Vacation rentals in Chipley

Eden Cabin (Romantic getaway whatever the weather)

This bespoke timber frame building was specifically designed for the holiday market.  Imagine a sumptuous high-end hotel suite glazed on two sides.  Then include a well-equipped fitted kitchen, add on an attached covered deck with semi sunken Hot Tub.  Place inside a private garden with tended lawn, climbing roses and wildflower area.  Throw in a handmade slate alfresco dining set and brick built charcoal grill.   Then raise it up to maximise the 180 degrees of uninterrupted country side views.

Yonder View Luxury Container

Yonder View is a bespoke modern shipping container conversion. Externally it may appear industrial and sleek, but inside you will find a contemporary, cosy, fully equipped bolt-hole. The garden is fully enclosed and in front of the container is your fire pit and seating area, where you can unwind, relax and enjoy those incredible views over Yonder! A wood fired hot tub can be added as an extra (£75 for short stays) to your booking - the perfect spot for a glass of fizz at the end of your day.

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.

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.

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.

The Shippon. Unique luxurious South Devon getaway.

A calm, deeply luxurious space to recharge & reconnect. The Shippon is a meticulously converted cow barn with heated, polished concrete floors, gently curving deep green walls, hand-built kitchen, warmly lit reading nooks, & natural materials. Woollen blankets, feather sofa, antique Scandinavian log burner, king-size bed with French linen & down, waterfall shower, & the softest towels. Our sleepy Devon hamlet is only lit by stars at night. You might just sleep better than you have in years.

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.

Beautiful Barn, hot tub, 2-4 people, en-suite

Freshly available from June 2025, Roebuck Barn is a delightful self contained annex to the main barn, enjoying a wood fired hot tub beautifully maintained gardens, scenic views of moorland, green fields and farm surroundings, just 4 miles from Wellington, Somerset. The Barn is a recent conversion which has been finished exceptionally and includes exposed oak beans, flagstone floors, modern appliances and a wood burner. This is perfect accommodation for those that enjoy the countryside.

A cosy countryside retreat

A picturesque oak barn, accomodation on the first floor, overlooking a lake, in a beautiful quiet countryside location, 5 mins from the M5, junction 26. No light pollution, great for star gazing. A perfect stop off on your way to Cornwall. Situated in a small gated community with many countryside walks and close to the small town of Wellington and Taunton. Local attractions include Sheppy’s Cider, West Somerset Steam Railway, Somerset Cricket Ground, Hestercombe Gardens, Knightshayes

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.

Haystore- Luxury Railway Carriage with Hot Tub

Enjoy the peaceful setting of this romantic spot in nature. Located in a private garden on our family farm on the Somerset levels. The carriage has been hand built and reclaimed from an old Devon railway carriage into a luxury self contained space - perfect for romantic breaks in nature. Wi-Fi, cedar clad electric Hot tub, log fire & star gazing. We also have our own little shop selling soft and alcoholic drinks, home made candles, sloe gin and playing cards

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.