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Vacation rentals in Middleton on the Hill

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Top-rated vacation rentals in Middleton on the Hill

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 395 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
The two-story house features a light yellow exterior with large windows enhancing natural light. A brick wall partially encloses the property, showcasing its rustic character. Surrounding greenery is visible, providing a natural setting with a sense of seclusion.
Home in Aymestrey
4.98 out of 5 average rating, 50 reviews

The Garden House

A beautiful, recently renovated two storey house attached to the host's home. It is secluded, south facing and sunny, with glorious views across water meadows to the river which cuts its way beneath steep woodland and past the best fine dining pub in Herefordshire, The Riverside. The house has its own terraced garden and below, an orchard - great for dogs. We are on the marvellous Mortimer Trail which is a 30 mile walk between the towns of Ludlow and Kington. 45 mins from Hay Festival!

Top guest favorite
Place to stay in Orleton
4.93 out of 5 average rating, 30 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 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, 189 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, 161 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 quaint outdoor dining area features a table draped in a white cloth, surrounded by greenery. Two turquoise chairs are positioned at the table, with a backdrop of lush fields and trees under a clear blue sky.
Guest suite in Milson
5 out of 5 average rating, 280 reviews

Haybridge Cottage,dog friendly annex in Shropshire

Haybridge Cottage annexe is set in the hamlet of Haybridge in the beautiful Shropshire countryside . Although our postal address is Kidderminster we are about 30 minutes drive from there. The small town of Cleobury Mortimer is just 5 minutes away whilst the lovely riverside town of Tenbury Wells is a 10 minute drive. Historic Ludlow lies 12 miles away, a glorious trip over Clee Hill with stunning views. The annexe has its own private garden and terrace with wonderful views in every direction.

Top guest favorite
A uniquely designed shipping container home is set amidst lush greenery, featuring large triple access folding doors that open onto a spacious deck. Steps lead up from a stone pathway, framed by landscaped gardens, enhancing the connection with the woodland surroundings.
Shipping container in Worcestershire
4.99 out of 5 average rating, 128 reviews

Sustainable Off Grid Woodland Living

Re-connect with nature. birds, bees, bats and butterflies within an acre of steep woodland with its abundance of wildlife, high above Worcestershire’s stunning Teme Valley. A uniquely designed two bedroomed timber clad shipping container, offering all the comforts of home. Mains water, off grid electricity with generator back-up, LPG gas underfloor heating and hot water, on-site waste-water system. Sustainable living for energy conscious guests. WIFI - BT Full Fibre 500 No pets please

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, 164 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
Shepherd’s hut in Kimbolton
4.94 out of 5 average rating, 219 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, 92 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 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, 159 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.

Top guest favorite
A welcoming living room features a blue sectional sofa accented with colorful pillows. A wooden sideboard and a yellow chair provide additional seating. A small potted plant adds a touch of greenery, while a mirror reflects light from the nearby window.
Vacation home in Bredenbury
4.95 out of 5 average rating, 168 reviews

The Barn Too, Bredenbury, Nr Bromyard

"The Barn Too" is a ground floor apartment (please note, there is one step to enter the property), offering high quality accommodation for up to 2 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 Too, is directly below "The Barn" (suitable for 4 guests) and can be booked separately.

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