Vacation rentals in Middleton on the Hill

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.

Room attached to stunning village pub

This stylish self contained room has everything you need for an overnight stay. With 42” Smart TV, flame effect fire, integrated Bluetooth speakers and comfy double bed. The added bonus of being connected to a popular village pub, which opens at noon every day, serving food 7 days a week you truly have everything you need on your door step. Lots of free parking, a stones throw from the historic town of Ludlow and access to local bus routes, it’s a perfect choice for guests visiting the area.

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!

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!.

Hector Lodge Vineyard stay w/Hot Tub

Your cosy hideaway sits amongst some of the oldest vines in Britain. Unspoilt views showcase the rolling hills of Herefordshire and on a clear night you have a ticket to a vista of the starriest of skies. View it all from your spacious super-king bedroom, on your own private deck with hot tub or whilst soaking up the views from your kitchen. Stars & Vines Luxury Lodges sit amongst a 1000 acre Country Estate and offer the ideal balance between comfort, nature, wine and relaxation.

A romantic historic tower for 2

The Summerhouse Tower is a very special holiday-home-for-two set within the rolling Shropshire countryside. A Grade II listed tower, this unique, romantic retreat enjoys excellent views to the east, and views of the Shropshire Hills to the south and the west. The Tower, built circa 1607, was originally used as a banqueting house for entertaining dinner guests. Whilst the main house was destroyed by a fire, The Summer House is available for cosy stays throughout the year.

Charming Worcestershire garden cottage

Hen House is a really special place to stay, a charming garden cottage in beautiful countryside. It’s a refurbishment of part of the old stables and a perfect spot to get away from it all! With its own gorgeous, exclusive little cinema. It's surrounded by 9 acres of picturesque gardens, meadows, woodland and a babbling brook - in beautiful countryside on the Worcestershire / Shropshire border, a few miles from historic Ludlow and the riverside town of Tenbury Wells.

Upperly Barn

Upperly Barn is a bright and spacious luxury two bedroom barn set in rural herefordshire boasting stunning views across the surrounding countryside and into neighbouring counties. The open plan living area seamlessly connects the living room, dining room and kitchen creating a welcoming and comfortable space for relaxation and socialising. With its charming layout and modern amenities this property offers the perfect setting for a memorable stay.

Ivy Cottage (sleeps 2 with Hot Tub)

Ivy Cottage is the luxury country cottage retreat; it's just as you'd imagine and perfect for an unforgettable escape for the discerning couple. The homely but modern kitchen with its cream AGA leads into a comfortable sitting room with wood burner and onto a terrace with a private hot tub. Climb the stairs to the super kingsized bed and beautiful high quality bathroom, complete with walk-in shower, teardrop free-standing bath and plasma TV.

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

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.

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.