Vacation rentals in Middleton on the Hill

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Top-rated vacation rentals in Middleton on the Hill

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Guest favorite
Home in Boddington
4.95 out of 5 average rating, 185 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.

Guest favorite
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, 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 favorite
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.
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 favorite
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, 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 favorite
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 in Worcestershire
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 favorite
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, 161 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!.

Guest favorite
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 in Richards Castle
4.88 out of 5 average rating, 162 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 favorite
A cabin is seen perched on a deck that stretches over a tranquil pond, surrounded by lush greenery. A small boat is anchored nearby, and the outdoor seating area features tables and comfortable chairs, offering a serene space for relaxation.
Cabin in Powys
5 out of 5 average rating, 149 reviews

Idyllic Railway Carriages : Sycamore

Nestled above the stunning Wye Valley with views across into the heart of Radnorshire, the hills of home, Ty Mawr Country Cabins offers a tranquil home from home escape, catering for couples, friends or single adventurers. Situated on a working farm surrounded by unspoilt countryside Unwind on your own private deck across the water or lose yourself amongst the books of Hay On Wye (5miles away) . Better still throw on some walking boots and discover the beauty the area has to offer.

Guest favorite
Shepherd’s hut in Kimbolton
4.94 out of 5 average rating, 214 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 favorite
The kitchen area is defined by rustic oak beams and modern design elements. Large windows provide expansive views of the surrounding landscape, allowing natural light to illuminate the space. The sleek countertop is complemented by understated cabinetry, creating an inviting atmosphere.
Barn in Staunton on Arrow
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 favorite
Barn in Ocle Pychard
4.89 out of 5 average rating, 229 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 favorite
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.

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