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Chilmark Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Chilmark vacation rentals

Cottage | Interior

The Cart Barn

The Cart Barn
3.5 star property
Salisbury
The Cart Barn
Tent, Courtyard View (Bell Tent )

Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
9.0 out of 10, Wonderful, (6 reviews)
"The shepherds hut I stayed in for one night was so warm and cosy, it was like staying in a giant wendy house. I would have liked face to face contact with the host, but I guess thats a "sign of the times" Beautiful view of the countryside. "
United Kingdom
Deby
$69 nightly
The price is $83
Jul 12 - Jul 13
Total with taxes and fees
Stone Circle Glamping
Exterior

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
$225 nightly
The price is $225
Jul 15 - Jul 16
Total with taxes and fees
1 bedroom accommodation in Burgate, near Fordingbridge
Property grounds

Stylish cottage in the stunning Pewsey Vale

Stylish cottage in the stunning Pewsey Vale
Stanton Saint Bernard
$280 nightly
The price is $280
Jul 20 - Jul 21
Total with taxes and fees
Stylish cottage in the stunning Pewsey Vale
Deluxe Apartment | Living area | Flat-screen TV

Charles Hope Salisbury Centre

Charles Hope Salisbury Centre
3.5 star property
Salisbury
9.4 out of 10, Exceptional, (9 reviews)
"Clean modern room, well equipped and great locaton"
United Kingdom
Theodros
$156 nightly
The price is $187
Jul 10 - Jul 11
Total with taxes and fees
Charles Hope Salisbury Centre
Exterior

Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Stockbridge
9.6 out of 10, Exceptional, (104 reviews)
"Beautiful cottage. Warm and comfortable with all amenities. Convenient for exploring. Lovely enclosed garden for our dog. Thoroughly enjoyedour 3 night stay and would book again. Thank you. "
United Kingdom
MARIAN C.
$263 nightly
The price is $263
Jul 14 - Jul 15
Total with taxes and fees
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
TV

Charming single-storey hideaway with garden access, perfect for couples

Charming single-storey hideaway with garden access, perfect for couples
Burgate
Charming single-storey hideaway with garden access, perfect for couples
Outdoor dining

1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (11 reviews)
"Great location & lovely place to stay, had everything you need for a weekend break or longer…"
United Kingdom
Dominic
$303 nightly
The price is $303
Aug 7 - Aug 8
Total with taxes and fees
1 bedroom accommodation in Ibberton, Blandford Forum
Exterior

Rose Barn - Recently converted self-contained flat

Rose Barn - Recently converted self-contained flat
West Lavington, Devizes
10.0 out of 10, Exceptional, (12 reviews)
"Everything was fabulous "
United Kingdom
paul h.
$162 nightly
The price is $162
Jul 27 - Jul 28
Total with taxes and fees
Rose Barn - Recently converted self-contained flat
Exterior

Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Salisbury
10.0 out of 10, Exceptional, (13 reviews)
"Lovely 1 night stay in beautiful location. Louise very welcoming and property was perfect and very clean."
United Kingdom
Emily S.
$276 nightly
The price is $276
Jul 22 - Jul 23
Total with taxes and fees
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Property grounds

Cozy & Self Contained The Garden Annex 306

Cozy & Self Contained The Garden Annex 306
Salisbury
10.0 out of 10, Exceptional, (1 review)
"This place was lovely! Incredibly quiet for being in the city."
United States
Dala B.
$150 nightly
The price is $150
Jul 20 - Jul 21
Total with taxes and fees
Cozy & Self Contained The Garden Annex 306
Interior

The Secret: Stylish and Spacious En Suite Bathroom

The Secret: Stylish and Spacious En Suite Bathroom
Blandford Forum
9.0 out of 10, Wonderful, (2 reviews)
"Unique centrally located "
United Kingdom
Jennifer
$160 nightly
The price is $160
Jul 12 - Jul 13
Total with taxes and fees
The Secret: Stylish and Spacious En Suite Bathroom
Property grounds

The Dog House, Mere - Dog Friendly with EV Charger

The Dog House, Mere - Dog Friendly with EV Charger
Mere
$123 nightly
The price is $123
Jul 13 - Jul 14
Total with taxes and fees
The Dog House, Mere - Dog Friendly with EV Charger
Interior

La Casetta

La Casetta
Trowbridge
10.0 out of 10, Exceptional, (2 reviews)
"Everything was perfect! La Casetta is immaculately clean, private, and comfortable. The hosts live right next door, and are very kind and thoughtful. They set up a table and chairs so I could enjoy the beautiful garden, and brought me tiramisu my last evening. I look forward to staying here again. "
United Kingdom
Kathryn C.
$204 nightly
The price is $204
Jul 14 - Jul 15
Total with taxes and fees
La Casetta
Outdoor dining

Stunning annexe near Bruton

Stunning annexe near Bruton
Lamyatt
8.4 out of 10, Very Good, (5 reviews)
"All you could want from a night stay, self catering. They also left us fresh milk which was much appreciated. "
United Kingdom
Jane
$128 nightly
The price is $128
Jul 13 - Jul 14
Total with taxes and fees
Stunning annexe near Bruton
TV

STABLE - UNIQUE STAY | SLEEPS 2 | PETS ALLOWED | WI-FI

STABLE - UNIQUE STAY | SLEEPS 2 | PETS ALLOWED | WI-FI
Blandford Forum
9.2 out of 10, Wonderful, (5 reviews)
"Lovely quirky stay, comfortable bed which is everything! Quiet and great communication. Highly Recommended"
United Kingdom
Nicola
$189 nightly
The price is $189
Jul 13 - Jul 14
Total with taxes and fees
STABLE - UNIQUE STAY | SLEEPS 2 | PETS ALLOWED | WI-FI
TV

Templecombe 3 Bed House - Sleeps 5

Templecombe 3 Bed House - Sleeps 5
Templecombe
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and welcoming. Ideal for a week in the countryside"
Australia
Farley B.
$271 nightly
The price is $271
Jul 20 - Jul 21
Total with taxes and fees
Templecombe 3 Bed House - Sleeps 5
Smart TV, fireplace, DVD player, books

Large Country Cottage with Air Con, Fireplace, Parking Sleeps 7 Nr Bath

Large Country Cottage with Air Con, Fireplace, Parking Sleeps 7 Nr Bath
Bradford-on-Avon
9.8 out of 10, Exceptional, (47 reviews)
"Great stay! Wonderful atmosphere."
United States
Yaron
$286 nightly
The price is $286
Jul 13 - Jul 14
Total with taxes and fees
Large Country Cottage with Air Con, Fireplace, Parking Sleeps 7 Nr Bath
Exterior

Picture Postcard Dorset Cottage Sleeps up to 6

Picture Postcard Dorset Cottage Sleeps up to 6
Stour Provost
$596 nightly
The price is $596
Jul 15 - Jul 16
Total with taxes and fees
Picture Postcard Dorset Cottage Sleeps up to 6
Property grounds

❤️ Large & Spacious room fast wifi on 55 acres AONB

❤️ Large & Spacious room fast wifi on 55 acres AONB
Radstock
10.0 out of 10, Exceptional, (18 reviews)
"Such a wonderful place to stay lovely and warm on such a windy night lovely scenery with the goats and the night sky wow will definitely be b oozing again in the near future"
United States
Anonymous traveler
$441 nightly
The price is $441
Jul 12 - Jul 13
Total with taxes and fees
❤️ Large & Spacious room fast wifi on 55 acres AONB
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

Gray Manor Hotel

Gray Manor Hotel

10/10 Excellent
"All very goo"
Kevin 1-night trip
Posted 8 hours ago
Gray Manor Hotel

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 $83 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?

STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN: Visitors like this Chilmark vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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 Stonehenge and Wardour Castle.

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.