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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
An indoor 35-foot heated swimming pool is surrounded by large windows, allowing natural light to fill the space. Smooth stone tiles line the pool area, and a wooden staircase leads to an upper level. Comfortable loungers are positioned nearby for relaxation.
Cottage in Litton

Cottage & Pool House Yorkshire Dales Littondale

Charming stone 3 bedroom grade 2 listed former farmhouse with Aga plus converted barn with one bedroomed annex YOUR EXCLUSIVE use of 35 ft swimming pool and jacuzzi 3 acres private land including paddock stables,woodland set in enviable location with stunning views well maintained gardens. If you are looking for something really special in the heart of the Yorkshire Dales this is it.The village of Litton just 30 minute stroll and has a country inn serving meals,Grassington and Malham nearby

4.87 out of 5 average rating, 504 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, 143 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

4.84 out of 5 average rating, 141 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, 218 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, 105 reviews
Top guest favourite
The entrance to Fernbeck Cottage is framed by a stone facade, with a wooden door painted in a calm green hue. A brass mailbox is mounted beside the door, and a small sign identifying the cottage hangs above. Lush plants are arranged beside the entrance.
Cottage in Darley

Country cottage in the Yorkshire Dales

Fernbeck Cottage is set in beautiful Nidderdale within the Yorkshire Dales. It is ideally located for walking in the countryside and also for visiting the spa town of Harrogate with the cities of York and Leeds an enjoyable day trip away. Ideal for families and couples wanting to enjoy the Yorkshire Dales. The cottage dates back to 1799 and was the millers cottage to the adjoining property, an old corn Mill. An idyllic location with easy access to many local footpaths and trails. No pets.

4.99 out of 5 average rating, 416 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, 100 reviews
Top guest favourite
The exterior of the stone cottage is surrounded by a diverse garden featuring vibrant flowers and lush greenery. A wooden seating area is nestled among the plants. The clear blue sky complements the serene atmosphere of the space.
Cottage in West Witton

Old Star Cottage - a Dales hidden gem

With it's own fenced garden and hidden In the grounds behind The Old Star B&B, this newly renovated, centrally heated stone cottage is well away from the road. Upstairs is an open plan lounge, dining area and fully fitted kitchen with lovely views over the garden and Wensleydale. There are two spacious en suite bedrooms downstairs each with two beds. There is ample off street parking . The village has good amenities and is well placed for walking and touring the Yorkshire Dales.

4.97 out of 5 average rating, 124 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, 150 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, 161 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, 104 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

Popular amenities for cottage rentals in Middleham

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top guest favourite
Cottage in North Yorkshire

Preston Mill Loft, the relaxing retreat.

4.98 out of 5 average rating, 303 reviews
Guest favourite
A comfortable bedroom features a king-sized bed with a decorative patterned headboard. Soft pillows and a green throw blanket are arranged neatly on the bed. Two bedside lamps provide gentle lighting, and a large window offers views of the countryside beyond.
Cottage in Ainderby Steeple

Luxury Farm Cottage with Hot Tub in Yorkshire

4.98 out of 5 average rating, 110 reviews
Top guest favourite
A charming stone cottage is nestled among lush greenery, with a gravel pathway leading to the entrance. A luxury hot tub is positioned on a patio, surrounded by potted plants, while clear blue skies enhance the serene setting.
Cottage in County Durham

The Cottage at Wilson House

4.91 out of 5 average rating, 148 reviews
Top guest favourite
A spacious lounge area featuring solid oak flooring with exposed stone walls. Comfortable seating is provided by two lounge chairs and a wooden coffee table. A large television sits atop a cabinet, and decorative artwork adorns the wall. An open oak staircase leads to the upper level.
Cottage in Gargrave

The Little Dairy Stables, stunning family retreat

4.97 out of 5 average rating, 225 reviews
Top guest favourite
A charming stone cottage is featured amidst a lush green landscape. The building is surrounded by tall trees and a neatly maintained garden. A wooden fence runs along the foreground, complementing the serene rural setting under a bright blue sky.
Cottage in Bolton-by-Bowland

Spencers Granary

4.99 out of 5 average rating, 178 reviews
Top guest favourite
A private patio area is seen featuring a hot tub and a fire pit, accompanied by outdoor dining furniture. The stone cottage's natural materials blend with the soft clouds in the bright sky, while a nearby wall adds privacy.
Cottage in Addingham

Luxury cottage with hot tub, Addingham Moorside

4.99 out of 5 average rating, 106 reviews
Top guest favourite
The stone exterior of Gable End Cottage features a charming combination of textures, with large windows allowing natural light to flood in. A well-maintained garden with a gravel pathway leads to the entrance, creating a welcoming approach surrounded by greenery.
Cottage in Scotton

Dog friendly cottage & hot tub

4.95 out of 5 average rating, 232 reviews
Guest favourite
The exterior of a charming barn conversion is featured, showcasing a stone pathway lined with colorful foliage. A warm, inviting facade is adorned with green and burgundy plants. Soft sunlight highlights the structure, creating a tranquil atmosphere in a serene countryside setting.
Cottage in Whixley

Barn conversion 20 minutes from York

4.78 out of 5 average rating, 134 reviews

Pet-friendly cottage rentals

Guest favourite
Cottage in Wensleydale

Unique 18thC Yorks Dales Silk Weavers’ mill house.

4.96 out of 5 average rating, 209 reviews
Top guest favourite
Cottage in Grewelthorpe

Charming 4-Bed Village Cottage (Dogs Welcome)

4.95 out of 5 average rating, 384 reviews
Top guest favourite
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

Luxury cottage with views in beautiful Yorkshire

4.99 out of 5 average rating, 260 reviews
Top guest favourite
The stone-clad cottage features a blend of rustic materials and charming accents. The structure is set against a clear blue sky, with a grassy area in the foreground and a neatly maintained garden brimming with daffodils. Nearby buildings and a winding road add to the rural landscape.
Cottage in Bedale

Powell Cottage - Chapel Row

4.94 out of 5 average rating, 371 reviews
Top guest favourite
A sweeping rainbow arcs gracefully over the verdant landscape, highlighting rolling hills and distant trees. The scene captures the essence of the rural setting, with stone cottages nestled in the greenery beneath the expansive sky.
Cottage in Middlesmoor

Stonebeck Cottage - The Perfect Country Hideaway

4.98 out of 5 average rating, 340 reviews
Top guest favourite
The sitting room features two comfortable sofas draped with cozy throws. A wooden coffee table occupies the center, while a television is positioned on a cabinet nearby. Natural light enters through the window with plantation shutters, complemented by a clock on the wall and a log burner for warmth.
Cottage in Richmond

No.5

4.97 out of 5 average rating, 304 reviews
Top guest favourite
The stone exterior of the cottage features a welcoming wooden door framed by two large windows, allowing natural light to brighten the interior. A small seating area with wooden chairs is positioned outside, surrounded by potted plants, inviting guests to enjoy the fresh air.
Cottage in Lofthouse

Fern Cottage - Cosy Dales cottage in Nidderdale

4.99 out of 5 average rating, 227 reviews
Superhost
A charming stone cottage is set in a landscaped garden, showcasing a mixture of greenery and blooming flowers. The building features multiple windows, framed by lush foliage, with a light blue front door providing a focal point against the natural stone exterior.
Cottage in Leyburn

South View Cottage new renovation Yorkshire Dales

4.91 out of 5 average rating, 171 reviews

Private cottage rentals

Top guest favourite
Cottage in Bewerley

The End Place - A romantic hideaway for two

5.0 out of 5 average rating, 388 reviews
Top guest favourite
A large, wooden holiday home features expansive glass windows reflecting a vibrant sunset. The structure is set on a spacious lawn, bordered by a wooden fence. Outdoor seating is visible on a stone patio, enhancing the inviting space for relaxation.
Cottage in North Yorkshire

Imagine at High Parks

4.93 out of 5 average rating, 120 reviews
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

Stylish and comfortable converted stable in Masham

4.93 out of 5 average rating, 162 reviews
Top guest favourite
Cottage in Hawes

Hawes .16 th C Elizabethan enchanting Cottage.

4.87 out of 5 average rating, 281 reviews
Top guest favourite
The charming farmhouse is framed by blooming daffodils and a manicured lawn. Natural stone walls and large windows reflect its historic character, while surrounding trees enhance the tranquil setting. The pathway leads to the front entrance, offering an inviting approach to the property.
Cottage in Bowderdale Beck

Bowderdale Foot: beautiful farmhouse, sleeps 10

4.98 out of 5 average rating, 183 reviews
Top guest favourite
The entrance to Park Street Cottage features a green door with a lantern above it. A window with white blinds is adorned with a planter box filled with greenery. The cottage's nameplate is positioned beside the door, enhancing the welcoming appearance.
Cottage in Masham

5 Park Street cottage, Masham

4.96 out of 5 average rating, 309 reviews
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

Cheerful 2-Bed Cottage with indoor fireplace.

4.98 out of 5 average rating, 204 reviews
Top guest favourite
Cottage in Richmond

Bluebell Cottage. Garden. King size bed. 2 bedroom

4.98 out of 5 average rating, 297 reviews

Destinations to explore