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

Chelsea Holiday Rentals

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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 NZ$377
includes taxes & fees
19 Oct - 20 Oct
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

2. 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 NZ$447
includes taxes & fees
21 Oct - 22 Oct
Secluded retreat in the trees

3. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (44 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
The price is NZ$377
includes taxes & fees
21 Oct - 22 Oct
Cozy Cabin Retreat

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 NZ$324
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 NZ$441
includes taxes & fees
7 Nov - 8 Nov
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

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

Brookside Cabin - Your Peaceful VT Off-Grid Escape
Brookfield
Brookside Cabin - Your Peaceful VT Off-Grid Escape

7. Charming Safari Tent with Cozy Queen Bed and Covered Deck near Lake Champagne, Randolph, Vermont

Charming Safari Tent with Cozy Queen Bed and Covered Deck near Lake Champagne, Randolph, Vermont
Randolph
Charming Safari Tent with Cozy Queen Bed and Covered Deck near Lake Champagne, Randolph, Vermont

8. 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

9. 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 NZ$546
includes taxes & fees
20 Oct - 21 Oct
One Zero Five Stay 300

10. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (50 reviews)
"Nice location off of Route 100 there was a little road noise but the house is situated a bit back. The seating was super comfy and the kitchen was nicely stocked for cooking. It was awesome to be able to bring our pup! "
United States
Melissa P.
Beautiful home located in the Mad River Valley

11. 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

12. 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

13. 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 NZ$403
includes taxes & fees
27 Oct - 28 Oct
Addie's Place: A Quiet and Quirky Guesthouse

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

Four Season Condo: seasonal pool, ski, hike & golf
Warren
Four Season Condo: seasonal pool, ski, hike & golf

15. 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

16. Charming cabin located one minute from the base of Sugarbush Resort

Charming cabin located one minute from the base of Sugarbush Resort
Warren
9.0 out of 10, Wonderful, (36 reviews)
"Very cozy, loved the hot tub, super convenient to get to sugarbush"
United States
Gabriel P.
Charming cabin located one minute from the base of Sugarbush Resort

17. 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 NZ$683
includes taxes & fees
1 Nov - 2 Nov
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC

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

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
The price is NZ$531
includes taxes & fees
18 Oct - 19 Oct
Ski-in/ski-out condo with mountain view, seasonal pool

19. 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 NZ$451
includes taxes & fees
21 Oct - 22 Oct
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

20. Four Season Condo: ski, hike, mountain bike & seasonal pool

Four Season Condo: ski, hike, mountain bike & seasonal pool
Warren
Four Season Condo: ski, hike, mountain bike & seasonal 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

Find out more about Chelsea

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chelsea holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chelsea. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chelsea. Seeing all the best attractions is bound to make you fall in love with Chelsea. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chelsea short-term rentals, that won’t be hard to do.

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.