Vacation rentals in Winterborne Kingston

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Top-rated vacation rentals in Winterborne Kingston

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Guest favorite
A spacious bedroom includes a comfortable bed with crisp linens and decorative pillows. Natural light brightens the room, enhancing the elegant slipper bath and the stylish chair nearby. Framed artwork adorns the walls, contributing to a serene ambiance.
Bungalow in Blandford Forum
4.87 out of 5 average rating, 364 reviews

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.

Top guest favorite
Home in Winfrith Newburgh
4.98 out of 5 average rating, 102 reviews

Jurassic coast,2 bed, 2 ensuite, private garden

Beautiful refurbished comfy detached upside down cottage originally stables in the 1800’s . Sitting room with log burner and work space. Rarity of 2 en-suite bedrooms comfy king size beds. 3 miles to Lulworth Cove and Durdle Door on the beautiful Jurassic Coast and 9 miles to award winning sandy beach at Weymouth. Kitchen, Conservatory, private sunny garden. Near Village shop and local pubs, walks. Parking for one car and public parking on high street. Sorry no dogs or pets & no smoking.

Top guest favorite
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, 377 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.

Top guest favorite
A charming waggon is nestled among lush greenery, surrounded by rolling hills and unobstructed views of the valley. A large tree provides shade, while the bright sky is scattered with fluffy white clouds. The tranquil rural setting emphasizes the connection to nature.
Shepherd’s hut in Shepton Mallet
4.97 out of 5 average rating, 472 reviews

The Waggon at Westcombe

Our cosy waggon overlooks its own private valley, complete with 19th Century coachbridge and secluded wild swimming spot. Set in 25 acres of woodland and pasture, our waggon offers an opportunity to switch off, curl up with a book and get back to nature. It includes an ensuite with shower and its own kitchen.. Only 10 minutes away from Bruton, handy for The Newt and Hauser & Wirth. Westcombe Dairy & Woodsheddings Brewery taproom is a 3 minute walk and the Three Horseshoes a 20 minute stroll.

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, 188 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.

Top guest favorite
A single-story converted barn is presented, featuring a mix of stone and wooden exterior. Large glass doors provide views into the interior. The surrounding landscape includes a manicured lawn and a paved pathway leading to the entrance, creating a welcoming atmosphere.
Cottage in Blandford Forum
4.99 out of 5 average rating, 292 reviews

The Cartshed, Cranborne Chase National Landscape

The Cartshed is a converted barn located in the stunning Tarrant Valley. Tastefully decorated throughout, the living room boasts a Swedish log burner and bifold doors out onto your own garden. Kitchen fully equipped with granite worktops, dishwasher, washer/dryer and Nespresso coffee machine. Smart TV in living room, Bluetooth speaker, TV in bedroom and Wifi throughout. Ensuite comprises luxury rainfall shower with heated mosaic seat. No bath. Linen and robes provided. Charcoal BBQ available

Top guest favorite
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
4.97 out of 5 average rating, 172 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.

Top guest favorite
An open living area features a modern, plush sectional sofa facing a large glass wall that connects to the outdoor space. Two small, round tables, one with a decorative tray, are positioned in front. Natural light fills the room, highlighting the simple decor.
Bungalow in Somerset
4.99 out of 5 average rating, 279 reviews

Modern & spacious house in the countryside.

The Pavilion is a modern, purpose built holiday house in the quiet Somerset village of Yarlington. It has all the conveniences: Wood burning stove, underfloor heating, Washer & tumble dryer, Iron & ironing board, fast fibre optic broadband and a charging station for an electric or plug in hybrid car, but sadly the mobile phone signal is very poor. The house is next to the pub and a stones throw from the church. The Newt and Hauser Wirth Gallery in Bruton are within a 15 minute drive.

Top guest favorite
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, 157 reviews

The Covey - 1 Bedroom Annex with Country Views

Situated in beautiful Wessex this self-contained annex located on the outskirts of Blandford is within walking distance of amenities but retains a countryside feel overlooking 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 Nearest pub - 10 mins walk Driving mins Nearest shop - Lidl 3 Blandford centre - 5 Poole & Bournemouth / beaches 30-40 Purbecks -40

Top guest favorite
A spacious bedroom features a four-poster bed adorned with an earthy-toned quilt. Original beams run across the ceiling, and a stone wall adds texture. Natural light filters through two Tudor-style windows, enhancing the room's warm atmosphere.
Home in Somerset
4.98 out of 5 average rating, 165 reviews

Hulbert’s Place: C15th house in the heart of Wells

This charming Grade II-listed two bedroom maisonette is situated within a row of ancient dwellings, just a short stroll from Wells Cathedral, The Bishop's Palace and the heart of Wells. Each of the two levels are embellished with wonderful authentic details such as original beams, restored timber floorboards and stone fireplaces. Originally built in the 15th century, the house has been sympathetically restored with an abundance of character, comfort and style.

Top guest favorite
Home in Winterborne Whitechurch
4.94 out of 5 average rating, 184 reviews

No.3

No.3 is a self-contained property which was the extension of the original farm cottage built in 1907, now part of the hosts’ residence (number 4). It has it’s own separate access off a quiet unclassified road leading out of the village of Winterborne Whitechurch with off-road parking. The property has been adapted to provide all the comforts for a quiet enjoyable stay but public transport is infrequent so a car is recommended.

Guest favorite
A window opens to breathtaking hillside views, framed by large white window panes. The sunset casts vibrant colors across the sky, reflecting warm hues. A decorative hare figurine rests peacefully on the windowsill, adding a charming touch to the scene.
Cottage in Swanage
4.94 out of 5 average rating, 163 reviews

Deal Cottage - a cosy getaway for two

Deal Cottage is a traditional Purbeck stone mid terrace cottage in the Herston area of Swanage. Formerly a quarryman's home for many generations this grade 2 listed property is part of the original town & has uninterrupted hill views of Ninebarrow & Ballard Down. Walk & explore the Isle of Purbeck: just 30 mins drive to Durdle Door & Lulworth Cove. Swanage town centre & beach are a 20 min (2km) walk from Deal Cottage.

Popular amenities for Winterborne Kingston vacation rentals

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