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

Chelsea Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chelsea vacation rentals

Property grounds

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)
"Very peaceful setting! Love the chairs on the back deck, looking out onto the yard. Everything was clean and well kept. Check-in was effortless. I would definitely stay here again."
United States
Heather
The price is AED 356
AED 728 total
includes taxes & fees
29 Sep - 30 Sep
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Property grounds

2. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (46 reviews)
"Very cozy and easy check in!"
United States
Emily R.
The price is AED 544
AED 959 total
includes taxes & fees
13 Oct - 14 Oct
Secluded retreat in the trees
1 bedroom, iron/ironing board, travel crib, WiFi (free)

3. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (40 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
The price is AED 481
AED 827 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Cabin Retreat
Coffee/tea maker, fridge, oven, stovetop

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

Brookside Cabin - Your Peaceful VT Off-Grid Escape
Brookfield
The price is AED 646
AED 1,497 total
includes taxes & fees
28 Sep - 29 Sep
Brookside Cabin - Your Peaceful VT Off-Grid Escape
Smart TV

5. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (32 reviews)
"The property really is on a working farm. Upon first arrival we were greeted by a flock of ducks. The farm dogs treated us the second day when we returned from dinner. We were able to visit the sheep, cow and chickens during the daylight hours. Step out the front door during the day to enjoy the Mountain View or at night and enjoy the stary sky of Vermont. The inside is brand new and in pristine condition, with lots of space. A full working kitchen, dining table, love seat and entertainment...
United States
Thomas
The price is AED 413
AED 669 total
includes taxes & fees
20 Oct - 21 Oct
Brand New Cabin On Working Farm
1 bedroom, iron/ironing board, WiFi, bed sheets

6. 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 reviews)
"Place is great quiet comfy clean and so well equipped if available would definitely stay again"
United States
Brian
The price is AED 533
AED 1,100 total
includes taxes & fees
27 Sep - 28 Sep
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
Property grounds

7. 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 AED 1,121
AED 1,428 total
includes taxes & fees
28 Sep - 29 Sep
Charming TREEHOUSE in remote location
TV

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

Four Season Condo: seasonal pool, ski, hike & golf
Warren
The price is AED 351
AED 803 total
includes taxes & fees
27 Sep - 28 Sep
Four Season Condo: seasonal pool, ski, hike & golf
Interior

9. One Zero Five Stay 300

One Zero Five Stay 300
Barre
The price is AED 613
AED 1,087 total
includes taxes & fees
28 Sep - 29 Sep
One Zero Five Stay 300
Exterior

10. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (27 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
Exterior

11. 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
Outdoor dining

12. 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
Coffee/tea maker, fridge, microwave, oven

13. Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.8 out of 10, Exceptional, (22 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
The price is AED 947
AED 1,768 total
includes taxes & fees
30 Sep - 1 Oct
Dreamy Artist Chalet in Secluded Historic Village
TV, video library

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

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
The price is AED 297
AED 1,087 total
includes taxes & fees
29 Sep - 30 Sep
Ski-in/ski-out condo with mountain view, seasonal pool
Exterior

15. Beautiful brand new cabin one minute from Sugarbush Resort

Beautiful brand new cabin one minute from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (24 reviews)
"Place was great, exactly what we needed."
United States
Andrew D.
Beautiful brand new cabin one minute from Sugarbush Resort
Property grounds

16. Mad Mountain Meadows - Stunning Mountain Views!

Mad Mountain Meadows - Stunning Mountain Views!
East Warren
10.0 out of 10, Exceptional, (6 reviews)
"Great house great location!"
United States
Elizabeth D.
Mad Mountain Meadows - Stunning Mountain Views!
Interior

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
10.0 out of 10, Exceptional, (1 review)
"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 AED 735
AED 1,534 total
includes taxes & fees
27 Oct - 28 Oct
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
2 bedrooms, travel crib, WiFi, bed sheets

18. 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, (50 reviews)
"Excellent Location ! "
United States
Luke A.
The price is AED 661
AED 1,317 total
includes taxes & fees
27 Sep - 28 Sep
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Exterior detail

19. Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
East Warren
9.6 out of 10, Exceptional, (17 reviews)
"Great location, plenty of space, everything in house worked as described. Thank you!!"
United States
Daniel B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
Interior

20. Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (18 reviews)
"Perfect size and location! "
United States
Lyn H.
The price is AED 468
AED 845 total
includes taxes & fees
27 Sep - 28 Sep
Addie's Place: A Quiet and Quirky Guesthouse
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

Dowds Country Inn

Dowds Country Inn

10/10 Excellent
"This in is wonderful!!!!!"
Susan 1-night trip
Posted 2 days ago
Dowds Country Inn

Frequently asked questions

Can I find a vacation rental in Chelsea?

Yes, we have vacation rentals near well known local attractions in Chelsea, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation 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 vacation home rental in Chelsea offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Chelsea?

Choose from 3 Expedia vacation rentals in Chelsea for a memorable vacation.

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 vacation rental in Chelsea like?

Vacation rentals are private properties you can book for a long or short time in Chelsea. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.