Chilmark Vacation Rentals from $61: Search Short-Term Rentals

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Our top choices for Chilmark vacation rentals

1. The Cart Barn

Salisbury

$739 nightly

Oct 2 - Oct 3

Total with taxes and fees

2. Stone Circle Glamping

Durrington

Darnell

$51 nightly

Sep 29 - Sep 30

Total with taxes and fees

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

Shaftesbury Dorset

Martin K.

$158 nightly

Oct 4 - Oct 5

Total with taxes and fees

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

Shaftesbury

$206 nightly

Sep 22 - Sep 23

Total with taxes and fees

5. The Orchid

Gillingham

Suzanne B.

$119 nightly

Sep 25 - Sep 26

Total with taxes and fees

6. Peartree Serviced Apartments

Salisbury

Stephanie

$123 nightly

Oct 4 - Oct 5

Total with taxes and fees

7. The Mews Cottage

Salisbury

Ron

$576 nightly

Sep 24 - Sep 25

Total with taxes and fees

8. Beautiful, traditional rural cottage

Shrewton

Michael

$206 nightly

Oct 4 - Oct 5

Total with taxes and fees

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Top Chilmark Hotel Reviews

The Moonraker Hotel

8/10 Good

"Delicious evening meal, both the tomato soup and the lamb and belly pork in gravy, very nice polite waitress. Basic bar available. Clean bathroom, very nice gel soap for bath, lovely large bed and crisp bedding No real facilities other than restaurant and the bar closes at 10. Very few comfy seats in the restaurant to retire to after dinner and these were taken over by a large group, so we had to either continue to sit at our table or go back to our room. Outside town so not an easy walk to other restaurants or bars Overall however the price reflects this and the hotel was very good value."

Bishopstrow Hotel & Spa

10/10 Excellent

"We had a fantastic two night stay 11th-13th Sept. The new outdoor facilities were incredible and the hotel decor was stunning. We had a lovely couples massage which we both enjoyed. Staff couldnt have been more helpful & friendly. We had dinner at the Garden Grill and while the food was delicious we opted for a local pub for dinner on the second night as we felt the menu choice was limited. Otherwise we could not fault it. Hope we'll be back."

The Cornerhouse

8/10 Good

"The staff were very nice and genuine. Breakfast was straightforward and decent. The room was clean and comfortable, pressure on the shower was good. The hotel is at the top of a hill, which isn't an issue unless you have real mobility problems. The property has no lifts. There is a patrons car attached with an exit onto a small one way road, which was easy to exit."

Rose and Crown Hotel

10/10 Excellent

"We had a great stay. Good sized twin bedded room with nice little outside sitting area overlooking the river. Staff very friendly and helpful. Breakfast fresh and plentiful. Parking was £5 per night which was fine as the hotel is well located an easy 10 minute walk from the cathedral and town centre."

Holbrook Manor & Spa.

10/10 Excellent

"Absolutely wonderful staff, we got upgraded to a suite which was a bonus as it was our wedding anniversary. Treatment area is absolutely amazing and so relaxing, you can sit pre and post treatment to relax. Treatment was amazing!! Despite us being informed that a member of staff was off sick in the morning, so my husband and I had half the treatment time each, it was still amazing. Lunch was decent and breakfast was cooked upon request and tasted good. Thank you for a memorable experience!! The only downside was that there are no restaurants nearby, so we had to get a cab to the nearest one which proved a nightmare when trying to get back around 11."

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 $61 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 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.

Room 1

Check prices for these dates

Our top choices for Chilmark vacation rentals

1. The Cart Barn

2. Stone Circle Glamping

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

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

5. The Orchid

6. Peartree Serviced Apartments

7. The Mews Cottage

8. Beautiful, traditional rural cottage

9. Rook Lane House

10. Cozy & Self Contained The Garden Annex 306

11. The Dog House, Mere - Dog Friendly with EV Charger

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

13. Charles Hope Salisbury Centre

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

15. Rose Barn - Recently converted self-contained flat

16. 1 bedroom accommodation in Tollard Royal, near Salisbury

17. Church View

18. Farm Cottage on a Secluded 9-acre Equestrian Small Holding

19. 1 bedroom accommodation in Burgate, near Fordingbridge

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

Find vacation rentals that suit your style

Top Chilmark Hotel Reviews

The Moonraker Hotel

Bishopstrow Hotel & Spa

The Merchant's House, BW Signature Collection

Crown Hotel

George Hotel

The Cornerhouse

The Chapter House

Rose and Crown Hotel

Holbrook Manor & Spa.

Find out more about Chilmark

Frequently asked questions