Vacation rentals in Chipley

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Top-rated vacation rentals in Chipley

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Guest favorite
A cozy sleeping area features a spacious bed dressed in a mustard yellow coverlet. Two bedside lamps are positioned on either side of the bed, and fresh towels are neatly arranged on the coverlet. A window allows natural light to fill the room.
Guest suite in Wellington
4.95 out of 5 average rating, 142 reviews

End Barn

The End Barn is a stylish one-bedroom open-plan apartment, thoughtfully converted from a traditional barn into a modern, comfortable living space, ideal for a short stay in Wellington. Designed with our own family visitors in mind, it offers everything you need for a self-sufficient and relaxing self-catering experience, including dedicated parking. Popular with guests visiting family, wedding attendants, and professionals on short stays, The End Barn provides a welcoming and convenient base.

Guest favorite
A vibrant purple parasol offers shade over a manicured garden, featuring neatly trimmed hedges and a flower bed with blooming plants. In the background, the rustic stone cottage can be seen, blending harmoniously with the lush greenery of the surrounding landscape.
Cottage in Sampford Arundel
4.93 out of 5 average rating, 344 reviews

Selby House Self Catering Cottages- sleeps 2-6+

In the grounds of a Georgian farmhouse, Selby House offers Ropemaker's Cottage, in a hamlet on the Devon/Somerset border. Ducks, chickens, goats. 1 mile to Wellington and in the Blackdown Hills AONB, great sightseeing, walking & cycling. Quality, stylish self catering holiday accommodation for up to 6 people in 3 bedrooms. Access for people with limited mobility - 1 bedroom + wet room on ground floor. Excellent local pub, serving good home cooked meals. Parking. Ask re: 1 night bookings.

Top guest favorite
The wooden cabin is surrounded by lush greenery, featuring a spacious veranda adorned with festoon lights. A hammock is suspended on the porch, inviting relaxation. Sunlight filters through the trees, creating a serene atmosphere in the peaceful outdoor setting.
Cabin in Wellington
5 out of 5 average rating, 465 reviews

Countryside Cabin with Hot Tub and Tree Deck

Pear Tree Cabin is located in the quiet and peaceful hamlet of Ham in Somerset, sitting in the grounds of a seventeenth century thatched cottage on a quiet country lane surrounded by beautiful countryside. Relax in the hot tub spa after a busy day or share a drink on the tree deck built into a 400 year old Oak tree. Cook in a fully equipped kitchen or enjoy the rain whilst sat in a rocking chair. Snooze in a hammock and then relax in front of a film before heading to a comfy king size bed.

Top guest favorite
A charming stone building is enveloped in vibrant clusters of purple wisteria flowers, creating a picturesque facade. A wooden gate leads to the entrance, surrounded by lush greenery, contributing to the serene countryside setting.
Barn in Langford Budville
4.92 out of 5 average rating, 358 reviews

Otters Holt: Dog friendly loft in converted barn

Unwind in the beautiful Somerset countryside. Set within a wing of this historic medieval stone Manor House, Otters Holt at Chipley Escapes is on the first floor and accessed via its own private entrance and staircase. The two bedroom apartment is furnished to a high standard and includes log burner, Smart TV and a well equipped kitchen comprising oven and grill, induction hob and fridge. The dining table converts to a workstation and the contemporary bathroom has a large walk-in shower.

Top guest favorite
An open-plan kitchen and living area features light wood flooring and large glass doors that connect the indoor space to the outdoors. A modern kitchen island is complemented by plants and a clock on the wall. Comfortable seating is arranged in the living area.
Cottage in Hemyock
4.97 out of 5 average rating, 175 reviews

Escape from the busyness and relax at The Barn

Nestled down a beautiful bridal path The Barn at Foxholes Farm offers you the chance to relax and unwind surrounded by peaceful Devonshire countryside. Set in the Blackdown Hills an Area of Outstanding Natural Beauty The Barn offers you lovely walks on the door step and walking distance to the local pub, milk vending machine and National Trust landmark. Local amenities are a short journey away, the closest beach is a short drive. We are perfectly location to explore the great outdoors.

Top guest favorite
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 favorite
The entrance features a wooden door with glass panes, complemented by dark overhanging eaves. Rustic wooden siding surrounds the doorway, while potted flowers add a touch of greenery. A decorative black rooster sculpture sits near the door, enhancing the welcoming appearance of the property.
Barn in West Bagborough
4.98 out of 5 average rating, 303 reviews

The Roost

The Roost is a unique 1 bed property nestled within the Quantock Hills (AONB). Its tranquil secluded setting has far reaching and panoramic views over the Brendon Hills and Exmoor. A stones throw away from the Roost are extensive bridal and footpaths onto the Quantock Hills, where you can enjoy a number of activities all surrounded by an abundance of wildlife and picturesque views. The Roost is the perfect get away from the hustle and bustle of modern life. Starlink internet

Top guest favorite
A spacious bedroom features a blend of natural light and vibrant decor, highlighted by a floral mural on one wall. A cozy bed is layered with a yellow blanket, with purple and pink accent pillows. A comfortable chair is positioned near the window, alongside a dresser.
Place to stay in Wellington
4.96 out of 5 average rating, 303 reviews

Dog friendly, detached annex, 7 mins from M5.

The Architect’s Chambers is a refurbished Architect’s Studio set privately in the grounds of our home, in the town of Wellington. This unique space offers fully fitted kitchen, a cosy snug area, spacious bedroom with Kingsize bed. Along with a shower room with large rainfall shower. Tucked away with private access there is ample street parking for multiple vehicles. A short walk from the town center and the stunning Wellington basins it’s a great base for exploring.

Top guest favorite
A cozy cinema room is highlighted by a spacious bed with soft bedding, positioned in front of a wall-mounted projector. Surrounding audio equipment is visible, and artwork decorates the walls. Soft blue lighting accents the ceiling, creating a unique cinematic ambiance.
Place to stay in Barry
4.99 out of 5 average rating, 563 reviews

The Reel Cinema Experience

A revolutionary home cinema experience built from a passion for films and sound. If you think your local cinema is good then boy have I got a treat for you! You get the full immersive surround sound 'reference' (top of the range) system, full gaming experience including PS4, Disney+, Netflix, Spotify, Youtube, Sky to browse to your hearts content, your own personal garden with a BBQ, a super king size sleigh bed, your own luxurious shower, slipper bath, and toilet.

Top guest favorite
A private courtyard area features outdoor seating and a charcoal BBQ. A view extends across the green fields that roll into the distance, highlighting the rural landscape and clear blue sky.
Home in Devon
4.98 out of 5 average rating, 105 reviews

A Devon escape to relax and enjoy the countryside

A quiet rural Devon location with amazing sunsets and stars at night. A perfect country escape, Paddock view is on the outskirts of a small hamlet in Mid Devon, with views across fields and Exmoor in the distance. The accommodation is a detached open plan annexe for 2 people, self catering with a fully equipped kitchen, double bed, sofa, bathroom, wifi, courtyard, garden, chiminea, BBQ, parking 1 car and lovely views. There's a country pub within a 1 min walk.

Top guest favorite
A picturesque shepherd’s hut is set on a grassy area, framed by a variety of flowering plants. The hut features a charming green exterior with multiple windows. A bistro table with two chairs is positioned on a stone patio, ready for outdoor dining.
Shepherd’s hut in Bathealton
4.98 out of 5 average rating, 222 reviews

Shepherd's View - A delightful rural retreat

Luxury self-contained shepherd's hut on the Somerset/Devon border. Situated in the peaceful rural countryside with beautiful views across the rolling hills. Our spacious hut is set in its own secluded garden space with patio area and firepit. Ideally placed for visiting the Quantocks, Exmoor and the Blackdown Hills, it is also close to a good range of shops in the nearby market town of Wiveliscombe. A highly recommended pub is within walking distance.

Top guest favorite
Guesthouse in Culmstock
4.95 out of 5 average rating, 119 reviews

Immaculate detached oak annex, near Wellington

"UPPER ANNEX" provides luxury accommodation with a fusion of English modern country charm and Scandinavian simplicity. RELAX and UNWIND. This beautiful oak annex is nestled away on the edge of the Blackdown Hills and provides the opportunity to escape, switch off and enjoy some of the beautiful walks that the area has to offer. The PERFECT base to return to after a day off exploring the local countryside.

Popular amenities for Chipley vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Somerset
  5. Chipley