Holiday rentals in East Chaldon

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Top-rated holiday 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 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, 120 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.

Guest favourite
A comfortable living area is displayed with a dark sofa positioned adjacent to a large window. The space features a coffee table made of glass and a small TV in the corner. Decorative curtains with green foliage patterns frame the window, adding a touch of color.
Guest suite in West Lulworth
4.96 out of 5 average rating, 472 reviews

Falcons Nest

Lovely self contained annexe set in the beautiful surroundings of the Jurassic coast. There is a cosy double bedroom with a king size bed (which can be set up as 2 x 2ft 6 singles), shower room and a well equipped kitchen/dining/living room which has a sofa bed. The property has its own pretty courtyard garden and off road parking for one car. The annexe is part of our main house although completely self contained and therefore you may occasionally be aware of the normal sounds of family life

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 home 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...

Top 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
Cottage in Dorset
4.98 out of 5 average rating, 371 reviews

The Condo (Indoor Pool available May- end Sept)

Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!

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, 358 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 sandy beach is visible with gentle waves lapping at the shore. Several individuals can be seen enjoying the water and beach activities, while the coastline extends into the distance. A clear blue sky and soft clouds enhance the inviting coastal scene.
Flat in Overcombe
4.91 out of 5 average rating, 432 reviews

(Upper Deck) Beachside studio Weymouth

A stones throw from the waters edge this studio has 270 degrees of coastal views from an elevated position (The 'crows nest' balcony! ) The windows and Private balcony have outstanding panoramic views across the Jurassic coast and Weymouth, catching beautiful sunrise and sunsets. NO NEED FOR A CAR- ITS ALL HERE! ...(NEW : ‘Beryl bikes’ nearby!) Great vibe at the famous Oasis Cafe nearby.

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