
Cottage holiday rentals in Middleham
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Top-rated cottage rentals in Middleham
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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

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.

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.

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

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.

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

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.

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.

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.

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.

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.

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.
Popular amenities for Middleham cottage rentals
Cottage rentals with a hot tub

Preston Mill Loft, the relaxing retreat.

Luxury Farm Cottage with Hot Tub in Yorkshire

The Cottage at Wilson House

Spencers Granary

Luxury cottage with hot tub, Addingham Moorside

The Little Dairy Stables, stunning family retreat

Poppy Cottage No 1 with hot tub-2 miles to Skipton

Luxury cottage - river views, balcony and hot tub
Pet-friendly cottage rentals

Luxury cottage with views in beautiful Yorkshire

Charming 4-Bed Village Cottage (Dogs Welcome)

Powell Cottage - Chapel Row

No.5

Stonebeck Cottage - The Perfect Country Hideaway

Fern Cottage - Cosy Dales cottage in Nidderdale

South View Cottage new renovation Yorkshire Dales

Tranquil 1 Bedroom cottage with garden and parking
Private cottage rentals

Yorkshire Dales 2 bed 2 bathroom stone cottage

Imagine at High Parks

Hawes .16 th C Elizabethan enchanting Cottage.

The End Place - A romantic hideaway for two

A grand getaway cottage in Masham, North Yorkshire

Bluebell Cottage. Garden. King size bed. 2 bedroom

Aysgarth Falls walking, biking, dog allowed, views

Stylish and comfortable converted stable in Masham
Destinations to explore
- Yorkshire Dales National Park
- Flamingo Land Resort
- Durham Cathedral
- Beamish the Living Museum of the North
- Fountains Abbey
- Harewood House
- York Castle Museum
- Bramham Park
- Forest of Bowland National Landscape
- The Piece Hall
- Temple Newsam Park
- York University
- The World of Beatrix Potter Attraction
- York Minster
- National Railway Museum
- Yorkshire Sculpture Park
- Teesside University
- Weardale
- Newcastle University
- Ingleborough
- First Direct Arena
- Durham University
- Saltburn Beach
- Kynren





