Holiday houses in Middleton on the Hill

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Top-rated holiday rentals in Middleton on the Hill

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Guest favourite
A hot tub is positioned on a patio overlooking a spacious garden. Lush green grass surrounds the area, accentuated by a large tree and decorative seating. A brick cottage with wooden accents is visible in the background, framed by a partly cloudy blue sky.
Cottage in Eyton
4.95 out of 5 average rating, 394 reviews

Private Country Retreat With Hot Tub

Coal’s View is a luxury detached holiday cottage situated in Eyton, a quiet country hamlet within Herefordshire. The cottage offers open plan living with an abundance of high-end features across two floors, with a large private garden and hot tub. The bedroom includes a king bed, with views overlooking the paddocks. The bathroom includes an impressive standalone bathtub. There’s a well fitted kitchen, with a large oven, and dining for two, beside a homely living space complete with log burner.

Top Guest favourite
Place to stay in Orleton
4.93 out of 5 average rating, 30 reviews

Room attached to stunning village pub

This stylish self contained room has everything you need for an overnight stay. With 42” Smart TV, flame effect fire, integrated Bluetooth speakers and comfy double bed. The added bonus of being connected to a popular village pub, which opens at noon every day, serving food 7 days a week you truly have everything you need on your door step. Lots of free parking, a stones throw from the historic town of Ludlow and access to local bus routes, it’s a perfect choice for guests visiting the area.

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, 188 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, 158 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!

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, 164 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
The exterior of a charming brick cottage is showcased under a clear blue sky, with a sloping green lawn leading to a well-maintained garden. Soft pink flowering bushes add color beside the entrance, which is accessed by a set of stone steps. A pathway extends toward the countryside.
Home in Claverley
4.99 out of 5 average rating, 160 reviews

Water Mill Retreat

The Water Mill - with Alpacas An exquisite bespoke retreat 4 miles from Bridgnorth in Claverley Shropshire. This beautifully unique 3 story, 2 bedroom period property is set in the Shropshire English countryside. This Spacious property maintains many original features inside the building however, has modern day favourites. The Mill is a peaceful place to get away to unwind and relax or should you wish has plenty of walks, bike rides, tea rooms, pubs and places to visit close by.

Top Guest favourite
A cozy living area features a striped armchair adorned with decorative cushions and a soft throw. Natural light filters through a nearby window, illuminating the space, while artwork and a wooden crate add a touch of character to the room.
Cottage in Worcestershire
5 out of 5 average rating, 87 reviews

Charming Worcestershire garden cottage

Hen House is a really special place to stay, a charming garden cottage in beautiful countryside. It’s a refurbishment of part of the old stables and a perfect spot to get away from it all! With its own gorgeous, exclusive little cinema. It's surrounded by 9 acres of picturesque gardens, meadows, woodland and a babbling brook - in beautiful countryside on the Worcestershire / Shropshire border, a few miles from historic Ludlow and the riverside town of Tenbury Wells.

Guest favourite
Shepherd’s hut in Kimbolton
4.94 out of 5 average rating, 217 reviews

Mistletoe shepherds hut with hot-tub on farm

Our charming honeysuckle shepherds hut sleeps two people and is set in a beautiful orchard in rural Herefordshire. The hut is situated on a working farm so you'll see lots of animals including cows, pigs, chickens and ducks. It has a comfy double bed, kitchen and ensuite with full toilet and shower. It also has a cosy log burner for those colder nights. The hot also boasts a wood fired hot tub, Perfect for a romantic couples getaway in a picturesque location.

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
4.97 out of 5 average rating, 91 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.

Top Guest favourite
The exterior of the Pyrapod is showcased against a vibrant sunset, featuring a wooden terrace with a lounge chair. The cabin is surrounded by lush greenery, and scenic fields extend into the background, enhancing the serene atmosphere of the site.
Tiny home in Worcestershire
4.94 out of 5 average rating, 185 reviews

Sauna, HotTub & Cold Plunge Pyramid Escape

Escape to the heart of the Teme Valley and unwind at our peaceful eco-retreat. Stay in our unique Pyrapod—where luxury meets sustainability—with private access to a natural pool, wood-fired sauna, and hot tub. Just a short drive from the historic market town of Ludlow—famous for its food and charm—this is an ideal base for couples, nature lovers, and wellness seekers.

Top Guest favourite
A wooden-clad building is enclosed by a pale wooden fence, featuring a green lawn and a bush. The structure has a sloping roof and a balcony above a large window, with stone steps leading to the entrance, under a partly cloudy sky.
Apartment in Bromyard
4.98 out of 5 average rating, 357 reviews

The Barn, Bredenbury, Nr Bromyard

"The Barn" is a first floor apartment offering high quality accommodation for up to 4 guests. Situated on a working farm in the heart of the Herefordshire countryside with views to the Malvern Hills around to the Black Mountains. The Barn, is directly above "The Barn Too" (suitable for 2 guests) and can be booked separately.

Guest favourite
Barn in Worcestershire
4.92 out of 5 average rating, 13 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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