Vacation rentals in Pilsdon Pen

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Top-rated vacation rentals in Pilsdon Pen

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Top guest favorite

A charming shepherd's hut is set amidst greenery, featuring open stable doors that reveal a cozy interior. The exterior includes hanging flower baskets and a gravel path leading to the steps, with a fire bowl nearby and a canopy offering shaded seating.

Shepherd’s hut in Ryall

4.99 out of 5 average rating, 338 reviews

The Hodders Hut: Luxury Shepherds Hut, Nr Bridport

RYALL is a hamlet 10 minutes’ drive from the beaches of the Jurassic Coast, Bridport & Lyme Regis. A modern, romantic Shepherd's Hut. It has a kingsize bed, with a goose down duvet, proper shower/loo, fitted kitchen, & desk. Wifi & DAB radio. It's super warm, there’s a log-burning stove, a radiator & heated towel rail. We've just added an Indian Fire Bowl For nights toasting marshmallows outside. Sunny days a BBQ & a seating area for eating al fresco. Extremely welcoming to all. Especially dogs

Top guest favorite

An open-plan living area features rustic stone walls, creating a warm ambiance. A wooden dining table is set for two, accompanied by stylish wooden chairs. A cozy seating area with a wicker chair and soft cushions invites relaxation, while large windows allow natural light to fill the space.

Home in Ryall

4.99 out of 5 average rating, 253 reviews

West Dorset cider barn with far reaching views

The grade two listed cider barn, with its own pretty terrace, has double french doors which flood the open plan living area with morning light. It is a five minute drive from the Jurassic coast with beautiful beaches and opportunities for fossil hunting . The barn has far reaching views spanning across the Marshwood Vale. This stylish and extremely comfortable new conversion is set in 11 acres of wildlife rich meadows land . It is an ideal base for exploring this beautiful part of West Dorset.

Guest favorite

The interior of the cabin showcases a wooden staircase leading to the upper level, framed by log beams and large windows. Natural light floods the space, highlighting the warm wooden tones. A serene view of the lake is visible through the windows.

Cabin in North Chideock

4.93 out of 5 average rating, 319 reviews

Log Cabin/Hot Tub on Private Lake Jurassic Coast

This very charming, cosy and rustic log cabin is located on a private lake on the outskirts of a quiet family farm in North Chideock, just 5 minutes drive from the Jurassic Coast. The tranquil surroundings make this place the perfect romantic getaway for couples and an amazing place to spend a holiday as a family. Various wildlife and lifestock are frequent visitors of the cabin including our resident heron. Enjoy a drink on the sun deck and watch the sunset over the fields from the hot tub.

Guest favorite

A cottage made of natural stone is surrounded by lush greenery and colorful flowers. A spacious balcony extends over the entrance, providing an outdoor area to enjoy the views. The sun illuminates the property, enhancing its inviting presence in the serene landscape.

Cottage in Morcombelake

4.95 out of 5 average rating, 437 reviews

Romantic hillside hideaway with outstanding views

A unique and romantic hideaway, Quarryman's Cottage is dinner on the roof terrace watching the sunset over Lyme Bay & Charmouth, stargazing from the luxury freestanding bath, epic views from the double shower, reading under the old oak tree, BBQ's & firepits, leisurely walks to The Anchor at Seatown via Golden Cap or the coastal path, the sound of birdsong, the glimpse of a deer, curling up in front of the wood burner in winter. It is a tranquil & heavenly escape from the bustle of daily life.

Top guest favorite

The historic flint cottage is framed by lush greenery, including climbing plants and surrounding shrubs. Its attractive stone facade features multiple windows, allowing natural light to filter through. A welcoming entrance is visible, hinting at the charm of the interior.

Cottage in Thorncombe

4.97 out of 5 average rating, 229 reviews

Peaceful cottage in West Dorset - AONB

A pretty detached historic 3 bedroom flint cottage up a private drive with a wood burner, delightful private garden, terrace, summer house and deck area overlooking a pond full of wildlife. Set in an AONB it is walking distance to the charming village of Thorncombe with a great community run shop and playground. There are lots of walks from the doorstep, plenty of wildlife and no light pollution, so amazing night skies, with the Jurassic coast and plenty of historic houses close by to explore.

Top guest favorite

A cozy seating area features a light-colored sofa adorned with patterned cushions, positioned against a wood-paneled wall. A lamp with a warm shade stands on a wooden table, casting soft light. A framed landscape artwork complements the rustic decor.

Barn in Netherbury

4.99 out of 5 average rating, 145 reviews

Contemporary Barn Conversion in Netherbury Village

Are you looking for the perfect rural get away? The Barn @ Dormouse Cottage is a Grade II listed property in the picturesque village of Netherbury in West Dorset. It provides a self contained open plan bedroom suite with modern shower room, comfortable and contemporary seating area with TV & Wi-Fi, as well as a kitchenette. It's an ideal location for exploring the beautiful surrounding countryside, the nearby towns of Beaminster, Bridport and stunning UNESCO World Heritage Jurassic Coastline.

Top guest favorite

An open plan living area features a wooden dining table with a vibrant orange top, complemented by a cozy wood-burning stove. A staircase leads to a mezzanine level where a sleeping area is visible. Modern kitchen appliances are arranged along one wall.

Barn in Dorset

4.99 out of 5 average rating, 216 reviews

The Cider House. Rural Bolthole near Bridport Jurassic Coast

A rural bolthole in a converted barn - comfort and style with just a nod to luxury. Part of a small cluster of outbuildings behind our home, surrounded by 14 acres of fields. Designed for year round use with lovely outside spaces for summer and a cosy interior and wood-burning stove for colder months. Totally self-contained, secluded, and away from the coastal crowds, but just 10 mins Bridport & beach. Attention to every detail to give you everything you want, but nothing you don't need.

Top guest favorite

A charming outdoor view showcases a wooden railway carriage and adjacent structure surrounded by a lush green lawn. Sunlight illuminates the inviting patio area with seating, while wattle fencing adds a natural touch to the landscape.

Train in Axminster

4.99 out of 5 average rating, 281 reviews

Clover Carriage with pool, sauna and outdoor bath

Nestled into our working farm, this lovingly restored railway carriage is the perfect spot for a romantic stay away. The views are out of this world and all viewable from the large glass doors so you can stay tucked up in bed or on the sofa in front of the fire, with great wifi, free access to our beautiful heate pool & sauna (located in the pool house), beautiful walks both from the carriage or a short drive to the coast path, pub lunches, sunsets, fairy lights and a romantic outdoor bath

Top guest favorite

The exterior of the loft is framed by lush green grass and flowering trees. A wooden picnic table is positioned in the foreground, inviting outdoor dining. The rustic stone building features multiple windows and a deck, blending harmoniously with the surrounding landscape.

Farm stay in Dorset

4.91 out of 5 average rating, 347 reviews

Spacious Apple Loft near Beaminster and Bridport

A spacious entire self contained loft with open beams and wooden floors, overlooking a mature orchard. There is seating in the orchard for guests to enjoy on a beautiful summers evening. The open plan accommodation includes a king-size double bed, modern integrated kitchen, armchair, sofa, dining table and shower room. The Apple Loft is a perfect quiet bolthole or a romantic retreat for 2 people. Welcome pack on arrival includes biscuits, eggs and milk. Check out is at 10.00.

Top guest favorite

A spacious lawn is framed by lush greenery and trees, leading up to a charming two-story farmhouse. The property features a welcoming front porch visible in the distance, surrounded by well-maintained flower beds. The clear blue sky provides a serene backdrop.

Home in Bridport

4.98 out of 5 average rating, 145 reviews

Lower Park Farmhouse near Lyme Regis (sleeps 7)

A beautiful farmhouse with 3 bedrooms and 3 full bathrooms(2 en-suite). All have double walk-in showers. TVs in all bedrooms. A powerful wood burner for cosy winter nights. A large games shed. There is ample space and it is located between 2 popular coastal towns of Lyme Regis and Bridport, the area is renowned for fossil hunting and the Jurassic coast. The nearest beach is 3 miles away,Lyme Regis and Bridport just 6 miles away. Bridport Saturday market is not to be missed.

Guest favorite

A charming shepherd's hut features a blue exterior and wooden accents. Two rustic chairs are positioned around a fire pit on a decked area, with smoke gently rising. Large windows provide a view into the interior, inviting natural light into the space.

Shepherd’s hut in Dorset

4.93 out of 5 average rating, 383 reviews

Shepherd's Hut, with stunning views and hot tub

Our cosy shepherd’s hut, Catkins, offers breathtaking views across West Dorset – the perfect escape in any season. Unwind in the wood-fired hot tub, light the fire pit under the stars, or snuggle by the wood burner. Wake to panoramic views from your bed, enjoy a well-equipped kitchen and bathroom, and make use of board games and books. Within walking distance of a pub and with easy access to footpaths, it’s an ideal base for exploring and relaxing.

Guest favorite

The exterior of Lavender Cottage features a charming stone facade and a tiled roof. A white table with matching chairs is positioned outside, surrounded by vibrant flowers and greenery. The inviting outdoor area provides a setting for relaxation and enjoyment of the picturesque surroundings.

Guesthouse in Mosterton

4.96 out of 5 average rating, 112 reviews

Lavender Cottage, Mosterton, Beaminster, Dorset.

Lavender Cottage is a quaint little stone cottage situated in the grounds of 300 year old Sandiford Farm. With spectacular views of the Dorset countryside and decorated with french flair it's not only a walkers paradise but also just 20 mins drive from the Jurassic Coastline. If you're looking for a base to unwind and explore with a popular pub on your doorstep offering great food and drinks then look no further, this is the place for you.