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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (61 reviews)
"Very peaceful setting! Love the chairs on the back deck, looking out onto the yard. Everything was clean and well kept. Check-in was effortless. I would definitely stay here again."
United States
Heather
$179 nightly
The price is $200
Oct 25 - Oct 26
Total with taxes and fees
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, (49 reviews)
"Such a peaceful place to stay, we absolutely loved it there"
United States
Katherine
$225 nightly
The price is $252
Oct 21 - Oct 22
Total with taxes and fees
Secluded retreat in the trees
A cozy cabin interior with a wooden floor, a bed with white bedding, wicker chairs with patterned cushions, a small round table, and a ceiling fan.

3. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (42 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
$204 nightly
The price is $228
Oct 21 - Oct 22
Total with taxes and fees
Cozy Cabin Retreat
A television mounted on a wall displaying a network settings menu.

4. Two Bedroom Apt in Barre VT!

Two Bedroom Apt in Barre VT!
Barre
9.6 out of 10, Exceptional, (12 reviews)
"Very attentive owner. Property in excellent condition. My family will be back!"
United States
Tom G.
$281 nightly
The price is $318
Nov 1 - Nov 2
Total with taxes and fees
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.

5. 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.
$606 nightly
The price is $679
Oct 28 - Oct 29
Total with taxes and fees
Authentic farmhouse for those who love cozy, quirky, historical imperfection
A wooden cabin interior with a kitchen featuring a stainless steel refrigerator, a stove, and a sink. There are two stools at a bar area, and a ladder is leaning against the wall.

6. Brookside Cabin - Your Peaceful VT Off-Grid Escape

Brookside Cabin - Your Peaceful VT Off-Grid Escape
Brookfield
$382 nightly
The price is $427
Oct 19 - Oct 20
Total with taxes and fees
Brookside Cabin - Your Peaceful VT Off-Grid Escape
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

7. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (33 reviews)
"The property really is on a working farm. Upon first arrival we were greeted by a flock of ducks. The farm dogs treated us the second day when we returned from dinner. We were able to visit the sheep, cow and chickens during the daylight hours. Step out the front door during the day to enjoy the Mountain View or at night and enjoy the stary sky of Vermont. The inside is brand new and in pristine condition, with lots of space. A full working kitchen, dining table, love seat and entertainment...
United States
Thomas
$163 nightly
The price is $182
Oct 20 - Oct 21
Total with taxes and fees
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.

8. 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.
$376 nightly
The price is $422
Oct 14 - Oct 15
Total with taxes and fees
Charming TREEHOUSE in remote location
A wooden cabin with a glass door and windows, a stone patio with lounge chairs, and a view of a sunset.

9. Countryside Cottage with Sauna and Fireplace

Countryside Cottage with Sauna and Fireplace
Berlin
10.0 out of 10, Exceptional, (5 reviews)
"Our two day stay at the Countryside Cottage with Sauna and Fireplace was awesome. The cottage is well stocked with kitchen items,, there is an area with a table for eating, a comfortable couch with a great tv, and the bed is wonderful and has great linens! For us, the best part was the sauna. It was wonderful to sit in there and look out at the field and forest. We highly recommend the Countryside Cottage with Sauna and Fireplace!"
United States
Lisa
$363 nightly
The price is $410
Oct 11 - Oct 12
Total with taxes and fees
Countryside Cottage with Sauna and Fireplace
A spacious living area with a high ceiling, a staircase, and a kitchen in the background.

10. One Zero Five Stay 303

One Zero Five Stay 303
Barre
10.0 out of 10, Exceptional, (1 review)
"Spacious and clean. Multiple codes (to building and to apartment) were a little confusing, but worked."
United States
STEF Z.
$350 nightly
The price is $396
Oct 18 - Oct 19
Total with taxes and fees
One Zero Five Stay 303
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

11. 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, (50 reviews)
"Excellent Location ! "
United States
Luke A.
$339 nightly
The price is $383
Oct 20 - Oct 21
Total with taxes and fees
Go Skiing or Hiking from an Enchanting, Light-Filled Home
A covered porch with a view of a white house and a green lawn.

12. 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.
$1,255 nightly
The price is $1,406
Oct 12 - Oct 13
Total with taxes and fees
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
A room with a wooden wall, a blue sofa, a dartboard, and a poster.

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

The Willard House | Large Vermont Retreat | Hot Tub + Game Room
Bradford
$685 nightly
The price is $767
Oct 13 - Oct 14
Total with taxes and fees
The Willard House | Large Vermont Retreat | Hot Tub + Game Room
A modern kitchen with a large island, stainless steel appliances, and a herringbone-patterned backsplash.

14. Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.8 out of 10, Exceptional, (22 reviews)
"Great little place, love the ambiance. Host sent perfect directions and instructions."
United States
Jonathan B.
$411 nightly
The price is $460
Nov 3 - Nov 4
Total with taxes and fees
Dreamy Artist Chalet in Secluded Historic Village
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
10.0 out of 10, Exceptional, (42 reviews)
"We skied at Sugarbush. The location was great. Very nice place to stay!"
United States
Laurie K.
$358 nightly
The price is $404
Oct 26 - Oct 27
Total with taxes and fees
1830 Enchanting, Light-Filled Farmhouse Apartment
A modern kitchen with wooden beams, a dining area with a table and chairs, and large windows offering a view of the forest.

16. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (50 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
$337 nightly
The price is $377
Oct 29 - Oct 30
Total with taxes and fees
Magnificent any time of year
A room with a checkered bedspread, a patterned rug, and two black cylindrical objects.

17. 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
$225 nightly
The price is $254
Nov 1 - Nov 2
Total with taxes and fees
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
A sunroom with wicker furniture, large windows, and string lights.

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

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (18 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
$229 nightly
The price is $259
Oct 28 - Oct 29
Total with taxes and fees
Addie's Place: A Quiet and Quirky Guesthouse
A cozy cabin interior with a stone fireplace, wooden beams, a rocking chair, and a blue sofa.

19. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (181 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
$402 nightly
The price is $450
Oct 19 - Oct 20
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
A log cabin interior with a living room, dining area, and kitchen.

20. Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8

Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
United States
Greg E.
$660 nightly
The price is $739
Oct 27 - Oct 28
Total with taxes and fees
Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
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
"Wonderful hotel. Staff was so friendly and helpful. They offer excellent hospitality with free water bottles, ice already packaged for you, snacks and eye masks. I would definitely stay here again and I found out they allow pets too!"
Amanda 1-night trip
Posted 3 hours ago
Six South St Hotel

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Chelsea in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $182 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.