
Holiday rentals in Winterborne Kingston
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winterborne Kingston
Guests agree: these stays are highly rated for location, cleanliness and more.

Ranmoor Estate - Hunters Cottage - Hot Tub & A/C
Welcome to Hunters Cottage – our most opulent luxury cottage at Ranmoor Estate, where refined comfort meets timeless countryside charm. This stunning, air-conditioned retreat is perfect for couples seeking a romantic escape. The main bedroom features a king-size bed and a beautiful slipper bath, creating the ultimate space to unwind. Outside, enjoy your private hot tub and BBQ area overlooking the rolling Dorset countryside — the perfect setting for relaxation, romance, and lasting memories.

Secluded Garden Lodge with Private Hot Tub
The Lodge Retreat is nestled at the bottom of a secluded garden pathway in the sleepy suburb of Southbourne and is a stones throw from Bournemouth’s award winning beaches. The whole of the Lodge Retreat is yours to relax and unwind and includes use of your own private hot tub. There’s plenty of free street parking and more often than not, you can get the street space directly outside of the property. The Lodge Retreat offers an easy self check in and check out service for your convenience.

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.

Cosy private Loft overlooking Dorset countryside
Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming you!

Luxury thatched Little Barn
The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with an entrance in the garden of the main house. It is perfect for a couple using the comfortable king-sized bed. It is thoughtfully decorated and furnished with modern fittings, including a cleverly fitted kitchenette. This picturesque cottage is located in the quiet, rural setting of Shitterton, in the village of Bere Regis, Dorset. We are within easy reach of Dorset's many attractions.

Heytor Country FarmHouse
Located in the Dorset Countryside, Heytor Farmhouse is set in 12 acres of farmland, is Spacious and Beautifully Appointed. The Farmhouse has been newly refurbished with a new Kitchen and Bathroom Suites. With 4 large bedrooms the Farmhouse Accommodates 8 people. The spacious Lounge leads out onto the Flagstone Patio and Floral Garden, including a BBQ and outside Seating. The Snooker room is the Pride and Joy of the Farmhouse accommodating a Luxurious Full Size Antique Slate Snooker Table.

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.

No1. The Courtyard, Clyffe House
Enjoy a tranquil break in our recently renovated Grade II listed cottage in the heart of Dorset. No.1 The Courtyard is nestled just outside the village of Tincleton and was originally part of the servant’s accommodation to Clyffe House (1842). We are situated 6 miles from Dorchester, and within easy reach of many Dorset attractions; Lulworth Cove, Durdle Door, Corfe Castle, The Purbeck Hills, Kimmeridge, Southwest Coastal Path, Bovington Tank Museum, Monkey World, Weymouth, Swanage.

Cobblers Cottage, Dorset
Relax and unwind in a newly renovated 18th Century cottage, combining period charm with modern convenience and luxury. Sleeping 6+ in three spacious double bedrooms, one en suite on the ground floor. The cottage also boasts a decadent bathroom, open plan kitchen diner, living room with inglenook fireplace, sun room and front & back cottage gardens. Within 20 minutes of Dorset's top attractions, you can combine rural charm with convenience to truly make the most of your trip!

Luxury waterfront 5 bed house
A newly built 3 storey 5 bed detached house with stunning harbour views, 5 mins to Sandbanks beaches. Direct access to the water, Kayaks available for hire. 2 of the 5 bedrooms have sea views and share a balcony. All 5 bedrooms have en-suites and the master bedroom has a freestanding bath overlooking the sea. It has a bespoke layout with an open plan kitchen/dining area on the 3rd floor which makes the most of the stunning views at the highest level of the house.

Beautiful Home in Dorset
Set in the quiet picturesque village of Winterborne Kingston you will have the full 3 bedroom house with an enclosed spacious garden to relax and enjoy your break in Dorset. The garden has a peaceful summer house to unwind in after a day of visiting the local attractions such as the Jurassic Coast, whilst the house is family friendly and fully equipped with all you need for a holiday. A truly beautiful house and location to experience all Dorset has to offer.

The Manor House Suite
The Manor Suite is a newly renovated, self-contained retreat in the heart of Milborne St Andrew, a quiet Dorset village. The suite sits in the shadow of a 13th century church, offering a truly peaceful base to explore the region. The Jurassic Coast, Weymouth and Dorchester are all within easy reach. The village is wonderfully quiet and unhurried, with The Royal Oak pub just a short stroll away and Langham's Vineyard nearby for wine tastings and dining.
Popular amenities for Winterborne Kingston holiday rentals
Other great holiday rentals in Winterborne Kingston

White Cottage

Lake View Studio -Wareham Dorset "Daisy"

Woodland View, 2 Greenacres Bungalows

The Japanese Pavilion

Luxury Coastal Bolthole · Hot Tub · Beach Access

The Old Police House. Family stay. Country walks.

St James Cottage – Luxurious Dorset Escape

Spring Cottage - Lulworth Cove
Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Longleat Safari Park
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Lyme Regis Beach
- Winchester Cathedral
- The Tank Museum
- Durdle Door Holiday Park
- Bournemouth International Centre
- Kimmeridge Bay
- Bath Abbey
- Beer Beach
- Marwell Zoo
- No. 1 Royal Crescent
- Highcliffe Beach
- West Bay Beach
- Hoburne Naish Holiday Park
- Stourhead
- Alum Chine Beach





