Cottage holiday rentals in Middleham

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Top-rated cottage rentals in Middleham

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Guest favourite
Cottage in Wensleydale
4.96 out of 5 average rating, 203 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.

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
4.97 out of 5 average rating, 140 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.

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, 213 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
A charming stone building is set within a lush, green landscape, surrounded by trees. Vivid foliage adds a splash of color, while the large windows hint at natural light within. Open fields are visible in the distance, creating a serene rural setting.
Cottage in West Yorkshire
5.0 out of 5 average rating, 191 reviews

Characterful one bed property above Hebden Bridge

The ground floor accommodation is extremely stylishly appointed with a large, open-plan living/dining room which features Jacobean-style painted wall panelling as a stunning backdrop. Stone mullion windows, beamed ceilings, oak floors and doors lend a sense of rustic charm to the fabric of the building and yet there is every modern amenity. There is access to wooded and landscaped gardens with long-reaching views of the surrounding countryside and a private area to sit and enjoy the location.

Top Guest favourite
Cottage in North Yorkshire
4.98 out of 5 average rating, 297 reviews

Preston Mill Loft, the relaxing retreat.

Our charming cottage forms part of a grade 2 listed mill, residing in the tranquil hamlet of Wensley just outside the market town of Leyburn. The contemporary country style loft cottage is warm and welcoming. The cottage is rural and surrounded by fields in all directions. Rest and relax in front of the log burner on a cold winter's evening or unwind with a glass of your favourite tipple in the enclosed garden with hot tub looking out over the idyllic views of Wensleydale, towards Penn Hill.

Top 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
4.97 out of 5 average rating, 101 reviews

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

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
5.0 out of 5 average rating, 195 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
The exterior of a stone cottage is presented, featuring a well-maintained garden with colorful flowers and neatly trimmed hedges. A wooden sign for 'The Nest' is visible alongside a charming seating area. Multiple windows allow natural light to brighten the entrance.
Cottage in Masham
4.98 out of 5 average rating, 200 reviews

Cheerful 2-Bed Cottage with indoor fireplace.

Hosted by Clare & Mark Perfectly located home base. **Book in advance if you would like to eat in the local pubs & restaurants 2 well behaved pets welcome message host for more than 2 before booking. We have sought to equip our home to a high standard and to anticipate your needs by providing all the things you might want for a luxurious stay. Molton Brown shampoo, conditioner and shower gel, hair dryer, GHD hair iron, clothes iron, washer / dryer is provided as standard.

Top Guest favourite
Cottage in Bewerley
5.0 out of 5 average rating, 386 reviews

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.

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
4.95 out of 5 average rating, 148 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.

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
4.82 out of 5 average rating, 145 reviews

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.

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
4.95 out of 5 average rating, 421 reviews

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.

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