Holiday Rentals in Chelsea

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Chelsea

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

2.0 star property
10.0 out of 10, Exceptional, (9)
"Absolutely the best hosts! Easy to work with. Quick responses to questions. Very accommodating. Beautiful setting. Perfect getaway. The goats were great barn-mates! Outdoor fire pit was perfect! Highly recommend!"
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Rustic converted Sugar House in idyllic location in Chelsea, Vermont

2.0 star property
Rustic converted Sugar House in idyllic location in Chelsea, Vermont

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (244)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub & Mtn Views

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (496)
"Fantastic, will be back!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Comfortable ski-in/out condo with pool, balcony, high-speed WiFi & hiking nearby

8.6 out of 10, Excellent, (8)
"Nice homey setting right next to the slopes of Sugarbush. Quiet location with well equipped kitchen and fireplace to relax after a day on the slopes."
The price is €235
includes taxes & fees
27 Jun - 28 Jun
Comfortable ski-in/out condo with pool, balcony, high-speed WiFi & hiking nearby

Bridges Resort

3.5 star property
7.6 out of 10, Good, (10)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
The price is €283
includes taxes & fees
7 Jul - 8 Jul
Bridges Resort

Dog-friendly home with panoramic mountain views, grill, deck, & pool table

9.0 out of 10, Wonderful, (11)
"We had a great time staying at this location. Far away enough to enjoy the peace and quiet but close enough to be able to do a bunch of activities! Would definitely stay here again!"
Dog-friendly home with panoramic mountain views, grill, deck, & pool table

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

10.0 out of 10, Exceptional, (8)
"The house was beautiful! It was the perfect place to house 10 adults comfortably. Very quick to respond and amazing communication all around. Highly recommended! Cannot wait to return! Thank you Inna!"
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

2.0 star property
9.8 out of 10, Exceptional, (74)
"Beautiful area and gorgeous leaves. Liked having a weber grill."
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

Brand New Cabin On Working Farm

10.0 out of 10, Exceptional, (4)
"Great place"
The price is €155
includes taxes & fees
22 Jun - 23 Jun
Brand New Cabin On Working Farm

Storybook House on Wrights Mountain

9.8 out of 10, Exceptional, (102)
"We enjoyed our stay at The Treehouse. The house is comfortable with plenty of amenities that afforded us a relaxing long weekend. "
Storybook House on Wrights Mountain

Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.

10.0 out of 10, Exceptional, (19)
"Our stay at this beautiful property was just the reset I needed. It was blissfully quiet and we enjoyed evenings out by the fire. "
Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.

Secluded retreat in the trees

10.0 out of 10, Exceptional, (19)
"Quiet, comfy, large windows looking out on autumn foliage. Perfect for our central Vermont adventures."
The price is €224
includes taxes & fees
29 Jun - 30 Jun
Secluded retreat in the trees

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

9.8 out of 10, Exceptional, (46)
"This is my third stay at this location and it never disappoints! The hosts are very responsive to any questions. I look forward to staying again."
The price is €180
includes taxes & fees
6 Jul - 7 Jul
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Spacious country home, beautiful sunsets, 40 acres

10.0 out of 10, Exceptional, (32)
"Awsome place to stay for a week! "
Spacious country home, beautiful sunsets, 40 acres

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

9.4 out of 10, Exceptional, (76)
"Great place to stay and great host!"
The price is €286
includes taxes & fees
6 Jul - 7 Jul
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

Off Grid Glamping Shed with River Access

2.0 star property
The price is €85
includes taxes & fees
22 Jun - 23 Jun
Off Grid Glamping Shed with River Access

Custom Built Luxury Log Home, Best on property Trout Fishing!

9.2 out of 10, Wonderful, (5)
"Great property, very secluded and peaceful setting. Kitchen was well stocked with cooking utensils, pans and kitchen gadgets. It was great just sitting on the deck and enjoying the view and the hot tub"
Custom Built Luxury Log Home, Best on property Trout Fishing!

Charming 3-bedroom house in marvelous Moretown

10.0 out of 10, Exceptional, (7)
"Thank you so much, we had a great time!"
Charming 3-bedroom house in marvelous Moretown

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (145)
"Perfect retreat inside a charming cabin for a ski getaway. Enjoy memorable family moments. "
The price is €412
includes taxes & fees
10 Jul - 11 Jul
Stetson Hollow Cabin by Stetson Brook
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.
Save an average of 15% on thousands of hotels when you're signed in

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 is equipped with a BBQ, a Smart TV and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and kitchenware.

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.