check-in to check-out."
United States
Beth Y.
The price is CA $205
CA $508 total
includes taxes & fees
Dec 1 - Dec 2
Quintessential Vermont Log Chalet • Fire Pit • Private Deck • Sugarbush
A modern living room with a dining area, a sofa set, and a coffee table.

19. One Zero Five Stay 304

One Zero Five Stay 304
Barre
10.0 out of 10, Exceptional, (1 review)
"I enjoy staying at this apartment. It's in a pretty building and it feels very safe. It's close to the freeway and central to town. I plan on staying here again."
United States
Deb M.
The price is CA $185
CA $433 total
includes taxes & fees
Nov 9 - Nov 10
One Zero Five Stay 304
A room with a large window overlooking a forest in autumn.

20. 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)
"It was perfect for my trip to central VT."
United States
Lyra F.
The price is CA $76
CA $351 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful home located in the 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

A covered outdoor seating area with stone pillars and wooden beams, surrounded by a grassy lawn and trees.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
Randolph Center

10/10 Excellent

Hébergement facile à accéder. Parfait pour passer la nuit si vous faites un voyage en plusieurs jours. Stationnement gratuit. Chambres très propres, lits confortables. La vue matinale est magnifique
Canada
Kseniia
Reviewed September 15, 2026
My Place Hotel-Randolph VT

Find out more about Chelsea

Everything you need to know about Chelsea vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chelsea vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chelsea vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chelsea. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chelsea vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chelsea vacation rentals we have selected for you start as low as CA $138 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chelsea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chelsea vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chelsea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.