30 Best Shaftesbury Estates on Holiday Lettings - Holiday cottages

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31 Vacation rentals

(24) Excellent 

29

Vacation cottage in Shaftesbury

Dorset / Shaftesbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 45 mi
  • Child friendly
  • Car not necessary
Easter cottageA beautiful mews cottage in the heart of the historic part of Shaftesbury with it's own courtyard parking, perfect for enjoying the town's atmosphere, an interesting and lovely location to holiday for all seasons, with so much to see and  …see more

from $71 / night

$490 - $924 / week

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from $71 / night

(13) Excellent 

31

Vacation cottage in Shaftesbury

Dorset / Shaftesbury

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 45 mi
  • Child friendly
  • Car not necessary
Summer Lodge is a beautiful refurbished cottage, it is cosy, comfortable, light and airy and furnished to a high standard, with thick new carpet throughout, comfortable quality beds and tasteful decor. New TV's lounge and both bedrooms, downstairs cloakroom, patio  …see more

from $71 / night

$490 - $924 / week

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from $71 / night

(13) Excellent 

24

Vacation lodge in Shaftesbury

Dorset / Shaftesbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 56 mi
  • Child friendly
Saxon Lodge is a spacious, superbly-appointed Four Bedroom Holiday Lodge, identical to Abbey Lodge. SPECIAL LIMITED TIME OFFER: Prices currently reduced by up to £250 for 2017. PLUS: Would you like £100 cash to spend when you check in for your holiday? Book  …see more

from $71 / night

$490 - $1420 / week

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from $71 / night

(5) Excellent 

23

Cottage rental in Shaftesbury

Dorset / Shaftesbury

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
A rural retreat in the heart of Dorset, this terraced cottage comes with two bedrooms -- a double and twin. There is a comfortable living room with an open fire, a small library and a large eat-in kitchen with French windows leading to a garden with fine views. Picture  …see more

from $93 / night

$620 - $1302 / week

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from $93 / night

(14) Very Good 

16

Semley Vacation cottage rental

Shaftesbury / Semley

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 39 mi
  • Child friendly
  • Ask about pets
A 19th century family cottage surrounded by a very flowery garden and rolling countryside. The ground floor has the kitchen and a large dining room (with a piano that is reasonably in tune) and the master bedroom with en-suite bathroom. The first floor has a bright and  …see more

from $126 / night

$676 - $1227 / week

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from $126 / night

(12) Excellent 

46

Vacation home in Shaftesbury

Dorset / Shaftesbury

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 30 mi
  • Child friendly
  • Car not necessary
Beautiful contemporary house set in an idyllic location in over an acre of land, situated near to the historical town of Shaftesbury. Ideal for entertaining large groups of up to 10 people for special occasions.The house has been built for luxury living,  …see more

from $434 / night

$2728 - $3472 / week

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from $434 / night

9

Vacation home in Donhead Saint Andrew

Shaftesbury / Donhead Saint Andrew

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Please note this a private owner occupied house where we provide B&B. Guests normally check in Between 17.00 hrs and 18.00 hrs and guests, except by arrangement, are out during the day? The cost is £45.00 per person per night which includes full English cooke  …see more

from $112 / night

$782 / week

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from $112 / night

(7) Excellent 

12

Vacation studio in Semley

Shaftesbury / Semley

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
Applehay Studio is set on the Dorset, Wiltshire border in a rural setting in the middle of a traditional picturesque village green.The Studio has a view of the village pond and is surrounded by many acres of common land, with walks and cycling from the door. It  …see more

from $70 / night

$441 - $462 / week

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from $70 / night

(10) Excellent 

22

Shaftesbury Vacation home rental

Dorset / Shaftesbury

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden
September Cottage is a mid 19th Century stone cottage situated in the lovely Dorset town of Shaftesbury. The cottage sleeps 5 and has been recently refurbished to a high standard, with stripped wooden floors throughout and consists of a living room, dining room,  …see more

from $162 / night

$1129 / week

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from $162 / night

(16) Excellent 

20

Vacation studio in Higher Coombe

Shaftesbury / Higher Coombe

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 55 mi
  • Suitable for children age 5+
  • Ask about pets
Our 1-bedroom self-contained Studio Apartment is set in a beautiful quiet location on the edge of ancient woodland. It's perfect for individuals or couples or one parent and child. It's ideal as a weekend retreat for couples who want to escape the city for a s  …see more

from $87 / night

$565 / week

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from $87 / night

4

Home rental in Cann

Shaftesbury / Cann

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly
BARN CONVERSION SET WITHIN UNIQUE FARM IN 28 ACRES SLEEPS 4+1 COMPLIMENTARY CHRISTMAS TREE FOR 2016 CHRISTMAS AND NEW YEAR BOOKINGS GUESTS ARE WELCOME TO CHOOSE THEIR OWN TREE FROM THE OWNER'S FARM  This quaint semi-detached barn has been tastefully  …see more

from $66 / night

$459 - $980 / week

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from $66 / night

(1) Excellent 

30

Cottage rental in Shaftesbury

Dorset / Shaftesbury

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 48 mi
  • Child friendly
  • Private garden
In the ancient area of St James’s, below Gold Hill (made famous by the Hovis advertisement), St James’s Cottage is the quintessential English cottage which has received careful, sympathetic and high-quality restoration and improvement. It has the feel of bei  …see more

from $180 / night

$772 - $1310 / week

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from $180 / night

(5) Excellent 

22

Vacation cottage in Stour Provost

Shaftesbury / Stour Provost

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Child friendly
Named after the family that lived here for four generations, Abbotts Cottage is a beautifully appointed cottage, perfect for two people and quietly situated along a winding country lane in the parish of Stour Provost, 3½ miles from Gillingham (main line railway s  …see more

from $131 / night

$558 - $939 / week

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from $131 / night

4

Vacation home in Shaftesbury

Dorset / Shaftesbury

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
Our Georgian town house is situated in the centre of Shaftesbury a small town made famous by Gold Hill. There is secure off road parking for our guests and breakfast is served in the dining room using local ingredients from our local farmers market. The town has many re  …see more

from $149 / night

$1042 / week

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from $149 / night

(2) Excellent 

23

Vacation home in Donhead St Andrew

Shaftesbury / Donhead St Andrew

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 50 mi
  • Private garden
Discreet, well appointed and very comfortable self-catering accomodation with dramatic uninterrupted views of Cranborne Chase. Sleeps 4 in 2 Super King bedrooms, one with a freestanding bath, the other with Twin beds as an option.Whether you are on a special nig  …see more

from $348 / night

$2431 / week

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from $348 / night

(1) Very Good 

14

Vacation home in Shaftesbury

Dorset / Shaftesbury

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Private garden
This is a very pretty little cottage a short walk from the centre of Shaftesbury. Fantastic, quiet location, where you can see and enjoy nature while also being close to the town centre. The house has a double bedroom with en-suite shower room upstairs, and a little si  …see more

from $69 / night

$372 - $503 / week

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from $69 / night

16

Shaftesbury Vacation cottage rental

Dorset / Shaftesbury

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Magna Cottage is a 300-year-old self catering holiday rental nestling in a secluded valley at the end of a no-through-road on the Cranborne Chase, a mile from Ashmore in Dorset.This holiday cottage, a detached thatched flint property, is in an id  …see more

from $237 / night

$1657 - $3661 / week

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from $237 / night

20

Vacation b&b in Shaftesbury

Dorset / Shaftesbury

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
Number 5 is situated in the centre of Shaftesbury, opposite The Trinity Church. The town has a good variety of independent shops, pubs and restaurants to enjoy within 2 minutes walk from the bed and breakfast. Visitors can enjoy the magnificent views from the top of G  …see more

from $149 / night

$1042 / week

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from $149 / night

7

Vacation home in Shaftesbury

Dorset / Shaftesbury

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
Barbers Cottage is a listed, boutique-style holiday home located in the heart of the beautiful old Saxon town of Shaftesbury, Dorset bordering Wiltshire. One of the highest towns in England, Shaftesbury has stunning vistas for many miles. It is a perfect home to stay  …see more

from $137 / night

$955 - $1259 / week

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from $137 / night

(19) Excellent 

13

Cottage rental in Shaftesbury

Dorset / Shaftesbury

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 48 mi
  • Child friendly
  • Ask about pets
Gable Cottage is a 3 bedroom, character cottage built and designed originally as a life-sized dolls house with its own under ground air raid shelter.Gable Cottage sits in the heart of an Area of Outstanding Natural Beauty in the idyllic Dorset village of Berwick St  …see more

Pricing unknown

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Pricing unknown

4

Shaftesbury Vacation home rental

Dorset / Shaftesbury

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
30 ACRES, HORSES, WOODLAND WALKS, CHICKENS AND USE OF SHEPHERDS HUT. SLEEPS 2+1 This cosy, but private detached lodge nestles in the grounds of the owners' smallholding. Your privacy is assured but the owners are always happy to offer help and advice on the loca  …see more

from $59 / night

$410 - $862 / week

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from $59 / night

24

Vacation lodge in Shaftesbury

Dorset / Shaftesbury

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 56 mi
  • Child friendly
Hardys Lodge named after Thomas Hardy, is a stunning, spacious two bedroom holiday Lodge, fitted to an exceptionally high standard. SPECIAL LIMITED TIME OFFER: Prices currently reduced by up to £250 for 2017. PLUS: Would you like £100 cash to spend when you  …see more

from $71 / night

$490 - $1110 / week

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from $71 / night

21

Dorset / Shaftesbury

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Private garden

 …see more

from $202 / night

$1293 - $1484 / week

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from $202 / night

6

Dorset / Shaftesbury

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from $53 / night

$366 - $1069 / week

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from $53 / night

(7) Excellent 

13

Dorset / Shaftesbury

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from $53 / night

$370 - $1087 / week

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from $53 / night

10

Dorset / Shaftesbury

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly

 …see more

from $53 / night

$369 - $829 / week

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from $53 / night

(3) Very Good 

12

Dorset / Shaftesbury

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

 …see more

from $52 / night

$359 - $1047 / week

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from $52 / night

(2) Good 

17

Dorset / Shaftesbury

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from $70 / night

$484 - $1538 / week

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from $70 / night

(11) Excellent 

27

Dorset / Shaftesbury

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 40 mi
  • Child friendly
  • Private garden

 …see more

from $217 / night

$986 - $1854 / week

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from $217 / night

16

Dorset / Shaftesbury

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Child friendly

 …see more

from $247 / night

$1192 - $2634 / week

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from $247 / night

(2) Good 

9

Dorset / Shaftesbury

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

 …see more

from $70 / night

$487 - $1001 / week

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from $70 / night