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

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Our top choices for Chelsea holiday rentals

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 £166
includes taxes & fees
19 Oct - 20 Oct
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

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 £166
includes taxes & fees
21 Oct - 22 Oct
Cozy Cabin Retreat

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 £196
includes taxes & fees
21 Oct - 22 Oct
Secluded retreat in the trees

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 £140
includes taxes & fees
20 Oct - 21 Oct
Brand New Cabin On Working Farm

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 £199
includes taxes & fees
1 Nov - 2 Nov
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

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 £230
includes taxes & fees
19 Oct - 20 Oct
Countryside Cottage with Sauna and Fireplace

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 £261
includes taxes & fees
27 Oct - 28 Oct
One Zero Five Stay 300

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 £176
includes taxes & fees
27 Oct - 28 Oct
Addie's Place: A Quiet and Quirky Guesthouse

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

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

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

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.
Authentic farmhouse for those who love cozy, quirky, historical imperfection

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 £290
includes taxes & fees
9 Nov - 10 Nov
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC

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 £199
includes taxes & fees
30 Oct - 31 Oct
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

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 £233
includes taxes & fees
30 Oct - 31 Oct
Ski-in/ski-out condo with mountain view, seasonal pool

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 £269
includes taxes & fees
18 Oct - 19 Oct
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

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 £247
includes taxes & fees
30 Oct - 31 Oct
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

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 £249
includes taxes & fees
27 Oct - 28 Oct
Charming TREEHOUSE in remote location

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)
"The host was easy to communicate with, gracious and helpful. Amenities were generous and everything was in excellent condition. Really enjoyed the quiet treed setting and the hot tub."
United States
Elizabeth N.
The price is £379
includes taxes & fees
22 Oct - 23 Oct
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

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 £288
includes taxes & fees
20 Oct - 21 Oct
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

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, apart-hotels, 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 favorite 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 depends 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 £140 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 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.