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, 187 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, 156 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 GWR wagon is framed by abundant greenery and a well-kept lawn. The rustic exterior features wooden paneling with 'GWR' displayed prominently. A covered porch extends toward the entrance. Nearby, outdoor seating is positioned for enjoyment of the scenic surroundings.
Train in Vernolds Common
4.99 out of 5 average rating, 332 reviews

The GWR Wagon, King's Cross, Nr Ludlow.

Private, Cosy, Art Deco inspired Railway Wagon. 1 of 2 wagons, set in the grounds of our working family home in the Corvedale. An area of outstanding natural beauty in South Shropshire countryside. Spectacular views with Red Kites often seen circling overhead & pheasants strutting around the garden. Self contained wagon, suited to couples, walkers, cyclists, bikers, star gazers & anyone wanting a charming glamping experience. Check out our other GWR Wagon too, Victoria if dates are occupied.

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, 162 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 handcrafted lodge is set amidst lush greenery, featuring a spacious deck with a hot tub. Large bifold doors open to the inviting interior, where wooden beams and a modern roof complement the natural surroundings. Scenic hills in the background enhance the tranquil setting.
Cabin in Horderley
4.98 out of 5 average rating, 437 reviews

Beautiful Handcrafted Cedar Lodge with Hot Tub

This beyond the average bespoke 2020 build is ultimately pleasing to the eye, with it’s curvaceous smoothed oak rail staircase, handsome pillars and waxy satin cedar beams which embrace this appealing handcrafted lodge. An open plan living area leads onto 2 bedrooms with beautiful en-suites. Sitting in a field amongst the vivid greens of the Shropshire hills on an expanse of decking where you can open up the bifold doors and bring the outside in and enjoy the deliciously warm hot tub.

Top Guest favourite
The exterior of the larch clad Annexe features modern vertical wood paneling. Large glass doors lead into the entrance, framed by two planters with lush green grass. A gravel path provides access, highlighting the contemporary architecture amid a clear blue sky.
Home in Cirencester
4.98 out of 5 average rating, 260 reviews

Larch clad architect designed contemporary annexe.

Relax at this unique and tranquil getaway in the beautiful South Cotswolds. The Annexe is a separate dwelling next to an architecturally award winning contemporary house located in a quiet village. The larch clad property has an industrial, boho meets the Cotswold vibe with its own private wild flower garden, perfect for alfresco dining. Excellent location for walking, running and cycling. Close to the beautiful town of Cirencester, idyllic picturesque villages and gastro pubs galore!

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, 151 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.

Top Guest favourite
The exterior of a charming brick cottage is showcased under a clear blue sky, with a sloping green lawn leading to a well-maintained garden. Soft pink flowering bushes add color beside the entrance, which is accessed by a set of stone steps. A pathway extends toward the countryside.
Home in Claverley
4.99 out of 5 average rating, 158 reviews

Water Mill Retreat, with Alpacas

The Water Mill - with Alpacas An exquisite bespoke retreat 4 miles from Bridgnorth in Claverley Shropshire. This beautifully unique 3 story, 2 bedroom period property is set in the Shropshire English countryside. This Spacious property maintains many original features inside the building however, has modern day favourites. The Mill is a peaceful place to get away to unwind and relax or should you wish has plenty of walks, bike rides, tea rooms, pubs and places to visit close by.

Top Guest favourite
The entrance door of the shepherd's hut is framed, showcasing a simple design with a glass panel. A set of steps leads outside to a gravel area, which contains reclining chairs. Lush greenery and trees surround the hut, providing a natural backdrop.
Shepherd’s hut in Kimbolton
5 out of 5 average rating, 54 reviews

Bramble shepherds hut with hot tub on working farm

Our charming Bramble shepherds hut sleeps two people and is set in a beautiful orchard in rural Herefordshire. The hut is dog friendly and 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 deck is highlighted, furnished with a glass-top table and two comfortable chairs. Lush greenery surrounds the area, providing a serene view, while a tree stands prominently in the background against a soft pink and blue sky.
Cabin in Abberley
5 out of 5 average rating, 44 reviews

Spring Meadow Waterside Lodge

Escape to the serene countryside at Rowley Meadow Lodges, nestled in the tranquil village of Pensax, Worcestershire. This adults-only retreat offers the perfect blend of natural beauty and modern comfort, making it an ideal spot to unwind and reconnect. Experience the perfect countryside escape at Rowley Meadow Lodges, where every detail is designed to make your stay as relaxing and enjoyable as possible. Find us on IG: @Rowleymeadowlodges

Guest favourite
The living room features exposed wooden beams and a cozy fireplace surrounded by white brick. A comfortable sofa with colorful cushions and a large wooden coffee table are focal points. An acoustic guitar leans against the wall, alongside a TV and bookshelves filled with books.
Townhouse in Shropshire
4.86 out of 5 average rating, 119 reviews

Historic Townhouse in the Heart of Ludlow

Quaint medieval townhouse dating back to 1620, once the residence of writers, poets, and artists. This eclectic and inviting home boasts an open-plan living room with a fireplace, exposed beams, historic paneling, and an oak staircase. Ideally situated just off the famous Broad Street within the old town walls, it’s just minutes from Ludlow’s lively market square, castle, pubs, restaurants, shops, and picturesque walks along the River Teme.

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, 235 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.

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