Vacation rentals in Middleton on the Hill

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Top-rated vacation rentals in Middleton on the Hill

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Top guest favorite
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, 196 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 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.
Townhouse in Shropshire
4.98 out of 5 average rating, 161 reviews

Townhouse in Ludlow with 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 offers high quality 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.

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, 168 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!

Guest favorite
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, 290 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 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
4.96 out of 5 average rating, 158 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.

Guest favorite
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, 167 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 favorite
Apartment in Shropshire
4.94 out of 5 average rating, 100 reviews

Charming central apartment in historic Ludlow

Enjoy a comfortable stay at this stylish apartment in the heart of historic Ludlow. Furnished exclusively by our interiors shop next door, Velvet Fern. With attention to detail, comfortable beds and Egyptian cotton bedding, you can be sure your stay will be nothing short of idyllic. Large windows in every room allows natural light to flood in and you can enjoy the best of ludlow from the window seat in the living room, overlooking the market square and castle gateway.

Top guest favorite
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
5.0 out of 5 average rating, 91 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 favorite
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
4.88 out of 5 average rating, 160 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!

Guest favorite
Shepherd’s hut in Kimbolton
4.94 out of 5 average rating, 226 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 favorite
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, 106 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 favorite
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, 369 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 vacation rentals