Holiday houses in Shillingstone

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Shillingstone

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
The living area features a light, open space with a soft gray sofa and armchair, complemented by a round mirror and natural light from skylights. A dining table is positioned by a window, with a small ottoman placed nearby, all set on a neutral-toned rug.
Bungalow in Dorset
4.97 out of 5 average rating, 165 reviews

The Covey - 1 Bedroom Annex with Country Views

Situated in beautiful Wessex this self-contained annex is located on the outskirts of Blandford and has its own small patio that overlooks fields. With one bedroom and separate living area it’s perfect for singles or couples A walk thru video of the property is available on YouTube on searching for TheCoveyBlandford We recommend VisitDorsetOfficial on socials for ideas and events near by. Driving time -mind Nearest pub - 5 Nearest shop - 3 Blandford centre - 5 Beaches 30-40 Purbecks -40

LocationValueDecor

Top Guest favourite
The exterior of the cottage is highlighted by its stone and brick façade, framed by greenery. A solid wood door with glass panels offers an inviting entrance. Windows allow natural light to enhance the warm tones of the building, situated along a quiet lane.
Cottage in Sturminster Newton
5 out of 5 average rating, 105 reviews

Unique Cottage with Private garden

The Sexton's cottage was restored to a high standard, bringing the charm of the original cottage with that of modern day living. There is a light and airy living, dining & kitchen area upstairs, with a double bedroom and Shower room downstairs. The cottage has a large private south facing garden with a dining area under a pergola, along with a BBQ and a raised decking area ideal for your morning cup of tea or an evening drink. Sturminster Newton is well positioned to explore Dorset and Somerset.

FamilyLocationNearby

Top Guest favourite
A charming view of the cottage garden framed by rustic brick walls is enhanced by a rainbow in the background. Lush greenery and colorful plants are visible, creating a serene outdoor space that invites relaxation.
Cottage in Iwerne Courtney
4.93 out of 5 average rating, 228 reviews

Beautiful Restored Cottage in the heart of Dorset.

A stunning, newly refurbished and tranquil, Dorset holiday cottage. Old School Cottage was built in 1851, and was originally part of the village school. Nestled at the foot of Hambledon Hill, in the village of Shroton, rural rambles are a few steps from the front gate! All the landscape photos shown are only a few metres from the cottage. This is a beautiful place to stay, with a stunning review record. www.oldschoolcottagedorset.co.uk https://www.instagram.com/oldschoolcottagedorset/ ​​​​

FamilyLocationBackyard

Top Guest favourite
A luxury hot tub filled with bubbling water welcomes relaxation, framed by lush greenery and open fields under a clear blue sky. The spacious area includes a basketball hoop for added enjoyment, creating an inviting outdoor atmosphere.
Guesthouse in Tarrant Gunville
4.87 out of 5 average rating, 207 reviews

The Retreat ~ Hot Tub~ Sauna ~ Charming & Cosy Gem

Step into the stylish and comfortable 1BR 1Bath guest house nestled in the picturesque village of Tarrant Gunville. It offers a relaxing oasis with a luxury hot tub, sauna, and a perfect base to explore natural attractions and historical landmarks of Dorset County. Modern design and a rich amenity list will satisfy your every need. ✔ Comfy BR with a Double Bed ✔ Bright Living Space ✔ Kitchenette Amenities ✔ Garden ✔ Hot Tub ✔ Sauna ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking See more below.

ValueFamilyKitchen

Top Guest favourite
The blue Shepherd’s Hut is positioned on a grassy area, showcasing its charming curved design. Wooden steps lead to the entrance, inviting guests inside. Surrounding trees and a scenic countryside view enhance the peaceful setting.
Shepherd’s hut in Dorset
5 out of 5 average rating, 394 reviews

Luxurious Shepherd’s Hut with Hot Tub

Get back in touch with nature at this luxury Shepherd’s Hut nestled in a quiet hamlet. Enjoy the large hut’s interior amid thoughtful industrial style decor and modern finishes and embrace outdoor living in your own large outdoor space, surrounded by breathtaking views of the countryside. Relax in the large fire fuelled hot tub, lounge on the deck in front of the fire pit or grab a bean bag and find a quiet spot in your own private paddock. This place offers luxurious comfort indoors and out.

LocationValueBarbecue

Superhost
A cozy living room is furnished with a spacious sectional sofa facing a wall-mounted TV. Large glass doors offer sweeping views of the sky and surrounding area. Green plants add a natural touch, while a sleek wood-burning stove creates a focal point in the inviting space.
Condo in Westbourne
4.84 out of 5 average rating, 193 reviews

The Beach Hytte - Stunning Sea View Penthouse

Enjoy your perfect getaway in this award winning 2 bed penthouse apartment with 180 degree sea views in the heart of the tranquil Alum Chine area of Bournemouth just a few minutes walk from the beach. The property boasts two dining areas, one of which sits on the large balcony with views across Bournemouth beach and a bespoke wood burning stove for the winter nights. The open plan kitchen leads onto a cozy living room where you can enjoy Sky Glass TV entertainment through super fast WiFi.

ValueLocationBreakfast

Top Guest favourite
The main living area features a spiral staircase leading to an upper level and an open-plan kitchen with a large island and breakfast bar. Natural light enters through large windows and bifold doors, enhancing the space that includes comfortable seating and greenery.
Home in Stubhampton
4.99 out of 5 average rating, 170 reviews

Stylish Barn Conversion

The Barn is a converted property located at the head of the stunning Tarrant valley within the Cranborne Chase Area of Outstanding Natural Beauty. The main living area has dual aspect and bifold doors out onto an enclosed patio, garden and seating area. Two of the bedrooms have internal balconies into the main body of the barn and triple velux roof windows to enjoy the rural views. The third bedroom has bifold doors onto the patio and an en-suite with rainfall snail shower. TV/cinema room.

FamilyValueHospitality

Top Guest favourite
A charming brick and flint cottage stands under a clear blue sky. Symmetrical gabled roofs and evenly spaced windows enhance its facade. Lush greenery from nearby plants adds to the welcoming approach. A pathway leads to a wooden front door, inviting guests into a serene retreat.
Home in Child Okeford
4.99 out of 5 average rating, 144 reviews

Hanford Minima

Immaculate newly renovated three-bedroom cottage, (1 super king en suite, 1 king and 1 twin sharing a family bathroom) dating from the 1840s in typical Dorset brick and flint. Nestled at the foot of Hambledon Hill – between Shaftesbury and Blandford – it's only a mile to the excellent village shop and an easy walk over Hambledon hill to The Cricketer's pub for lunch or a pint. Drive to the Jurassic coast (40 mins) to explore Lulworth Cove or visit the gorgeous beach at Studland or Weymouth

LocationFamilyAccess

Top Guest favourite
An aviation-themed holiday home is shown, featuring a blue exterior with a circular insignia. The structure is perched on a gravel area surrounded by green grass, with outdoor seating arranged at a small table. Trees and open countryside are visible in the background.
Tiny home in Okeford Fitzpaine
4.96 out of 5 average rating, 76 reviews

RAF Mobile Aviation Control Tower

A unique holiday space which is a converted RAF mobile aviation control tower with a perfect little living area. From a sofa which converts into a double bed, kitchen and dining , wine fridge, this holiday home has everything you need for a memorable getaway. With a stairway to the observatory for additional dining and perfect for a panoramic view while relaxing and enjoying the scenery. Outside patio/garden for bbq and alfresco dining. Private toilet and shower block is a short walk away.

FamilyLocationGetting around

Top Guest favourite
A bright and inviting bedroom features a spacious king-sized bed dressed in soft linens with decorative cushions. A rustic chest of drawers complements the decor. Natural light filters through a window adorned with delicate curtains, enhancing the warm atmosphere.
Cottage in Stourpaine
4.97 out of 5 average rating, 174 reviews

Tudor Rose Luxury thatched cottage Dorset.

A boutique and chic thatched cottage for 2 nestled within the beautiful village of Stourpaine in an AONB. Escape to this romantic couples hideaway for the ultimate luxury getaway. Finished and equipped to a high standard including king size bed with designer linens, roll-top bath and separate shower, cosy lounge, separate dining room, fully equipped kitchen and lovely sunny courtyard. Great walks and the superb village pub are just a short stroll away. 1 small dog is welcome to join you!

LocationFamilyBathroom

Top Guest favourite
A cozy living area features a large window offering views of the serene outdoor landscape. A wood-burning stove stands against a brick wall, providing warmth. A rounded coffee table complements the soft seating arrangement, styled with cushions and throws for comfort.
Guesthouse in Child Okeford
4.98 out of 5 average rating, 127 reviews

Cosy Countryside 2-Bedroom Guest House

Escape to our cosy countryside annexe in Child Okeford within walking distance to historic Hambledon Hill. Set beside a peaceful stream with woodland views and birdsong, it’s perfect for a rural getaway. The self-contained space has 2 bedrooms (one with cot), a fully equipped kitchen for home cooking, and a shower room with washer and dryer. Enjoy the wood fire, private deck with grill, village shop and pubs. A peaceful home away from home to unwind and explore the charm of rural Dorset.

ValueFamilyCleanliness

Top Guest favourite
Condo in Child Okeford
4.93 out of 5 average rating, 229 reviews

The Willows- 2 Bedroom Ground Floor Cottage

The Willows is a two bedroom ground floor cottage in the village of Child Okeford which nestles under the iron age hill fort of Hambledon Hill. In the heart of the Dorset Countryside there is a pub, a farm shop and café, a post office and a village shop. Child Okeford is surrounded by beautiful countryside where you will find many delightful walks. Further afield you can head to the Jurassic Coast and beautiful beaches of Poole, Bournemouth and Weymouth.

FamilyLocationCondition

Popular amenities for Shillingstone holiday rentals