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Cottages in Middleton

A gateway to the natural beauty of Upper Teesdale and the Yorkshire Dales National Park, Middleton is at the heart of a stunning and hidden corner of England.

Beyond the town centre you will find areas of magnificent scenery in a landscape dominated by expansive wooded valleys, open moorland and picturesque villages. Hidden amongst these vales and hills lies High Force, England’s highest single drop waterfall, cascading 22m of unbroken water where the River Tees plunges over its dramatic precipice.

Wrapped by the North Pennines Area of Outstanding Natural Beauty (A.O.N.B) to the North, with the Yorkshire Dales to the South, Middleton is a quintessential Dales market town offering all your amenities as well as some fabulous eateries and watering holes. The area surrounding here and its nearest neighbour Barnard Castle has inspired poets and artists through the centuries, and a holiday here will allow you to follow in the footsteps of Turner, Dickens or Sir Walter Scott. Find inspiration from this wild and rich landscape and explore outstanding rock formations, waterfalls and native flora and fauna. The low-level light pollution in this area makes it perfect for stargazing, meaning you can get out and about day or night.

From converted barns to cosy stone cottages, many of our Middleton cottages welcome dogs, walkers and cyclists alike, making a stay here the perfect choice for any outdoor lover. If a stay in Middleton and the surrounding area sounds the perfect tonic for you and your loved ones, then search through the list of available cottages below and book an outdoor holiday. For more help and advice call our team on 0333 2020899.

Pet Friendly Shared Swimming Pool Granary Cottage

Newton On Rawcliffe - North York Moors

Why not take your horse on holiday with you ! This group of cottages provides DIY stabling. Set in large grounds with an indoor pool and surrounded by countryside and the Moors, it is also close to Skipton and Scarboroug...

  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
£300 - £535 per week *

Y258 View property

  • Sleeps 3
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • Hot tub
  • Swimming pool
  • 0.2 mile to a pub
  • 4 miles to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Cot available
  • Highchair
  • No smoking
Awarded 4 Star Gold with Original Cottages

WiFi Rowan Lodge

Middleton - North York Moors

A Finnish log cabin with the eco credentials you would expect. Open plan, sylish and warm. Take breakfast on the decking overlooking the paddock before hiking along the many woodland trails for a spot of bird watching.

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
£326 - £513 per week *

Y291 View property

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • On one level
  • 2 mile to a pub
  • 0.5 mile to a shop
  • Dishwasher
  • Freezer
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

Exterior - View 6 Forge Cottage

Thornton Le Dale - North York Moors

Located in the heart of a pretty village, this renovated 14th century old forge is a lovely holiday home for a family. Relax and listen to the stream that runs beside the cottage or explore the wonders of the village.

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • Bed linen provided
£401 - £634 per week *

Y301 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • 0.3 mile to a pub
  • 0.1 mile to a shop
  • Washing machine
  • Tumble dryer
  • Travel cot available
  • No smoking
Awarded 4 Star Gold with Original Cottages

Large driveway to the front of the property. Standfield Hall Cottage

Pickering - North York Moors

Placed in a tranquil countryside setting, this stone built cottage is just a short walk from the popular town of Pickering famous for its steam railway and market. Beautiful woodland walks are also easily accessible from...

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • Open fire/woodburner
  • Private parking
£439 - £692 per week *

Y012 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • 1 mile to a pub
  • 1 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Travel cot available
  • Highchair
  • No smoking
  • Welcome pack provided
Awarded 4 Star Gold with Original Cottages

WiFi Silver Birch Lodge

Middleton - North York Moors

An eco-friendly Finnish log cabin close to the Yorkshire Moors. Open plan living area with a wood burner for cosy evenings and finished to a high standard throughout. Stabling available for your own horse. Enjoy spectacu...

  • Sleeps 2
  • 1 Bedroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Private parking
£326 - £513 per week *

Y290 View property

  • Sleeps 2
  • 1 Bedroom
  • Pet free property
  • WiFi available
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • 2 mile to a pub
  • 0.5 mile to a shop
  • Dishwasher
  • Freezer
  • No smoking
  • Welcome pack provided
Awarded 4 Star Gold with Original Cottages

Pet Friendly 19 Burgate

Pickering - North York Moors

Located close to Pickering Castle and many other interesting attractions, this marvellous old building is listed and kept to an immaculate standard. It is set in the ideal spot for exploring the Yorkshire coast and moors...

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Bed linen provided
£400 - £660 per week *

Y015 View property

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • 0.2 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • No smoking
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

WiFi View from the front Rue Crofts View

Cropton - North York Moors

Set just four miles from the town of Pickering, made famous by its diverse market, this stunning stone cottage is ideally placed for enjoying the North Yorkshire Moors National Park.

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
£401 - £634 per week *

Y005 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • Barbecue
  • 0.5 mile to a pub
  • 4 miles to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Cot available
  • No smoking
  • Welcome pack provided

Pet Friendly Shared Swimming Pool Mallard Cottage

Newton On Rawcliffe - North York Moors

Located on the edge of the North York Moors National Park and within easy reach of Whitby by car, this cosy holiday home has an indoor swimming pool onsite and some lovely footpaths nearby.

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets welcome
  • WiFi available
  • Open fire/woodburner
£435 - £992 per week *

Y256 View property

  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets welcome
  • WiFi available
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • Towels provided
  • Hot tub
  • Swimming pool
  • 0.2 mile to a pub
  • 4 miles to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Cot available
  • Highchair
  • No smoking
Awarded 4 Stars with Original Cottages

Waterswallow Cottage near the charming village of Hutton Le Hole. Waterswallow Cottage

Hutton le Hole - North York Moors

A quaint cottage with stunning views and a garden where you can enjoy the evening bird song and try to spot a buzzard. Cyclists and walkers will be spoilt for choice with woods, trails and bridleways on the doorstep.

  • Sleeps 4
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • Open fire/woodburner
  • Private parking
£383 - £603 per week *

Y053A View property

  • Sleeps 4
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • Open fire/woodburner
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • 1.5 mile to a pub
  • 2 miles to a shop
  • Washing machine
  • Travel cot available
  • Highchair
  • No smoking
Awarded 4 Stars with Original Cottages

Lounge has a high ceiling and exposed wooden beams. Woodpecker Cottage

Hutton le Hole - North York Moors

As the name suggests, the garden of this charming cottage is full of birds as is the surrounding woods. A real haven for nature enthusiasts with footpaths to several villages and close to the Yorkshire Wolds and Moors.

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • Private parking
  • Bed linen provided
£308 - £483 per week *

Y052A View property

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • 1.5 mile to a pub
  • 2 miles to a shop
  • Washing machine
  • Tumble dryer
  • Travel cot available
  • Highchair
  • No smoking

Special Offer Exterior Little Fox Cottage

Lockton - North York Moors

Relax in the courtyard of this cosy cottage after a hard day exploring the Yorkshire coastline. Take a trip on the steam train through the Moors or hike through Dalby Forest and then enjoy a meal at the local inn.

  • Sleeps 2
  • 1 Bedroom
  • Pet free property
£309 - £513 per week *

Y228 View property

  • Sleeps 2
  • 1 Bedroom
  • Pet free property
  • Towels not provided
Awarded 4 Stars with Original Cottages

WiFi Entrance Hobbits Hideaway

Cropton - North York Moors

Nestled on the edge of the North Yorkshire Moors National Park, this fantastic stone cottage is set on private land with a large garden and two other holiday cottages that can be hired for larger parties.

  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
£421 - £728 per week *

Y004 View property

  • Sleeps 6
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • Barbecue
  • 0.5 mile to a pub
  • 5 miles to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • No smoking
  • Welcome pack provided

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