Search
Best rentals
Tips
FAQs
Map

Shaftesbury holiday rentals

KAYAK searches hundreds of travel sites at once for holiday home deals in Shaftesbury

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Shaftesbury holiday rentals

Most recommended holiday rentals in Shaftesbury

Show all
Cottage in centre of Shaftesbury for 4/5 guests - Shaftesbury - Living room
Cottage in centre of Shaftesbury for 4/5 guests
Shaftesbury, ENG, United Kingdom
9.3Wonderful(4)
Free Wi-Fi
Pet-friendly
£177+
Check availability
Orchard Cottage - Shaftesbury - Living room
Orchard Cottage
Shaftesbury, ENG, United Kingdom
8.0Very Good(2)
Free Wi-Fi
£94+
Check availability
A spacious, well equipped private annexe with garden and parking in Shaftesbury. - Shaftesbury - Kitchen
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
Shaftesbury, ENG, United Kingdom
Free Wi-Fi
£115+
Check availability
The Milking Parlour - Shaftesbury - Living room
The Milking Parlour
Shaftesbury, ENG, United Kingdom
7.5Good(1)
Free Wi-Fi
Pet-friendly
£320+
Check availability
The Tractor Shed - Shaftesbury - Building
The Tractor Shed
Shaftesbury, ENG, United Kingdom
Free Wi-Fi
Pet-friendly
£184+
Check availability
Modern Self-Contained Studio in Shaftesbury - Shaftesbury - Bedroom
Modern Self-Contained Studio in Shaftesbury
Shaftesbury, ENG, United Kingdom
Free Wi-Fi
Air conditioning
£108+
Check availability
Bed & Breakfast at the foot of Gold Hill, Dorset - Shaftesbury
Bed & Breakfast at the foot of Gold Hill, Dorset
Shaftesbury, ENG, United Kingdom
7.8Good(16)
Parking
Free Wi-Fi
Pet-friendly
£107+
Check availability
The Old Forge - Shaftesbury
The Old Forge
Shaftesbury, ENG, United Kingdom
9.3Wonderful(180)
Free Wi-Fi
£115+
Check availability
Snobs and Rebels Apartments - Shaftesbury
Snobs and Rebels Apartments
Shaftesbury, ENG, United Kingdom
8.4Very Good(264)
Parking
Free Wi-Fi
£128+
Check availability
Black Pig Retreats Luxury Glamping - Shaftesbury
Black Pig Retreats Luxury Glamping
Shaftesbury, ENG, United Kingdom
9.7Wonderful(18)
Parking
Pet-friendly
£245+
Check availability
Little Lodge - Shaftesbury
Little Lodge
Shaftesbury, ENG, United Kingdom
9.3Wonderful(21)
£110+
Check availability
Beautiful cabins in Shaftesbury Dorset countryside - Shaftesbury
Beautiful cabins in Shaftesbury Dorset countryside
Shaftesbury, ENG, United Kingdom
7.5Good(17)
Parking
Free Wi-Fi
Pet-friendly
£155+
Check availability
Pond - Shaftesbury
Pond
Shaftesbury, ENG, United Kingdom
10Wonderful(2)
Free Wi-Fi
£225+
Check availability
Shaftesbury Modern Annexe - Shaftesbury
Shaftesbury Modern Annexe
Shaftesbury, ENG, United Kingdom
9.5Wonderful(93)
Parking
Free Wi-Fi
£64+
Check availability
Hettie Luxury shepherds hut - Shaftesbury
Hettie Luxury shepherds hut
Shaftesbury, ENG, United Kingdom
9.3Wonderful(8)
Parking
£123+
Check availability
Swallow Cottage - Shaftesbury
Swallow Cottage
Shaftesbury, ENG, United Kingdom
5.0Fair(1)
Free Wi-Fi
£95+
Check availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

£0 - £246£246 - £492£492 - £737£737 - £983£983+ per night

Property Types

ApartmentCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

January

High season

October

Average price (weeknight)

£97

Average price (weekend night)

£82
Cheapest month to stay with an average 31% drop in price.
Most expensive month to stay with an average 29% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Shaftesbury holiday rental deals

  • Holiday rentals in Shaftesbury are around 16% more expensive than hotels on average. Search here to compare prices for all accommodation types in Shaftesbury.
  • The best holiday rental properties in Shaftesbury are The Courtyard at Park Farm (9.9, 64 reviews), The Loft at The Little Elms (9.8, 55), and Character 2 double bedroom cottage in Shaftesbury (9.5, 46), based on ratings and reviews from real travellers.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Shaftesbury for 2 days.

FAQs when booking a holiday home in Shaftesbury

  • What types of holiday rentals are available in Shaftesbury?

    There are loads of different property types that you can make your holiday home in Shaftesbury. You’ll find apartments, cottages, houses, homestays and luxury tents.

  • What are some of the most-loved holiday rentals available in Shaftesbury?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Wedgewood Annexe - All the comforts of home.

  • Are there any pet-friendly holiday rentals in Shaftesbury?

    There are a number of dog and pet-friendly Shaftesbury holiday rentals, with around 24% allowing you to bring your pet along with you.

  • How can I find holiday rentals near me in Shaftesbury?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

See more FAQs

Where to stay in Shaftesbury?

Our map will help you find the perfect place to stay in Shaftesbury by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Shaftesbury

Shaftesbury holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Shaftesbury. Find cheap holiday homes to rent in Shaftesbury. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Shaftesbury that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.