
Cottage holiday rentals in Middleham
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Top-rated cottage rentals in Middleham
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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.
4.96 out of 5 average rating, 211 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.
4.97 out of 5 average rating, 145 reviews
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
4.83 out of 5 average rating, 144 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.
4.89 out of 5 average rating, 219 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
4.97 out of 5 average rating, 107 reviews
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, 103 reviews
The End Place - A romantic hideaway for two
The End Place is a self-contained cottage adjoining Moorhouse Cottage. Downstairs is open plan, comprising a fully equipped kitchen and a living area with wood burning stove. A glass wall ensures uninterrupted views across Nidderdale Area of Outstanding Natural Beauty, as well as starry-night skyscapes. Upstairs opens out into a magical, fairy-lit, vaulted bedroom with a king size brass bed adorned with crisp linen and includes en suite with shower.
5.0 out of 5 average rating, 391 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.
4.95 out of 5 average rating, 153 reviews
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, 165 reviews
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, 107 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.
4.82 out of 5 average rating, 149 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.
4.95 out of 5 average rating, 426 reviewsPopular amenities for cottage rentals in Middleham
Cottage rentals with a hot tub

Cottage & Pool House Yorkshire Dales Littondale
4.87 out of 5 average rating, 509 reviews
Preston Mill Loft, the relaxing retreat.
4.98 out of 5 average rating, 304 reviews
Luxury Farm Cottage with Hot Tub in Yorkshire
4.98 out of 5 average rating, 112 reviews
Cottage with Hot Tub, Great Pubs & Walks!
4.96 out of 5 average rating, 101 reviews
The Cottage at Wilson House
4.91 out of 5 average rating, 150 reviews
Luxury cottage with hot tub, Addingham Moorside
4.99 out of 5 average rating, 108 reviews
Spencers Granary
4.99 out of 5 average rating, 183 reviews
Poppy Cottage No 1 with hot tub-2 miles to Skipton
4.95 out of 5 average rating, 265 reviewsPet-friendly cottage rentals

Luxury Yorkshire cottage with stunning rural views
5.0 out of 5 average rating, 200 reviews
Old Star Cottage - a Dales hidden gem
4.97 out of 5 average rating, 126 reviews
Riverview Cottage- Overlooking the Tees -Superhost
4.94 out of 5 average rating, 142 reviews
Tranquil 1 Bedroom cottage with garden and parking
4.93 out of 5 average rating, 151 reviews
Stonebeck Cottage - The Perfect Country Hideaway
4.98 out of 5 average rating, 341 reviews
Charming 4-Bed Village Cottage (Dogs Welcome)
4.95 out of 5 average rating, 390 reviews
Powell Cottage - Chapel Row
4.93 out of 5 average rating, 375 reviews
Cosy 3-bedroom self-contained annexe in Littondale
5.0 out of 5 average rating, 140 reviewsPrivate cottage rentals

Bluebell Cottage. Garden. King size bed. 2 bedroom
4.98 out of 5 average rating, 301 reviews
Country cottage in the Yorkshire Dales
4.99 out of 5 average rating, 419 reviews
Secluded country cottage with private gardens
5.0 out of 5 average rating, 209 reviews
Imagine at High Parks
4.93 out of 5 average rating, 122 reviews
Hawes .16 th C Elizabethan enchanting Cottage.
4.87 out of 5 average rating, 285 reviews
5 Park Street cottage, Masham
4.96 out of 5 average rating, 310 reviews
Manor House Cottage self catering rural location
4.99 out of 5 average rating, 170 reviews
No.5
4.97 out of 5 average rating, 309 reviewsDestinations 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
- York University
- Temple Newsam Park
- Forest of Bowland National Landscape
- York Minster
- Yorkshire Sculpture Park
- The World of Beatrix Potter Attraction
- The Piece Hall
- National Railway Museum
- Teesside University
- Weardale
- Newcastle University
- Durham University
- Ingleborough
- First Direct Arena
- Saltburn Beach
- Kynren





