Holiday rentals 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
4.95 out of 5 average rating, 387 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
A charming brick and timbered lodge is showcased against a colorful sunset sky. External wooden steps lead to the entrance, while warm lights outline the staircase. Surrounding trees and a gravelled area add to the rural ambiance of the property.
Guest house
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 vibrant scene features a colorful array of wildflowers, including daisies and pink blooms, in the foreground. Behind the flowers, a charming two-story brick house with large windows is partially visible, surrounded by lush greenery and trees.
Cottage
4.99 out of 5 average rating, 153 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 gallery lounge features a vaulted ceiling with wooden beams, emphasizing spaciousness. Comfortable sofas are complemented by decorative cushions. A dining area with a wooden table and chairs is visible in the background. Natural light filters through shuttered windows, enhancing the room's warm tones.
Holiday home
5 out of 5 average rating, 102 reviews

For a unique immersive Ludlow experience!

This spacious self contained apartment, renovated in 2022, is located centrally, a 2 minutes walk to the town centre or river. A contemporary home within an historic Georgian townhouse. A blend of contemporary comfort and authentic vintage style offering a timeless, relaxing experience. Mainly furnished with vintage Reynolds of Ludlow furniture, pictures and prints of the town, castle and river from mid 18th century to present. A wonderful private enclosed courtyard garden is yours to enjoy.

Top guest favourite
A traditional timber-framed cottage is set against a backdrop of dramatic clouds, surrounded by open countryside. The stone-paved area in front features landscaped gardens, with scattered seating and vibrant flower beds visible. The structure showcases intricate craftsmanship with large windows allowing natural light to enhance the interior.
Home
4.95 out of 5 average rating, 152 reviews

Ebony Cottage

An oasis of calm and relaxation in stunning surroundings with truly wonderful views from all aspects. A perfect hideaway to recharge batteries. Wake up to the birds singing, and go to sleep with the owls calling. The cottage has grown from a love of design and wood - it is hand crafted by a Master Craftsman. Each nook and cranny reveals another handcrafted detail. It sits within beautiful gardens, with an abundance of wildlife for all to enjoy. Enjoy meandering through our ancient woodland.

Top guest favourite
Cottage
4.99 out of 5 average rating, 163 reviews

Countryside retreat

My Husband and I moved to Herefordshire in late 2019 and we love it here. The property is surrounded by farming countryside and yet is just a few minutes in to Leominster & with easy access to beautiful towns all around. A fully self-contained 2 bedroom cottage which is attached to the main house. A fantastic place from which to explore. We are just off the old Hereford Road with plenty of parking. Cows and sheep roam the fields around us, and there are cowsheds behind us for Winter use.

Superhost
The rear exterior of the cottage showcases a wooden structure with large glass windows at the gable end. A small outdoor seating area with a table and chairs is set on a gravel surface, surrounded by greenery.
Cottage
4.88 out of 5 average rating, 161 reviews

Rural Cottage 3 miles from Ludlow in quiet village

The Cottage is located in Richards Castle 3 miles from Ludlow regarded as one of the top destinations in England. Spectacular views over the valley and up to Mortimer Forest. A private retreat in North Herefordshire. Cosy with all modern facilities, ideally suited to a couple looking for a retreat close to Ludlow and its wide range of entertainment and places to visit. We charge separately for 1 child up to 12 and 1 Pet . Close to many places to visit, relaxing and enjoying rural life.

Top guest favourite
A wooden deck extends from the handcrafted lodge, featuring a railing made of natural wood with rope accents. Lush greenery surrounds the area, providing a serene approach to the entrance. Sunlight filters through the leaves, creating a peaceful and inviting atmosphere.
Cabin
4.98 out of 5 average rating, 434 reviews

Beautiful Handcrafted Cedar Lodge with Hot Tub

This beyond the average bespoke 2020 build is ultimately pleasing to the eye, with it’s curvaceous smoothed oak rail staircase, handsome pillars and waxy satin cedar beams which embrace this appealing handcrafted lodge. An open plan living area leads onto 2 bedrooms with beautiful en-suites. Sitting in a field amongst the vivid greens of the Shropshire hills on an expanse of decking where you can open up the bifold doors and bring the outside in and enjoy the deliciously warm hot tub.

Guest favourite
Shepherd’s hut
4.94 out of 5 average rating, 213 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.

Guest favourite
A spacious loft area features a curved wooden walkway, surrounded by glass panels. Exposed oak beams traverse the ceiling, allowing natural light to filter through the sky lights above, creating an airy and open atmosphere. The warm wood tones enhance the rustic charm of the space.
Barn
4.83 out of 5 average rating, 144 reviews

Orchard Barn

The Orchard Barn at Old Court Farm. Our country hideaway has been lovingly brought to life from its humble beginnings as a Old cider barn. Designed and built here on the farm, this modern conversion brings a luxurious ‘interior feel’ surrounded by never-ending oak beams with views over looking the apple orchards. With 70 acres of near by orchards for you and your pets to ‘roam freely’ it’s a true feeling of the very beautiful English countryside.

Guest favourite
Barn
4.89 out of 5 average rating, 226 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
Barn
4.98 out of 5 average rating, 152 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.

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