Chelsea Holiday Rentals

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Our top choices for Chelsea holiday rentals

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
2.0 star property
Chelsea
10.0 out of 10, Exceptional, (38)
"Lovely farm and friendly hosts"
United States
Ruilin
The price is NZ$330
includes taxes & fees
2 Jan - 3 Jan 2026
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Off Grid Glamping Shed with River Access

Off Grid Glamping Shed with River Access
2.0 star property
Randolph
10.0 out of 10, Exceptional, (1)
The price is NZ$160
includes taxes & fees
30 Dec - 31 Dec
Off Grid Glamping Shed with River Access

Bradford VT apt I-91 access + Wi-Fi + parking

Bradford VT apt I-91 access + Wi-Fi + parking
2.0 star property
Bradford
9.8 out of 10, Exceptional, (6)
"The property is so lovely, and it was clean and cozy upon arrival. The hosts were super communicative and responsive, which made the whole process feel much easier. Thank you for a great stay!"
United States
Abby S.
The price is NZ$269
includes taxes & fees
19 Jan - 20 Jan 2026
Bradford VT apt I-91 access + Wi-Fi + parking

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (38)
"Absolutely beautiful! So pleased with everything about our stay!"
United States
Gwen B.
The price is NZ$395
includes taxes & fees
5 Jan - 6 Jan 2026
Secluded retreat in the trees

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, (54)
"It was a great central location to everything that we wanted to see and do in Vermont!"
United States
Tanner H.
The price is NZ$326
includes taxes & fees
1 Jan - 2 Jan 2026
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

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, (3)
"Very welcoming, awesome weekend getaway."
United States
Zachary B.
The price is NZ$495
includes taxes & fees
13 Jan - 14 Jan 2026
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.6 out of 10, Exceptional, (22)
"Clean cozy quiet with nice view from the deck, unique farm setting, would stay again "
United States
Brad
The price is NZ$326
includes taxes & fees
5 Jan - 6 Jan 2026
Brand New Cabin On Working Farm

Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony

Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
Warren
8.4 out of 10, Very good, (74)
"Perfect summer getaways! The condo was comfortable and in a great location. The pools and rec center were also so much fun. Looking forward to coming back next year."
United States
Christine P.
The price is NZ$380
includes taxes & fees
7 Jan - 8 Jan 2026
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony

Absolutely Gorgeous Vermont Garden Cottage

Absolutely Gorgeous Vermont Garden Cottage
Montpelier
10.0 out of 10, Exceptional, (19)
"Loved our time there. Couldn’t have had nicer hosts, and the cottage was delightful"
United States
Vicky S.
Absolutely Gorgeous Vermont Garden Cottage

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)
"Excellent stay, clean, comfortable, great little extras. Wish a few windows had screens for fresh air at night. "
United States
Sean
The price is NZ$436
includes taxes & fees
30 Dec - 31 Dec
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

Charming cabin located one minute from the base of Sugarbush Resort

Charming cabin located one minute from the base of Sugarbush Resort
Warren
9.2 out of 10, Wonderful, (26)
"Great little cabin perfect for everything I needed. definitely will stay again.. very peaceful, great place unwind. "
United States
Michael R.
Charming cabin located one minute from the base of Sugarbush Resort

Disco Den on Toad Road

Disco Den on Toad Road
Plainfield
10.0 out of 10, Exceptional, (2)
"All was good "
United States
Brian
Disco Den on Toad Road

Bridges Resort

Bridges Resort
3.5 star property
Warren
8.2 out of 10, Very good, (16)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
United States
Jesse
The price is NZ$395
includes taxes & fees
7 Jan - 8 Jan 2026
Bridges Resort

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
9.2 out of 10, Wonderful, (18)
"Great place"
United States
Jonathan M.
The price is NZ$547
includes taxes & fees
12 Jan - 13 Jan 2026
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.2 out of 10, Wonderful, (10)
"Everything was beautiful. But for sure needs new mattress and pillows. "
United States
Jeanette R.
The price is NZ$845
includes taxes & fees
5 Jan - 6 Jan 2026
Dreamy Artist Chalet in Secluded Historic Village

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (159)
"Only stayed one night but we had a great time. Would’ve loved to been there longer."
United States
Boo C.
The price is NZ$748
includes taxes & fees
4 Jan - 5 Jan 2026
Stetson Hollow Cabin by Stetson Brook

Inviting condo near skiing and golf, with fireplace and deck

Inviting condo near skiing and golf, with fireplace and deck
Warren
8.8 out of 10, Excellent, (10)
"Location, close to everything"
United States
Dave D.
The price is NZ$481
includes taxes & fees
5 Jan - 6 Jan 2026
Inviting condo near skiing and golf, with fireplace and deck

Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
Warren
8.8 out of 10, Excellent, (15)
"We travel to the area every year for the VT Gran Fondo and love staying at bridges. The amenities are wonderful for families."
United States
LILIA R.
The price is NZ$667
includes taxes & fees
21 Jan - 22 Jan 2026
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing

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, (1)
"This place was great, and perfect for our night’s stay. The hot tub was clean and in excellent condition and we loved having that amenity! The owner was easy to get in touch with and replied to my questions very quickly. We’d love to visit again!"
United States
Stephanie F.
The price is NZ$683
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
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, 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 NZ$330 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.

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.