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Chilmark Vacation Rentals

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Dec 21 - Dec 22
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Dec 22 - Dec 23
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Dec 26 - Dec 28
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Jan 2 - Jan 4

Our top choices for Chilmark vacation rentals

Cottage | Interior
The Cart Barn

The Cart Barn

The Cart Barn
3.5 star property
Salisbury
The price is ￥116,434
￥139,721 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Cart Barn
Tent, Private Bathroom (with Shower) | 1 bedroom
Glamping on the Hill

Glamping on the Hill

Glamping on the Hill
1.0 star property
Radstock
9.6 out of 10, Exceptional, (50)
"Fantastic stay , lovely place and the owners were so nice .Food in the pub was outstanding . We will stay again."
United Kingdom
derek
The price is ￥14,072
￥16,885 total
includes taxes & fees
Dec 22 - Dec 23
Glamping on the Hill
Exterior
The Annex is a delightful one-bedroom property that offers a cosy atmosphere

The Annex is a delightful one-bedroom property that offers a cosy atmosphere

The Annex is a delightful one-bedroom property that offers a cosy atmosphere
2.0 star property
Salisbury
The price is ￥8,443
￥11,820 total
includes taxes & fees
Jan 3 - Jan 4, 2026
The Annex is a delightful one-bedroom property that offers a cosy atmosphere
Terrace/patio
Beautiful, traditional rural cottage

Beautiful, traditional rural cottage

Beautiful, traditional rural cottage
Shrewton
9.0 out of 10, Wonderful, (17)
"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.
The price is ￥18,996
￥30,182 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Beautiful, traditional rural cottage
Property grounds
The Cabin, very quiet location

The Cabin, very quiet location

The Cabin, very quiet location
Honey Street
9.0 out of 10, Wonderful, (4)
"Ideal for walking stop over. Friendly host. Excellent breakfast in nearby cafe"
United Kingdom
Jon S.
The price is ￥9,867
￥13,244 total
includes taxes & fees
Dec 22 - Dec 23
The Cabin, very quiet location
Cottage | Interior
Milton Manor

Milton Manor

Milton Manor
3.5 star property
Gillingham
The price is ￥902,050
￥1,082,460 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Milton Manor
Outdoor dining
Peaceful separate annexe with bed, kitchen, shower room and patio area.

Peaceful separate annexe with bed, kitchen, shower room and patio area.

Peaceful separate annexe with bed, kitchen, shower room and patio area.
Bratton
10.0 out of 10, Exceptional, (4)
"Great hosts."
United Kingdom
Bams
The price is ￥14,247
￥19,735 total
includes taxes & fees
Dec 22 - Dec 23
Peaceful separate annexe with bed, kitchen, shower room and patio area.
Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher
Peartree Serviced Apartments

Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (304)
"Enjoyable stay, handy to Salisbury landmarks."
Australia
Heather
The price is ￥16,019
￥19,222 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Peartree Serviced Apartments
Outdoor dining
1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (6)
"We booked 3 nights at the shepherd's hut, it was absolutely beautiful with gorgeous views. It was well equipped with everything you need,our small dog lily loved it. We would definitely come back again as it was lovely to unwind here. Thanks Andy and penny. Regards Sally and Andrew"
United States
Sally Newman
The price is ￥31,238
￥31,238 total
includes taxes & fees
Jan 2 - Jan 3, 2026
1 bedroom accommodation in Ibberton, Blandford Forum
TV
Rose Barn - Recently converted self-contained flat

Rose Barn - Recently converted self-contained flat

Rose Barn - Recently converted self-contained flat
West Lavington, Devizes
9.8 out of 10, Exceptional, (9)
"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.
The price is ￥18,996
￥25,539 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Rose Barn - Recently converted self-contained flat
Outdoor dining
Hawk House | Standard Double

Hawk House | Standard Double

Hawk House | Standard Double
West Camel
The price is ￥9,735
￥9,735 total
includes taxes & fees
Dec 22 - Dec 23
Hawk House | Standard Double
Luxury Suite, Ensuite | Private kitchen
Stonehenge Cottages

Stonehenge Cottages

Stonehenge Cottages
5.0 star property
Salisbury
9.8 out of 10, Exceptional, (105)
"Information, including a video, provided by the friendly owners before and during our stay was excellent. The beautifully appointed cottage was convenient for Salisbury and for the nearby pub which serves good food. We will definitely stay there again, if in the area."
United Kingdom
Fiona
The price is ￥33,243
￥39,892 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Stonehenge Cottages
Exterior
Farm Cottage on a Secluded 9-acre Equestrian Small Holding

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, (10)
"Lovely 1 night stay in beautiful location. Louise very welcoming and property was perfect and very clean."
United Kingdom
Emily S.
The price is ￥35,142
￥40,208 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Outdoor dining
Forest Palms Studio New Forest National Park.

Forest Palms Studio New Forest National Park.

Forest Palms Studio New Forest National Park.
Hyde
10.0 out of 10, Exceptional, (9)
"We had a fabulous time at New Forest Palms. Super clean and modern apartment with all you need nearby! Pubs, food, wild horses. 😊"
United Kingdom
Hazel D.
The price is ￥20,051
￥27,438 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Forest Palms Studio New Forest National Park.
Fridge, microwave, oven, stovetop
A spacious, well equipped private annexe with garden and parking in Shaftesbury.

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)
"Superb warm accommodation, immaculate. Perfect location for visiting Shaftesbury and the surrounding area."
United Kingdom
David M.
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
Cottage | Exterior
Keepers Cottage

Keepers Cottage

Keepers Cottage
3.5 star property
Blandford Forum
The price is ￥70,865
￥85,038 total
includes taxes & fees
Dec 27 - Dec 28
Keepers Cottage
1 bedroom, WiFi, bed sheets
Stunning annexe near Bruton

Stunning annexe near Bruton

Stunning annexe near Bruton
Lamyatt
8.0 out of 10, Very Good, (4)
"We stayed in the Annexe for just one night on our way north and it was the perfect rest stop. It was very clean and comfortable and had everything we needed for our brief stay - including milk in the fridge for morning teas. I would definitely recommend if you're visiting the area. 8 minute drive from Bruton. "
United Kingdom
Charlotte
The price is ￥16,885
￥20,262 total
includes taxes & fees
Dec 22 - Dec 23
Stunning annexe near Bruton
Fridge, microwave, oven, stovetop
Double Award Winning, Stunning 1700's Grade 2 listed cottage near Stonehenge

Double Award Winning, Stunning 1700's Grade 2 listed cottage near Stonehenge

Double Award Winning, Stunning 1700's Grade 2 listed cottage near Stonehenge
Salisbury
10.0 out of 10, Exceptional, (5)
"This was a perfect place for our family of five. Hosts were friendly and communicative. Loved the proximity to Stonehenge and Salisbury Cathedral (short car ride to both). We would definitely stay again."
United States
Rebecca
The price is ￥35,913
￥40,767 total
includes taxes & fees
Dec 22 - Dec 23
Double Award Winning, Stunning 1700's Grade 2 listed cottage near Stonehenge
Terrace/patio
COPPERBEECH - ROMANTIC ESCAPE | SLEEPS 2 | HOT TUB | BBQ | PATIO | WI-FI

COPPERBEECH - ROMANTIC ESCAPE | SLEEPS 2 | HOT TUB | BBQ | PATIO | WI-FI

COPPERBEECH - ROMANTIC ESCAPE | SLEEPS 2 | HOT TUB | BBQ | PATIO | WI-FI
Blandford Forum
10.0 out of 10, Exceptional, (1)
"Great trip"
United Kingdom
Jelena
The price is ￥34,826
￥34,826 total
includes taxes & fees
Jan 7 - Jan 8, 2026
COPPERBEECH - ROMANTIC ESCAPE | SLEEPS 2 | HOT TUB | BBQ | PATIO | WI-FI
Fridge, microwave, oven, stovetop
The Secret: Stylish and Spacious En Suite Bathroom

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)
"Unique centrally located "
United Kingdom
Jennifer
The price is ￥17,645
￥19,122 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Secret: Stylish and Spacious En Suite Bathroom
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

Holiday Inn Salisbury - Stonehenge by IHG

Holiday Inn Salisbury - Stonehenge by IHG

10/10 Excellent
"The staff were wonderful , generous and very helpful with all the questions I had during my time there for almost a week. Do check with the lovely folks at reception about taxi , car hires and to get any information about facilities around there. Restaurant staff were equally wonderful and accomodative all of which made my stay there very relaxed. "
Asha Priyadarshini 6-night trip
Posted 3 days ago
Holiday Inn Salisbury - Stonehenge by IHG

Find out more about Chilmark

Search for holiday rentals in Chilmark on Expedia! You can easily find your home rentals, villas, holiday apartments in Chilmark using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chilmark!

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?

La Casetta: Visitors like this Chilmark vacation home rental. It has laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, an oven, and a microwave.

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 Wilton House.

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.