Holiday houses in Middlestown

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Middlestown

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

1 of 1 pages1 / 1

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, 223 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.

LocationValueParking

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, 315 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.

LocationValueOutdoor spaces

Top Guest favourite

The image features a stone-walled annexe alongside a cottage, surrounded by a well-maintained lawn and flower beds. A wooden patio area with seating is visible, complemented by greenery. Windows with shutters and decorative plants add charm to the exterior of the buildings.

Condo in West Yorkshire

4.97 out of 5 average rating, 186 reviews

Rose Cottage - annexe with off road parking

Relax in Mirfield on your own south facing balcony with lovely countryside views. This self contained 1 bedroom annexe with king size bed + seperate lounge with portable air con unit/fans, sofa bed, extra spare bedding , washing machine, dryer, WIFI , short walk (15 minutes) to beautiful river and canal path walks, farmshop or local high street. The owners have 2 cocker spaniels so dont mind clients bringing one well behaved pet on holiday too. Basic Breakfast supplies will be provided too.

LocationValueTV

Guest favourite

The living room features a mix of comfortable seating, including a large red sofa and patterned chairs, arranged around a striking stone fireplace. Natural light filters through multiple windows, illuminating the wooden floor and rustic stone walls.

Barn in Barnsley

4.95 out of 5 average rating, 282 reviews

Luxury barn Yorkshire hot tub, karaoke, Peak Dist

Escape to unparalleled relaxation at our luxurious barn. This unique property offers accommodation for up to 10 guests and features a magnificent 7 seater hot tub, a fully-equipped kitchen, spacious living/entertaining areas, and a professional trampoline with breathtaking views. In the nearby village, just a leisurely stroll away, pubs and restaurants await. Elevate your stay with optional extras such as a mixologist and a private chef. Perfect for creating memories that will last a lifetime.

FamilyLocationAmenities

Top Guest favourite

The historic GWR carriage is displayed under a covered walkway, illuminated by soft lighting. Floral arrangements hang in baskets, adding color to the setting. The charming stone building in the background enhances the character of this unique accommodation.

Cabin in Saddleworth

4.98 out of 5 average rating, 125 reviews

The Carriage at The Old Station

Step back in time with our lovingly restored 1895 GWR carriage, one of few situated at a Victorian Station. Enjoy a beautifully furnished living space, bathroom, kitchenette, and a comfy bed ensuring a restful night's sleep. Located in Saddleworth, renowned for its scenic walking routes and picturesque villages. Nearby, you'll find dining, drinking, and activities: including the world record-holding Old Bell Inn gin emporium. Book today to experience this unique, charming historical hideaway.

LocationFamilyAmenities

Guest favourite

The exterior of a barn conversion features a textured brick facade and wooden accents. A landscaped garden with stone pathways and a manicured lawn provides access to the entrance. Large windows allow natural light to fill the space, under a blue sky with scattered clouds.

Farm stay in Silkstone

4.93 out of 5 average rating, 118 reviews

The Tack Store, 6p barn conversion + hot tub

The Tack Store is a new barn conversion on our small farm outside the village of Silkstone. Views are some of the best in South Yorkshire, overlooking rolling hills and woodland, it's a perfect escape for those who love peace, quiet & walking. Equally we are only 1.5m from the M1 for guests wanting a more varied experience. We are child and pet friendly. We have tried really hard to create a relaxing home away from home. A hot tub will be installed for bookings April 25 onwards.

LocationFamilyHospitality

Top Guest favourite

The cottage is set within a serene landscape, featuring a gravel pathway leading towards the stone exterior of the building. Lush greenery and vibrant flowers enhance the outdoor space, complemented by tall trees that provide shade and tranquility.

Cottage in Penistone

4.95 out of 5 average rating, 437 reviews

SculptureParkEndCottage

Providing a premium service for short stay accommodation high in the Pennine Hills in rural Yorkshire. This seventeenth century end cottage is immaculately presented for every booking by our professional team. With real fires, ironed cotton sheets and a few quality food items supplied, you will instantly feel at home. We are confident that you'll have such an enjoyable experience, it will remind you of the cottage on any return visits to the area. Read our reviews below.

ValueFamilyQuiet

Top Guest favourite

A cozy living area features a stylish Chesterfield sofa in rich tones. A flat-screen TV is positioned beside a classic fireplace with a log burner. Decorative accents include a vintage lamp and framed artwork on the walls, creating a warm and inviting space.

Home in Haworth

5 out of 5 average rating, 100 reviews

Heather Cottage On't Cobbles

Nestled within the idyllic village of Haworth at the heart of Bronte Country; Our little holiday cottage stands proud at the very top of the historical cobbled street. With exposed original features and rich colour schemes drawn from the picturesque surroundings of the Haworth moors (where Cathy and Heathcliffe ran wild!) guests can expect to be transported to an earlier time whilst still benefiting from the luxury of modern-day amenities.

FamilyLocationAmenities

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.

ValueFamilyQuiet

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, 359 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.

LocationFamilyLong stay

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, 262 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.

ValueFamilyLong stay

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.

Apartment in Lepton

4.98 out of 5 average rating, 241 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.

ValueFamilyGetting around