Self Catering Holiday Cottages in Derbyshire - Page 2

Surrounded by glorious scenery inside the Peak District National Park, the Haybarn is a great choice for families as well as couples wanting a high standard of accommodation. Active visitors can walk or cycle straight from the door while the less energetic can relax and unwind in this stunning location. Beautiful dales, dramatic highlands, picturesque villages, ancient market towns and an abundance of family attractions such as Chatsworth and the Peak Wildlife Park. Shops, pubs and wonderful places to eat close-by. A Scandinavian hot tub is available at an extra charge. Tourist board rating: 5 Star Gold. Tourist board rating: 5 Star

An idyllic and private location set in some of the most spectacular scenery in the National Park. The perfect, romantic self-catering retreat for couples wanting comfort and luxury. Woodburning stove and ‘views to die for’ (as one of our visitors commented). Borrow our bikes for the Manifiold Trail or hike lush, tranquil dales and wild romantic highlands. The less energetic may prefer to explore our pretty villages with their lovely old churches and ancient inns. Shops, pubs and wonderful places to eat close-by. Tourist board rating: 5 Star Gold Tourist board rating: 5 Star Gold

An 18th Century stable block converted into a luxurious, detached holiday cottage surrounded by some of the most spectacular scenery in the Peak District National Park. Deluxe kitchen and fabulous lounge with wood burning stove. Underflor heating. Spectacular gallery bedroom and master bedroom with en-suite plus a bunk beded room. Explore lush peaceful dales, dramatic highlands and pretty romantic villages. Many attractions and National Trust properties in the area. Shops, pubs and wonderful places to eat close-by. A Scandinavian hot tub is available at an extra charge. Tourist board rating: 4 Star Gold Tourist board rating: 4 Star Gold

A cosy holiday cottage for two that makes a wonderful bolt-hole for exploring the Peak District National Park. There is a village pub a short walk away from Brookside Retreat and lovely walks from the village. Matlock and Bakewell are close by and the many attractions of the Peak District National Park are within easy reach.

Nestling within some of the most stunning countryside in England, Two Owls Lodge is a spacious yet cosy romantic holiday retreat which sits in forty eight acres of private woods and affords panoramic views over Derwent Valley. Located in the Derbyshire village of Derby Dale, the village pub is within walking distance and Bakewell, Matlock and Chatsworth are just ten minutes by car.

A romantic one-bedroom barn conversion near Hognaston in Derbyshire, Barn @ Lodge Farm sleeps two guests in peaceful countryside on the southern edge of the Peak District. Ground floor, self-catering holiday accommodation that combines contemporary comfort with rural tranquillity.  Featuring a private garden and open views, it provides the ideal base for couples looking to explore Derbyshire's walking trails, cycling routes, market towns and historic attractions (Ashbourne, Wirksworth, Chatsworth, Haddon Hall etc.) before returning to a quiet rural retreat.

Bruntmoor Cottage is an elegant five-bedroom holiday cottage in Monyash in the Peak District, where up to 10 guests delight in sweeping countryside views and landscaped gardens. This spacious self-catering accommodation is family and dog-friendly and includes four king-size bedrooms (one en-suite), a twin room, three bathrooms, a generous kitchen, a separate dining room, a lounge with an open fire and a conservatory. Outside is a sun terrace, an outdoor fireplace, a BBQ, and parking for six cars. With the Tissington and High Peak Trail both within walking distance, and Buxton and Bakewell close by, this group holiday home offers a refined yet practical Derbyshire base.

Fairview House is a spacious holiday home in Tideswell in the Peak District, sleeping up to 14 guests in 7 bedrooms. Just half a mile from the village centre and 10 miles from Buxton, this stylish retreat is perfect for group holidays with family or friends. Highlights include an AGA in the country kitchen, cosy lounge with log burner, games room with pool table, and a private hot tub. Dog-friendly and packed with character, Fairview House is close to the Monsal Trail, Chatsworth House, and scenic walks. A fantastic base for exploring the Peak District National Park all year round. Check out our Direct Booking Site for up to date availability and pricing. Peak Cottage Collection

Discover Highview Grange at Standlow Farm, a spacious 7-bedroom holiday house near Ashbourne, Carsington Water and the Derbyshire Dales. Sleeping up to 14 guests, it is ideal for family gatherings, weekends with friends, walking breaks and relaxed countryside celebrations. The house offers generous accommodation, including 3 ensuite bedrooms, a well-equipped kitchen and dining space, a comfortable lounge and a cosy cinema room for film nights or downtime after a day exploring. Outside, guests can enjoy a private garden with hot tub and barbecue area, along with shared facilities at Standlow Farm including a tennis court, games room, fire pit and outdoor space. Highview Grange is well placed for exploring Carsington Water, Chatsworth House, Alton Towers, Ashbourne, Bakewell, Matlock and the surrounding Peak District countryside. Local pubs and walking routes are also within easy reach, making it a great base for a memorable group stay in Derbyshire.

Looking for a luxurious getaway with friends or family? Homestead Barn, nestled in the peaceful Peak District village of Biggin, is your dream destination. Sleeping up to 20 guests in 8 stylish ensuite bedrooms, it boasts two spacious reception rooms, secure parking, and plenty of space for group activities. Perfectly located for walking or cycling enthusiasts, you’ll be steps away from the Tissington Trail and other scenic routes. Explore nearby towns like Buxton, Bakewell, and Ashbourne, or visit iconic sites like Chatsworth House. With great dining options nearby and a top-notch kitchen, it's the ultimate group retreat!

The Main House at Stainsborough Hall offers comfortable, spacious and stylish accommodation for large groups looking to escape to the countryside together.  There's plenty of room for large groups at Stainsborough Hall.  On the ground-floor there is a fantastic kitchen that is literally at the heart of the home.  It comes fully-equipped with everything you need to make delicious meals for large groups.  This leads onto a dining area with seating for up to 20 people.  There are two living rooms (one with a TV and one with a piano) which both have a large number of sofas, and log-fires.  While there is also a games room with pub-sized pool table. We have two cloakrooms downstairs so you don't have to keep nipping up stairs for the bathroom.  The first floor is home to six bedrooms and three bathrooms. All rooms are spacious with stunning views over the surrounding countryside. There are a further four bedrooms and three bathrooms on the top floor. 

Welcome to Wildboarclough House, a restored historic property, secluded in the dreamy valleys of the Peak District. The property comfortably sleeps 30 guests with luxury at it's forefront. Facilities include: wood-fired hot tub, indoor pool, cinema and pizza ovens. 

Discover Townhead Farm, a charming holiday cottage in the Peak District. Perfect for families and groups, with stunning views and a prime location for walking holidays. Nestled in the Hope Valley at the base of the Great Ridge Walk, this Peak District farmhouse has a master bedroom with an en-suite, a spacious open-plan kitchen and dining area, an inviting living room with a wood-burning stove, and a snug. With excellent Wi-Fi and parking for three cars, nearby attractions include Mam Tor, Blue John Caverns, Chatsworth House, and Hathersage's outdoor lido, offering excellent year-round outdoor adventures and cultural activities.

Castle Cliffe is a spacious Victorian holiday house in Monsal Head, just three miles from Bakewell and absolutely perfect for group self-catering holidays. Accommodating up to 22 guests in nine bedrooms, the house features a large kitchen with an AGA, a dining room seating 22, a cosy lounge with a log burner, and a snug with an open fire. Outside, there’s a walled garden, a BBQ patio, and a large paddock for kids and adults to play. Explore the stunning Monsal Trail, visit nearby Bakewell for its famous pudding, and discover Chatsworth House and Haddon Hall. The Peak District offers endless adventures for everyone.

The Old Barn is perfect for families and friends of any age. The former farm building has been lovingly converted to sleep up to 14 guests in six ensuite bedrooms with the option of adding a sprung slatted campbed for a child or teenager. It's a big Peak District holiday home a five-minute walk from the Dog and Partridge pub in Swinscoe, surrounded by the gorgeous countryside of the Staffordshire Moors. Alton Towers, Chatsworth House, Stoke Potteries and many other sights and attractions are all within easy reach for a weekend break or a longer stay. 

Peak District Holiday Barn is nestled in the hamlet of Wardlow Mires, surrounded by countryside in the heart of the National Park, with views out to Cressbrook Dale and local landmark Peter’s Stone.  The barn sleeps up to 22 people in 8 bedrooms, 4 of which are ensuite,  & the cottage annex sleeps up to 4 people in 2 ensuite bedrooms, if you wish to add it to your booking.  The buildings have been lovingly restored to a very high standard from old agricultural buildings; the barn includes a large multi fuel burner, open plan living, dining and kitchen, as well as an onsite playroom. It's the ideal base for families and friends to meet up in the heart of the Peak District to enjoy everything the barn and the Peak District has to offer. PRICES: Holiday Barn - 2 nights £3500, 3 nights £4150.  Add the 2 bed/2 bath cottage annex for 2 nights £550, 3 nights £700

Experience countryside charm at Gradbach Mill’s cosy Farmhouse. Nestled along the picturesque banks of the River Dane, this beautifully refurbished retreat blends modern comfort with rustic character. Enjoy private gardens, a games room, and a soothing hot tub, all within our shared 16-acre wooded grounds – a tranquil escape on the border of the Peak District and Staffordshire.

Enjoy the new and improved Holly House from September 2025! 16 Bedroom imposing house 23 to 38 people, with space for events of up to 90 people This stunning large house is getting a major revamp  to evoke a relaxed spa-like calmness.   We're embracing the stunning trees and nature around us, to provide a tranquil retreat away from it all. With 16 bedrooms, 14 bathrooms (most of which are ensuite) three large lounge areas and a conservatory that's perfect for meals and games, there's plenty of space to enjoy time with friends, family, loved-ones and colleagues. ​ The price displayed is for 23 people, based on guests sharing nine bedrooms and nine bathrooms. For larger groups, there is a supplement for each individual up to a maximum of 40 guests. (and more bedrooms/bathrooms will be opened as required). This large house, is spread over four floors and while it will take a little while to find your way around, before long you’ll feel right at home. ​ Holly House

Step into a relaxing countryside escape at 2 Lumford House, a beautifully presented luxury cottage in the heart of Bakewell—perfect for a memorable Peak District getaway. Sleeping up to six guests across three thoughtfully designed bedrooms (including one ensuite), the cottage blends elegant country style with comfort and charm. Inspired by the age of the house and its stunning surroundings, the interiors feature warm tones, quality furnishings and a cosy, welcoming feel throughout. Set in a peaceful location overlooking the River Wye, 2 Lumford House offers a true sense of tranquillity, while still being just a short ten-minute stroll from Bakewell’s shops, cafés, restaurants and bustling market. Perfectly placed for exploring the very best of the Peak District, you’ll be within easy reach of local favourites including Chatsworth House, the scenic Monsal Trail, Buxton and Hardwick Hall—ideal for days out filled with walking, cycling and sightseeing. Whether you're planning a family break, a getaway with friends or a relaxing retreat, 2 Lumford House provides everything you need for a comfortable self-catering stay, all year round. Short breaks (minimum three nights) are also available, depending on availability.

Families love this luxurious Peak District Cottage, which mixes 17th Century rustic charm with 21st Century style to create a relaxing space that sleeps five people in three bedrooms with beautiful views. Hilldale cottage is located in the White Peak limestone village of Earl Sterndale, with stunning views and a wonderful place to explore the Peaks. Hilldale is within easy reach of Buxton, Bakewell, Chatsworth House, and other favourite Peak District attractions. There are gorgeous walks including Chrome and Parkhouse right from the doorstep. A wonderful cottage to decompress and de-stress.