Holiday rentals in Middleham

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Top-rated holiday rentals in Middleham

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious outdoor deck is surrounded by greenery, featuring two Adirondack chairs and a round fire pit with a gentle flame. Potted plants add a touch of nature, while soft lighting illuminates the area, creating a cozy atmosphere for evening relaxation.
Treehouse in Richmond
4.99 out of 5 average rating, 153 reviews

The Pines Treehouse @ Treetops Hideouts

The Pines Treehouse is nestled underneath a huge oak tree sitting high above the running water of Sand Beck. Nature cocoons you and you can reach out and touch the trees, see wildlife all around you amongst the pines. With breathtaking views through the tress and across the valley you are completely private having no other accommodation on the site making this a truly unique and special experience. A great effort has gone into creating this space to allow you to simply relax and reset in nature.

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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
4.87 out of 5 average rating, 504 reviews

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

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Guest favourite
Cottage in Wensleydale
4.96 out of 5 average rating, 209 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.

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Top guest favourite
Home in West Layton
4.99 out of 5 average rating, 114 reviews

Country Manor House - Nr Richmond North Yorkshire

No.2 West Layton Manor is part of an Historic Victorian Manor House built in 1872. The property provides the perfect setting for families and friends gathering for special occasions or holidays in beautiful North Yorkshire. The property boasts 6 kingsize bedrooms equipped with 6 full ensuite bathrooms. A further 7th bathroom is located on the ground floor. There are 3 large reception rooms, 2 open log fires, and approximately 1/2 an acre of gardens. There is private parking for 8 vehicles.

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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
4.89 out of 5 average rating, 217 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.

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Superhost
A cozy living area is featured with two large sofas positioned around a wooden coffee table. A television is located on a console unit near the window. Soft lighting illuminates the space, which is complemented by decorative items on shelves and a feature fireplace.
Home in Middleham
4.81 out of 5 average rating, 135 reviews

Traditional stone Cottage

Enjoy a lovely break away in this traditional stone cottage in the beautiful, historic village of Middleham. Ideally Iocated for exploring the nearby towns, Yorkshire Dales & enjoying country walks. A quaint cottage with traditional features & modern amenities. Dedicated parking space. Perfect for cosy nights in & only a 2 minute walk to one of North Yorkshire's oldest villages with a fantastic selection of pubs and restaurants for a lovely evening out. Recently upgraded with new TV & WiFi.

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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, 104 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

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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, 150 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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Top guest favourite
The Hutts Clocktower is a charming building covered in lush green ivy, complemented by a clock tower on top. The exterior features light blue doors and windows, framed by neatly trimmed hedges and colorful plants, all set against a clear blue sky.
Guest house in Grewelthorpe
4.99 out of 5 average rating, 264 reviews

The Hutts Clocktower - at the Himalayan Garden

The Hutts Clocktower is a standalone building and perfect for 2 people - located in the award winning Himalayan Garden & Sculpture Park which is an open-air gallery home to 80+ striking contemporary sculptures, showcased in a tranquil valley setting. It covers 45 acres of stunningly beautiful woodland, gardens & an arboretum - guests will have free access (even when closed) saving equivalent of £12 pp. See Website.

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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, 149 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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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, 422 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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Guest favourite
A spacious living area features two turquoise sofas adorned with colorful cushions, with a wooden coffee table at the center. Natural light floods in through a large arched window surrounded by beige curtains, highlighting the stone walls and exposed wooden beams. A decorative spiral staircase leads to the mezzanine.
Cottage in West Burton
4.89 out of 5 average rating, 152 reviews

The Waterfall Mill – Beck View

The perfect escape. A luxuriously converted mill set on the edge of Cauldron Falls, West Burton. The Waterfall Mill - Beck View sleeps 6: 1. The Honeysuckle Suite- Kingsize bed 2. The Dahilia Double- Double Bed 3. The Goldenrod Twin- 2 Twin Beds Enjoy life done well. Be that a wild swim, sauna, or a cup of coffee in your private garden overlooking the beck.

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Popular amenities for Middleham holiday rentals