Book Holiday Homes in Chelsea

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Chelsea

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 out of 5
Chelsea
The price is AU$251 per night from 18 Apr to 19 Apr
AU$251
includes taxes & fees
18 Apr - 19 Apr
Located in Chelsea, this vacation home is within a 5-minute drive of Alden Speare Memorial Library and Chelsea Public Library.
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Dog-friendly home with panoramic mountain views, grill, deck, & pool table

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

Middlesex
Located in Montpelier, this vacation home is in a rural location, within a 10-minute drive of Pavilion Building and Ceres.
Dog-friendly home with panoramic mountain views, grill, deck, & pool table
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont

Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont

Hartford
Located in White River Junction, this vacation home is a 1-minute drive from Quechee Ski Hill and 5 minutes from Maples.
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
Save an average of 15% on thousands of hotels when you're signed in
Spacious country home, beautiful sunsets, 40 acres

Spacious country home, beautiful sunsets, 40 acres

Tunbridge
This vacation home is 4.7 mi (7.5 km) from East Hill and 5.1 mi (8.1 km) from Tunbridge Public Library.
Spacious country home, beautiful sunsets, 40 acres
Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort

Warren
With a stay at this vacation home in Warren, you'll be in the mountains, within a 10-minute drive of Sugarbush Ski Resort and Green Mountain National ...
Classic Vermont Farmhouse near Sugarbush Resort
Charming 3-bedroom house in marvelous Moretown

Charming 3-bedroom house in marvelous Moretown

Moretown
Located in Moretown, this vacation home is a 1-minute drive from Mad River Valley and 7 minutes from Mad River.
Charming 3-bedroom house in marvelous Moretown
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

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

Orford
Located in Orford, this vacation home is in the mountains, within a 10-minute drive of Connecticut River and Fairlee Town Hall.
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Off Grid Glamping Shed with River Access

Off Grid Glamping Shed with River Access

2 out of 5
Randolph
The price is AU$163 per night from 5 Apr to 6 Apr
AU$163
includes taxes & fees
5 Apr - 6 Apr
This vacation home is 4.7 mi (7.6 km) from Vermont Veterans Memorial Cemetery and 5.4 mi (8.7 km) from Whale Dance Sculpture.
Off Grid Glamping Shed with River Access
Family-Friendly Retreat in Barre: 2 Spacious Decks

Family-Friendly Retreat in Barre: 2 Spacious Decks

2 out of 5
Barre
With a stay at this vacation home in Barre, you'll be within a 5-minute drive of Hope Cemetery and Studio Place Arts.
Family-Friendly Retreat in Barre: 2 Spacious Decks
Don't see what you're looking for?
See all available properties in Chelsea
View all properties
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.

Chelsea Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chelsea vacation homes are the perfect way for you to wing it.

Holiday houses in Chelsea let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chelsea in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chelsea adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chelsea with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chelsea vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Chelsea Holiday Homes essential information

Accommodation
203 Holiday Homes
Lowest Price
AU$163
Highest Price
AU$373
Popular accommodation
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you, Dog-friendly home with panoramic mountain views, grill, deck, & pool table, Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont, Spacious country home, beautiful sunsets, 40 acres, Classic Vermont Farmhouse near Sugarbush Resort, Charming 3-bedroom house in marvelous Moretown, 4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake, Off Grid Glamping Shed with River Access , Family-Friendly Retreat in Barre: 2 Spacious Decks

Top trending hotels in Chelsea

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 out of 5
Chelsea
The price is AU$251 per night from 18 Apr to 19 Apr
AU$251
includes taxes & fees
18 Apr - 19 Apr
Located in Chelsea, this vacation home is within a 5-minute drive of Alden Speare Memorial Library and Chelsea Public Library.
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66, Randolph Center, VT
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 27 Apr to 28 Apr
AU$200
includes taxes & fees
27 Apr - 28 Apr
Located in Randolph Center, My Place Hotel-Randolph VT is within a 5-minute drive of Whale Dance Sculpture and Vermont Veterans Memorial Cemetery.
My Place Hotel-Randolph VT
Capitol Plaza Hotel Montpelier Tapestry Collection by Hilton

Capitol Plaza Hotel Montpelier Tapestry Collection by Hilton

3.5 out of 5
100 State St, Montpelier, VT
Fully refundableReserve now, pay when you stay
The price is AU$250 per night from 17 Apr to 18 Apr
AU$250
includes taxes & fees
17 Apr - 18 Apr
Capitol Plaza Hotel Montpelier Tapestry Collection by Hilton is centrally located in Montpelier, a 3-minute walk from Vermont State House and a 2-minute drive ...
Capitol Plaza Hotel Montpelier Tapestry Collection by Hilton
Save an average of 15% on thousands of hotels when you're signed in
Hanover Inn Dartmouth

Hanover Inn Dartmouth

4 out of 5
Two East Wheelock Street, Hanover, NH
The price is AU$373 per night from 20 Apr to 21 Apr
AU$373
includes taxes & fees
20 Apr - 21 Apr
With a stay at Hanover Inn Dartmouth in Hanover, just steps from Dartmouth College and Hopkins Center for the Arts.
Hanover Inn Dartmouth
Don't see what you're looking for?
See all available properties in Chelsea
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.