Holiday houses in Middleton on the Hill

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Top-rated holiday rentals in Middleton on the Hill

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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, 396 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
An open-plan space features a spacious bed with a light blanket draped over it, paired with a red sofa. Two windows illuminate the room, revealing expansive views. A wooden console with a television and a decorative mirror adds charm to the cozy setting.
Apartment in Leysters
4.96 out of 5 average rating, 395 reviews

Raddlebank Grange

Set in the heart of Herefordshire countryside, this peaceful, cosy getaway offers spectacular views of three counties, Worcestershire, Herefordshire and Shropshire and a break from the hustle and bustle of life. Being a stones throw away from the quaint market town Tenbury Wells and the picturesque town Ludlow, Raddlebank Grange is the perfect location for couples, solo adventures and young families wanting to immerse themselves in the beautiful countryside. We look forward to welcoming you.

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, 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 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, 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 favourite
A brick building is featured, showcasing a classic entrance with a light gray door and white frame. Potted plants adorn the steps, adding greenery to the facade. Large windows reflect the natural light, contributing to the building's inviting exterior.
Apartment in Shropshire
4.98 out of 5 average rating, 260 reviews

Beautiful stylish Apartment with free parking

The Apartment at Palmers House is a beautifully refurbished stylish apartment located in central Ludlow - 2 mins walk from the river, bustling market square and the 11th century castle. Our spacious apartment accommodates up to 4 guests in order to explore this lovely old town and its surrounding areas. We provide a permit for free on street parking which allows you to park 1 vehicle on Mill Street where we are located. We leave a selection of breakfast items to get you off to a good start.

Top Guest favourite
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, 165 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!.

Top Guest favourite
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, 163 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 favourite
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 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, 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 favourite
The exterior of Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.
Home in Painswick
4.98 out of 5 average rating, 245 reviews

Cottage luxe in The Cotwolds

Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

Top Guest favourite
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.
Holiday 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.

Top Guest favourite
The exterior of the Pyrapod is showcased against a vibrant sunset, featuring a wooden terrace with a lounge chair. The cabin is surrounded by lush greenery, and scenic fields extend into the background, enhancing the serene atmosphere of the site.
Tiny home in Worcestershire
4.94 out of 5 average rating, 189 reviews

Sauna, HotTub & Cold Plunge Pyramid Escape

Escape to the heart of the Teme Valley and unwind at our peaceful eco-retreat. Stay in our unique Pyrapod—where luxury meets sustainability—with private access to a natural pool, wood-fired sauna, and hot tub. Just a short drive from the historic market town of Ludlow—famous for its food and charm—this is an ideal base for couples, nature lovers, and wellness seekers.

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