Holiday houses in Winfrith Heath

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Top-rated holiday rentals in Winfrith Heath

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Top Guest favourite
The exterior of a traditional cob built thatched cottage is displayed, featuring a white facade with a blue front door. Decorative accents include two wooden figures perched on the roof and a wooden fence enclosing the garden area.
Home in East Knighton
4.9 out of 5 average rating, 98 reviews

Traditional thatched cottage

Set in the heart of the rolling South Dorset Downs and within the natural beauty of Hardy country, East Knighton is next to heathland and only 3 miles from the 'Jurassic Coast' - with its spectacular scenic wonders of Lulworth Cove & Durdle Door. The traditional cob built thatched cottage is an ideal location for those who enjoy the coast & outdoor pursuits. There are a multitude of beaches along the coastline, all ideal for families/dogs. Many pubs & restaurants close by and local seafood too.

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Guest favourite
The exterior of the Victorian Reading Room is presented, showcasing a charming brick facade with light moss present on the roof. A welcoming entry door, framed by two chimneys, is complemented by modern windows. A vintage-style post box is positioned beside the entrance.
Tiny home in West Stafford
4.92 out of 5 average rating, 292 reviews

The Old Reading Room West Stafford, Dorset.

The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

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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, 143 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.

ValueFamilyCleanliness

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.

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Top Guest favourite
Home in Winfrith Newburgh
4.97 out of 5 average rating, 110 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.

ValueLocationHiking

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
5.0 out of 5 average rating, 395 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.

ValueFamilyDecor

Guest favourite
Holiday park in West Lulworth
4.95 out of 5 average rating, 117 reviews

Sea View Chalet - Durdle Door

Our Chalet is a treasured home away from home, overlooking stunning Durdle Door, a World Heritage Site on the beautiful Dorset Jurassic Coast…. The chalet has a large decking overlooking the sea, it’s a total escape…..it has 1 King Double bedroom with en-suite, & 1 twin, 2 shower rooms & fully fitted modern kitchen/living area which opens onto the large decking area and panoramic views of the sea… to the left is Lulworth Cove, to the right the Isle of Portland, amazing sunrises and sunsets!

LocationFamilySleep quality

Top Guest favourite
The entrance features a charming brick façade with large windows, allowing natural light to fill the space. A wooden bench is positioned near the front door, surrounded by potted plants that enhance the welcoming ambiance.
Cottage in Dorset
5.0 out of 5 average rating, 93 reviews

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.

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Top Guest favourite
A spacious bedroom is framed by a decorative plant. A wooden bed with a dark headboard is complemented by striped pillows. Soft lighting is provided by bedside lamps, and a piece of artwork adorns the wall above the bed, enhancing the room's calm ambiance.
Guest suite in Wool
4.98 out of 5 average rating, 105 reviews

A spacious and tranquil place to stay

A quiet, private space in the heart of a Dorset village, close to the Jurassic Coast. The recently-built Sika Lodge is set within the garden of a larger late Georgian property. It has a private entrance and accommodation on two floors. Durdle Door, Lulworth, Corfe Castle, Monkey World, Bovington Tank Museum and Dorchester are all a short drive away, and are perfect for walking, fossil-hunting, shopping and eating out. Less than 5 minutes walk to mainline train station and bus routes.

LocationValueSleep quality

Top Guest favourite
The exterior of the barn features a heart-shaped wooden accent on the entrance, surrounded by two planters with neatly trimmed shrubs. A pathway of stone slabs leads through a grassy area adorned with round stones and blooming flowers, set against a backdrop of large windows.
Barn in Dorset
4.99 out of 5 average rating, 148 reviews

Coppice Barn, farm stay, nr Durdle Door & Lulworth

Sorry no Pets Suitable for only one infant. A barn conversion two miles from the Dorset coast. Set within its own private garden with unspoilt views of Galton Farm overlooking Moreton forest and Tadnoll Heath. Ten minutes drive to Durdle Door, Lulworth Cove and Ringstead Bay. Plenty of coastal and country walks to choose from. The barn consists of one bedroom with a superking bed. Large bathroom and open plan kitchen, dining and sitting area all delightfully decorated.

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Top Guest favourite
Shepherd’s hut in West Lulworth
4.98 out of 5 average rating, 107 reviews

Bindon Burrow - Lulworth Cove. Dog friendly.

A lovingly created Shepherds hut for two, in walking distance of Lulworth Cove, Durdle Door and good pubs. One of 2 huts, each with off road parking and shared access path down steps to private facilities. Located in a secluded spot behind our family home. A fully self contained hut including a double bed, kitchen with multi cooker, wood burner and en-suite bathroom including hot shower and state of the art composting toilet. Small enclosed garden; dog friendly.

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Top Guest favourite
Barn in Winfrith Newburgh
4.99 out of 5 average rating, 395 reviews

The Stable Barn - Luxury Spacious Cottage for Two

The Stable Barn is a comfortable, centrally heated cottage with split level interior and sculptured mezzanine. It provides extremely spacious open-plan accommodation for two. Wifi - Superfast fibre To the rear of the barn is a partly walled garden laid to lawn and gravel with clipped hedges and shrubs. The cottage is equipped with a sprinkler system, smoke detector, and carbon monoxide detector. Superfast fibre broadband and Smart TV.

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Popular amenities for Winfrith Heath holiday rentals