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

Chelsea Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Chelsea holiday 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 AU$293
includes taxes & fees
2 Nov - 3 Nov
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 AU$332
includes taxes & fees
5 Nov - 6 Nov
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.

3. 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 AU$248
includes taxes & fees
3 Nov - 4 Nov
Brand New Cabin On Working Farm
A room with a checkered bedspread, a patterned rug, and two black cylindrical objects.

4. 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, (12 reviews)
"This was a comfortable location for our travels through New England."
United States
Bryan
The price is AU$350
includes taxes & fees
2 Nov - 3 Nov
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
A wooden deck with a covered seating area, a grill, and string lights.

5. 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, (16 reviews)
"Our stay in this tiny home was perfect! Very cozy and private. The host was very responsive and everything was exactly as described."
United States
Kat V.
The price is AU$412
includes taxes & fees
24 Nov - 25 Nov
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
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, (6 reviews)
"Nice clean cottage with everything you could need. Easy check in and great communication"
United States
Justin F.
Countryside Cottage with Sauna and Fireplace
A view through a window with a wooden deck and Adirondack chairs, overlooking a snowy landscape with distant mountains.

7. Mad Mountain Meadows - Stunning Mountain Views!

Mad Mountain Meadows - Stunning Mountain Views!
East Warren
10.0 out of 10, Exceptional, (6 reviews)
"Great house great location!"
United States
Elizabeth D.
Mad Mountain Meadows - Stunning Mountain Views!
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

8. 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 AU$505
includes taxes & fees
2 Nov - 3 Nov
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Exterior view of the front of the cabin

9. Beautiful brand new cabin one minute from Sugarbush Resort

Beautiful brand new cabin one minute from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (24 reviews)
"Cool little place to stay"
United States
Dulan S.
Beautiful brand new cabin one minute from Sugarbush Resort
A spacious living room with a large window, a dining area, and a leather sofa.

10. Four Season Condo: seasonal pool, ski, bike, hike & golf

Four Season Condo: seasonal pool, ski, bike, hike & golf
Warren
Four Season Condo: seasonal pool, ski, bike, hike & golf
A rustic cabin surrounded by autumn foliage.

11. 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 wooden table with a woven chair, a hammock, and a view of a forest through a large window.

12. 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 AU$384
includes taxes & fees
2 Nov - 3 Nov
Charming TREEHOUSE in remote location
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

13. Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub

Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
Duxbury
9.8 out of 10, Exceptional, (13 reviews)
"This home was just what we needed to rest our heads while on a long road trip with the family."
United States
Martin H.
The price is AU$709
includes taxes & fees
5 Nov - 6 Nov
Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
A rustic cabin surrounded by autumn foliage.

14. 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 spacious living area with a grey sofa, a wooden coffee table, a staircase with a black railing, and a potted plant.

15. 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 AU$459
includes taxes & fees
2 Nov - 3 Nov
One Zero Five Stay 300
A modern kitchen with wooden cabinets, a central island with stools, stainless steel appliances, and large windows offering a view of the outdoors.

16. Beautiful Country Home with Hot Tub & Pool Table

Beautiful Country Home with Hot Tub & Pool Table
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"This was a great home for our family gathering. There is space for everyone and the location is stunning. We enjoyed ourselves very much."
United States
Shenaugh K.
The price is AU$1,289
includes taxes & fees
5 Nov - 6 Nov
Beautiful Country Home with Hot Tub & Pool Table
A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

17. 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 AU$746
includes taxes & fees
10 Nov - 11 Nov
Authentic farmhouse for those who love cozy, quirky, historical imperfection
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by a grassy lawn and trees.

18. Light-filled Bridges condo overlooking the mountains, by the free shuttle

Light-filled Bridges condo overlooking the mountains, by the free shuttle
Warren
8.8 out of 10, Excellent, (20 reviews)
"Great location and amenities. "
United States
Scott H.
The price is AU$444
includes taxes & fees
2 Nov - 3 Nov
Light-filled Bridges condo overlooking the mountains, by the free shuttle
A hot tub on a wooden deck with a view of autumn trees and a mountain in the background.

19. Secluded Mountain Getaway with Hot tub and Views!

Secluded Mountain Getaway with Hot tub and Views!
Granville
8.8 out of 10, Excellent, (5 reviews)
"Cool house. The kids loved the bunk bed room."
United States
Sarah B.
The price is AU$1,085
includes taxes & fees
11 Nov - 12 Nov
Secluded Mountain Getaway with Hot tub and Views!
A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

20. Out to Lunch trail ski-in/ski-out condo with balcony and heated pool

Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
Warren
The price is AU$425
includes taxes & fees
2 Nov - 3 Nov
Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
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
"The hotel is very clean and the property is well maintained the parking lot is very big. The hotel has no breakfast and no fitness center."
Ana 3-night trip
Posted 12 hours ago
My Place Hotel-Randolph VT

Find out more about Chelsea

Everything you need to know about Chelsea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chelsea holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chelsea holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chelsea holiday rentals we have selected for you start as low as AU$248 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea holiday 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 holiday.

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 holiday rental in Chelsea?

Yes, there are holiday rentals close to the most popular sights in Chelsea, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday 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 holiday home rental in Chelsea offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Chelsea?

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

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 holiday rental in Chelsea like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chelsea. Holiday rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.