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Cottage holiday rentals in Middleham

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Top-rated cottage rentals in Middleham

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Guest favourite
Cottage in Wensleydale

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.

4.96 out of 5 average rating, 211 reviews
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 North Yorkshire

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.

4.97 out of 5 average rating, 145 reviews
Guest favourite
The cottage exterior showcases rustic stone walls and traditional windows, with vibrant red front doors. A small seating area with two wooden chairs is situated nearby, surrounded by various colorful plants. Gravel leads up to the entrance, framed by a grassy green area.
Cottage in Horsehouse

Ash Cottage in the Heart of the Yorkshire Dales

The cottage is a 18th Century stone built very cosy place. Its has a brand new kitchen, underfloor heating in the lounge with open fire Downstairs has a separate Kitchen and Lounge. The lounge has a leather 3-piece suit, dresser and writing desk The Kitchen has a fridge and separate freezer, dish washer, large washing machine and dinning table for four. Fibre Optic broadband, brand new 49 inch Smart TV Upstairs has a two decent sized bedrooms each with double bed Bathroom has a shower and bath

4.83 out of 5 average rating, 144 reviews
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

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.

4.89 out of 5 average rating, 219 reviews
Guest favourite
The cottage entrance is framed by natural stone walls and a series of steps leading up to the door. Two light blue chairs are positioned beside a flower-filled planter, while colorful blooms enhance the inviting atmosphere of the outdoor space.
Cottage in Middleham

Luxury Dales village retreat, quiet private lane.

Brand new, luxurious & romantic 'Cosy Kent Cottage', peacefully located on a private lane but in Middleham centre, with its 4 pubs just 1 min walk from your door. We are in a region renowned for its scenic walks, brewery's, cheese & gastropubs. Laze in front of the wood stove, relax in the powerful shower, snuggle in handmade beds, then walk out of the door, to find countless adventures just minutes away. Everything brand new June 2022- heated stone floors, kitchen, bathroom, fireplace

4.97 out of 5 average rating, 107 reviews
Top guest favourite
The entrance of the cottage is framed by lush greenery and ivy, showcasing rustic stone walls. A wooden door with a glass panel invites guests inside, complemented by a lantern affixed to the wall, providing a welcoming touch in a tranquil setting.
Cottage in Downholme

Cosy 3 bed Dales cottage in beautiful village

Kick back and relax in the stylish, stress busting calm of this quiet country cottage. Situated almost equidistant from the Dales market towns of Reeth, Leyburn and historic Richmond, this former miner’s home near the old quarry in a tiny unspoilt village boasts character, charm and comfort alongside modern amenities. There are galleries, bakeries and breweries, Bolton Castle, the scenic Dales railway and all the walks and landmarks offered by Swaledale and Wensleydale in easy distance.

4.97 out of 5 average rating, 103 reviews
Top guest favourite
Cottage in Bewerley

The End Place - A romantic hideaway for two

The End Place is a self-contained cottage adjoining Moorhouse Cottage. Downstairs is open plan, comprising a fully equipped kitchen and a living area with wood burning stove. A glass wall ensures uninterrupted views across Nidderdale Area of Outstanding Natural Beauty, as well as starry-night skyscapes. Upstairs opens out into a magical, fairy-lit, vaulted bedroom with a king size brass bed adorned with crisp linen and includes en suite with shower.

5.0 out of 5 average rating, 391 reviews
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

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.

4.95 out of 5 average rating, 153 reviews
Top guest favourite
The exterior of a charming stone cottage is shown, featuring a warm wooden door and multiple windows that allow natural light to fill the interior. A small flower pot adds a touch of color beside the entrance, complementing the rustic stone facade.
Cottage in Thornton Rust

Yorkshire Dales 2 bed 2 bathroom stone cottage

GALLIVANTIN COTTAGE A renovated characterful stone built Yorkshire dales cottage. Inglenook fireplace with log burning stove for a cosy feel. Quiet, quaint Yorkshire Dales village. to enjoy a slower pace of life to relax and unwind. Beautiful scenery and walks on the doorstep. It has everything you need for your Yorkshire dales holiday. Pubs, restaurants, and amenities are a short drive away. Sorry, no pets allowed.

4.94 out of 5 average rating, 165 reviews
Top guest favourite
Cottage in Grassington

Rylstone View Cottage

A warm and charming Dales cottage near the heart of historic Grassington. Beautifully updated, it blends classic Yorkshire character with modern comfort. Inside, you’ll find generous living areas, elegant furnishings, and original artwork inspired by the Dales. Whether you’re out exploring or enjoying a slower pace, this welcoming cottage offers an ideal base for a restful, memorable getaway with family or friends.

5.0 out of 5 average rating, 107 reviews
Guest favourite
A charming stone cottage is depicted surrounded by greenery and blooming flowers. The inviting entrance features French doors leading to a warm and bright interior. A small outdoor seating area is visible, perfect for enjoying the sunny weather.
Cottage in Middleham

Pretty cottage in the heart of North Yorkshire

An early 1800s cottage, steeped in history and charm in the heart of Middleham. An upside-down home from home with 2 bedrooms on the ground floor. Upstairs to a large open-plan kitchen dining area, a comfortable living room and a large family bathroom. French doors open onto a south facing terrace with space to eat outside and a bbq. Ideal on warm sunny days. Private parking for one car, with more on street.

4.82 out of 5 average rating, 149 reviews
Top guest favourite
A cozy sitting room features soft grey sofas with patterned cushions. A wood burning stove provides warmth, positioned under a traditional mantel. Exposed wooden beams add character, while gentle lighting creates a relaxing ambiance. The room opens to an adjoining space, hinting at the cottage's inviting layout.
Cottage in West Witton

George's Cottage

George's Cottage is a one bedroom Holiday Cottage, with a private garden, situated in the heart of West Witton, mid-way between Leyburn and Aysgarth. The cottage offers a cosy retreat for couples who want a relaxing break and is ideal for a romantic getaway or exploring the beautiful Yorkshire Dales; a perfect base for walkers or cyclists. Please note: no smoking, we do not accept babies, children or pets.

4.95 out of 5 average rating, 426 reviews

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