Cottage vacation rentals in Middleham

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Top-rated cottage rentals in Middleham

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Top guest favorite
Cottage in Bainbridge
4.97 out of 5 average rating, 191 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 favorite
The stone exterior of Debra Cottage showcases traditional craftsmanship, featuring a solid door and a window framed in white. Lush greenery surrounds the cottage, with a well-kept lawn adding to the inviting setting. The roof has a slight pitch, complementing the rustic architecture.
Cottage in North Yorkshire
4.98 out of 5 average rating, 196 reviews

Debra Cottage by Gunnerside Ghyll,

Situated in the unique position of having it’s feet in Gunnerside Ghyll, totally detached and in the heart of the Yorkshire Dales National Park, Debra Cottage abounds with character. Every room is a delight of bespoke joinery and high quality fittings. Built in 1793 and in the centre of Gunnerside Village, this cottage is an ideal base to explore and enjoy all the Yorkshire Dales has to offer. The sound of the river welcomes you as you step though the front door, but all is tranquil inside.

Top guest favorite
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, 132 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 favorite
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, 205 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 favorite
Cottage in Preston-under-Scar
4.98 out of 5 average rating, 275 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 favorite
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 favorite
The exterior of Daleside Cottage exhibits a stone facade with a gray slate roof. A gravel pathway leads to the entrance, framed by colorful flower beds filled with various plants. Soft clouds drift in a blue sky overhead, enhancing the charming rural setting.
Cottage in Grewelthorpe
5 out of 5 average rating, 243 reviews

Luxury cottage with views in beautiful Yorkshire

Mowbray Hall Cottages are located in the picturesque Yorkshire countryside, in an Area of Outstanding Natural Beauty (AONB). Daleside 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 favorite
A single-story stone cottage is set against a backdrop of rolling green hills and a clear blue sky. The cottage features large windows and a welcoming entrance with red accents. Nearby, farm structures are visible, enhancing the rural charm of the surroundings.
Cottage in Aysgarth
4.99 out of 5 average rating, 107 reviews

Grange Cottage Aysgarth

Grange Cottage is set on a working dairy farm in Aysgarth, close to Aysgarth Falls. All on one level the cottage consists of entrance, kitchen with dining table, lounge with log burning stove, bedroom with king size bed and En-Suite bathroom with bath and separate shower. Bike Storage is available. The village of Aysgarth boasts 2 village pubs, a cafe and well stocked village shop all within walking distance. A superb centrally placed base for exploring the Yorkshire Dales

Top guest favorite
Cottage in Middlesmoor
4.98 out of 5 average rating, 324 reviews

Stonebeck Cottage - The Perfect Country Hideaway

A remote cottage with all the comforts needed for a quiet escape. A beautiful stone cottage, tucked away in the AONB and on the Nidderdale Way, it looks down Dale all the way to the stunning Gouthwaith reservoir. Styled to a modern specification but with a classic accent, you are sure to feel comfy and at home as soon as you arrive. A true rural retreat, with a range of walks on your door step. Please come direct for a better price. We also a suite in the main house.

Top guest favorite
A spacious lounge area features exposed stone walls and high ceilings with wooden beams. Comfortable seating includes a blue sofa and a bright yellow chair, complemented by a wooden dining table. A modern wood stove stands against the wall, creating a cozy focal point.
Cottage in Sawley
4.99 out of 5 average rating, 246 reviews

Cottage with beautiful views

We look forward to welcoming you to our renovated Cow Byre just a short drive from Ripon. Separate to our main home, and having wonderful views, guests can visit nearby Fountains abbey, Brimham rocks, Grassington and lots of other lovely places of interest, as well as nearby walks. We have used high quality fittings throughout from Loaf seating, beautiful light fittings, Sophie Conran crockery, SMEG kettle and toaster, as well as featuring art by a local artist David Stead.

Top guest favorite
Cottage in Bewerley
5 out of 5 average rating, 378 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 favorite
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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