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Chilmark Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Chilmark vacation rentals

Cottage | Interior

The Cart Barn

The Cart Barn
3.5 star property
Salisbury
$734 nightly
The price is $881
Jul 5 - Jul 6
Total with taxes and fees
The Cart Barn
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.
$195 nightly
The price is $195
Jun 22 - Jun 23
Total with taxes and fees
La Casetta
Tent, Courtyard View (Bell Tent )

Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.8 out of 10, Excellent, (5 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
$64 nightly
The price is $77
Jun 21 - Jun 22
Total with taxes and fees
Stone Circle Glamping
Exterior

Beautiful, traditional rural cottage

Beautiful, traditional rural cottage
Shrewton
9.0 out of 10, Wonderful, (17 reviews)
"We enjoyed our stay here. This place is very comfortable and homey. My youngest loved the apple tree. It was perfect for our family. "
United States
Melissa F.
$220 nightly
The price is $220
Jun 28 - Jun 29
Total with taxes and fees
Beautiful, traditional rural cottage
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
$130 nightly
The price is $156
Jun 22 - Jun 23
Total with taxes and fees
Charles Hope Salisbury Centre
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
$226 nightly
The price is $226
Jun 22 - Jun 23
Total with taxes and fees
1 bedroom accommodation in Burgate, near Fordingbridge
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.
$258 nightly
The price is $258
Jun 29 - Jun 30
Total with taxes and fees
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
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
$161 nightly
The price is $161
Jun 28 - Jun 29
Total with taxes and fees
STABLE - UNIQUE STAY | SLEEPS 2 | PETS ALLOWED | WI-FI
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
$271 nightly
The price is $271
Jun 30 - Jul 1
Total with taxes and fees
1 bedroom accommodation in Ibberton, Blandford Forum
Exterior

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, (17 reviews)
"This was one of the better places we have stayed in. We highly recommend this Annex "
United Kingdom
Martin K.
$162 nightly
The price is $162
Jul 5 - Jul 6
Total with taxes and fees
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
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.
$226 nightly
The price is $226
Jun 21 - Jun 22
Total with taxes and fees
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Property grounds

Stylish cottage in the stunning Pewsey Vale

Stylish cottage in the stunning Pewsey Vale
Stanton Saint Bernard
$268 nightly
The price is $268
Jun 22 - Jun 23
Total with taxes and fees
Stylish cottage in the stunning Pewsey Vale
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.
$136 nightly
The price is $136
Jun 29 - Jun 30
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
$141 nightly
The price is $141
Jun 22 - Jun 23
Total with taxes and fees
The Secret: Stylish and Spacious En Suite Bathroom
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
$436 nightly
The price is $436
Jun 21 - Jun 22
Total with taxes and fees
❤️ Large & Spacious room fast wifi on 55 acres AONB
Exterior

Rose Barn - Recently converted self-contained flat

Rose Barn - Recently converted self-contained flat
West Lavington, Devizes
10.0 out of 10, Exceptional, (11 reviews)
"This was a lovely place to stay. Clean, comfortable and such a nice setting. Delicious bread and preserves. We would love to stay here again."
United States
Tom R.
$160 nightly
The price is $160
Jul 5 - Jul 6
Total with taxes and fees
Rose Barn - Recently converted self-contained flat
Exterior

Spacious Georgian Apartment - Central Frome

Spacious Georgian Apartment - Central Frome
Somerset
8.0 out of 10, Very Good, (1 review)
"Quiet and conveniently located for Frome town centre. Well equipped with a good shower. Everything worked as it should."
United States
John L.
$277 nightly
The price is $277
Jun 21 - Jun 22
Total with taxes and fees
Spacious Georgian Apartment - Central Frome
Beach

Keepers Cottage, Winterborne Stickland

Keepers Cottage, Winterborne Stickland
Blandford Forum
9.4 out of 10, Exceptional, (3 reviews)
"Quiet but well located for many Dorset attractions"
United Kingdom
Peter M.
$556 nightly
The price is $556
Jun 23 - Jun 24
Total with taxes and fees
Keepers Cottage, Winterborne Stickland
1 bedroom, individually decorated, individually furnished, free WiFi

Poddington Cottage

Poddington Cottage
3.0 star property
Salisbury
$526 nightly
The price is $632
Jun 30 - Jul 1
Total with taxes and fees
Poddington Cottage
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

Best Western Shaftesbury The Royal Chase Hotel

Best Western Shaftesbury The Royal Chase Hotel

10/10 Excellent
"Room next to swimming pool always feels nice. Had a good time swimming and sauna. Family Room was spacious. Cooked Breakfast could have been better."
Parth Paresh 2-night trip
Posted 21 hours ago
Best Western Shaftesbury The Royal Chase 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 $77 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?

Beautiful holiday home on the outskirts of the New Forest. : Visitors like this Chilmark vacation home rental. It is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Chilmark?

While exploring the area, visit family-friendly sights like Center Parcs Longleat Forest, or get outside and enjoy nature at Cranborne Chase and the West Wiltshire Downs. In the larger area, you’ll find Stonehenge and Parsonage Down.

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.