Vacation rentals in Middleton on the Hill

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Top-rated vacation rentals in Middleton on the Hill

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Top guest favorite
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

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.

4.95 out of 5 average rating, 198 reviews
Top guest favorite
The open-plan living area features a cozy sofa adorned with bright cushions and a warm throw. Elements of rustic charm are highlighted by exposed beams and brick walls. A farmhouse-style table and kitchen area are visible in the background, creating an inviting space.
Cottage in Worcestershire

Idyllic rural hideaway in beautiful Teme Valley

Hop Pickers’ House is a gorgeous cottage, situated in beautiful, unspoilt countryside on the Worcestershire / Shropshire border. It's on the edge of Brook Farm, surrounded by 9 acres of gardens, meadows, woodland and a babbling brook. We're 2 miles from the riverside town of Tenbury Wells and 8 miles from the beautiful medieval town of Ludlow. Hop Pickers' House is a Grade II listed refurbishment of old travelling hop pickers’ barn accommodation, dating back to the 1700s. It sleeps 2 people.

5.0 out of 5 average rating, 75 reviews
Top guest favorite
Place to stay in Orleton

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.

4.94 out of 5 average rating, 52 reviews
Top guest favorite
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

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!

4.99 out of 5 average rating, 170 reviews
Top guest favorite
A quaint outdoor dining area features a table draped in a white cloth, surrounded by greenery. Two turquoise chairs are positioned at the table, with a backdrop of lush fields and trees under a clear blue sky.
Guest suite in Milson, Kidderminster

Haybridge Cottage,dog friendly annex in Shropshire

Haybridge Cottage annexe is set in the hamlet of Haybridge in the beautiful Shropshire countryside . Although our postal address is Kidderminster we are about 30 minutes drive from there. The small town of Cleobury Mortimer is just 5 minutes away whilst the lovely riverside town of Tenbury Wells is a 10 minute drive. Historic Ludlow lies 12 miles away, a glorious trip over Clee Hill with stunning views. The annexe has its own private garden and terrace with wonderful views in every direction.

5.0 out of 5 average rating, 293 reviews
Top guest favorite
A traditional timber-framed cottage is set against a backdrop of dramatic clouds, surrounded by open countryside. The stone-paved area in front features landscaped gardens, with scattered seating and vibrant flower beds visible. The structure showcases intricate craftsmanship with large windows allowing natural light to enhance the interior.
Home in Worcestershire

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.

4.96 out of 5 average rating, 158 reviews
Guest favorite
The charming exterior of the cottage is showcased, featuring red brick walls and white window trim. Colorful flowers, including tulips and blossoming tree branches, adorn the well-maintained garden, offering a vibrant contrast to the greenery of the lawn.
Cottage in Herefordshire

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.

4.82 out of 5 average rating, 290 reviews
Guest favorite
Apartment in Shropshire

Charming central apartment in historic Ludlow

Enjoy a comfortable stay at this stylish apartment in the heart of historic Ludlow. Furnished exclusively by our interiors shop next door, Velvet Fern. With attention to detail, comfortable beds and Egyptian cotton bedding, you can be sure your stay will be nothing short of idyllic. Large windows in every room allows natural light to flood in and you can enjoy the best of ludlow from the window seat in the living room, overlooking the market square and castle gateway.

4.94 out of 5 average rating, 102 reviews
Top guest favorite
A spacious outdoor patio area is visible, featuring a dining table with wooden chairs. Bi-fold doors open to reveal expansive countryside views under a bright blue sky, allowing natural light to enhance the serene setting.
Home in Thornbury

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.

4.96 out of 5 average rating, 108 reviews
Top guest favorite
A wooden-clad building is enclosed by a pale wooden fence, featuring a green lawn and a bush. The structure has a sloping roof and a balcony above a large window, with stone steps leading to the entrance, under a partly cloudy sky.
Apartment in Bromyard

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.

4.98 out of 5 average rating, 372 reviews
Top guest favorite
Barn in Worcestershire

Unique Luxury Crook Barn

A luxury historic oak framed Crook Barn originally built in 1380. The property has been sympathetically restored by the current owner and host using original building techniques and materials. The Crook Barn offers a unique opportunity to stay in a truly beautiful and historic luxury home surrounded by countryside.

4.95 out of 5 average rating, 22 reviews
Top guest favorite
A warm and inviting sleeping area is viewed through a large green-framed window. The spacious bed is adorned with soft, neutral linens, and bedside lamps cast a gentle glow. Delicate curtains frame the window, enhancing the cozy atmosphere.
Cabin in Herefordshire

The Cabin

The Cabin is a small self-catering unit for two people, with en-suite shower room, full kitchenette and king sized double bed. The en-suite is complete with a walk-in shower and heated towel rail. Top quality Egyptian cotton linen is used throughout. Underfloor heating throughout. Private outdoor seating area

4.96 out of 5 average rating, 99 reviews

Popular amenities for Middleton on the Hill vacation rentals