Self Catering Holiday Cottages in Derbyshire - Page 2

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 stunning holiday home in the Peak District, perfect for family and friend getaways. Accommodating up to 14 guests in 7 spacious bedrooms, including 3 ensuites, it features a well-equipped kitchen/diner and a cosy cinema room. Enjoy a private garden with a hot tub and barbecue area, plus shared amenities like a tennis court and fire pit. Explore nearby attractions such as Chatsworth House and Alton Towers, or unwind at local pubs. With breathtaking views and endless activities, make your next holiday unforgettable at Highview Grange. Book now for an exceptional group holiday in the Peak District.

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. 

Wasp Nest Cottage is perfect for couples, friends or small families seeking to escape to the peace and beauty of the Peak District. The period holiday cottage is on the edge of Holymoorside, close to the national park and with stunning walks over the moors accessible from the door. There is an excellent village shop and two pubs within walking distance. Favourite Peak District attractions like Chatsworth House, Haddon Hall, Bakewell, and the Heights of Abraham are all within a 15-20 minute drive. The two-bedroom self-catering cottage sleeps four people and features furniture, art and pottery from local artisans.

This charming holiday cottage is in a quiet location only a few minutes' walks from Buxton's shops, cafes, pubs and restaurants. It's perfect for couples or groups of four who want a central place from which to explore the Peak District's favourite attractions like Chatsworth House and Haddon Hall, with easy access to stunning walks and breathtaking views. Bakewell, Matlock, Alton Towers and Poole's Cavern are all close, and guests can hire bikes in town to cycle the Monsal Trail and other local routes. Buxton's position as the highest town in England means the views are always incredible. With a full calendar of fun events, it's always a great time to visit and enjoy a stay in Hummingbird Cottage. Netflix has recently been added so even if the weather is not fit to explore the fabulous Buxton, then entertainment is still available in the cottage! 

The Shearing Shed boasts some of the most beautiful views in the Peak District National Park. It is on a family-owned farm five miles from Buxton, with walks and bike rides from the door. The owners raise a flock of alpacas for their wool and recently transformed the shearing shed from an agricultural building into a light, modern holiday cottage with space for up to six people to sleep in three bedrooms with space for two more on a sofa bed. The location is ideal for exploring with family and friends, being close to favourite attractions that include Chatsworth House, Bakewell market, and Poole's Cavern.

Overbrook Barn is in the heart of the Peak District National Park, five miles from the beautiful Georgian spa town of Buxton and within easy reach of Macclesfield, Bakewell and Chatsworth House. There are gorgeous footpaths and cycling routes from the door of the barn, which is on a family-run farm where the owners breed alpacas, chicken, ducks and sheep. The barn comfortably sleeps up to eight people in four bedrooms and is a gorgeous retreat for families and friends who want to stay in comfort while exploring this beautiful part of Britain.

This gorgeous Georgian house is in an enviable position opposite the Jubilee Bridge in Matlock Bath, a short stroll from the river, shops, cafes and local attractions. 98 Fountain Villas has recently been refurbished to a high standard to provide big group holiday accommodation in the Peak District for up to 16 people over three floors. This area is beautiful in every season and guests can enjoy lovely walks and bike rides from the doorstep. Chatsworth House, Haddon Hall, Carsington Waters and Alton Towers are all within easy reach, while Gulliver's Kingdom and the Heights of Abraham are within walking distance.

Come and celebrate at Crow Pie Cottage! Perfect for three-generation family stays, Hen/Stags, friends' reunions and more. Beautiful 5/6 bedroomed cottage with plenty of space for everyone to relax and have fun. The cottage overlooks the Derwent Valley and river Derwent which runs through the village. The cottage comfortably accommodates up to 16 guests in five upstairs bedrooms and one downstairs snug off the living area with double full-sized double sofa-bed. There are gardens to the front and rear with BBQ and outside garden furniture and garden games including swingball and garden jenga. Matlock Bath is known as the seaside town without the sea and you'll soon see why! There are shops, pubs, restaurants, a live music venue and amusements all along the main promenades plus loads of things to do right here in the village including boat trips, cable car rides, a children's theme park, a nine hole indoor crazy golf, an aquarium and even a Victorian lido crammed with giant Koi Carp. The cottage is nestled on the hillside of Matlock bath looking down over the village in a quiet location just five minutes walk from all the hustle and bustle of the village. We've 4 parking spaces at the cottage which is a rarity in Matlock Bath, with further free on-street parking within 1 minute walk down the lane.  We don't take pets, so rest assured, if you or any of your party are allergic to pets/dander, you won't find it here. 

Edge Cottage is perfect for guests who love being outside in the fresh Peak District air. With Curbar Edge, Froggatt Edge and Baslow Edge all nearby, you are spoilt for choice of footpaths and cycling routes, while attractions like Chatsworth House, Haddon Hall and Hardwick Hall will appeal to less active guests. Bakewell, Buxton, Castletown, Edale and Hathersage are all other excellent destinations for a day out, with a variety of shops, museums, entertainment and places to eat and drink.