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Shillingstone Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Shillingstone holiday rentals

A kitchen with a wooden table, chairs, and a view of a garden through glass doors.

1. Apple Tree Cottage

Apple Tree Cottage
3.0 star property
Blandford Forum
9.0 out of 10, Wonderful, (2 reviews)
"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 AU$814
includes taxes & fees
28 Oct - 29 Oct
Apple Tree Cottage
A two-story building with a blue storefront labeled "The Dorsel Store."

2. 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, (20 reviews)
"Superb apartment in a very quiet neighbourhood! Super clean and very comfortable! Highly recommend!"
United Kingdom
Virginia
The price is AU$252
includes taxes & fees
29 Oct - 30 Oct
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
A small wooden structure with a door and steps leading up to it, surrounded by greenery and a picnic table with cushions.

3. 1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (12 reviews)
"Lovely place, lovely countryside."
United States
Paul Mitchell
The price is AU$310
includes taxes & fees
12 Nov - 13 Nov
1 bedroom accommodation in Ibberton, Blandford Forum
A wooden cabin with a small patio area, a table with chairs, and a bench.

4. Tiny Willow

Tiny Willow
3.5 star property
Blandford Forum
10.0 out of 10, Exceptional, (1 review)
"We had 6 nights and thoroughly enjoyed the stay, it is a quirky cottage in the country but close to several towns, hosts were excellent and cottage very well thought out"
Australia
Kenneth
The price is AU$597
includes taxes & fees
8 Nov - 9 Nov
Tiny Willow
A living room with a television, sofa, ottoman, and a window with a view of trees and buildings.

5. Secluded Hut with a Private Hot Tub

Secluded Hut with a Private Hot Tub
Blandford Forum
10.0 out of 10, Exceptional, (2 reviews)
"Stillness was a lovely property which had everything we needed while visiting family. It's set in a beautiful area and there are lots of lovely touches around the grounds, such as giant chess, woodland walks and a Forget me not garden. The property was small but perfect for us, I didn't realise the back gate and through the garden was the only entrance, this was a little challenging to navigate with my nervous rescue dog when the daily hot tub maintenance was due to happen, but this only took...
United States
Anonymous traveller
The price is AU$280
includes taxes & fees
26 Oct - 27 Oct
Secluded Hut with a Private Hot Tub
A compact living space with a kitchenette, a dining area, and a sofa.

6. The Orchid

The Orchid
Gillingham
10.0 out of 10, Exceptional, (1 review)
"Location was great. Good base for visiting surrounding area.Lovely pub to walk to opposite.The property was even nicer than it looked in the photos.Very easy parking.Everything in property that you need.Very welcome breakfast items.Superb communication.Would return."
United States
Suzanne B.
The price is AU$172
includes taxes & fees
30 Oct - 31 Oct
The Orchid
A dining table with two chairs, a bottle of wine, and several glasses.

7. Secluded Woodland Cottage with Private Hot Tub

Secluded Woodland Cottage with Private Hot Tub
Blandford Forum
9.4 out of 10, Exceptional, (8 reviews)
"Beautiful place grace the host was always helpful and kind. Would go back again "
United Kingdom
amanda p.
The price is AU$296
includes taxes & fees
29 Oct - 30 Oct
Secluded Woodland Cottage with Private Hot Tub
A modern kitchen with white cabinets, a dining table with two blue chairs, and a view of the outdoors through the window.

8. Dreamwood Woodland Retreat with Private Hot Tub

Dreamwood Woodland Retreat with Private Hot Tub
Blandford Forum
7.0 out of 10, Good, (2 reviews)
"Place quite nice ,but bed very low and settee abit uncomfortable"
United Kingdom
Eileen H.
The price is AU$280
includes taxes & fees
2 Nov - 3 Nov
Dreamwood Woodland Retreat with Private Hot Tub
A bedroom with a bed, pillows, a tray with croissants and juice, a star decoration, and a window with a view of trees.

9. Cosy Woodland Studio with Private Hot Tub

Cosy Woodland Studio with Private Hot Tub
Blandford Forum
The price is AU$331
includes taxes & fees
2 Nov - 3 Nov
Cosy Woodland Studio with Private Hot Tub
A view from a window overlooking a green landscape with a swimming pool in the foreground.

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

The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub
Tarrant Gunville
The price is AU$339
includes taxes & fees
3 Nov - 4 Nov
The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub
A hot tub with a glass enclosure, a covered patio area, and a view of a residential backyard.

11. Luxurious Glass House with Private Hot tub

Luxurious Glass House with Private Hot tub
Blandford Forum
The price is AU$296
includes taxes & fees
2 Nov - 3 Nov
Luxurious Glass House with Private Hot tub
A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

12. 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, (2 reviews)
"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 AU$681
includes taxes & fees
26 Oct - 27 Oct
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
A modern kitchen with white cabinetry, a dining area with a white table and chairs, and a view of the outdoors through large windows.

13. Cozy Woodland Cabin with Private Hot Tub

Cozy Woodland Cabin with Private Hot Tub
Blandford Forum
The price is AU$309
includes taxes & fees
2 Nov - 3 Nov
Cozy Woodland Cabin with Private Hot Tub
A house with a tiled roof, a front door with glass panels, and a gravel driveway.

14. Oke Apple Cottage

Oke Apple Cottage
3.0 star property
Blandford Forum
10.0 out of 10, Exceptional, (3 reviews)
"Location ideal "
United Kingdom
Nazir
The price is AU$547
includes taxes & fees
30 Oct - 31 Oct
Oke Apple Cottage
A modern outdoor patio with wicker furniture and a glass door leading to a covered area.

15. Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (8 reviews)
"Nice location, quiet and relaxing"
United Kingdom
Luke
The price is AU$270
includes taxes & fees
22 Nov - 23 Nov
Private Luxury By The Sea
A cozy living room with a fireplace, wooden furniture, and a comfortable sofa.

16. 2 bedroom accommodation in Glanvilles Wootton, near Sherborne

2 bedroom accommodation in Glanvilles Wootton, near Sherborne
Glanvilles Wootton, near Sherborne
10.0 out of 10, Exceptional, (30 reviews)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is AU$652
includes taxes & fees
16 Nov - 17 Nov
2 bedroom accommodation in Glanvilles Wootton, near Sherborne
A stone house with a red-tiled roof, surrounded by a pond with reflections and greenery.

17. 2 bedroom accommodation in Goathill, near Sherborne

2 bedroom accommodation in Goathill, near Sherborne
Goathill, near Sherborne
10.0 out of 10, Exceptional, (18 reviews)
"Idyllic location, beautiful cottage with everything we needed. Friendly welcome. Central location meant we were able to easily visit many places from Stonehenge to Lyme Regis and beyond."
United States
Jill Leeson
The price is AU$603
includes taxes & fees
19 Nov - 20 Nov
2 bedroom accommodation in Goathill, near Sherborne
A modern living room with a brick wall, a dining area with a table and chairs, and a sofa.

18. Modern Apartment -Parking & WiFi

Modern Apartment -Parking & WiFi
Poole Old Town
9.0 out of 10, Wonderful, (8 reviews)
"Apartment was very clean and well equipped, with parking behind the building and very close to pubs, cafe and restaurant along the waterfront. "
United Kingdom
Paul
The price is AU$234
includes taxes & fees
30 Oct - 31 Oct
Modern Apartment -Parking & WiFi
A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

19. Streamside Apartments

Streamside Apartments
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (37 reviews)
"Excellent accommodation!"
Norway
Anonymous traveller
The price is AU$209
includes taxes & fees
29 Oct - 30 Oct
Streamside Apartments
A modern kitchen with a gas stove, oven, and stainless steel appliances.

20. 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 AU$511
includes taxes & fees
1 Nov - 2 Nov
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
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

Sleeping Bear Hotel Dorchester

Sleeping Bear Hotel Dorchester

10/10 Excellent
"This is a lovely hotel - the building itself is full of character with plenty of space throuhgout. With free hot drinks and a vending machine for snacks, soft drinks and some alchoholic ones too, there is no need to rush out - but literaly within a stone's throw are 2 restaurants and 2 pubs - and for powerfully-armed cricketers - a couple of cafes. Our limited interactions with the staff found them all to be very helpful and friendly. A huge thank-you to all."
JOHN 2-night trip
Posted 21 hours ago
Sleeping Bear Hotel Dorchester

Find out more about Shillingstone

Everything you need to know about Shillingstone holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shillingstone holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Shillingstone holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Shillingstone holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shillingstone. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shillingstone holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shillingstone holiday rentals we have selected for you start as low as AU$631 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Shillingstone rentals

At Expedia, we put the best Shillingstone holiday 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 Shillingstone 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 Shillingstone holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shillingstone. 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

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?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This holiday home rental outside of Shillingstone comes with WiFi so that you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Shillingstone?

Cultural attractions include Shillingstone Railway Project, whereas Dorset National Landscape 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.