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 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)
"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 $301 total
includes taxes & fees
Oct 19 - Oct 20
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
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.

2. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (46 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
The price is CA $167
CA $302 total
includes taxes & fees
Oct 21 - Oct 22
Cozy Cabin Retreat
A house surrounded by dense trees with sunlight filtering through the leaves.

3. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (51 reviews)
"Such a peaceful place to stay, we absolutely loved it there"
United States
Katherine
The price is CA $190
CA $358 total
includes taxes & fees
Oct 21 - Oct 22
Secluded retreat in the trees
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

4. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (37 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 $259 total
includes taxes & fees
Oct 20 - Oct 21
Brand New Cabin On Working Farm
A room with a checkered bedspread, a patterned rug, and two black cylindrical objects.

5. 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, (11 reviews)
"This was a comfortable location for our travels through New England."
United States
Bryan
The price is CA $140
CA $364 total
includes taxes & fees
Nov 1 - Nov 2
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
A wooden cabin with a glass door and windows, a stone patio with lounge chairs, and a view of a sunset.

6. Countryside Cottage with Sauna and Fireplace

Countryside Cottage with Sauna and Fireplace
Berlin
10.0 out of 10, Exceptional, (5 reviews)
"Nice clean cottage with everything you could need. Easy check in and great communication"
United States
Justin F.
The price is CA $163
CA $421 total
includes taxes & fees
Oct 21 - Oct 22
Countryside Cottage with Sauna and Fireplace
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 $236
CA $484 total
includes taxes & fees
Oct 20 - Oct 21
One Zero Five Stay 300
A sunroom with wicker furniture, large windows, and string lights.

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

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (19 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
The price is CA $180
CA $322 total
includes taxes & fees
Oct 19 - Oct 20
Addie's Place: A Quiet and Quirky Guesthouse
A rustic cabin surrounded by autumn foliage.

9. 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.

10. 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
An outdoor patio area with wooden tables and benches, a barbecue grill, and a wooden shelter.

11. Lovely cabin nestled in the woods one minute from Sugarbush Resort

Lovely cabin nestled in the woods one minute from Sugarbush Resort
Warren
9.8 out of 10, Exceptional, (29 reviews)
"Hot tub was enjoyable and location was great"
United States
Linnea P.
Lovely cabin nestled in the woods one minute from Sugarbush Resort
A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

12. 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 $311
CA $849 total
includes taxes & fees
Nov 18 - Nov 19
Authentic farmhouse for those who love cozy, quirky, historical imperfection
A log cabin interior with a kitchen, dining area, and a large window.

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

Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
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 $212
CA $543 total
includes taxes & fees
Nov 9 - Nov 10
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with stools.

14. 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 CA $73
CA $366 total
includes taxes & fees
Oct 20 - Oct 21
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

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

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
The price is CA $105
CA $430 total
includes taxes & fees
Oct 19 - Oct 20
Ski-in/ski-out condo with mountain view, seasonal pool
A wooden deck with a view of a forested mountain range.

16. Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
Warren
9.4 out of 10, Exceptional, (38 reviews)
"Nice view - Well-stocked kitchen - Nice pool and tennis courts "
United States
Michael L.
The price is CA $95
CA $501 total
includes taxes & fees
Oct 19 - Oct 20
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by a grassy lawn and trees.

17. 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, (19 reviews)
"Great location and amenities. "
United States
Scott H.
The price is CA $95
CA $455 total
includes taxes & fees
Oct 19 - Oct 20
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
A rustic wooden table with a woven chair, a hammock, and a view of a forest through a large window.

18. 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 $328
CA $456 total
includes taxes & fees
Oct 27 - Oct 28
Charming TREEHOUSE in remote location
A wooden staircase leading to a covered outdoor area with a view of a green lawn and trees.

19. Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"A wonderful property in a great location especially if you are leisurely driving the VT 100 scenic byway."
United States
Kevin J.
The price is CA $317
CA $767 total
includes taxes & fees
Oct 25 - Oct 26
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

20. 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, (51 reviews)
"Excellent Location ! "
United States
Luke A.
The price is CA $245
CA $536 total
includes taxes & fees
Oct 19 - Oct 20
Go Skiing or Hiking from an Enchanting, Light-Filled Home
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
"Would stay again!"
Wyatt 1-night trip
Posted 3 hours ago
The Inn at Montpelier

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 $259 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.