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
Home in Boddington
4.95 out of 5 average rating, 184 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 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, 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 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.
Guest house in Ludlow
4.95 out of 5 average rating, 186 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, 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 in Shropshire
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 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 favourite
The exterior of a rustic wooden cottage is shown, featuring a symmetrical design with multiple windows and a central entrance. Lush greenery and vibrant floral beds surround the base, while the sky above is dotted with clouds.
Cottage in Herefordshire
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 in Richards Castle
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.

Guest favourite
Shepherd’s hut in Kimbolton
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 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.

Top 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, 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
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, 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.

Popular amenities for Middleton on the Hill holiday rentals