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
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, 194 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
Place to stay in Orleton
4.95 out of 5 average rating, 44 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 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, 166 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
A bright kitchen is equipped with modern appliances and white cabinetry. A large wooden dining table is adorned with tableware for six, complemented by a bouquet of tulips. Natural light enters through a window, enhancing the welcoming atmosphere of the space.
Home in Shropshire
4.98 out of 5 average rating, 158 reviews

3 bedroom home in Ludlow free town centre parking

Located in the heart of Ludlow, Juno Apartment is set over three floors of a grade 2 listed town house, which was once a coaching inn during the 18th and 19th centuries. Only a very short walk from Ludlow's cafes, restaurants and shops, Juno Apartment offers spacious accommodation for up to 6 guests. As with most properties in the centre of Ludlow, there is no parking at the property. But we do have two permits for nearby designated on-street parking available for your stay free of charge.

Guest favourite
The charming exterior of the cottage is showcased, featuring red brick walls and white window trim. Colorful flowers, including tulips and blossoming tree branches, adorn the well-maintained garden, offering a vibrant contrast to the greenery of the lawn.
Cottage in Herefordshire
4.82 out of 5 average rating, 286 reviews

Riverside cottage in quiet town centre location

A comfortable home from home in a charming riverside cottage, close to the centre of town yet secluded and quiet. Relax with a glass or dinner on the terrace whilst spotting wildlife in the river below, or in winter unwind by the cosy woodburner. Within easy walking distance of the historic centre of Leominster with its celebrated range of antique shops. Good access to public transport, or a public car park is yards away. A great base to explore the wonderful Herefordshire countryside.

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
4.96 out of 5 average rating, 156 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, 176 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.

Guest favourite
The image features a close-up view of a decorative brass and black iron bed frame. The headboard showcases ornate detailing with a central round embellishment. Soft natural light filters through a nearby window, illuminating the green walls and brightening the space.
Apartment in Herefordshire
4.93 out of 5 average rating, 166 reviews

The Servants' Quarters, An Edwardian gem.

The Servants' Quarters is a restored, unique self catering accommodation located in Leominster Town Centre. Originally the servants quarters of an impressive historic house, the apartment has been expertly restored to its former Edwardian glory, complete with servants bells and a fully equipped retro kitchen. The apartment can sleep up to 4 in genuine Edwardian brass beds. Leominster is close to walking routes and surrounded by the gently rolling hills of North Herefordshire.

Guest favourite
The historic water mill features a distinctive wooden water wheel, situated against a backdrop of lush greenery. The structure showcases a brick façade with multiple windows, and a sloping roof. Surrounding areas display elements of the working farm.
Farm stay in Greete
4.87 out of 5 average rating, 158 reviews

Farm stay, sleeps 5 & 1 infant, WiFi, pets welcome

Rockhill MILL is situated within the grounds of a working farm. It is an idyllic getaway and a perfect way to spend a peaceful break away in the countryside. Sleeps up 5 and 1 infant. There are 2 double beds, 1 single bed and a cot. Parking and WiFi are free of charge! Pet friendly! We have cows, horses and 3 emus! Option to meet the farmer and go for a ride on the tractor! More than 5/6 guests? Check out The Sitting Duck which is a moored narrowboat with hot tub!

Top Guest favourite
Shepherd’s hut in Kimbolton
4.94 out of 5 average rating, 224 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, 102 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
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, 367 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.

Popular amenities for Middleton on the Hill holiday rentals