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

Chelsea Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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
$179 nightly
The price is $200
Sep 7 - Sep 8
Total with taxes and fees
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Smart TV

2. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (29 reviews)
"Great cabin, a perfect place to stay"
United States
Zacary
$163 nightly
The price is $182
Sep 7 - Sep 8
Total with taxes and fees
Brand New Cabin On Working Farm
Terrace/patio

3. 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, (13 reviews)
"That was the most beautiful stay that we’ve had in a long time. Everything was absolutely perfect. We will definitely be back."
United States
Kaity F.
$295 nightly
The price is $330
Sep 20 - Sep 21
Total with taxes and fees
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Coffee/tea maker, fridge, oven, stovetop

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

Brookside Cabin - Your Peaceful VT Off-Grid Escape
Brookfield
$396 nightly
The price is $444
Sep 8 - Sep 9
Total with taxes and fees
Brookside Cabin - Your Peaceful VT Off-Grid Escape
1 bedroom, iron/ironing board, WiFi, bed sheets

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, (9 reviews)
"Place is great quiet comfy clean and so well equipped if available would definitely stay again"
United States
Brian
$276 nightly
The price is $312
Sep 6 - Sep 7
Total with taxes and fees
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
Smart TV, fireplace, video games, books

6. Authentic farmhouse for those who love cozy, quirky, historical imperfection

Authentic farmhouse for those who love cozy, quirky, historical imperfection
Randolph Center
10.0 out of 10, Exceptional, (6 reviews)
"The rental experience was seemless....communication was great, the property fit our family so easily and the location was easily accessible to many beautiful spots. The home is well equipped and it was a delightful stay!"
United States
Kathy K.
$731 nightly
The price is $819
Sep 29 - Sep 30
Total with taxes and fees
Authentic farmhouse for those who love cozy, quirky, historical imperfection
2 bedrooms, travel crib, WiFi, bed sheets

7. 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.
$308 nightly
The price is $348
Sep 8 - Sep 9
Total with taxes and fees
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Living area

8. 2-BD short drive to DHMC & Dartmouth College

2-BD short drive to DHMC & Dartmouth College
Sharon
$275 nightly
The price is $308
Sep 7 - Sep 8
Total with taxes and fees
2-BD short drive to DHMC & Dartmouth College
1 bedroom, iron/ironing board, WiFi (free), bed sheets

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

Four Season Condo: seasonal pool, ski, hike & golf
Warren
$228 nightly
The price is $256
Sep 6 - Sep 7
Total with taxes and fees
Four Season Condo: seasonal pool, ski, hike & golf
Property grounds

10. 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.
$387 nightly
The price is $434
Sep 16 - Sep 17
Total with taxes and fees
Charming TREEHOUSE in remote location
Interior

11. One Zero Five Stay 300

One Zero Five Stay 300
Barre
$273 nightly
The price is $308
Sep 7 - Sep 8
Total with taxes and fees
One Zero Five Stay 300
TV

12. Four Season Condo: seasonal pool, close to Sugarbush, golf & hiking

Four Season Condo: seasonal pool, close to Sugarbush, golf & hiking
Warren
$200 nightly
The price is $224
Sep 7 - Sep 8
Total with taxes and fees
Four Season Condo: seasonal pool, close to Sugarbush, golf & hiking
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, (21 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
$362 nightly
The price is $406
Sep 8 - Sep 9
Total with taxes and fees
Dreamy Artist Chalet in Secluded Historic Village
Interior

14. 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.
$178 nightly
The price is $201
Sep 6 - Sep 7
Total with taxes and fees
Addie's Place: A Quiet and Quirky Guesthouse
Interior

15. 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.
$231 nightly
The price is $259
Sep 8 - Sep 9
Total with taxes and fees
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Fireplace, books

16. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (175 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
$407 nightly
The price is $456
Sep 7 - Sep 8
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
Coffee/tea maker, fridge, microwave, oven

17. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (49 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
$332 nightly
The price is $371
Sep 7 - Sep 8
Total with taxes and fees
Magnificent any time of year
Terrace/patio

18. Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Warren
8.8 out of 10, Excellent, (18 reviews)
"Great location and amenities. "
United States
Scott H.
$286 nightly
The price is $321
Sep 11 - Sep 12
Total with taxes and fees
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Exterior

19. 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
Property grounds

20. Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
Warren
9.4 out of 10, Exceptional, (38 reviews)
"Nice view - Well-stocked kitchen - Nice pool and tennis courts "
United States
Michael L.
$315 nightly
The price is $353
Sep 12 - Sep 13
Total with taxes and fees
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chelsea Hotel Reviews

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"The staff was polite, helpful and kind even after we arrive at 2 am. The parking was clean, well illuminated, spacious and safe. From the lobby to the elevator, stairs and room all were clean. The room areas (bathroom, bed area, and kitchen) were clean and comfortable. The beds were perfect and helped us to rest and achieved the perfect night sleep after 7 hrs of travel and 8 hrs of moving my daughter bag to her dorm. The location of the hotel was perfect and accessible."
Maritza 2-night trip
Posted 14 hours ago
My Place Hotel-Randolph VT

Find out more about Chelsea

Everything you need to know about Chelsea vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chelsea vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chelsea in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $182 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea vacation 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 vacation.

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 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.