Cottage holiday rentals in Middleham

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Top-rated cottage rentals in Middleham

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Top Guest favourite
Cottage in Bainbridge
4.97 out of 5 average rating, 190 reviews

Unique 18thC Yorks Dales Silk Weavers’ mill house.

Newly renovated for 2021 An update to our broadband in Feb 2023 means we now have the fastest available in the area, top speed of 65Mbps. Beautifully situated just above Lake Semerwater in Raydale , the quietest valley in Upper Wensleydale. Perfect for walkers, fishing & paddle boarding on the lake In its own grounds away from the lane, entirely private & south facing, the old mill stream runs alongside, the house has amazing views and is a haven for bird life which gathers on the lake shore.

Guest favourite
A spacious living area features exposed stone walls and wooden beams, highlighting a warm ambiance. Comfortable sofas invite relaxation, while a smart TV is positioned near a cozy log burner. Natural light streams in through the windows, enhancing the inviting atmosphere.
Cottage in Masham
4.94 out of 5 average rating, 149 reviews

Stylish and comfortable converted stable in Masham

In the heart of the bustling market town of Masham and named for Theakstons’ first ever pub, Black Bull Cottage was originally home to the brewery’s hardworking drayhorses. Nowadays the accommodation is a little more luxurious with two comfortable double en suite bedrooms, newly renovated sitting room and a well equipped kitchen dining room. Sensitively refurbished to blend original features with modern design, the emphasis is very much on comfort and relaxation. Welcome to your home from home!

Top Guest favourite
The exterior of Manor House Cottage is framed by lush greenery and colorful flower beds. A well-kept lawn stretches in front, leading to the brick facade of the cottage, which features multiple windows and a welcoming entrance surrounded by trees.
Cottage in Thirsk
4.99 out of 5 average rating, 137 reviews

Manor House Cottage self catering rural location

Manor House Cottage is located in the small hamlet of Holme-On-Swale 7 miles from the market town of Thirsk which is known for its connection to James Herriott and within easy reach of North Yorkshires National Parks. Set within the grounds of the Manor House, It is a quirky upside down cottage with a well appointed modern kitchen, two bedrooms and bathroom on the ground floor with sitting room upstairs, private garden with table and chairs. There are no other holiday cottages in the grounds.

Top Guest favourite
The entrance of Hideaway Cottage is framed by rustic stone walls. A green door is complemented by a lantern and a mailbox. Potted plants add a touch of greenery, while a gravel pathway leads to a gate in the background, hinting at the inviting surroundings.
Cottage in Fearby
4.97 out of 5 average rating, 130 reviews

Luxury hideaway cottage nestled in Yorkshire Dales

A luxury stone cottage nestled in the Yorkshire Dales, a short stroll from the local pub and 1.4 miles away from the market town of Masham, Hideaway is the perfect place to cosy up in front of the wood burning stove or explore the beautiful countryside with walks from the door. The stylish interior combines contemporary design with quirky original features to create a romantic retreat you'll want to revisit. Pets welcome, high speed wifi, off street parking, garden & summerhouse workspace.

Top Guest favourite
The charming stone exterior of the cottage is framed by vibrant flower planters. A small patio area features outdoor seating, inviting relaxation in the sun. The clear blue sky adds to the serene atmosphere of the cozy cottage setting.
Cottage in Harmby
4.9 out of 5 average rating, 203 reviews

Puzzle Cottage Quirky Yorkshire Dales Cottage

A delightful stone-built cottage located in the village of Harmby, close to the popular Yorkshire towns of Leyburn and Middleham in the northern part of the Yorkshire Dales. Built in the 1600s, Puzzle Cottage is the oldest property in the village and is believed to have been the falconry for Bolton Castle. An unusual layout set out over three floors, the cottage has been sympathetically styled with a cosy cottage feel which adds to the immense character and charm of this historic old cottage.

Top Guest favourite
Cottage in Hawkswick
4.99 out of 5 average rating, 106 reviews

Redmire Barn - 1711 Dales barn (Near Grassington)

Redmire Barn is a recently converted traditional Dales Barn. The property has been appointed to a high standard and incorporates many original features. This stylish barn contains a large, cosy living area including a multifuel stove, a smart TV and even an antique bar-billiards table. The property benefits from a sun terrace as well as access to a large South facing riverside garden with fire pit & hammock. Hawkswick lies within the unspoilt picturesque Littondale valley in Upper Wharfedale.

Top Guest favourite
A cozy living room is highlighted by a wood burner, providing warmth during colder months. Soft seating is arranged around the space, and a side chair, lamp, and coffee table are positioned near the fireplace. Natural light filters in, reflecting off the exposed beams above.
Cottage in Hebden
5 out of 5 average rating, 154 reviews

The Hayloft - Luxury Bolthole

Independence in your own place - Hayloft is hidden away at the end of our 17th century farmhouse and is a special place to stay. Step inside to find the kitchen with heated stone floors and beams overhead. In the living room there's space to eat, full bookshelves and a wood burner for cosy winter evenings. Upstairs is a galleried bedroom with a large 5 foot king bed and a bathroom with deep free-standing bath and large walk-in shower. A retreat from it all in your own Yorkshire bolthole.

Top Guest favourite
A cozy living area features a stone fireplace with a log burner, surrounded by pale paneling. Handmade kitchen cabinetry is visible beside it, with modern appliances and a countertop. Comfortable seating is arranged with soft throws, creating a welcoming space for relaxation.
Cottage in Hebden
4.96 out of 5 average rating, 248 reviews

Luxury By The Brook

Sally’s Nook is a beautiful bolthole by the brook in the village of Hebden in the heart of the Yorkshire Dales. The cottage is newly renovated to a very high standard and perfect if you want to treat yourself to a luxurious few days or week in the Dales . There is a well equipped handmade kitchen , a log burner, exposed beams ,kingsize bed , freestanding bath , parking , smart TVs , WiFi and outside space by the brook . Idyllic location with walks and cycling on the doorstep .

Top Guest favourite
A stone cottage with a sloped roof is set against a backdrop of rolling hills and a blue sky with soft clouds. Lush greenery surrounds the cottage, creating a tranquil atmosphere, while a gravel path leads to the entrance.
Cottage in Marrick
4.98 out of 5 average rating, 274 reviews

The Barn@Graham House

Welcome to The Barn@Graham House in the picturesque hamlet of Marrick in the Yorkshire Dales National Park. Built in 1850 as a barn this historic space was recently sympathetically converted into a beautiful one-bedroomed fully equipped cottage with original features and modern comforts. The private south facing garden with direct access to a private copse has far reaching views across Swaledale. A truly inspirational rural retreat for dogs, walkers and lovers of natural beauty.

Top Guest favourite
A spacious bedroom features large windows offering views over fields towards the North York Moors. A super king bed with a soft headboard is complemented by a bedside table and a cozy chair. Light wooden flooring enhances the airy atmosphere.
Cottage in Grewelthorpe
5 out of 5 average rating, 184 reviews

Luxury Yorkshire cottage with stunning rural views

Mowbray Hall Cottages are located in the picturesque Yorkshire countryside, in an Area of Outstanding Natural Beauty (AONB). Moorside Cottage is one of two cottages in the converted cart shed building, set in the middle of 100 acres of farmland with spectacular views. Luxury super king/twin beds, log burner and beautiful interiors await. Enjoy walking trails direct from the door or explore the many sights of Yorkshire from this central location. One well behaved dog is welcome.

Top Guest favourite
Cottage in Preston-under-Scar
4.98 out of 5 average rating, 271 reviews

Preston Mill Loft, the relaxing retreat.

Our charming couples cottage forms part of a grade 2 listed mill, resting in the tranquil hamlet of Wensley Station just outside the quaint market town of Leyburn. Newly renovated, the contemporary country style loft cottage is warm and welcoming. Rest and relax in front of the log burner on a cold winter's evening or unwind with a glass of local gin in the enclosed garden with hot tub looking out over the idyllic views of Wensleydale, towards Penn Hill.

Top Guest favourite
A stone chapel with a sloped roof showcases large arched windows and an inviting entrance. The exterior is surrounded by a low fence, with a small patio area featuring green chairs. The well-maintained lawn adds to the charm of this unique structure.
Cottage in East Witton
4.94 out of 5 average rating, 139 reviews

The Old Chapel, East Witton

Stunning newly converted Chapel right in the heart of the Yorkshire Dales. Beautiful open plan upstairs with far reaching views. This idyllic village is a perfect spot to explore the Dales from, walking, biking or driving, you are within minutes of engulfing yourself in all the Dales has to offer. East Witton is a unique village with a beautiful green taking centre stage. At one end is the award winning gastro pub, The Blue Lion.

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