Cottage holiday rentals in Middleham

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Top-rated cottage rentals in Middleham

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Guest favourite

Cottage in North Yorkshire

4.92 out of 5 average rating, 308 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.

11–18 Nov

$187 SGD per night

Guest favourite

Cottage in North Yorkshire

4.93 out of 5 average rating, 423 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.

9–16 Mar

$108 SGD per night

Guest favourite

Cottage in North Yorkshire

4.99 out of 5 average rating, 120 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.

25 Aug – 1 Sep

$199 SGD per night

Guest favourite

Cottage in Harmby

4.89 out of 5 average rating, 126 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.

6–13 Jan

$129 SGD per night

Guest favourite

Cottage in North Yorkshire

4.97 out of 5 average rating, 152 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.

15–22 Aug

$160 SGD per night

Guest favourite

Cottage in North Yorkshire

4.9 out of 5 average rating, 100 reviews

Aysgarth Falls walking, biking, dog allowed, views

A stone built single story cottage in the heart of the Yorkshire Dales National Park. Close proximity to the renowned and much visited Aysgarth Falls with many walks from the door step along with other visitor attractions within the Park. Dog friendly. 2 double bedrooms. Ample off road parking. The cottage has been tastefully refurbished with wood floors throughout, a traditional open fire and bespoke hand painted furniture, mixing modern with tradition. Fabulous views from every window.

19–26 Oct

$228 SGD per night

Guest favourite

Cottage in Grewelthorpe

5.0 out of 5 average rating, 174 reviews

Luxury cottage with views in beautiful Yorkshire

Mowbray Hall Cottages are located in the picturesque Yorkshire countryside, in an Area of Outstanding Natural Beauty (AONB). Daleside 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.

20–27 Sep

$197 SGD per night

Guest favourite

Cottage in North Yorkshire

4.99 out of 5 average rating, 190 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.

7–14 Jan

$188 SGD per night

Guest favourite

Cottage in Masham

4.99 out of 5 average rating, 118 reviews

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.

30 Jul – 6 Aug

$176 SGD per night

Guest favourite

Cottage in East Witton

4.96 out of 5 average rating, 102 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.

6–13 Mar

$302 SGD per night

Guest favourite

Cottage in West Witton

4.94 out of 5 average rating, 329 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.

14–21 Jun

$157 SGD per night

Guest favourite

Cottage in North Yorkshire

4.94 out of 5 average rating, 241 reviews

The Stud - near the heart of Bedale High Street

The Stud is a cosy two bedroomed cottage in the heart of the pretty market town of Bedale - fondly known as the gateway to the Dales. No smoking & no pets allowed. During high season April to September bookings need to be Friday to Monday or Monday to Friday. Christmas and New Year bookings 3 night minimum stay.

10–17 Oct

$148 SGD per night