Holiday rentals in Highleadon

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Top-rated holiday rentals in Highleadon

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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
4.95 out of 5 average rating, 263 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
Shepherd’s hut in Poolhill
4.97 out of 5 average rating, 327 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 ready supply of wood, or underfloor heating. Outside, there is a table for al-fresco dining. A newly built, heated, shower room is close by along a short path adjacent to the hut. Just 3 miles from Newent and various pubs.

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, 124 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 brick exterior is shown, featuring a patio area with various potted plants and garden tools. The space is designed for outdoor relaxation, highlighted by a large table and seating, demonstrating a quiet and inviting environment.
Tiny home in Maisemore
4.96 out of 5 average rating, 342 reviews

Little Home

Our Little Home is light & airy, quiet & secluded, & dog friendly. Nearby Gloucester has a stunning cathedral & docks, Gloucester Quays; & premiership rugby. There’s a Christmas Market, Tall Ships Festival, & intimate music festivals locally. The Horse Racing (Festival 2nd week of March) & other regular meetings, The Jazz Festival in May, the Food Festival in June, & Literary Festival in October keep Cheltenham interesting year round. The Cotswolds, Forest of Dean, Malverns & Wye are close by.

Top guest favourite
The entrance to the Garden House is framed by a sturdy tree and vibrant potted plants, showcasing colorful flowers. A wooden table and shelf stand beside the door, enhancing the welcoming appearance of this independent annex.
Tiny home in Gloucestershire
4.93 out of 5 average rating, 764 reviews

The Garden House in Kingsholm, Gloucester

The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

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, 131 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
Guest house in Redmarley D'Abitot
4.95 out of 5 average rating, 139 reviews

Redmarley D'Abitot country lovers' retreat

This recently refurbished, ground level, self contained unit, is set in a rural location. The property consists of a fully fitted, well equipped kitchen and living area, shower room and bedroom (king size bed). Guests have their own designated parking space. Private entrance with keylock. The property also has a private, fully enclosed garden. Ideal for walkers or those just seeking a quiet getaway. Close to the market town of Ledbury. Ideal base for visiting the Malverns or Cotswolds.

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, 234 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. Betula Views Apartment coming on line Autumn 2026 - so bring your friends!

Guest favourite
A warm and inviting interior showcases a cozy sleeping area with a double bed dressed in soft linens and decorative pillows. Light enters through a window, complemented by carefully arranged decor, including wall art and a bedside table. A small TV is mounted on the wall.
Guest house in Gloucester
4.96 out of 5 average rating, 437 reviews

The Hut and Tub

Cosy Centrally Heated Shepherds Hut With luxury hot tub In Quiet Rural Area The perfect 'country getaway' for two people. This small shepherds hut is tucked away in the heart of a quiet Gloucestershire village situated in the corner of our garden but completely private and not overlooked with its own decking and luxury hot tub overlooking fields and farmland. The river Severn is less than a mile away which has a footpath all the way to Tewkesbury and nearby pubs.

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, 276 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
The exterior of Daisie Cottage is presented, showcasing its white facade and distinctive roofline. A gravel pathway is visible, leading to the entrance, while wooden fencing provides privacy. Natural surroundings enhance the rural setting, offering a serene view of the countryside.
Cottage in Gloucestershire
4.94 out of 5 average rating, 192 reviews

Pretty 2 bedroom country cottage with rural views

Daisie cottage is a relaxing rural retreat near May Hill, just outside Newent , with lovely country views. It is light and airy - perfect for relaxing. Good for couples, solo adventurers, business travellers, families and dogs welcome too. With wonderful walks and trails right on the doorstep for either gentle strolls or for more serious ramblers. The Forest of Dean offers lots of activities from high ropes to cycling and canoeing.

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, 425 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.

Popular amenities for Highleadon holiday rentals

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