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Shillingstone Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Shillingstone vacation 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
$473 nightly
The price is $568
Oct 23 - Oct 24
Total with taxes and fees
Apple Tree Cottage
A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.

2. South Lodge

South Lodge
3.5 star property
Sturminster Newton
$440 nightly
The price is $529
Oct 18 - Oct 19
Total with taxes and fees
South Lodge
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
$195 nightly
The price is $195
Nov 12 - Nov 13
Total with taxes and fees
1 bedroom accommodation in Ibberton, Blandford Forum
A living room with a black sofa, a small round table, a floor lamp, a TV on a stand, and a framed picture on the wall.

4. 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 traveler
$192 nightly
The price is $230
Oct 15 - Oct 16
Total with taxes and fees
Secluded Hut with a Private Hot Tub
A two-story building with a blue storefront labeled "The Dorsel Store."

5. 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, (19 reviews)
"This was one of the better places we have stayed in. We highly recommend this Annex "
United Kingdom
Martin K.
$156 nightly
The price is $156
Oct 18 - Oct 19
Total with taxes and fees
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
A bedroom with a bed, a TV, and a window with curtains.

6. 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.
$201 nightly
The price is $241
Oct 20 - Oct 21
Total with taxes and fees
Secluded Woodland Cottage with Private Hot Tub
A compact living space with a kitchenette, a dining area, and a sofa.

7. 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.
$118 nightly
The price is $118
Oct 15 - Oct 16
Total with taxes and fees
The Orchid
A stone house with a red-tiled roof, surrounded by a pond with reflections and greenery.

8. 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
$433 nightly
The price is $433
Oct 31 - Nov 1
Total with taxes and fees
2 bedroom accommodation in Goathill, near Sherborne
A hot tub in a natural setting with trees and a wooden wall in the background.

9. Cozy Woodland Cabin with Private Hot Tub

Cozy Woodland Cabin with Private Hot Tub
Blandford Forum
$210 nightly
The price is $252
Oct 15 - Oct 16
Total with taxes and fees
Cozy Woodland Cabin with Private Hot Tub
A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

10. 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.
$505 nightly
The price is $505
Nov 2 - Nov 3
Total with taxes and fees
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
A small, single-story structure with a porch, a hot tub, and outdoor seating.

11. Cosy Woodland Studio with Private Hot Tub

Cosy Woodland Studio with Private Hot Tub
Blandford Forum
$230 nightly
The price is $271
Oct 15 - Oct 16
Total with taxes and fees
Cosy Woodland Studio with Private Hot Tub
A wooden cabin with a small patio area, a table with chairs, and a bench.

12. 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
$347 nightly
The price is $416
Oct 23 - Oct 24
Total with taxes and fees
Tiny Willow
A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

13. Streamside Apartments

Streamside Apartments
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (37 reviews)
"Excellent accommodation!"
Norway
Anonymous traveler
$134 nightly
The price is $134
Nov 14 - Nov 15
Total with taxes and fees
Streamside Apartments
A modern bathroom with a glass-enclosed shower, a white toilet, and a sink with a window above it.

14. Luxurious Glass House with Private Hot tub

Luxurious Glass House with Private Hot tub
Blandford Forum
$201 nightly
The price is $241
Nov 9 - Nov 10
Total with taxes and fees
Luxurious Glass House with Private Hot tub
A beach with a natural rock arch formation.

15. 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
$364 nightly
The price is $364
Oct 15 - Oct 16
Total with taxes and fees
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
A modern outdoor patio with wicker furniture and a glass door leading to a covered area.

16. 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
$188 nightly
The price is $188
Oct 21 - Oct 22
Total with taxes and fees
Private Luxury By The Sea
A modern living room with a grey sofa, yellow cushions, a pink throw, and a dining area in the background.

17. Beautiful NEW 3 bedroom house - garden & parking

Beautiful NEW 3 bedroom house - garden & parking
Poole
10.0 out of 10, Exceptional, (15 reviews)
"Amazing place "
United Kingdom
Lee
$224 nightly
The price is $224
Oct 16 - Oct 17
Total with taxes and fees
Beautiful NEW 3 bedroom house - garden & parking
A covered outdoor seating area with wicker furniture and a potted plant.

18. Cabin Sleeps 8 - Free Parking, Patio, Pool

Cabin Sleeps 8 - Free Parking, Patio, Pool
3.0 star property
Poole
$187 nightly
The price is $225
Nov 2 - Nov 3
Total with taxes and fees
Cabin Sleeps 8 - Free Parking, Patio, Pool
A modern living room with a grey sofa, yellow cushions, a yellow rug, and a large window with curtains.

19. 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
$224 nightly
The price is $224
Oct 15 - Oct 16
Total with taxes and fees
Brand NEW 3 bedroom house - garden & parking +wifi
A dining area with a round table, wicker chairs, and a view of boats at a marina.

20. Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
Poole
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely amazing stay! Wish it was for longer! The boat could have had some extra TLC but otherwise we will definitely return!"
United States
Lesley-Anne W.
$451 nightly
The price is $451
Oct 18 - Oct 19
Total with taxes and fees
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
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

Harbour Heights Hotel

Harbour Heights Hotel

10/10 Excellent
"Lovely hotel where you can see wonderful sunsets from the dining area. All the staff are friendly everywhere is clean. Our bedroom was large with a very comfy bed."
Chris 2-night trip
Posted 7 hours ago
Harbour Heights Hotel

Find out more about Shillingstone

Everything you need to know about Shillingstone vacation rentals

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

Shillingstone vacation 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 low season months. For more hustle and bustle, you may prefer to visit Shillingstone in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $164 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shillingstone rentals

At Expedia, we put the best Shillingstone vacation 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 vacation.

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.

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Frequently asked questions

Are there vacation rentals in Shillingstone?

Yes, we have vacation rentals close to the most popular local attractions in Shillingstone, or you can choose a more remote option if you're looking for a relaxing stay.

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

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This vacation home rental outside of Shillingstone comes with WiFi so 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 larger area, you’ll find Gold Hill Museum and Larmer Tree Gardens.

What are vacation rentals like in Shillingstone?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Shillingstone. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.