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.

Jun 20 – 27

$104 per night

Guest favorite

Dome in Whitton

4.99 out of 5 average rating, 201 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.

Sep 21 – 28

$126 per night

Guest favorite

Cottage in Richards Castle

4.95 out of 5 average rating, 277 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.

Jun 25 – Jul 2

$100 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.

Jun 1 – 8

$156 per night

Guest favorite

Cottage in Orleton Common

5.0 out of 5 average rating, 162 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.

May 10 – 17

$142 per night

Guest favorite

Cottage in Herefordshire

4.99 out of 5 average rating, 103 reviews

Countryside retreat

My Husband and I moved to Herefordshire in late 2019 and we love it here. The property is surrounded by farming countryside and yet is just a few minutes in to Leominster & with easy access to beautiful towns all around. A fully self-contained 2 bedroom cottage which is attached to the main house. A fantastic place from which to explore. We are just off the old Hereford Road with plenty of parking. Cows and sheep roam the fields around us, and there are cowsheds behind us for Winter use.

Nov 22 – 29

$131 per night

Guest favorite

Guesthouse in Ludlow

4.93 out of 5 average rating, 119 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.

Jul 8 – 15

$101 per night

Guest favorite

Cottage in Shropshire

4.88 out of 5 average rating, 771 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.

Mar 26 – Apr 2

$78 per night

Guest favorite

Apartment in Herefordshire

4.91 out of 5 average rating, 104 reviews

The Servants' Quarters, An Edwardian gem.

The Servants' Quarters is a newly restored, unique self catering accommodation located in Leominster Town Centre. Originally the servants quarters of an impressive historic house, the apartment has been expertly restored to its former Edwardian glory, complete with servants bells and a fully equipped retro kitchen. The apartment can sleep up to 4 in genuine Edwardian brass beds. Leominster is close to walking routes and surrounded by the gently rolling hills of North Herefordshire.

Dec 19 – 26

$107 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 21 – 28

$133 per night

Guest favorite

Guesthouse in Brierley

4.96 out of 5 average rating, 251 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 22 – 29

$96 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.

Jun 20 – 27

$111 per night