Vacation rentals in Middleton on the Hill

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Top-rated vacation rentals in Middleton on the Hill

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Guest favorite

Dome in Whitton

4.99 out of 5 average rating, 236 reviews

'The Owlet' -Luxury Poolside Glamping Dome Retreat

Reconnect with nature at this unforgettable escape located 5 miles from the historic market town of Ludlow, Shropshire. Feel at home on our family farm housing chickens, ponies & pigs, living the best life with idyllic poolside views. Whatever is your happy place, be it walking, cycling, birdwatching, fishing, visiting a country pub or relaxing in a hot tub... Find it here at 'The Owlet'... Welcome hamper upon arrival, & local nearby village pub drop off/pick up can be arranged by your hosts.

Guest favorite

Rental unit in Leysters

4.96 out of 5 average rating, 369 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.

Guest favorite

Cottage in Eyton

4.96 out of 5 average rating, 296 reviews

Luxury Detached countryside Retreat

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 table, beside a homely living space complete with log burner.

Guest favorite

Cottage in Tarrington

5 out of 5 average rating, 235 reviews

Countryside Cidermaker's Cottage

A characterful and lovingly converted 18th century cider makers cottage in the heart of the Herefordshire countryside. The interior is welcoming, cosy and unique. A mix of modern and quirky. Only 7.5 miles from the historic city of Hereford and the market town of Ledbury. An idyllic countryside retreat. Perfect for foodies, walkers, cyclists or a bolthole for getting away from it all. We are only 1.5 hours from Birmingham and Bristol airports and 2 3/4 hours drive from London Heathrow.

Guest favorite

Cottage in Herefordshire

4.78 out of 5 average rating, 207 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.

Guest favorite

Home in Worcestershire

4.95 out of 5 average rating, 130 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

Guesthouse in Ludlow

4.94 out of 5 average rating, 139 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 market town of Ludlow - the food capital. Set within beautiful, peaceful countryside, the Lodge is open plan living with rustic original features. Smart TV.

Guest favorite

Cottage in Shropshire

4.89 out of 5 average rating, 857 reviews

Grade 2 listed cottage in the heart of Ludlow

Our grade 2 listed roadside cottage is in the heart of historical Ludlow. Cosy and characterful with 2 bedrooms, Lounge, wood burner and fully equipped kitchen/diner. Spacious luxury shower. Close to the market square, Ludlow Castle, the river teme with excellent free trout, grayling fishing and excellent eateries. Fantastic walking around ludlow and a short drive away from the spectacular long mynd. Ludlow hosts many festivals throughout the year including the food, beer and fringe.

Guest favorite

Cottage in Orleton Common

5 out of 5 average rating, 193 reviews

Private & cosy accommodation surrounded by forest.

Comfortable, cosy and spacious accommodation surrounded by forest and private garden. Enjoy the 2 log burners and private Sauna and the nature of North Herefordshire year round. Walking distance to Orleton with its 2 pubs & a short drive from Ludlow, this area is perfect for walkers - the Mortimer Trail is only a short distance away. Has a fully equipped kitchen, bathroom including bath & walk in shower, 2 log burners, sauna, patio terrace, fire pit & a tranquil garden.

Guest favorite

Cottage in Luston

4.96 out of 5 average rating, 135 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 and loads of country and woodland walks nearby it a perfect get away for your four legged friends as well!.

Guest favorite

Shepherd’s hut in Kimbolton

4.95 out of 5 average rating, 155 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.

Guest favorite

Cottage in Richards Castle

4.9 out of 5 average rating, 142 reviews

Lovely Cottage in Richards Castle, a rural area

The Old Chapel Cottage is located in Richards Castle 4 miles from the historic town of Ludlow. Spectacular views over the valley and up to Mortimer Forest. A private retreat in North Herefordshire. Compact and cosy with all modern facilities, ideally suited to a couple looking for a special retreat close to Ludlow. We charge separately for 1 child up to 12 and 1 Pet . Close to many places to visit, enjoy and spend time relaxing and enjoying rural life.