Holiday houses in Winterborne Stickland

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winterborne Stickland

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

1 of 1 pages1 / 1
Superhost
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, 170 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

LocationValueHospitality

Guest favourite
Home in Winterborne Houghton
4.93 out of 5 average rating, 29 reviews

Dorset Country Home- 6 Bed - Hot Tub

Spacious dog-friendly 6-bed home in Winterborne Houghton with two en-suites, main family bathroom and a downstairs wet room. Enjoy an open-plan kitchen/dining/living area plus a separate lounge/cinema room. Set in nearly an acre with swings for children, a hot tub, and stunning Winterborne Valley views from every window. Incredible walks start right from the drive, with Milton Abbas, Blandford Forum, and the Jurassic Coast nearby — the perfect countryside escape for families, friends, and dogs.

ValueFamilyLayout

Guest favourite
A historic thatched cottage is surrounded by a vibrant display of white daisies in the foreground. Windows with simple curtains are visible, and the thatched roof creates a charming rural appearance. The building features soft curved lines, contributing to the overall appeal.
Cottage in Winterborne Stickland
4.92 out of 5 average rating, 125 reviews

Pretty thatched, historic Cottage in an ANOB area

The cottage is a lovely grade II, listed, historic, thatched cottage. It's in a conservation area which is also in an Area of Outstanding Natural Beauty. There are lots of great local country walks. It’s also a central base to visit all that Dorset has to offer; from beaches and beauty spots to country towns. The Crown pub is in the centre of the village, only 5 minutes walk away. Our Sports and Social Club has a a bar and play equipment. It is on the left at the north end of the village

ValueFamilyWi-Fi

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
4.85 out of 5 average rating, 195 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.

LocationValueAccuracy

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, 147 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

FamilyLocationHospitality

Top Guest favourite
A charming Georgian house presents a whitewashed façade, featuring large windows and a wide blue front door. The building is flanked by brick walls and mature greenery, creating a welcoming entrance on a quiet lane.
Townhouse in Blandford Forum
4.96 out of 5 average rating, 186 reviews

Old Red Lion House in Market Town

A beautiful listed building located on a quiet lane in the centre of the pretty market town of Blandford Forum, offering the perfect place to explore Dorset or simply relax in one of the cosy sitting rooms and indulge in one of the house's many books. Plenty of board games and DVDs will keep the younger ones entertained or get outside to the nearby River Stour to spot otters and kingfishers (just a 5 minute walk from the house) or head in any direction to Dorset's spectacular countryside.

LocationFamilyDecor

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, 138 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.

FamilyValueCheck-in

Superhost
A cozy bedroom features a spacious bed adorned with soft linens, complemented by two elegant armchairs positioned on either side. Natural light filters in through a window with wooden blinds, highlighting the clean white paneling and simple decorative elements in the space.
Home in Blandford Forum
4.83 out of 5 average rating, 120 reviews

Quirky, Cosy hidden gem in the heart of Blandford

8D is a totally unique 2 bedroom listed property, a blend of cosy comfort meets quirky style, & provides a tranquil space to escape the hustle & bustle. Our fantastic location being tucked away in the town centre offers private off-road parking, but just a minutes walk from the market place. This is the ideal base to discover Dorset's Jurassic Coast, it's beautiful beaches and coves, or the ancient monuments of Corfe Castle and Badbury Rings, perfect for walking, cycling & exploring.

ValueFamilyIndoor spaces

Top Guest favourite
Cottage in Milton Abbas
5.0 out of 5 average rating, 24 reviews

Luxury Cottage | Sleeps 8 | Jurassic Coast

Luxury 4-bedroom cottage in Milton Abbas, Dorset, sleeping up to 8 guests, with parking, fireplaces and stylish interiors — just 25 minutes from the Jurassic Coast and Lulworth Cove. St James Cottage is a beautifully restored Grade II listed home blending timeless charm with modern comfort. Recently refurbished to an exceptional standard, it features three elegant living areas, a high-end kitchen and inviting fireplaces, creating the perfect countryside escape for families and groups.

FamilyLocationDecor

Guest favourite
A Scandinavian-style cabin nestled within a lush, green woodland. Tall Douglas firs frame the property, contrasting against the clear blue sky. The path leading to the cabin is surrounded by vibrant grass and dense trees, enhancing the secluded and tranquil setting.
Cabin in Milton Abbas
4.94 out of 5 average rating, 150 reviews

Woodland Cabin with Brand New Sauna

In the heart of ancient Dorset woodland, the Cabin enjoys forest views from every room, a log burning stove, al fresco terrace dining, outdoor showering, sauna, hammock and private wildlife garden. 40 minutes away from the World Heritage Jurassic coast, a perfect destination for nature lovers, walkers and cyclists, this countryside hideaway is perfect for those in need of a digital detox. Unfortunately, it isn’t suitable for children under 5 or large/active dogs (see House Rules).

ValueFamilyWalkability

Top Guest favourite
A set of double doors opens to a cozy bedroom area, featuring a bed draped in soft blue linens. Outside, a shaded seating area with a black table and chairs is visible, alongside potted plants, enhancing the serene outdoor setting.
Guest suite in Stourpaine
4.95 out of 5 average rating, 221 reviews

The self contained Garden Room Annex

The private Annex has it's own access via the rear garden and is connected to the house via a lockable door. The Annex is a bed sitting room with basic kitchen facilities, a shower room and outside area, all for your sole use. You can choose a Large double or 2 single beds in the room. Towels, soap and linen are provided. Teas/coffee/milk available in the room. TV, Fridge, microwave, kettle, toaster, fan, iron/board, plates, cutlery. There's an Airfryer available on request.

ValueFamilyView

Superhost
A contemporary living area is illuminated by natural light, featuring large glass doors that frame scenic views of the surrounding fields. Two gray sofas are arranged around a central coffee table, creating a welcoming space. A wood burner is positioned against a textured stone wall, complementing the modern decor.
Home in Dorset
4.85 out of 5 average rating, 159 reviews

Melbury Lodge, Dorset - hot tub, stunning views

Stylish and contemporary lodge, located in a peaceful position within the pretty Dorset village of Ansty. The beautifully presented lodge is light and spacious throughout with stunning views from the open plan living, dining, kitchen area. Doors open to large decked area for alfresco dining. A cosy wood burner is perfect for the cooler evenings and of course the real highlight is the luxurious hot tub to be enjoyed all year round!

LocationFamilyDecor

Popular amenities for Winterborne Stickland holiday rentals