Holiday houses in Middleton on the Hill

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Top-rated holiday rentals in Middleton on the Hill

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Top Guest favourite
An open-plan living space features exposed wooden beams and cozy seating arrangements. A light-colored sofa and a wooden coffee table are positioned on a striped rug. The kitchen area is visible in the background, consisting of modern appliances and a sleek countertop.
Home in Herefordshire
5 out of 5 average rating, 46 reviews

Herefordshire barn conversion

Take it easy and unwind in this spacious and serene home from home. Welcome to Oak Croft, a light and comfortable barn conversion with exposed beams and a log burner, in a peaceful hamlet in beautiful, rural Herefordshire. Oak Croft is a two-bedroom, self-contained get-away, perfectly positioned to relax and explore the stunning countryside, but close to Leominster, Hereford and other pretty market towns and villages, including Weobley where parts of the critically acclaimed Hamnet was filmed.

Top Guest favourite
A charming brick and timber building is shown, featuring a steeply pitched roof and a wooden staircase leading to the entrance. Surrounding gardens exhibit lush greenery, gravel pathways, and a couple of seating areas. Warm evening light casts a soft glow over the structure.
Guesthouse in Ludlow
4.95 out of 5 average rating, 187 reviews

Rural Getaway near Historic Ludlow Gastro Centre

Apple Tree Lodge, a characterful brick and timbered building accessed via external wooden steps comprising a large open plan sitting/dining room with vaulted ceiling and triple aspect windows along with a wood burning stove. Sumptuously furnished, with a kitchen, bedroom and shower room. Situated on the Shropshire border near the historic market town of Ludlow - the food capital. Set within beautiful, peaceful countryside, the Lodge is open plan living with rustic original features. Smart TV.

Top Guest favourite
A spacious open-plan living area features two comfortable sofas facing a woodburning stove, with a large window allowing natural light. A modern kitchen with a breakfast bar and stools is visible in the background, showcasing sleek cabinetry and a neutral color palette.
Cottage in Luston
4.99 out of 5 average rating, 155 reviews

Rural holiday home, peaceful, large gardens

Relax with family or friends at this peaceful place to stay. Our 2 bedroom holiday home is located in beautiful northern Herefordshire, near the border with Shropshire. We have recently fully renovated the home so you can enjoy the brand new feel! Surrounded by fields, yet close to Leominster and Ludlow and within easy reach of Hay on Wye, it is the perfect base to explore from. Discover pretty villages, walk in the hills, treasure hunt in the antique shops or just relax by the woodburner!

Superhost
The open-plan living room features large windows that provide views of the garden, with natural light filling the space. A cozy log burner is positioned on a wooden feature wall. Comfortable seating includes a sofa and armchair, complemented by a central coffee table and television.
Cottage in Cleobury Mortimer
4.91 out of 5 average rating, 109 reviews

Open plan country cottage, amazing views, sleeps 7

Come and relax in our cosy cottage located in the Shropshire countryside, super fast Wi-Fi, well kitted kitchen and everything you need on hand. Goal posts and trampoline for the kids! They are welcome to visit the chickens, ducks and horses. With beautiful Cleobury Mortimer within walking distance and Ludlow only a 15 min drive your not far from shops, pubs and restaurants. Not to mention take aways all deliver! Indian, Chinese, Thai, Pizza, F & C. Clee Hill views to die for, see photos!

Top Guest favourite
An open-plan living area features a comfortable sofa and a bean bag chair, next to a dining table set for four. A wall-mounted television is positioned across from the seating, and large glass doors open to a balcony, inviting natural light.
Apartment in Shropshire
4.99 out of 5 average rating, 198 reviews

Ludlow Apartment

Spacious modern, comfortable 2 bedroom apartment within easy walking distance of Ludlow centre (10 mins) & secure parking in quiet location. Ideal for 2 couples/family of 4 with 1 double & 1 king (or 2 single beds - please advise which you require 48 hrs before), 1 ensuite shower room & 1 bathroom with shower. Lovely view with balcony off open plan living room/kitchen. Easy access with lift to apartment. No Smoking or Vaping in or around the apartment including on its balcony. Sorry, no pets.

Top Guest favourite
The exterior of a wooden cabin is presented, featuring a second-floor balcony with two chairs overlooking the garden. A small round table with two glasses and a champagne bottle is set in the foreground. Lush green grass surrounds the area, with a fence and trees visible in the background.
Cottage in Luston
4.96 out of 5 average rating, 162 reviews

Countryside getaway with private garden

Space at the Steps is a spacious, contemporary holiday let for two. There is a large open plan area upstairs with kitchen, breakfast bar, WiFi, smart TV and sofabed, plus an east facing balcony with views over to Berrington Hall. Downstairs there is a bedroom with wall mounted TV and a shower room with walk in shower and large sink. With a private enclosed garden, dog friendly pub 100 yds away and loads of country walks nearby, it a perfect get away for your four legged friends as well!.

Top Guest favourite
Tiny home in Worcestershire
4.98 out of 5 average rating, 64 reviews

Zen, romantic rural off grid private lodge

A dose of nature, off grid luxury in the Malvern Hills, outside bath, ( not hot tub!) wholesome , tranquil environment surrounded by glorious oak trees, fields & wildlife , 1/2 acre of herbal leys, fuels the body calms the mind. Wi-Fi, wet room, gas hob, tv, king size bed, heating. Outside furniture, fire pit for cooking in the summer, cosy log burner and star gazing in winter. For guests seeking a tranquil getaway surrounded by nature ,spectacular night skies. Strictly no dogs

Top Guest favourite
A spacious outdoor patio area is visible, featuring a dining table with wooden chairs. Bi-fold doors open to reveal expansive countryside views under a bright blue sky, allowing natural light to enhance the serene setting.
Home in Thornbury
4.96 out of 5 average rating, 84 reviews

Upperly Barn

Upperly Barn is a bright and spacious luxury two bedroom barn set in rural herefordshire boasting stunning views across the surrounding countryside and into neighbouring counties. The open plan living area seamlessly connects the living room, dining room and kitchen creating a welcoming and comfortable space for relaxation and socialising. With its charming layout and modern amenities this property offers the perfect setting for a memorable stay.

Guest favourite
A sleeping area is highlighted by a spacious bed with a striped headboard. Soft lighting is provided by two bedside lamps, and decorative flowers are placed on nightstands. Framed floral artwork and exposed wooden beams add to the rustic charm of the room.
Barn in Ocle Pychard
4.89 out of 5 average rating, 235 reviews

A Charming Cider Barn Conversion

Welcome to The Jinney Ring A beautifully converted cider barn offering self-catering accommodation for up to three guests. Nestled in the heart of rural England, this charming retreat is perfect for those seeking tranquillity with a touch of rustic elegance. Boasting of authentic charm, retaining its historic character with original beams, stonework and a cider press turned to a luxury super king bed, all complemented by modern comforts.

Guest favourite
A wooden deck leads to a private outdoor seating area featuring a white cushioned bench and a fire pit surrounded by pebbles. Clear glass and wooden railings frame the entrance to the Potting Shed, which has large windows offering natural light.
Barn in Worcestershire
4.98 out of 5 average rating, 154 reviews

The Potting Shed

The Potting Shed and The Loft are charming rural retreats in the scenic Teme Valley, near Shelsley Walsh Hill Climb, 12 miles from Worcester and 14 from Ludlow. Surrounded by rolling hills, walks, cosy pubs, and Witley Court, each sleeps up to 3 guests and is rented separately. Enjoy peaceful views, modern comforts, and optional on-site spa treatments — perfect for couples, friends, or small families seeking a relaxing countryside escape.

Top Guest favourite
Home in Herefordshire
5 out of 5 average rating, 27 reviews

Pierrepont Road Coach House

A beautiful, renovated building that was built in the 19th Century a short walk from the market town of Leominster The property is located within walking distance of the town centre There are National Trust properties on the doorstep and a short drive will take you over the border into Wales There are many picturesque villages nearby as well as cheese and cider making businesses

Top Guest favourite
Barn in Worcestershire
4.89 out of 5 average rating, 9 reviews

Unique Luxury Barn

A luxury historic oak framed Crook Barn originally built in 1380. The property has been sympathetically restored by the current owner and host using original building techniques and materials. The Crook Barn offers a unique opportunity to stay in a truly beautiful and historic luxury home surrounded by countryside.

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