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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Shillingstone holiday rentals

Cottage | Property grounds
Apple Tree Cottage

Apple Tree Cottage

Apple Tree Cottage
3.0 star property
Blandford Forum
9.0 out of 10, Wonderful, (2)
"Nice 300 year old cottage in the countryside. Modern kitchen and extension also nice. Small garden suitable for a dog. Owners were responsive to questions."
United Kingdom
Daniel
The price is ฿14,879
฿17,855 total
includes taxes & fees
29 Dec - 30 Dec
Apple Tree Cottage
Property amenity
Holiday Home With Hot Tub & Sauna

Holiday Home With Hot Tub & Sauna

Holiday Home With Hot Tub & Sauna
4.0 star property
Bournemouth
9.0 out of 10, Wonderful, (4)
" What the full holiday with my kids thanks guys"
United Kingdom
Ayhan
The price is ฿5,781
฿14,494 total
includes taxes & fees
12 Jan - 13 Jan 2026
Holiday Home With Hot Tub & Sauna
Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher
Rowdens Barn

Rowdens Barn

Rowdens Barn
3.5 star property
Blandford Forum
10.0 out of 10, Exceptional, (2)
"Lovely countryside location. "
Canada
Michael
The price is ฿13,309
฿15,971 total
includes taxes & fees
2 Jan - 3 Jan 2026
Rowdens Barn
Fridge, microwave, oven, stovetop
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
Dorchester
The price is ฿25,835
฿36,039 total
includes taxes & fees
29 Dec - 30 Dec
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Luxury House | 6 bedrooms, Egyptian cotton sheets, premium bedding, Select Comfort beds
Pamper House Holiday Home And Annex

Pamper House Holiday Home And Annex

Pamper House Holiday Home And Annex
3.0 star property
Ferndown
Pamper House Holiday Home And Annex
Cottage | Interior
Tom's Barn

Tom's Barn

Tom's Barn
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (1)
The price is ฿14,344
฿17,213 total
includes taxes & fees
29 Dec - 30 Dec
Tom's Barn
Cottage | Beach | Beach nearby
The Cottage

The Cottage

The Cottage
3.0 star property
Wimborne
10.0 out of 10, Exceptional, (1)
"Beautiful cottage, really huge lounge and lots of fields around. Host Dawn was super helpful and the cottage had everything you needed. The showers were great and super clean, I always found that the pictures always look better than the actual place when you arrive, but this was even better in person. This is our first time renting a cottage rather than a hotel, and we're taking our puppy. We will be back with the whole family this time to enjoy it again."
United Kingdom
manjit
The price is ฿15,557
฿18,669 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Cottage
Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher
Shippon Barn

Shippon Barn

Shippon Barn
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (1)
"Lovely accommodation with everything you could want. Very helpful owner. Will certainly stay again when we are in the area"
United Kingdom
Peter
The price is ฿12,703
฿15,243 total
includes taxes & fees
2 Jan - 3 Jan 2026
Shippon Barn
Cottage | Interior
Way's Forge

Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3)
"Way's Forge is a quirky, convenient accommodation for exploring a wide variety of locations in the area and further afield. . It was a very comfortable stay and we enjoyed it very much. "
United Kingdom
Virginia
The price is ฿18,127
฿21,752 total
includes taxes & fees
4 Jan - 5 Jan 2026
Way's Forge
Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher
New Barn

New Barn

New Barn
3.5 star property
Blandford Forum
10.0 out of 10, Exceptional, (1)
The price is ฿14,006
฿16,807 total
includes taxes & fees
28 Dec - 29 Dec
New Barn
Cottage | Interior
Oke Apple Cottage

Oke Apple Cottage

Oke Apple Cottage
3.0 star property
Blandford Forum
10.0 out of 10, Exceptional, (3)
"Location ideal "
United Kingdom
Nazir
The price is ฿10,062
฿12,075 total
includes taxes & fees
5 Jan - 6 Jan 2026
Oke Apple Cottage
Cottage | Interior
Meadow View Barn

Meadow View Barn

Meadow View Barn
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1)
"Great little place, perfect for my stay. Nice and clean, all amenities and good communication from the owner."
United Kingdom
Mitch
The price is ฿16,806
฿20,168 total
includes taxes & fees
5 Jan - 6 Jan 2026
Meadow View Barn
Cottage | Interior
Grist Mill Cottage

Grist Mill Cottage

Grist Mill Cottage
3.0 star property
Shaftesbury
10.0 out of 10, Exceptional, (1)
"Private drive and entrance made it very private. Whole cottage really nicely equipped. Plus everything made very easy and welcoming."
United Kingdom
Anonymous traveller
The price is ฿12,382
฿14,858 total
includes taxes & fees
2 Jan - 3 Jan 2026
Grist Mill Cottage
Cottage | Interior
Pound Cottage

Pound Cottage

Pound Cottage
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2)
"Lovely peaceful place "
United Kingdom
Enid
The price is ฿11,918
฿14,301 total
includes taxes & fees
22 Jan - 23 Jan 2026
Pound Cottage
Cottage | Interior
Brook Cottage

Brook Cottage

Brook Cottage
3.0 star property
Gillingham
8.0 out of 10, Very good, (1)
"Was comfortable and safe"
United Kingdom
Catherine
The price is ฿10,883
฿13,060 total
includes taxes & fees
8 Jan - 9 Jan 2026
Brook Cottage
Beach nearby
Flat 4 - Hengistdury

Flat 4 - Hengistdury

Flat 4 - Hengistdury
3.0 star property
Bournemouth City Centre
The price is ฿11,490
฿13,788 total
includes taxes & fees
3 Jan - 4 Jan 2026
Flat 4 - Hengistdury
Cottage | Interior
The Mews Cottage

The Mews Cottage

The Mews Cottage
3.5 star property
Salisbury
9.0 out of 10, Wonderful, (2)
"A very cosy, comfortable and well equipped cottage. Extremely convenient for the high street and the station. We were visiting for a family event in Tisbury and it made the perfect base for the weekend. We would like to have stayed longer - maybe next time!"
United Kingdom
Caroline
The price is ฿17,556
฿21,067 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Mews Cottage
Cottage | Living room | TV
Little Willow

Little Willow

Little Willow
3.5 star property
Blandford Forum
8.0 out of 10, Very good, (1)
"Not sure what the last question meant? The garden or Dorset. Both lovely."
United Kingdom
John
The price is ฿12,453
฿14,944 total
includes taxes & fees
8 Jan - 9 Jan 2026
Little Willow
Cottage | Private kitchen | Stovetop, dishwasher, cookware/dishes/utensils
Pond View

Pond View

Pond View
3.0 star property
Fordingbridge
The price is ฿14,023
฿16,828 total
includes taxes & fees
14 Jan - 15 Jan 2026
Pond View
Cottage | Interior
The Folly at Castlebridge

The Folly at Castlebridge

The Folly at Castlebridge
3.5 star property
Warminster
10.0 out of 10, Exceptional, (1)
"Séjour merveilleux, un trésor caché dans la campagne Anglaise. Des hôtes généreux et de bons conseils sur les visites à faire dans les environs "
France
Christophe
The price is ฿18,983
฿22,779 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Folly at Castlebridge
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 Shillingstone Hotel Reviews

The Manor Hotel by Greene King Inns

The Manor Hotel by Greene King Inns

10/10 Excellent
"Cleanliness was tops. Distance to Heathrow and ease of shuttle to the airport were great, but we expected it to be free. When we called to book, and ask about a shuttle, we found out it was available, but no one mentioned a per person fee....we had spent all our pounds so we wouldn't take any home to the states, and the driver didn't have change for a 20pound note, so we had to use a debit card. Minor annoyance, but..."
Eleanor V Love 1-night trip
Posted 13 hours ago
The Manor Hotel by Greene King Inns

Find out more about Shillingstone

Search for holiday rentals in Shillingstone on Expedia! You can easily find your home rentals, villas, holiday apartments in Shillingstone 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 Shillingstone!

Frequently asked questions

Are there holiday rentals in Shillingstone?

Yes, there are holiday rentals close to the most popular sights in Shillingstone, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Shillingstone has to offer?

Blue Vista: This holiday home rental outside Shillingstone is located near the beach, and has a fireplace, a garden and free WiFi to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

What can I see and do in Shillingstone?

Cultural attractions include Shillingstone Railway Project, whereas Dorset Area of Outstanding Natural Beauty is a spot to enjoy nature. In the wider area, you’ll find Gold Hill Museum and Larmer Tree Gardens.

What are holiday rentals like in Shillingstone?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shillingstone. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for families.