A cobblestone street lined with historic stone buildings, a thatched-roof house, and a stone wall.

Search Vacation Homes in Shaftesbury

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Shaftesbury vacation homes

Exterior

1. 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, (18 reviews)
"This was one of the better places we have stayed in. We highly recommend this Annex "
United Kingdom
Martin K.
The price is AED 407
AED 586 total
includes taxes & fees
29 Sep - 30 Sep
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
2 bedrooms, iron/ironing board, travel crib, WiFi (free)

2. Newly Renovated 2-Bed House w/ Parking – Sleeps 5 Near Shaftesbury Town

Newly Renovated 2-Bed House w/ Parking – Sleeps 5 Near Shaftesbury Town
Shaftesbury
The price is AED 795
AED 1,177 total
includes taxes & fees
16 Sep - 17 Sep
Newly Renovated 2-Bed House w/ Parking – Sleeps 5 Near Shaftesbury Town
Property grounds

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

The Dog House, Mere - Dog Friendly with EV Charger
Mere
The price is AED 439
AED 439 total
includes taxes & fees
4 Oct - 5 Oct
The Dog House, Mere - Dog Friendly with EV Charger
Exterior

4. Milton Manor

Milton Manor
3.5 star property
Gillingham
The price is AED 21,230
AED 25,476 total
includes taxes & fees
21 Sep - 22 Sep
Milton Manor
Outdoor spa tub

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

The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub
Tarrant Gunville
The price is AED 885
AED 885 total
includes taxes & fees
4 Oct - 5 Oct
The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub
Exterior

6. Rook Lane House

Rook Lane House
4.0 star property
Frome
10.0 out of 10, Exceptional, (51 reviews)
"Great little b&b , host accommodating for an early breakfast. Plenty of restaurants nearby."
United Kingdom
Susan
The price is AED 455
AED 546 total
includes taxes & fees
23 Sep - 24 Sep
Rook Lane House
Private kitchen

7. Beautiful newly refurbished annexe 2 miles from Wareham Quay

Beautiful newly refurbished annexe 2 miles from Wareham Quay
Sandford
The price is AED 630
AED 720 total
includes taxes & fees
4 Oct - 5 Oct
Beautiful newly refurbished annexe 2 miles from Wareham Quay
Property grounds

8. Cozy & Self Contained The Garden Annex 306

Cozy & Self Contained The Garden Annex 306
Salisbury
10.0 out of 10, Exceptional, (3 reviews)
"This place was lovely! Incredibly quiet for being in the city."
United States
Dala B.
The price is AED 452
AED 531 total
includes taxes & fees
29 Sep - 30 Sep
Cozy & Self Contained The Garden Annex 306
TV

9. The Annex Ferndown

The Annex Ferndown
Ferndown
8.6 out of 10, Excellent, (7 reviews)
"I plan to stay here again the next time I come to Ferndown. Great location, small but perfectly designed space, very comfortable and well equipped. Comfortable beds."
United States
claire c.
The price is AED 447
AED 1,043 total
includes taxes & fees
14 Sep - 15 Sep
The Annex Ferndown
Smart TV

10. Hunters Cottage – A Romantic Luxury Retreat with Hot Tub & Slipper Bath, AC

Hunters Cottage – A Romantic Luxury Retreat with Hot Tub & Slipper Bath, AC
Blandford Forum
The price is AED 1,118
AED 1,287 total
includes taxes & fees
20 Sep - 21 Sep
Hunters Cottage – A Romantic Luxury Retreat with Hot Tub & Slipper Bath, AC
TV

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

Modern 2-bedroom house with spacious large garden in beautiful Westbury
Westbury
10.0 out of 10, Exceptional, (1 review)
"Everything was as advertised. We enjoy the tavern in the towne center!"
United States
Bethany C.
The price is AED 994
AED 1,088 total
includes taxes & fees
14 Sep - 15 Sep
Modern 2-bedroom house with spacious large garden in beautiful Westbury
TV

12. Brand NEW 3 bedroom house - garden & parking +wifi

Brand NEW 3 bedroom house - garden & parking +wifi
Poole
9.4 out of 10, Exceptional, (6 reviews)
"Lovely, new clean house. Great location. Would happily return."
United Kingdom
James
The price is AED 601
AED 924 total
includes taxes & fees
15 Sep - 16 Sep
Brand NEW 3 bedroom house - garden & parking +wifi
Smart TV, books

13. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
10.0 out of 10, Exceptional, (1 review)
"Excellent cottage! Super quirky and perfect for a large group. My husband’s family all met at the Langham vineyard (jut 8 minute’s drive up the road from the accommodation) to celebrate his 50th ; adults, kids, dog…we had a wonderful time and carried on the celebrations with an evening of chat in the comfortable lounge and some food in the spacious dining area before heading to bed (all 10 of us). Martin was a wonderful host, very quick responses and super accommodating. The whole area is...
United States
Stacia B.
The price is AED 1,590
AED 1,798 total
includes taxes & fees
1 Oct - 2 Oct
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Outdoor dining

14. Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (8 reviews)
"Perfect place and very quite lovely and cosy. Thanks Richard👍👍"
United Kingdom
Richard
The price is AED 457
AED 705 total
includes taxes & fees
4 Oct - 5 Oct
Private Luxury By The Sea
Miscellaneous

15. The Hideaway

The Hideaway
4.0 star property
Shepton Mallet
10.0 out of 10, Exceptional, (5 reviews)
"Such a great stay at the hideaway. The accommodation and views were stunning. Had such a warm welcome from the hosts and the breakfast and attention to detail just made it that bit more special. Highly recommend and we can’t wait to come back and stay again "
United Kingdom
Caroline
The price is AED 766
AED 919 total
includes taxes & fees
14 Sep - 15 Sep
The Hideaway
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

16. Bright And Airy Cottage Close To Salisbury Centre

Bright And Airy Cottage Close To Salisbury Centre
Salisbury
The price is AED 501
AED 580 total
includes taxes & fees
28 Sep - 29 Sep
Bright And Airy Cottage Close To Salisbury Centre
TV

17. Stunning Little House on Poole Quay -Free Parking

Stunning Little House on Poole Quay -Free Parking
Poole Old Town
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful little house right in the heart of Poole old town would definitely stay again! The quay is less than 5 mins away with boat trips to Brownsea island and out into the bay a beautiful place"
United Kingdom
Chris
The price is AED 686
AED 1,008 total
includes taxes & fees
18 Sep - 19 Sep
Stunning Little House on Poole Quay -Free Parking
Interior

18. 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.
The price is AED 581
AED 720 total
includes taxes & fees
20 Sep - 21 Sep
La Casetta
Beach

19. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (5 reviews)
"The house was outstanding, probably the best we’ve ever experienced. It is exceptionally clean, comfortable for our family of 5, and convenient to the sites in the area. We would stay there again if we return."
United States
Kristina
The price is AED 447
AED 1,361 total
includes taxes & fees
14 Sep - 15 Sep
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Full-size fridge, dishwasher, freezer, spices

20. NEW Poole House 5 mins to Sandbanks +Netflix

NEW Poole House 5 mins to Sandbanks +Netflix
Poole
9.0 out of 10, Wonderful, (6 reviews)
"Good location for using bus and train, able to leave car on driveway. Nearby supermarkets. Comfortable, clean home, quiet area, extremely happy with our short break. Thank you."
United Kingdom
Catherine
The price is AED 407
AED 730 total
includes taxes & fees
14 Sep - 15 Sep
NEW Poole House 5 mins to Sandbanks +Netflix
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shaftesbury Hotel Reviews

The Merchant's House, BW Signature Collection

The Merchant's House, BW Signature Collection

8/10 Good
"Great location and walkability. Staff/Service: Welcoming and warm, Cheewan at reception was lovely! We had drove straight out from a morning arrival at Heathrow, my husband was not feeling well and the hotel had been fully booked the night before. They were able to rush our room for 12pm (check-in is 3pm) for £ 20 GBP. Guestroom: we booked a standard and had requested ground floor, this was met. Very clean, spacious and adequately furnished, bed was comfortable. Coffee pot/kettle in-room with accompaniments. Bathroom amenities was very lacking; only one pump dispenser of Bath gel/shampoo (combined), no conditioner. One pump dispenser on the wall by the sink of hand wash (both dispensers 1/3 full, no hand/body lotion. Plenty of towels set on towel-warmer rack and very clean bathroom. Car park: The hotel has a small lot but we did not luck out with a spot during our stay. There are 7 spots, 3 of which are for Electric Vehicles only (beware not to park in these if your car is not EV, police will issue a violation/ticket). Because we arrived on a Sunday, street parking was free and we were able to park right up front and good until 8am the next morning. There are two public parking lots nearby, the next day we parked in the Brown St. Car park around the corner. There is a machine that you can pay with a credit card or you can download the MiPermit app which worked great for me (iPhone) and used Apple pay with it. The Restaurant: Warm and friendly service, the coffee was"
Louly 1-night trip
Posted 7 hours ago
The Merchant's House, BW Signature Collection

Explore a world of travel with Expedia