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Top Holiday Rentals in Shillingstone

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
Fridge, microwave, oven, stovetop
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
10.0 out of 10, Exceptional, 168 reviews
"The house is amazing and such a great place for a big group for a weekend. We had an amazing time, thank you!"
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
The Heart of a Dorset Village
Outdoor dining
The Heart of a Dorset Village
The Heart of a Dorset Village
Large House- HOT TUB - Sleeps 12 - Near Sandbanks
Fridge, oven, dishwasher, electric kettle
Large House- HOT TUB - Sleeps 12 - Near Sandbanks
10.0 out of 10, Exceptional, 1 review
"This house was well equipped and in a great location. We had a fantastic stay. The beds were super comfortable and little garden was lovely."
Large House- HOT TUB - Sleeps 12 - Near Sandbanks
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Beautiful 3-bed Caravan at Rockley Park Poole
Chalet, Multiple Beds | Private kitchen | Fridge, microwave, oven, stovetop
Beautiful 3-bed Caravan at Rockley Park Poole
3.0 star property
Beautiful 3-bed Caravan at Rockley Park Poole
The La Di Da - 4 min walk to Beach/town
Beach nearby, sun-loungers
The La Di Da - 4 min walk to Beach/town
The price is £1,111
includes taxes & fees
13 Jun - 14 Jun
The La Di Da - 4 min walk to Beach/town
The Dorset Resort
Signature Chalet, 3 Bedrooms, Accessible, Sauna | Desk, laptop workspace, blackout curtains, iron/ironing board
The Dorset Resort
4.0 star property
10.0 out of 10, Exceptional, 22 reviews
"Everything was great with our visit! The lodge was easy to locate, immaculate, and the staff at the check in desk were fantastic. Would definitely stay here again! The private sauna in the lodge was brilliant too! Couldn't fault the visit at all"
The Dorset Resort
Stunning Waterside Cottage in Poole Harbour
Beach
Stunning Waterside Cottage in Poole Harbour
9.8 out of 10, Exceptional, 166 reviews
"A very comfortable place to stay on the harbour of Poole. We very much enjoyed our stay."
Stunning Waterside Cottage in Poole Harbour
Charming Cottage in idyllic location on Stourhead Estate
Exterior
Charming Cottage in idyllic location on Stourhead Estate
10.0 out of 10, Exceptional, 16 reviews
"Lovely property full of character, but what sets it apart is the beautiful location on the edge of the National Trust estate. Such a lovely setting. Communication with the owner was excellent, and it was very reasonably priced compared to other options we looked at. Highly recommend!"
Charming Cottage in idyllic location on Stourhead Estate
The hideaway with free parking
Beach
The hideaway with free parking
9.6 out of 10, Exceptional, 5 reviews
"Georgous coach house, beautiful decor and had eveything you needed. It was very clean and just lovely. Annabelle, th host, couldnt have been more helpful. Would love to stay here again."
The hideaway with free parking
Incredible Large 3 Bedroom Apartment - Sleeps 8!
3 bedrooms, iron/ironing board, Internet, bed sheets
Incredible Large 3 Bedroom Apartment - Sleeps 8!
10.0 out of 10, Exceptional, 1 review
"Stayed with family & friends 4 nights and can’t fault the apartment, part of a purposefully refurbished block for short stays. About 25 mins walk to the pier, cheap overnight parking round the corner and local shops combined with a fair price made an excellent base for our stay."
The price is £405
includes taxes & fees
5 Jul - 6 Jul
Incredible Large 3 Bedroom Apartment - Sleeps 8!
Karelia - Lovely Log Cabin w/Hot-tub and forest access, sleeps 10
Fridge, microwave, oven, stovetop
Karelia - Lovely Log Cabin w/Hot-tub and forest access, sleeps 10
9.8 out of 10, Exceptional, 132 reviews
"The luxurious cabin had everything we wanted for 6 adults and 3 infants. Bedrooms well appointed, although we hadn't realised the mezzanine bedroom was above the one with 2 singles. The bunk bedroom worked well for my son, wife and 3 year old, as he was adjoining their bedroom and so felt secure. Nice to have 2 ensuite bathrooms as well as the third bathroom. Large open living space with well appointed kitchen. Pleasant wooded garden with hot tub and BBQ. Great to be able to walk straight out of...
Karelia - Lovely Log Cabin w/Hot-tub and forest access, sleeps 10
Luxury Detached House and Grounds, also benefits from full disabled facilities.
Fridge, microwave, oven, stovetop
Luxury Detached House and Grounds, also benefits from full disabled facilities.
9.4 out of 10, Exceptional, 65 reviews
"Perfect property for our trip with teens, grandparents, extended family and our 2 well behaved dogs. Wonderful space, facilities and views. Host very attentive and excellent communication. We needed somewhere we could access with a wheelchair abd this property was well designed for easy access, a lift and multiple wet rooms. Enjoyed large family dining and quality time in the open planned living space. Highly recommend !"
Luxury Detached House and Grounds, also benefits from full disabled facilities.
Stunning 5 Bed Modern House Sandbanks Area Free Secure Parking
Microwave, stovetop, dishwasher, cookware/dishes/utensils
Stunning 5 Bed Modern House Sandbanks Area Free Secure Parking
2.0 out of 10, 1 review
"We booked this property as a family to attend a wedding. The property looks lovely from the outside but is dated inside. There were cables coming out of the wall in the lounge, the beds were uncomfortable and didn’t fit the frames and we had no instructions on how to use everything. That is just the start of what is wrong with this house."
Stunning 5 Bed Modern House Sandbanks Area Free Secure Parking
A charming character cottage with Abbey view
Outdoor dining
A charming character cottage with Abbey view
10.0 out of 10, Exceptional, 107 reviews
"What a lovely place to stay in Sherborne. Beautifully clean, has everything you could need for your stay. The location is great, walkable to anywhere in town and the added bonus of having the station here for day trips."
A charming character cottage with Abbey view
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN
Terrace/patio
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN
9.8 out of 10, Exceptional, 13 reviews
"We enjoyed a weekend in Dorset using this house as a base. We enjoyed the garden and the pool. Only suggestion is that the music system in the house needs an update."
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN
Remodelled historical cottage, super location, w/hottub
Property grounds
Remodelled historical cottage, super location, w/hottub
9.6 out of 10, Exceptional, 25 reviews
"We had a wonderful stay in the Studio. We went with four families and all had plenty of space and loved the garden, BbQ, hot tub and surrounding forest. Only 15 mins to the beach! Timo the host was great, very helpful and nothing was too much trouble."
Remodelled historical cottage, super location, w/hottub
The Boho - Large house - 4 min walk Town/Beach
Beach nearby
The Boho - Large house - 4 min walk Town/Beach
9.4 out of 10, Exceptional, 10 reviews
"Property was perfect for our gathering. Decor was fantastic and full of personality. Personalised reception was appreciated. Endless rooms with different combinations of bed to suit everyone. Kitchen table comfortably fitted 12 for dinner. Bathrooms a little basic. Working fireplace was a lovely touch. We had a fantastic celebration and this property was a big part of that."
The price is £1,230
includes taxes & fees
9 Jun - 10 Jun
The Boho - Large house - 4 min walk Town/Beach
Country cottage set in a peaceful hamlet on the edge of the New Forest
Property grounds
Country cottage set in a peaceful hamlet on the edge of the New Forest
10.0 out of 10, Exceptional, 105 reviews
"Lovely cottage for a getaway break. Kim was a great host and very welcoming. The cottage was lovely and snug, with a nice welcome hamper with everything you would need. Would highly recommend. :) Bonus was all the amazing birds you get in the garden."
Country cottage set in a peaceful hamlet on the edge of the New Forest
New Home near Sandbanks + Hot Tub + Sleeps 9 guests. 3 x bathrooms
Property grounds
New Home near Sandbanks + Hot Tub + Sleeps 9 guests. 3 x bathrooms
10.0 out of 10, Exceptional, 1 review
"Beautifully designed and thought out property, great location and amenities with easy parking."
New Home near Sandbanks + Hot Tub + Sleeps 9 guests. 3 x bathrooms
Thatched Mid Terraced Cottage
Fridge, microwave, oven, stovetop
Thatched Mid Terraced Cottage
8.0 out of 10, Very good, 3 reviews
"Nice property but very moldy inside. When my son entered he began counting spiders. He stopped at 15 but estimated that there must’ve been 30 spiders in the stairwell and main hallway. Now I like spiders and would never kill one, but I realize that’s not for everyone. I would trap them and put them outside. There was no WiFi. Zero, we connected to the router but that had no connection to the Internet. Also there was very limited cell phone service, so mobile hotspot was spotty. We were...
Thatched Mid Terraced Cottage
Don't see what you're looking for?
See all available properties in Shillingstone
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.

Shillingstone Holiday Rental Travel Info

Number of holiday rentals
13
Popular accommodation
Shillingstone cottages
Known landmarks
Blandford Forum Town Museum, Ashley Wood Golf Club and The Art Stable
International airport
Southampton (SOU)

Other types of properties in Shillingstone you may be interested in

Laguna Hotel
Indoor spa tub
Laguna Hotel
3.0 star property
7.2 out of 10, Good, 1,019 reviews
"Nice old fashioned hotel - difficult to get someone in reception at times - room was clean - linen changed every day - problem with the shower but it was fixed when we got someone in reception to report it to"
The price is £52
includes taxes & fees
5 Jun - 6 Jun
Laguna Hotel
The Durley Dean Hotel
Exterior
The Durley Dean Hotel
4.0 star property
7.6 out of 10, Good, 1,009 reviews
"Great location"
The price is £68
includes taxes & fees
23 Jun - 24 Jun
The Durley Dean Hotel
The Connaught Lodge
BBQ/picnic Area
The Connaught Lodge
4.0 star property
8.2 out of 10, Very good, 553 reviews
"Great location for the beach and the centre of town. Hotel beautiful and clean. Breakfast was great with a good choice of cooked options, all freshly prepared. Really enjoyed the Bluewater Spa and Brasserie menu. We thoroughly enjoyed our stay."
The price is £84
includes taxes & fees
23 Jun - 24 Jun
The Connaught Lodge
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.

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, apart-hotels, 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 favorite 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 depends 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 £405 per night. Entering your travel dates in the search wizard you might find 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?

Luxury Detached House and Grounds, also benefits from full disabled facilities.: This holiday home rental outside of Shillingstone is located in a rural location, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

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.

Recent reviews of Shillingstone properties
Expedia verified reviews

The Durley Dean Hotel

The Durley Dean Hotel

5/5 Excellent
"Great location"
A verified traveller stayed at The Durley Dean Hotel
Posted 19 hours ago
The Durley Dean Hotel