Cottage vacation rentals in Middleham

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Top-rated cottage rentals in Middleham

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Top guest favorite
Cottage in Haworth
4.99 out of 5 average rating, 343 reviews

Stylish cottage for 2 in Bronte Country Haworth

Relax in style at this beautiful cottage in Haworth. A 2 min stroll leads to the home of the Bronte’s & the famous cobbled Main Street. Full of charm & character with original features such as beams; fireplaces; window seats & exposed Yorkshire stonework. Balances modern convenience with the uniqueness of a cosy cottage. An indulgent get away; statement bathroom; king bed; 1000 TC bedding; leather settees; bar stools & table; log burner; quality kitchen; Belfast sink. Renovated with love & care

Top guest favorite
Cottage in Wensleydale
4.97 out of 5 average rating, 193 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 favorite
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
4.93 out of 5 average rating, 155 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 favorite
The open-plan lounge displays exposed wooden beams overhead, featuring a large corner sofa in muted grey tones. A colorful armchair adds a pop of interest, while a feature fireplace with logs stacked alongside serves as a focal point. A Smart TV is positioned nearby, enhancing the cozy space.
Cottage in Grewelthorpe
4.95 out of 5 average rating, 369 reviews

Village Pub & Dogs, Spacious 4 Bed Cottage for 7

•🐾 Dog Friendly •🪵 Log Burner (first basket of logs included!) •🍽️ Large family dining table •🌳 Walks from the door - Hackfall Woods, Himalayan Gardens •🍻 Village pub 1- minute walk •🚗 Free parking (roadside) •🛌 4 Bedrooms - Ideal for 1-2 families or friends Escape to the peaceful village of Grewelthorpe in this warm dog friendly cottage just steps from a classic Yorkshire pub. Perfect for families or groups of up to 7 our cosy retreat features unforgettable walks straight from the door.

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 North Yorkshire
4.97 out of 5 average rating, 136 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 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, 210 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 North Yorkshire
4.98 out of 5 average rating, 282 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
The stone exterior of Turnip House is highlighted by a large decorative wheel mounted on the wall, with the house name displayed above it. Brightly colored flowers are arranged in wooden planters on either side, adding a touch of charm to the entrance.
Cottage in Hunton
4.93 out of 5 average rating, 127 reviews

Tranquil 1 Bedroom cottage with garden and parking

Turnip house is the perfect bolt hole to explore the stunning Yorkshire Dales. Centrally located to Leyburn,Bedale,Middleham and Richmond, which offer fantastic walks,Country pubs, Beautiful restaurants, and quirky shops. Alternatively the beautiful spa Town of Harrogate,Northallerton,Ripon,Masham are worth a visit. This cosy cottage has everything you need, including enclosed garden, private parking, village pub, and we are dog friendly. Take it easy at this unique and tranquil getaway.

Top guest favorite
Cottage in Middlesmoor
4.98 out of 5 average rating, 330 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
The grand 18th-century Georgian house is framed by neatly trimmed hedges, revealing a stone facade. A well-maintained pathway leads to the central entrance, flanked by symmetrical windows, while a green lawn enhances the inviting appearance of the property.
Cottage in Masham
4.98 out of 5 average rating, 192 reviews

A grand getaway cottage in Masham, North Yorkshire

With arguably the best position in Masham, North Yorkshire, The Cottage, which forms part of a grand 18th Century Georgian House, has undergone a complete refurbishment to a very high standard. This stunning cottage, in a quiet corner of Masham next to the Church has everything you could possibly want as a base to enjoy your stay in North Yorkshire. The Owners have spent some time turning this lovely cottage into an inviting holiday retreat.

Top guest favorite
Cottage in East Witton
4.94 out of 5 average rating, 141 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 favorite
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
4.81 out of 5 average rating, 135 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.

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