Vacation rentals in East Chaldon

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Top-rated vacation rentals in East Chaldon

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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 Dorset
4.97 out of 5 average rating, 648 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.

Top guest favourite
A wooden cabin is nestled among trees, surrounded by greenery. A gravel path leads to the entrance, with a small deck at the front featuring a seating area. A fire pit is visible nearby, suggesting a peaceful outdoor experience.
Hut in Middlemarsh
5 out of 5 average rating, 244 reviews

Woodpecker cabin secluded in lovely Dorset forest

Cabin located in a secluded woods in Dorset, en-suite bathroom and shower. The cabin has underfloor heating and a TV with Netflix it has a fully fitted kitchen with fridge freezer hob and oven. The cabin is under two oaks and is very picturesque and is completely on its own. It is located in an area of outstanding natural beauty, with access to a great range of footpaths and pub a short walk away.There are a herd of friendly local deer on site that you can be introduced too, we do not allow dogs

Guest favourite
A large decking area is visible, featuring a spacious table under an umbrella, surrounded by comfortable seating. The expansive view of the sea stretches out to the horizon, complemented by a clear blue sky with wispy clouds.
Holiday park in West Lulworth
4.94 out of 5 average rating, 101 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!

Top guest favourite
Bungalow in Chaldon Herring
4.99 out of 5 average rating, 83 reviews

‘The Hollies, Dorset’ a countryside-coastal ‘gem’

Close to the coast, ‘The Hollies, Dorset’ is a mid-terrace single story cottage in a pretty village 5 mins stroll from an excellent pub. Easy access to local towns, beaches and visitor attractions inc Lulworth, Durdle Door and Monkey World. 3 bed (2 double, 1 single) *fold-out bed for extra child. Big well-equipped kitchen. Cosy lounge. Enc rear garden, 2 parking spaces, dog friendly (please enquire) & super walks from the doorstep. A relaxing, quiet spot for a couple or small family.

Top guest favourite
A quaint cob cottage with a thatched roof is framed by vibrant pink flowers and lush greenery. The garden features well-maintained plants and an inviting path leading to the cottage's window, creating a serene and welcoming outdoor space.
Tiny homes in Bere Regis
4.95 out of 5 average rating, 213 reviews

Luxury thatched Little Barn

The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with its 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.

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
4.98 out of 5 average rating, 133 reviews

Coppice Barn, farm stay, nr Durdle Door & Lulworth

Sorry no Pets Suitable for only one infant. A barn conversion two miles from the South 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.

Top guest favourite
A quaint stone cottage is set amidst a lush garden, featuring a well-maintained lawn with stepping stones leading to the entrance. Two chairs and a small table are positioned outside, surrounded by vibrant greenery and colorful blooming flowers under a blue sky with scattered clouds.
Place to stay in Chaldon Herring
5 out of 5 average rating, 37 reviews

The Sheepshed

Perfect little bolthole off the beaten track to unwind in the quiet picturesque village of Chaldon Herring in rural Dorset. Plenty of birdsong and greenery and the occasional passing tractor! Close to Lulworth Cove and Durdle Door. Walks to the coast path. Village pub 2 minute walk serving good food Wed - Sun. Further afield is Kimmeridge, Studland with miles of sandy beaches, Swanage, Weymouth, Corfe Castle, Hardys cottage, Bridport, The Tank Museum and so much more...

Guest favourite
A cozy sleeping area features a spacious bed with soft gray bedding and a decorative throw pillow. A wooden bookshelf displays various items, while a glass door opens to a view of the outside. Warm lighting highlights the room's inviting design.
Farm stay in Osmington
4.93 out of 5 average rating, 279 reviews

Beautiful Annex situated on the Jurrasic Coast.

Pixon Barn is situated on a working farm on the Jurassic Coastline within an easy driving distance to Weymouth, Lulworth Cove, and Abbotsbury. It is located next to numerous bridlepaths, perfect for avid walkers, cyclists and lovers of the countryside. We welcome any and all well behaved dogs. There are several pubs all within a 5 minutes distance by car, as well as our own farm cafe and shop located on the main road into Weymouth. Best ice-cream around.!

Top guest favourite
The exterior of a traditional thatched cottage is displayed, featuring brick walls and white window panes. An inviting garden area includes a wooden table and chairs surrounded by lush greenery. The entrance is framed by climbing plants, set against a bright blue sky.
Home in Winfrith Newburgh
5 out of 5 average rating, 79 reviews

Cobweb Cottage, Winfrith Newburgh

Cobweb Cottage is a 17th century thatched, traditional Dorset cottage on the Jurassic Coast in the little town of Winfrith Newburgh. It has been a happy holiday home for over 20 years, and played host to couples, families and friends from all over the world. In 2023/4 it was beautifully renovated under my new ownership with two fresh bathrooms and kitchen, paint work and decoration alongside its original open fireplace, exposed brick and oak beams.

Top guest favourite
A yurt is set in a grassy area adorned with wildflowers, featuring a rounded beige exterior with a circular window. Nearby, a wooden table and chairs provide a place to relax, surrounded by lush green shrubs under a partly cloudy sky.
Yurt in Winfrith Newburgh
4.92 out of 5 average rating, 232 reviews

Jurassic Yurt near Durdle Door

Wynards Farm is close to Durdle Door and Lulworth Cove, part of the famous Jurassic Coast. Monkey World and Tank Museum. Bridleways linking up with the South West Coastal Path. Between Dorchester, Wareham and Weymouth. With uninterrupted views over the stunning rolling hills of the Dorset countryside, the Yurt is set in 11 acres of Wynards Farm, a small holding. Get cosy with the log burning stove and wake up to a beautiful sunrise.

Top guest favourite
An open-plan living space is featured, showcasing a dining area with a round table and four white chairs. Yellow cabinetry provides a bright contrast in the kitchen area. Skylights bring in natural light, highlighting the neutral-colored walls and carpeting.
Barn in Winfrith Newburgh
4.99 out of 5 average rating, 357 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.

Top guest favourite
A stone exterior of the home is visible, framed by lush greenery. A glimpse of the sea is seen in the background, with gentle light illuminating the setting. A pathway leads through the garden, enhancing the natural charm of the location.
Place to stay in Dorset
5 out of 5 average rating, 49 reviews

Delightful one bed property on the Jurassic Coast

This unique single storey home has been refurbished to a high standard and makes comfortable accommodation for two people. Situated in the garden of the owners' thatched thirteenth century cottage it offers plenty of character, and is well screened from main house. It sits in a delightful garden with table and chairs for your use. It is situated within yards of the beautiful Jurassic coastal path.

Popular amenities for East Chaldon vacation rentals

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