Holiday rentals in Middlestown

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Top-rated holiday rentals in Middlestown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy living room features a rustic brick fireplace with a multi-fuel burner, surrounded by wooden shelves filled with books. A large television is positioned nearby, and comfortable seating is provided by dark leather couches. Soft lighting enhances the welcoming ambiance.
Cottage in Wakefield
4.99 out of 5 average rating, 220 reviews

Curlew Cottage. 18th Century Yorkshire cottage.

Curlew Cottage, a Grade 2 listed south facing cottage dating from around 1790 in the small village of West Bretton. An easy walk to the Yorkshire Sculpture Park & a short drive or bus trip to The Hepworth in Wakefield. The National Mining Museum & Cannon Hall Farm are nearby, Peak District National Park, Leeds, York, Sheffield also within easy reach. Just 1 or 2 miles from M1 Junction 38 & 39. Refurbished to a high standard retaining many original features, with oak beams & open country views.

Top guest favourite
A cozy seating area features a plush green sofa adorned with a colorful floral pillow. Large windows provide a view of the surrounding landscape, which includes rolling hills and a bright sky with scattered clouds.
Farm stay in Thornhill
5 out of 5 average rating, 308 reviews

Cozy Stay at Animal Sanctuary

Luxury Escape at an Animal Sanctuary Stay in our beautifully converted container, furnished to 5-star standards and set in the heart of our sanctuary. Be greeted at the gate by our 5 rescued pigs before enjoying the king bedroom, large shower, kitchen, and cozy living area with a sofa bed and TV. High-speed internet keeps you connected, while your private oasis outside features a hot tub, BBQ, and dining area. Perfect for relaxation or a unique retreat surrounded by nature and rescued animals.

Top guest favourite
A stone building is set against a backdrop of a vibrant sunset, with clouds illuminated in shades of orange and pink. Trees frame the scene, and the landscape beyond suggests rolling hills leading to a tranquil atmosphere.
Cottage in Marsden
4.99 out of 5 average rating, 558 reviews

Upside down stone Bothy on Marsden Moor

Long Fall Bothy is a gorgeous stone building on the outskirts of Marsden village in West Yorkshire. Perfect for a walking holiday, the Kirklees Way passes the property and the Pennine Way, Oldham Way are close by. A great place for mountain biking with the Transpennine Trail a few miles away and lots of cycle paths/trails on your doorstep. Local real ale pubs and plenty of cafes in Marsden village a short walk (15 minutes) along the canal. Beautiful scenery, views from the cottage are amazing.

Top guest favourite
An industrial-style building with a rich history, characterized by its red brick exterior. Large windows allow light to enter, and colorful flowers adorn the entrance. A parking space is visible in front, offering convenient access.
Guest suite in Clayton West
4.97 out of 5 average rating, 334 reviews

Studio flat at The Old Printworks Creative Studios

Lovingly converted industrial building with rich history, in the Yorkshire village of Clayton West, on the edge of the Peak District National Park. The surrounding countryside is very peaceful and quiet. The flat is self-contained, with an entry hall with kitchen, a shower room with toilet and a bed-sitting room. The whole place is wonderfully light and airy with large windows and high ceilings. Free off-road parking, fast WiFi, complimentary coffee & tea. Bedding and towels are provided.

Guest favourite
The garden area is adorned with blooming rose bushes, creating a vibrant landscape. A spacious lawn leads to an inviting two-story building with large glass windows. A patio and seating area can be seen among the greenery, offering a serene outdoor space.
Home in Outwood
4.95 out of 5 average rating, 157 reviews

5 bed Lodge, park view close to Wakefield & Leeds

Lodge is perfect for a relaxed break, one level living, contractors looking for a secure, well located stay (we welcome mid and long term stays) high speed Wi-Fi, secure electric perimeter gates, CCTV, night security lights or pre-wedding night, the perfect location for photos. Within 5 mins of jnt41 M1, free on-site parking & optional hot (pls see notes) tub, 5 mins walk to Outwood train station, 10 mins train to Leeds. 10 mins from Hepworth Gallery, Diggerland and Temple Newsham.

Top guest favourite
An architect-designed eco home is visible from the exterior, featuring a modern black cladding and large windows. An external metal staircase provides access to the entrance. A landscaped area surrounds the property, with rolling green hills in the background under a partly cloudy sky.
Apartment in Penistone
4.97 out of 5 average rating, 110 reviews

The Cowshed Apartment

Architect Designed Eco home is warm, friendly and compact. Two bedrooms both with double beds. The MVHR delivers constant filtered fresh air and the GSHP offers underfloor heating to all areas. The apartment is situated on the edge of The Peak District, Ingbirchworth has easy access to the cities of Sheffield, Leeds /Manchester. Ideally situated for attractions such as Yorkshire Sculpture Park, Chatsworth House, Cannon Hall Farm Cawthorne Park, Reservoir walks and much more.

Top guest favourite
The exterior of a refurbished barn features a stone façade with a mix of dark and light stones. Windows are adorned with wooden frames, while a red door provides an inviting entrance. A small sign is visible beside the door.
Home in Penistone
4.97 out of 5 average rating, 151 reviews

Hidden beauty

A beutiful refurbished part of an old barn. it comprises old with the new. comfortable and spacious with underfloor heating downstairs and super fast broadband. Nearby are 2 local pubs walking distance. Also easy access to the trans Pennines trail. The village is located next to the strines with numerous walks. And plenty of surrounding villages with all amenities. Ideal for a romantic weekend away, walkers, or business people.

Superhost
The open-plan living area showcases a cozy leather corner sofa and a round coffee table on a soft rug. Exposed wooden beams enhance the rustic charm. The kitchen features contemporary cabinetry and modern appliances, with warm lighting creating an inviting atmosphere.
Cottage in Chapelthorpe
4.84 out of 5 average rating, 358 reviews

Country Cottage, Semi Rural, Ideal Short Breaks

Daisy Cottage, renovated in a contemporary style whilst maintaining many original features, a two bedroom character cottage set in the village of Chaplethorpe and nearby to Newmillerdam Country Park, ideal for walks along the lakeside path, or relax in the pubs, restaurants and cafes nearby. Close to Yorkshire Sculpture Park and Hepworth Gallery. Explore the contemporary night life in Wakefield or Leeds city centres.

Top guest favourite
A vibrant green snooker table is positioned in the center of the games room. A triangle of red balls rests at one end, with a single black ball placed nearby. A large television and seating area are visible in the background.
Home in Ecclesfield
4.99 out of 5 average rating, 183 reviews

Exclusive Detached Retreat+Games Room M1J35 1.5m

A unique duplex property that has a fully furnished games room complete with snooker table, professional air hockey table, surround sound cinema system with a self contained upstairs living space equipped to a high standard. Located in the heart of Ecclesfield you are a short distance from local amenities, woodland walks, pubs and cafes but also only a short distance to the vibrant nightlife in Sheffield. .

Top guest favourite
An outdoor seating area features a comfortable sofa set, accompanied by a small side table. Soft lighting illuminates the space, highlighting the entrance of the rustic shepherd's hut. A hot tub is visible nearby, providing an inviting ambiance for relaxation under the evening sky.
Shepherd’s hut in Skelmanthorpe
4.99 out of 5 average rating, 185 reviews

The Flocks Rest

Escape to Skelmanthorpe and unwind in our rustic shepherd's hut with stunning Dearne Valley views. Enjoy nearby dining from local spots to a vibrant micro bar, or treat yourself at the renowned Three Acres restaurant. Explore scenic walks at Yorkshire Sculpture Park and Cannon Hall Farm, all within 5 miles. A perfect mix of countryside peace and adventure awaits in this idyllic setting.

Guest favourite
A new build cottage with a stone exterior is presented against a backdrop of clear blue skies. A fenced patio area extends from the front of the house, providing a private outdoor space. Gravel covers the driveway, which leads to the entrance.
Tiny home in Kirkburton
4.96 out of 5 average rating, 254 reviews

The Cottage

Semi rural, yet close to amenities with easy access to the M1. New build cottage with privacy and fenced in patio area. Dogs welcome and walks are permitted around the fields but keep them in a lead please. Private parking. Yorkshire Sculpture park and mining museum close by. Smart TV with access to Netflix and Amazon Prime if you bring your own login details.

Top guest favourite
The exterior of the Coach House is showcased, featuring a modern stone facade and an A-frame roof with large windows. A sleek white sports car is parked in front, while the surrounding landscape is partly illuminated by the setting sun.
Flat in Lepton
4.99 out of 5 average rating, 233 reviews

Luxury 1 Bed Coach House

The Coach House at HD8 is an amazing home to enjoy great views, private living space, and a high quality fixtures and fittings including home automation. Situated within the grounds of Sayonara House, it is completely detached with all facilities required for an amazing stay. Please click 'show more' where we describe the listing in far more detail.

Popular amenities for Middlestown holiday rentals

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  4. West Yorkshire
  5. Middlestown