
Cottage vacation rentals in Middleham
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Top-rated cottage rentals in Middleham
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Stylish cottage for 2 in Bronte Country Haworth
Relax in style at this beautiful cottage in Haworth. A 2 min stroll leads to the home of the Bronte’s & the famous cobbled Main Street. Full of charm & character with original features such as beams; fireplaces; window seats & exposed Yorkshire stonework. Balances modern convenience with the uniqueness of a cosy cottage. An indulgent get away; statement bathroom; king bed; 1000 TC bedding; leather settees; bar stools & table; log burner; quality kitchen; Belfast sink. Renovated with love & care

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.

Village Pub & Dogs, Spacious 4 Bed Cottage for 7
•🐾 Dog Friendly •🪵 Log Burner (first basket of logs included!) •🍽️ Large family dining table •🌳 Walks from the door - Hackfall Woods, Himalayan Gardens •🍻 Village pub 1- minute walk •🚗 Free parking (roadside) •🛌 4 Bedrooms - Ideal for 1-2 families or friends Escape to the peaceful village of Grewelthorpe in this warm dog friendly cottage just steps from a classic Yorkshire pub. Perfect for families or groups of up to 7 our cosy retreat features unforgettable walks straight from the door.

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.

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.

Preston Mill Loft, the relaxing retreat.
Our charming cottage forms part of a grade 2 listed mill, residing in the tranquil hamlet of Wensley just outside the market town of Leyburn. The contemporary country style loft cottage is warm and welcoming. The cottage is rural and surrounded by fields in all directions. Rest and relax in front of the log burner on a cold winter's evening or unwind with a glass of your favourite tipple in the enclosed garden with hot tub looking out over the idyllic views of Wensleydale, towards Penn Hill.

Tranquil 1 Bedroom cottage with garden and parking
Turnip house is the perfect bolt hole to explore the stunning Yorkshire Dales. Centrally located to Leyburn,Bedale,Middleham and Richmond, which offer fantastic walks,Country pubs, Beautiful restaurants, and quirky shops. Alternatively the beautiful spa Town of Harrogate,Northallerton,Ripon,Masham are worth a visit. This cosy cottage has everything you need, including enclosed garden, private parking, village pub, and we are dog friendly. Take it easy at this unique and tranquil getaway.

Luxury Yorkshire cottage with stunning rural views
Mowbray Hall Cottages are located in the picturesque Yorkshire countryside, in an Area of Outstanding Natural Beauty (AONB). Moorside Cottage is one of two cottages in the converted cart shed building, set in the middle of 100 acres of farmland with spectacular views. Luxury super king/twin beds, log burner and beautiful interiors await. Enjoy walking trails direct from the door or explore the many sights of Yorkshire from this central location. One well behaved dog is welcome.

A grand getaway cottage in Masham, North Yorkshire
With arguably the best position in Masham, North Yorkshire, The Cottage, which forms part of a grand 18th Century Georgian House, has undergone a complete refurbishment to a very high standard. This stunning cottage, in a quiet corner of Masham next to the Church has everything you could possibly want as a base to enjoy your stay in North Yorkshire. The Owners have spent some time turning this lovely cottage into an inviting holiday retreat.

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.

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.

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

Family/Dog friendly cottage & hot tub

Boutique Cottage with Hot Tub for 1 night stays

Peaceful 3-Bed Retreat with Garden & Moors Views

Luxury cottage with hot tub - Barnard Castle

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

Cottage & Pool House Yorkshire Dales Littondale

Spencers Granary

The Old Dairy Cottage
Pet-friendly cottage rentals

Luxury By The Brook

The Rabbit Hole cosy cottage near Bolton Abbey

Fern Cottage - Cosy Dales cottage in Nidderdale

Apple Tree Cottage - luxury Dales Village retreat

Cosy one bedroom cottage near Barnard Castle

Entire Home Bargate Little cottage with log burner

Aysgarth Falls walking, biking, dog allowed, views

Spacious 2 bed detached cottage, nr Barnard Castle
Private cottage rentals

The Piggery Barn (Deluxe), in Nidderdale AONB

South View Cottage new renovation Yorkshire Dales

The Little Barn - Romantic Secluded Quirky

Woodand Hideaway

Cottage with beautiful views

Polly's Cottage - perfect for families!

5 Park Street cottage, Masham

Bluebell Cottage. Garden 2 bed. TOP 1% on Airbnb
Destinations to explore
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- Yorkshire Dales National Park
- yorkshire dales
- Flamingo Land Resort
- First Direct Arena
- Harewood House
- Fountains Abbey
- York Castle Museum
- Durham Cathedral
- Ingleton Waterfalls Trail
- National Railway Museum
- The World of Beatrix Potter Attraction
- Royal Armouries Museum
- Temple Newsam Park
- The Piece Hall
- York University
- Yorkshire Sculpture Park
- Weardale
- York Minster
- Utilita Arena
- Semer Water
- Durham University
- Teesside University
- Malham Cove
- The Bowes Museum





