Vacation rentals in Middleham

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Top-rated vacation rentals in Middleham

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Guest favorite

Cottage in North Yorkshire

4.92 out of 5 average rating, 305 reviews

Charming cottage, great views, central location

Situated beneath the castle walls with beautiful views of Culloden Tower & only 100 yards from the town square and all its amenities this is the perfect space to enjoy your time in Richmond. Offering free parking for two cars and secure motorcycle/cycle storage on request. Richmond is situated along the Coast to Coast route and provides access to beautiful cycle, motorcycle and walking routes. Closer to home Castle walk, the river swale waterfalls and Millgate House secret garden are a must see.

Feb 2 – 9

R2,537 ZAR per night

Guest favorite

Cottage in North Yorkshire

4.93 out of 5 average rating, 416 reviews

Entire Home Cozy little cottage with log burner

Cozy one bedroom Cottage with log burner; located just down the hill from Richmond Market Place. One bedroom upstairs. Kitchen, diner and lounge are all the same area with a sofa bed on the ground floor. Underfloor heating downstairs. Bedding and towels are provided for guests. Plenty of walks directly from the cottage the river being just around the corner. The castle walk is 2 minutes away. Pubs and restaurants within walking distance. Richmond has everything you need for a fabulous break.

Dec 23 – 30

R2,040 ZAR per night

Guest favorite

Cottage in North Yorkshire

4.99 out of 5 average rating, 119 reviews

Bancroft Cottage: Luxury Holidays Yorkshire

Bancroft Cottage is a luxury, self-contained holiday cottage set within the grounds of Bancroft, the main house. It is a hidden jewel found within the historic Yorkshire market town of Bedale, commonly referred to as the ‘Gateway to the Dales’ The property is perfectly situated to offer guests the ease of walking to shops, restaurants and pubs via its own private access whilst being only a short ride away from the magnificent Yorkshire Dales, North York Moors, Harrogate and the city of York.

Jul 1 – 8

R2,728 ZAR per night

Guest favorite

Cottage in Harmby

4.89 out of 5 average rating, 124 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.

Mar 4 – 11

R2,072 ZAR per night

Guest favorite

Cottage in North Yorkshire

4.97 out of 5 average rating, 150 reviews

A cosy cottage in the heart of the Yorkshire Dales

Primrose Cottage is a romantic retreat set within walking distance of the centre of this popular Georgian market town of Richmond in North Yorkshire. Surrounded by the stunning Yorkshire Dales, this quaint stone built cottage offers a fabulous base for two from which to explore the area. You can enjoy perusing the quirky independent shops, delicious tea rooms and wonderful pubs serving a hearty meal. The cottage offers a free parking permit throughout your stay, parking directly outside.

Jan 10 – 17

R2,203 ZAR per night

Guest favorite

Farm stay in North Yorkshire

4.89 out of 5 average rating, 101 reviews

Dovecote, a modern barn conversion in the Dales.

The Dovecote is a stunning barn conversion; the perfect place to relax! Set on a traditional farm in the historical landscape of the Yorkshire Dales National Park. Unique and tranquil; The Dovecote is a perfect getaway for walkers, those who want to enjoy natural beauty or the IDA recognised Dark Sky Reserve; all from your doorstep! Your very own barn overlooking Wensleydale and the River Ure. Amazing and private; you’ll only share the idyllic Dovecote with the surrounding farm animals.

Oct 26 – Nov 2

R2,973 ZAR per night

Guest favorite

Vacation home in North Yorkshire

4.99 out of 5 average rating, 103 reviews

1 bedroom holiday home in the heart of Bedale

The Whare offers stylish, peaceful accommodation with Bedale centre close by. Fully equipped for self-catering: dishwasher, underfloor heating, wi-fi, dedicated work room, outdoor seating, parking and secure cycle storage. Ideal for a couple or a single person. No pets and no smoking. The historic market town of Bedale is 'the gateway to the Dales' and boasts a beautiful Georgian main street and an abundance of places to eat. It is the ideal base from which to explore North Yorkshire.

Aug 3 – 10

R2,166 ZAR per night

Guest favorite

Cottage in North Yorkshire

5.0 out of 5 average rating, 186 reviews

The Barn at Cocker House in the heart of the Dales

Welcome to The Barn! Our charming 1-bedroom Cottage in Arkengarthdale offers breathtaking countryside views, perfect for couples or outdoor enthusiasts exploring the Yorkshire Dales. Immerse yourself in the beauty of rolling hills, lush fields, and meandering rivers. Take leisurely strolls or challenge yourself with hikes. The Barn provides a tranquil retreat with cozy ambiance and well-equipped amenities. Create lasting memories in this idyllic corner of Arkengarthdale.

Feb 4 – 11

R2,603 ZAR per night

Guest favorite

Farm stay in North Yorkshire

4.94 out of 5 average rating, 179 reviews

1 Bedroom Annex Retreat - on a working farm

This one bedroom annex is part of a 200 year old barn conversion. Based in the Nidderdale area of outstanding natural beauty, the accommodation has its own private access and garden with seating area, internally the annex can accommodate 2 people and one friendly dog (please ensure you register your dog when booking). We are surrounded by wildlife, please look at other details for a list of birds an Ornithologist had sightings of in the month of May.

Oct 2 – 9

R1,732 ZAR per night

Guest favorite

Shepherd’s hut in Stean

5.0 out of 5 average rating, 255 reviews

Luxury glamping in the Yorkshire Dales

Set in one of the most remote parts of North Yorkshire - our cosy, romantic shepherd's hut takes full advantage of its exceptional location and staggering views. Switch off and enjoy the sights and sounds of nature, including some of the most remarkable sunrises. You’ll be just off the Nidderdale Way, with breath taking walks and rides from the doorstep. We’re looking forward to making your stay as comfortable and relaxing as possible.

Feb 9 – 16

R1,850 ZAR per night

Guest favorite

Guesthouse in Grewelthorpe

4.98 out of 5 average rating, 177 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.

Sep 30 – Oct 7

R2,503 ZAR per night

Guest favorite

Cottage in West Witton

4.94 out of 5 average rating, 328 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: we do not accept pets.

Jun 11 – 18

R2,157 ZAR per night