Holiday rentals 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
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.

Top guest favourite
A charming Cotswold stone cottage is depicted, featuring a stone pathway leading to a warm, inviting entrance. Surrounding greenery enhances the rustic ambiance, while the exterior showcases original details and serene landscaping. Bicycles are securely parked nearby, indicating accessibility for outdoor activities.
Cottage in Painswick
5 out of 5 average rating, 194 reviews

Quiet grade 1 listed entire cottage in Cotswolds

A bright and recently modernised grade 1 listed Cotswold stone cottage, 100 yards from the Cotswold Way with breathtaking views down the Stroud Valley, its own parking and secluded outdoor eating. Filled with natural light, it is very peaceful and extremely comfortable with luxury bedding (super king or twin bed) and kitchen. An idyllic spot for walking, cycling, exploring the local scenery or simply escaping the city Painswick is 10 minutes from Stroud ( 87 mins hourly train to London).

Top guest favourite
Shepherd’s hut in Poolhill
4.97 out of 5 average rating, 345 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 spacious courtyard is surrounded by charming red brick buildings, with large arched openings and windows. A central fountain is featured, set within well-kept greenery. The sky is clear and blue, complementing the peaceful setting.
Apartment in Gloucestershire
4.99 out of 5 average rating, 133 reviews

Unique Courtyard Apt, walk to 3 Choirs Vineyard

Appledeck is a stylish 1 bedroom unique apartment set in the grounds of an historic 1000 year old house & located within a stunning stable courtyard & fountain. Ideal for walkers, cyclists, visitors & close to the beautiful Wye Valley, Forest of Dean, counties of Glos, Worcs, Herefordshire and Wales. Explore the ancient market towns of Ledbury & Ross On Wye plus beautiful spa towns of Malvern & Cheltenham. Just a short stroll away from the award winning “Three Choirs Vineyard" & brassiere.

Top guest favourite
An inviting entrance to the self-contained annex is displayed, featuring a light-colored exterior and a sloped roof. A wooden door opens outward, revealing a welcoming interior. A small green umbrella shades a picnic table, surrounded by potted plants in a paved area.
Cottage in May Hill
4.98 out of 5 average rating, 283 reviews

Woodside cottage. Wood burner. Amazing views

On the edge of The Forest of Dean and Wye Valley, this cosy getaway is a professionally converted and exquisitely decorated annex to our main property. This conversion was completed in 2022. PLEASE NOTE... You are welcome to use the woodburner during the summer months (May - Sept inclusive) but I do not supply firewood during this period. Please bring your own supplies of firelighters, kindling and logs if you would like an inside fire during the summer.

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
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, 190 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, 242 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
The exterior of the shepherd hut is shown, featuring a light blue facade and white doors. Surrounded by greenery, the hut is accessed via a set of steps. A fire pit structure can be seen in front, along with a wooden seating area to the side.
Hut in Gloucestershire
4.97 out of 5 average rating, 435 reviews

Hideaway Hut, Gloucestershire

Hideaway Shepherd Hut is situated on top of an old cider orchard in the heart of the Gloucestershire country side with views of The Malverns and May Hill. The beautiful Forest of Dean is also a twenty minute drive away. The location is completely private, ideal for visitors looking for a place to relax, unwind and enjoy a cosy, romantic break.

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.

Top guest favourite
A contemporary treehouse is elevated among lush greenery, supported by sturdy stilts. The structure features a wide deck with outdoor seating, large windows providing views of the surrounding forest, and a sloped roof. Soft lighting enhances the inviting atmosphere during twilight.
Treehouse in Elmore
4.97 out of 5 average rating, 138 reviews

RewildThings - Sky

Heaven. Cosmos. Spirit. Sky is one of our two biggest ones and is also accessible to most folks. Something treehouses are not normally known for. And as with all of our Pods, she is perfect for a couple. You can fit two more in though... As there is a hidden single bed and a pukka day bed in there too.

Popular amenities for Highleadon holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Gloucestershire
  5. Highleadon