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Holiday houses in Highleadon

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Top-rated holiday rentals in Highleadon

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Guest favourite
Home in Boddington
4.95 out of 5 average rating, 180 reviews

Boddington Mill

Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

Top Guest favourite
A stone coach house is framed by lush green grass and trees. Its warm wooden door and window accents complement the natural surroundings. A swing hangs from a nearby tree, inviting relaxation. The building's rustic charm is enhanced by the gentle play of dappled sunlight.
Cottage in Clifford's Mesne
4.96 out of 5 average rating, 269 reviews

Cosy and quiet coachhouse. Orchard. Private patio.

Converted coach house, ancient cruck beams and woodburner. Country village near Ross on Wye. Restful and quiet, ideal for couple. Open plan with mezzanine bedroom. Two loos, shower. Long views. Great pubs nearby. Own patio and fire basket in orchard. 3 friendly dogs, 2 horses. On May Hill with many walking opportunities . Seven counties visible from the top. On edge of Forest of Dean with excellent walking/cycling routes, and canoeing on the River Wye just 20 mins away. Cheltenham races 40 mins.

Top Guest favourite
The exterior of Rectory Cottage showcases a charming brick facade with elegant timber accents. The garden features a manicured lawn and assorted flowering plants. A spacious terrace with outdoor seating provides a welcoming spot for relaxation, surrounded by wooden fencing and lush greenery.
Home in Tibberton
5 out of 5 average rating, 128 reviews

Rectory Cottage - Luxury Gloucestershire Retreat

Rectory Cottage is a former coach house newly converted to a luxury 2 bedroom cottage. In summer enjoy a BBQ and a glass of wine on the terrace. In winter keep toasty with its log burner and underfloor heating. Connect to the Sonos sound system. Situated in the pretty village of Tibberton, nestled in beautiful countryside with wonderful walks and cycle rides from the door to delight both walkers and keen cyclists. Dogs are welcome and will enjoy the fully fenced garden and outdoor dog shower.

Guest favourite
Home in Painswick
4.94 out of 5 average rating, 156 reviews

Peaceful Cotswolds Chapel Breathtaking Valley View

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

Superhost
The exterior of the cottage showcases a charming brick façade with large windows. A patio area features a wooden table and benches, surrounded by vibrant flowers and lush greenery, providing a welcoming space to enjoy the outdoors.
Cottage in Coddington
4.91 out of 5 average rating, 169 reviews

Vineyard cosy cottage near Ledbury, Herefordshire

Hop cottage, a lovely cosy self catering cottage set perfectly on the edge of the vines. The cottage features double bedroom with en-suite. Spacious living area is ideal for people needing to work - The twin room on the second floor has a sloping roof and due to steep stairs is not suitable for children under 8 Coddington Vineyard is close to the market town of Ledbury and the Malvern hills are 15 mins away ideal for walking and cycling. A complimentary wine tasting for guests at week ends.

Top Guest favourite
Shepherd’s hut in Poolhill
4.97 out of 5 average rating, 344 reviews

Tom's Hut

Get away from it all in a cosy shepherd’s hut amongst trees in a beautiful rural location. Tom's Hut has a comfortable double bed, storage below and a compact kitchen unit with double gas hob, sink and fridge, pots, pans crockery and cutlery. Keep warm with a wood-burner and fire wood provided, or underfloor heating. Outside, there is a table for al-fresco dining. A newly built, heated shower room is close to the hut. Just 3 miles from Newent and various pubs. Please note there is no WiFi.

Top Guest favourite
A charming wooden shepherd's hut is set on a spacious deck, surrounded by lush greenery. Flower beds in vibrant colors enhance the outdoor space, while a fire pit, constructed with stone, invites cozy gatherings. A wood-burning stove is visible near the entrance.
Guesthouse in Standish
4.98 out of 5 average rating, 768 reviews

Luxury Shepherd's Hut in The Cotswolds

Sans Souci is a bespoke Shepherd's hut, lovingly hand built to an incredibly high spec. Completed in April 2021, it has a double bed, and double sofa bed. There is a well-equipped kitchen, a shower room with sink and compost toilet, and a log burning stove. There are far reaching views of the Cotswold hills, which can be taken in from the South-facing deck. Enjoy al fresco meals, cooking over the fire pit in the garden or walks galore in the local countryside.

Top Guest favourite
A wooden deck leads to a uniquely designed cabin, with large glass doors reflecting the evening sky. String lights softly illuminate the deck area, while a potted plant adds a touch of greenery. A scenic view of open fields is visible in the distance.
Chalet in Gloucestershire
4.99 out of 5 average rating, 147 reviews

Stunning Logcabin with sauna and cold plunge

Walkers Lodge, is the ideal couples retreat, with sauna, ice bath and gym all on a working farm, with fields that surround. With views of the Malvern hills. You do as much or as little as you want in the heart of Gloucestershire with plenty to do if you so wish within a short drive. There are many lovely country pubs and good walks, historic towns and so much more. Within easy access of Cheltenham, Racecourse, the show ground, Ledbury & Tewkesbury

Top Guest favourite
An aerial view showcases a secluded cabin and two geodomes surrounded by lush greenery. The layout includes various outdoor spaces, including a wood-fired hot tub, seating areas, and pathways winding through dense foliage.
Place to stay in Alfrick
4.99 out of 5 average rating, 228 reviews

Natures Edge Cabin

Award-winning, adults-only retreat for two. Chemical-free hot tub, private sauna, cinema, fire pit, and four geodomes for dining, day napping, creativity, and spa treatments. Enjoy a pizza oven, Kamado BBQ, wild shower, cold plunge, mini golf, and lush, jungle-style gardens. Total privacy, no shared spaces. As featured in Country Living, Time Out & Airbnb’s Top 10 Proposal Spots. Romance, luxury, and nature—reimagined in every detail.

Top Guest favourite
The exterior of Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.
Home in Painswick
4.98 out of 5 average rating, 189 reviews

Cottage luxe in The Cotwolds

Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

Top Guest favourite
A scenic landscape is framed by vibrant flowers in the foreground. Green fields stretch into the distance, leading towards gentle hills under a clear blue sky. Shadows from the flowers create interesting patterns on the grass, enhancing the serene rural setting.
Tiny home in Oxenhall
4.98 out of 5 average rating, 241 reviews

A newly Renovated and Exclusive Studio

A newly renovated and exclusive studio within a peaceful rural setting, sleeping two guests within easy reach of The Forest of Dean, Gloucester, Cheltenham and the Malvern Hills. Scenic walks and cycle routes surround. All on the ground floor with an open plan living space French doors lead to a private patio and seating area with spectacular uninterrupted views of the Cotswolds as far as the eye can see.

Top Guest favourite
A contemporary coach house features a combination of dark wooden and white clapboard exterior. The upper balcony is lined with greenery, while a spacious terrace is visible below. Lush grass surrounds the property, creating a serene outdoor environment under a partly cloudy sky.
Home in Staunton
4.99 out of 5 average rating, 179 reviews

Luxury boutique holiday Cottage, 2 bed, 2 bathroom

Enjoying a peaceful location within the grounds of a country house, this stylish coach house offers a cool and contemporary finish, creating a great base for couples to relax and enjoy an area steeped in history and breath-taking countryside, fantastic base for guests wanting to visit the Malvern's, Cotswolds, Wye Valley & surrounding areas.

Popular amenities for Highleadon holiday rentals

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  4. Gloucestershire
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