Holiday houses in Winterborne Houghton

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Top-rated holiday rentals in Winterborne Houghton

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Top Guest favourite
A charming stone cottage is surrounded by lush greenery and various colorful flowering plants. A small white table and two chairs are placed outside, inviting guests to enjoy the garden view. The cottage features a traditional door framed by vibrant foliage.
Cottage in Yetminster
4.97 out of 5 average rating, 666 reviews

Cute, Cosy & Stylish Bothy Cottage, near Sherborne

Stylish, Comfortable & Quirky - “Top 10 Dorset Airbnb” (Conde Nast Traveller) in a “Top 50 UK Village” (Sunday Times). The Bothy is a detached stone cottage where you can share some free Prosecco on your private terrace. It is in the rural historic Yetminster Conservation Area with a thatched pub, café & shop. It is next door to a quintessential "Chocolate Box" thatched cottage. You are on the edge of the Dorset Area of Outstanding Natural Beauty with good access to the sea & Jurassic Coast.

Guest favourite
A spiral staircase is featured, leading to a mezzanine sleeping area with a simple, comfortable bed. Natural light illuminates the space through a skylight, while a decorative wall piece enhances the atmosphere. A painting of Wombarrow Bay is displayed on the wall below.
Tiny home in Blandford Forum
4.95 out of 5 average rating, 193 reviews

The Hive 🐝♥️

The Hive is a luxurious self-contained tiny-house located in the beautiful town of Blandford Forum. This Georgian market town has lots of charm, and is the home to the famous Hall and Woodhouse brewery and their flagship hotel The Crown. The Hive is a 2 minute walk to the trailway, which is perfect for walkers, runners and cyclists. Blandford Forum is just 15 miles from the Sandbanks beach, and a short drive from the Jurassic coast. Blandford is also the home to Teddy Rocks music festival.

Top Guest favourite
A functional open-plan space features a well-equipped kitchen with green cabinet fronts and modern appliances. A dining table and chairs are set nearby. A cozy sleeping area is marked by a four-poster bed, complemented by natural wood flooring and soft decor elements.
Guest suite in Crossways
4.97 out of 5 average rating, 126 reviews

The Annex @14

Welcome to The Annex @14, a newly renovated ground floor property and great base for exploring historic Dorset and a perfect getaway for two! Self-contained with its own private entrance .The annex is attached to our home at the end of a quiet cul-de-sac in the village of Crossways near Dorchester. There is a hot tub available for your own exclusive use! In the heart of Hardy Country, ideal for walkers and cyclists. Lulworth Cove, Durdle Door, the beautiful sands of Weymouth Bay are close by.

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, 353 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.

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, 177 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 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 Tarrant Gunville
4.99 out of 5 average rating, 149 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.

Top Guest favourite
A cozy bedroom features a spacious bed with white linens and decorative pillows in green and geometric patterns. A light blanket is layered at the foot of the bed. Nightstands with soft lamps provide gentle illumination, complemented by a framed artwork on the wall.
Home in Buckland Newton
4.96 out of 5 average rating, 108 reviews

Little Coombe, a luxury rural cottage with Hot tub

Little Coombe at Bookham Court sleeps 4 + a cot. Enjoy a complimentary Prosecco while relaxing in your private Hot tub or chill out in front of the wood burner after a walk along the Wessex Ridgeway/Hardy Trail. This charming Dorset cottage boasts a modern kitchen & ensuite double & super king bedrooms (or twin). Dogs welcome (£30 payable on arrival). Quiet enclosed private patio, wildlife lake, amazing views, shared games room and lawn. Half an hour from the Jurassic coast. Fibre wi-fi.

Top Guest favourite
The thatched cottage is framed by lush greenery and colorful flowering plants. The charming facade features multiple windows with white trims, allowing natural light to enhance the entrance area. A welcoming pathway leads to the door, surrounded by vibrant foliage.
Cottage in Cerne Abbas
4.95 out of 5 average rating, 108 reviews

Little Thatch Cottage - Cerne Abbas, Dorset

Little Thatch is a quintessentially british thatched cottage. The Grade II listed cottage offers the perfect balance of traditional features and modern comfort, for a luxurious stay. The village is fabulous for walkers and has three public houses in the village, all 2 to 4 minutes walk from your doorstep. There is also a village shop/post office and gift shop. Cerne Abbas is well located to explore Dorset and the stunning Jurassic Coast. Discount applied for weekly bookings. Sorry no pets

Guest favourite
A charming wooden structure is set against a backdrop of rolling hills shrouded in soft morning mist. Lush greenery and wildflowers surround the building, creating a serene atmosphere typical of the Dorset countryside.
Tiny home in Shaftesbury
4.98 out of 5 average rating, 220 reviews

The Apex: a tiny house retreat in a wild meadow

A wonderful and unique tiny house on wheels, The Apex is nestled within a wildlife habitat surrounded by unspoilt views of the rolling Dorset countryside. Stay and experience the ideal retreat in which to relax and unwind, from where you can venture out on country walks in nature and to neighbouring rural villages and towns. Enjoy the loft-style bedroom and separate reading room floating above a fully equipped kitchen and living area, looking out to an area of outstanding natural beauty.

Top Guest favourite
The bright sitting area features a gray sofa adorned with decorative cushions. Large skylights fill the space with natural light, while a wooden coffee table and a minimalist media console are visible. Views of greenery can be seen through the windows, enhancing the bright ambiance.
Condo in Hilton
4.96 out of 5 average rating, 161 reviews

Stylish self-contained annexe in rural mid Dorset

A thoughtfully designed space for two in glorious, peaceful Dorset countryside. Located on the edge of the lovely village of Hilton, this is a perfect place to hunker down for a few days or to use as a base for exploring all the amazing places that Dorset has to offer, all within easy reach. We are a gentle half hour stroll from Milton Abbey which is set in a magnificent Capability Brown landscape. We are also an easy trip (approximately 20 miles) from the spectacular Jurassic coast.

Top Guest favourite
A modern sofa with a wooden frame is placed in front of a large arched window, allowing natural light to fill the space. Decorative cushions provide a touch of texture against the neutral fabric. A plush area rug enhances the comfort of the room.
Barn in Isle Brewers
4.98 out of 5 average rating, 104 reviews

Characterful barn on the Somerset Levels

Escape to a charming retreat in the heart of Somerset, where open skies and quiet lanes shape a slower pace of life. Relax in comfort in a home-from-home ideal for nature lovers and birdwatchers, with direct access to the Somerset Levels and miles of gentle walking and cycling routes rich in wildlife. Explore local landmarks, cosy pubs, excellent restaurants and traditional cider makers, or simply enjoy the peace of this beautiful landscape. Book your stay and experience Somerset.

Top Guest favourite
The exterior of The Willows is displayed, showcasing a brick facade accented by dark siding. The property features multiple windows and a green front door. A wooden fence and picnic tables are visible in the outdoor area, enhancing the inviting outdoor space.
Condo in Child Okeford
4.93 out of 5 average rating, 217 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 are two pubs, 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.

Popular amenities for Winterborne Houghton holiday rentals

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