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

Apartment in Leysters

4.96 out of 5 average rating, 359 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.

Oct 6 – 13

G$24,877 GYD per night

Guest favorite

Dome in Whitton

4.99 out of 5 average rating, 202 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.

Dec 10 – 17

G$29,512 GYD per night

Guest favorite

Cottage in Eyton

4.95 out of 5 average rating, 259 reviews

Romantic Countryside Retreat With Private 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 table, beside a homely living space complete with log burner.

Jun 21 – 28

G$33,608 GYD per night

Guest favorite

Home in Worcestershire

4.96 out of 5 average rating, 115 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.

Feb 20 – 27

G$37,210 GYD per night

Guest favorite

Cottage in Richards Castle

4.95 out of 5 average rating, 278 reviews

Little Hare Lodge

Little Hare is a peaceful retreat nestled in a historic rural village. A self-contained eco- friendly & nature loving lodge, stylish interiors, vaulted ceiling, super-insulated & solar powered. Log burning stove for cozy evenings. A private nature garden exclusively for you, ideal for dog owners & birdwatchers. Secure parking with a lockable gate, peace of mind for cars & bikers. Located near to Mortimer Forest, perfect for outdoor pursuits. Little Hare has a friendly welcome for everyone.

Jan 17 – 24

G$24,762 GYD per night

Guest favorite

Cottage in Orleton Common

5.0 out of 5 average rating, 164 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 in autumn & winter 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.

Jul 30 – Aug 6

G$34,273 GYD per night

Guest favorite

Guesthouse in Ludlow

4.93 out of 5 average rating, 120 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.

Mar 18 – 25

G$24,375 GYD per night

Guest favorite

Townhouse in Shropshire

5.0 out of 5 average rating, 176 reviews

2 Bed Cottage in Ludlow with free parking

Yew Tree Cottage is a newly converted 2 bedroom property tucked away in a quiet location off Broad Street within Ludlow town centre - just around the corner from Ludlow Castle and the town square. It features a spacious lounge with a kitchen area and work space, as well as 2 bedrooms which can accommodate up to 4 people. There is a quiet, generously sized courtyard which is surrounded by private gardens. Free on street parking is available for 1 car with a digital car park permit.

Nov 5 – 12

G$32,601 GYD per night

Guest favorite

Cottage in Luston

4.97 out of 5 average rating, 116 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!.

Aug 11 – 18

G$29,968 GYD per night

Guest favorite

Guesthouse in Brierley

4.96 out of 5 average rating, 255 reviews

Serafina Lodge

Modern 1 bedroom accommodation. The apartment has a well appointed kitchen, dining area, lounge, sofa bed as well as separate bedroom with balcony and countryside/mountain views. It is purpose built above a dedicated parking space and is self-contained away from the main barn with wonderful walks on the doorstep. Within easy reach of the picturesque market towns of Leominster and Hereford, the Black Mountains, the Malvern hills and the black and white village trail.

Oct 27 – Nov 3

G$22,925 GYD per night

Guest favorite

Shepherd’s hut in Kimbolton

4.96 out of 5 average rating, 124 reviews

Mistletoe shepherds hut with hot-tub

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.

Feb 23 – Mar 2

G$26,842 GYD per night

Guest favorite

Apartment in Bromyard

4.98 out of 5 average rating, 263 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.

Jan 14 – 21

G$22,309 GYD per night