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Chilmark Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Chilmark vacation rentals

A spacious room with a wooden staircase, large windows, and a dining area.

1. The Cart Barn

The Cart Barn
3.5 star property
Salisbury
$731 nightly
The price is $877
Nov 12 - Nov 13
Total with taxes and fees
The Cart Barn
A tent with a bed inside, a colorful rug, and a sign on the ground.

2. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.6 out of 10, Excellent, (21 reviews)
"Cozy place to stay, it is near a road but it didn’t bother me. It is as advertised"
Canada
Darnell
$60 nightly
The price is $72
Nov 6 - Nov 7
Total with taxes and fees
Stone Circle Glamping
A sign for Hotel Peartree, a serviced apartment, with contact information and website.

3. Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (327 reviews)
"Great. They have everything you could need - well appointed kitchen, milk and breakfast provided, plenty of fluffy towels even down to non stick bath mats"
Australia
Stephanie
$109 nightly
The price is $131
Nov 22 - Nov 23
Total with taxes and fees
Peartree Serviced Apartments
A conservatory with a dining area, a wooden table, and chairs.

4. Cozy & Self Contained The Garden Annex 306

Cozy & Self Contained The Garden Annex 306
Salisbury
10.0 out of 10, Exceptional, (4 reviews)
"This place was lovely! Incredibly quiet for being in the city."
United States
Dala B.
$114 nightly
The price is $114
Nov 7 - Nov 8
Total with taxes and fees
Cozy & Self Contained The Garden Annex 306
A traditional brick house with a gabled roof, surrounded by lush greenery and flowering plants.

5. Beautiful, traditional rural cottage

Beautiful, traditional rural cottage
Shrewton
9.0 out of 10, Wonderful, (24 reviews)
"Very nice close to Stonehenge."
United States
Michael
$182 nightly
The price is $182
Nov 5 - Nov 6
Total with taxes and fees
Beautiful, traditional rural cottage
A living room with a dark blue sofa, a round wooden coffee table, a dining table with chairs, a large abstract painting, a round mirror, and a window with curtains.

6. Charles Hope Salisbury Centre

Charles Hope Salisbury Centre
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (10 reviews)
"Clean modern room, well equipped and great locaton"
United Kingdom
Theodros
$109 nightly
The price is $130
Nov 16 - Nov 17
Total with taxes and fees
Charles Hope Salisbury Centre
A compact living space with a kitchenette, a dining area, and a sofa.

7. The Orchid

The Orchid
Gillingham
10.0 out of 10, Exceptional, (1 review)
"Location was great. Good base for visiting surrounding area.Lovely pub to walk to opposite.The property was even nicer than it looked in the photos.Very easy parking.Everything in property that you need.Very welcome breakfast items.Superb communication.Would return."
United States
Suzanne B.
$115 nightly
The price is $115
Nov 8 - Nov 9
Total with taxes and fees
The Orchid
A bedroom with a bed, bedside lamps, a window, and a ceiling light.

8. Newly Renovated 2-Bed House w/ Parking – Sleeps 5 Near Shaftesbury Town

Newly Renovated 2-Bed House w/ Parking – Sleeps 5 Near Shaftesbury Town
Shaftesbury
$245 nightly
The price is $245
Nov 8 - Nov 9
Total with taxes and fees
Newly Renovated 2-Bed House w/ Parking – Sleeps 5 Near Shaftesbury Town
A two-story building with a blue storefront labeled "The Dorsel Store."

9. A spacious, well equipped private annexe with garden and parking in Shaftesbury.

A spacious, well equipped private annexe with garden and parking in Shaftesbury.
Shaftesbury Dorset
10.0 out of 10, Exceptional, (20 reviews)
"Superb apartment in a very quiet neighbourhood! Super clean and very comfortable! Highly recommend!"
United Kingdom
Virginia
$168 nightly
The price is $168
Nov 19 - Nov 20
Total with taxes and fees
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
A stone building with a green door, two windows, and two potted plants.

10. Snowdrop Cottage moments from Shaftesbury High Street and the iconic Gold Hill

Snowdrop Cottage moments from Shaftesbury High Street and the iconic Gold Hill
Shaftesbury
$198 nightly
The price is $198
Nov 7 - Nov 8
Total with taxes and fees
Snowdrop Cottage moments from Shaftesbury High Street and the iconic Gold Hill
A brick house with a tiled roof, a white garage door, and a rose bush in the front yard.

11. Rose Barn - Recently converted self-contained flat

Rose Barn - Recently converted self-contained flat
West Lavington, Devizes
10.0 out of 10, Exceptional, (13 reviews)
"Nice property . I would go back there anytime !"
United States
Cornelis R.
$154 nightly
The price is $154
Nov 5 - Nov 6
Total with taxes and fees
Rose Barn - Recently converted self-contained flat
A stone building with a traditional architectural style, featuring multiple chimneys and a symmetrical facade.

12. Rook Lane House

Rook Lane House
4.0 star property
Frome
10.0 out of 10, Exceptional, (55 reviews)
"Lovely place to stay within the town centre. Would happily stay there again"
United Kingdom
Karen
$168 nightly
The price is $201
Dec 3 - Dec 4
Total with taxes and fees
Rook Lane House
A two-story house with a garden in front.

13. The Mews Cottage

The Mews Cottage
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (4 reviews)
"This cottage is centrally located for some great walks. It is located at the top of a high street with locally owned businesses and a CoOp. It is extremely quiet despite being next door to a pub and near the shops. The cottage was beautifully decorated and had everything anyone could need for a self-catering accommmodation. The washer and dryer were a big bonus!"
Canada
Ron
$570 nightly
The price is $684
Dec 3 - Dec 4
Total with taxes and fees
The Mews Cottage
A modern living room with a green sofa, a beige sofa, and a glass coffee table.

14. Comfortable Apartment with free parking sleeps 4 and is close to Longleat.

Comfortable Apartment with free parking sleeps 4 and is close to Longleat.
Westbury
$158 nightly
The price is $158
Nov 5 - Nov 6
Total with taxes and fees
Comfortable Apartment with free parking sleeps 4 and is close to Longleat.
A spacious living area with a high ceiling, wooden beams, a large TV, and a dining area with a table and chairs.

15. The Summer House — Unique Hilltop Retreat for up to 4 ppl.

The Summer House — Unique Hilltop Retreat for up to 4 ppl.
Salisbury
$298 nightly
The price is $298
Nov 8 - Nov 9
Total with taxes and fees
The Summer House — Unique Hilltop Retreat for up to 4 ppl.
A view from a window overlooking a green landscape with a swimming pool in the foreground.

16. The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub

The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub
Tarrant Gunville
$239 nightly
The price is $239
Nov 8 - Nov 9
Total with taxes and fees
The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub
A modern kitchen with white cabinets, a dining table, and a grey sofa in a bright room with large windows.

17. Secluded Hut with a Private Hot Tub

Secluded Hut with a Private Hot Tub
Blandford Forum
10.0 out of 10, Exceptional, (2 reviews)
"Stillness was a lovely property which had everything we needed while visiting family. It's set in a beautiful area and there are lots of lovely touches around the grounds, such as giant chess, woodland walks and a Forget me not garden. The property was small but perfect for us, I didn't realise the back gate and through the garden was the only entrance, this was a little challenging to navigate with my nervous rescue dog when the daily hot tub maintenance was due to happen, but this only took...
United States
Anonymous traveler
$159 nightly
The price is $191
Nov 8 - Nov 9
Total with taxes and fees
Secluded Hut with a Private Hot Tub
A traditional thatched-roof cottage with a brick extension, a white door, and a small window.

18. 1 bedroom accommodation in Burgate, near Fordingbridge

1 bedroom accommodation in Burgate, near Fordingbridge
Burgate, near Fordingbridge
10.0 out of 10, Exceptional, (11 reviews)
"Perfect for a weekend away."
United States
Angela Horn
$192 nightly
The price is $192
Nov 16 - Nov 17
Total with taxes and fees
1 bedroom accommodation in Burgate, near Fordingbridge
A cozy tented accommodation with a bed, bedside tables, a lamp, a laptop, and a potted plant.

19. The Leaf & Lantern Dome - Sleeps 5 - Dog Friendly

The Leaf & Lantern Dome - Sleeps 5 - Dog Friendly
2.0 star property
Pewsey
$92 nightly
The price is $111
Dec 4 - Dec 5
Total with taxes and fees
The Leaf & Lantern Dome - Sleeps 5 - Dog Friendly
A living room with a television, a sofa, a coffee table, and a chair. There is a sliding glass door leading to an outdoor area with a table and chairs.

20. Modern 2-bedroom house with spacious large garden in beautiful Westbury

Modern 2-bedroom house with spacious large garden in beautiful Westbury
Westbury
10.0 out of 10, Exceptional, (1 review)
"Everything was as advertised. We enjoy the tavern in the towne center!"
United States
Bethany C.
$292 nightly
The price is $292
Nov 5 - Nov 6
Total with taxes and fees
Modern 2-bedroom house with spacious large garden in beautiful Westbury
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 Chilmark Hotel Reviews

Mercure White Hart Hotel Salisbury and Apartments

Mercure White Hart Hotel Salisbury and Apartments

8/10 Good
"Great location and rooms very clean. Bed a bit hard for me but my husband liked it. Only criticism was the shower as the pressure was not good and took ages to heat up."
Carla 2-night trip
Posted 12 hours ago
Mercure White Hart Hotel Salisbury and Apartments

Find out more about Chilmark

Everything you need to know about Chilmark 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 Chilmark 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 Chilmark vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chilmark vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chilmark. 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 Chilmark 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 $72 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 Chilmark rentals

At Expedia, we put the best Chilmark 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 Chilmark 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 Chilmark 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 Chilmark. 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 Chilmark?

Yes, there are vacation rentals close to the most popular sights in Chilmark, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Chilmark?

Gorgeous 2 Bedroom Country Cottage With Lovely Garden Views & Great Location: Visitors like this Chilmark vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Chilmark?

While exploring the area, visit family-friendly sights like Larmer Tree Gardens, or get outside and enjoy nature at Cranborne Chase and the West Wiltshire Downs. In the larger area, you’ll find Wilton House and Salisbury Racecourse.

What’s a vacation rental in Chilmark like?

Vacation rentals are private properties you can book for short or long periods in Chilmark. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family getaway.