Self Catering Holiday Cottages in Derbyshire - Page 5

With Alton Towers just twenty minutes away by car, the Peak District National Park on the doorstep and superb on-site facilities to keep the children and adults entertained, Callow Top Holiday Park is an excellent self-catering choice for a family holiday. There is a restaurant and outdoor pool on-site.

Fabulous holiday house for large group holidays on the edge of the Peak District National Park and within walking distance of shops, restaurants, pubs and wine bars. Agricola House can sleep up to 14 guests in seven beautiful bedrooms and boasts an enormous kitchen, a spacious sitting room and a cinema room, as well as a private courtyard with a barbecue. The recently refurbished house was designed to make it easy for guests to socialise and have fun. It's high-quality amenities and a fantastic location make it the perfect choice for hen weekends, a holiday with friends, or a memorable Christmas with your extended family.

NEW: We are now offering a 5% discount on any 7-night booking for groups of 1-2 guests. A stone holiday home ideally located a ten minute walk from the centre of the market town of Bakewell. This small market town sits in the heart of the Peak District National Park and is ideally located for enjoying outdoor activities or visiting the many attractions of the area including nearby Chatsworth House. Hosting lots of festivals throughout the year, Bakewell is a joy to visit whatever the season.

Catherine Cottage is a charming 300-year-old holiday home in the small village of Ashford-in-the-Water, just over a mile from Bakewell and within easy reach of Buxton, Chatsworth House and Haddon Hall. The Monsal Trail runs close to the village, and there's bike hire available locally. The cottage sleeps four people in two bedrooms and has many original features, including oak beams and a fireplace with a log burner. It's very well equipped for a self-catering holiday.  It's also dog-friendly (please note, although there is no garden, the Orchard park is 2 minutes' walk away and about 50% of our guests bring dogs with them).  When you stay here, you're at the heart of village life, right in the countryside, and only a couple of steps to two fine pubs, a tea shop and the village store. 

Surround yourself with the beauty of the Dovedale Valley at Colshaw Farmhouse. It is only five miles from Buxton and a mile from the Flash Bars Cafe in Flash. All of the best Peak District National Park attractions are within easy reach including Chatsworth House, the Manifold Trail, the Heights of Abraham and Matlock, as well as charming villages and towns like Eyam and Bakewell. The cottage sleeps four guests in two bedrooms, and is perfect for couples and small families, with the option of further accommodation for larger groups in the owner's glamping accommodation.

Stay in the heart of fashionable Buxton in this boutique holiday home. Dolly Cottage is a short walk from bars, restaurants, shops, and other amenities you need for a self-catering holiday in the Peak District. It is perfect for a short break with spa treatments, golf, and great meals, but also ideal for a more extended holiday exploring the footpaths, sights and attractions that make this region a year-round favourite. Chatsworth House, Bakewell, Haddon Hall and Poole's Cavern are all within easy reach. The layout suits couples and small families. 

Lovely cosy cottage with log burner, hill views and south facing garden in village location. Enjoy walks from the doorstep to Peak District  beauty spots, village pub, local bike hire and the facilities of the lovely Georgian market town of Ashbourne. Sleeps 6 in three bedrooms.

NEW: We are now offering a 5% discount on any 7-night booking for groups of 1-2 guests. Hartshill is a modern stone holiday home located ten minutes walking distance from the centre of popular Bakewell. This small bustling market town is situated in the Peak District National Park and is perfect for visiting the many attractions of the area or enjoying outdoor activities.

For a big family holiday or weekend away with friends, recently renovated Portland House c1870 is the perfect holiday house with beautiful views from the sitting and dining rooms where everyone can be seated together. To celebrate a special birthday or anniversary you can hire a chef, book an afternoon tea party or create cocktails in the bar games room. Enjoy beautiful ensuite bedrooms, sunny BBQ area with outdoor seating, summer house by the water fountain and a private car park. On the edge of Matlock Bath, you are ideally located next to the Derwent River in the World Heritage Site with boat hire, wonderful walks and cycling. Take a short walk into the village for Victorian cafes, CAMRA pubs, restaurants and the famous tourist attractions of The Heights of Abraham and Gullivers Kingdom with Chatsworth House only a short drive away. If you’re looking for a super stylish historic home in a great location with lots of things to do from the doorstep then this is the best place to Tourist board rating: 5 Star

Hopton Cottage is a comfortable, welcoming holiday home in the Peak District village of Youlgreave. Dating back over 250 years, it sleeps five people in three bedrooms with the potential to accommodate an extra child if necessary. Families love this house for its location, just a short walk from the village shops, bakery and a choice of three pubs, with easy access to the Bradford River and the long-distance Limestone Way footpath. Bakewell is four miles from the cottage, with Chatsworth House, Matlock and Matlock Spa also nearby. 

Three stone-built  barn conversions sleeping 2 to 20 set amongst farm fields and nature-rich rewilding land near the Peak District, ideal for friends, families and group celebrations. The three barns can be rented individually or joined together for groups of up to 4, 8, 12, 16 or 20. 

Set in a peaceful location above the charming village of Eyam in the Hope Valley, The Hayloft is a fantastic barn conversion that offers self-catering accommodation for six guests in three en-suite bedrooms. It is a mile from the Barrel Inn at Bretton, and close to popular attractions including Chatsworth House, Bakewell, Buxton and the Monsal Trail. There is ample opportunity for spending time outdoors walking, cycling, climbing or caving, and for discovering the delights of the Peak District National Park's friendly towns and villages.

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.

We are located in the centre of Bakewell which is ideal for exploring the Peak District.  5 minutes walk into Bakewell town centre. 10 minutes drive to Chatsworth house and close to the Monsal Trail.  Welcome pack included with every booking, along with most essentials needed for a relaxing break away.  Private secure garage parking for 1 car (further parking available on the roadside) .  Quaint garden area with seating.  Pub and shop within 1 mile.

Bosgin Cottage is a welcoming holiday cottage in Monyash, offering comfortable self-catering accommodation in the heart of the Peak District National Park. This two-bedroom holiday rental sleeps four guests and suits couples, families and friends looking to explore Derbyshire’s countryside. Set in a peaceful village with a popular pub just a short walk away, the cottage provides a relaxed base with easy access to walking routes, market towns and historic houses. A holiday cottage in the Peak District with off-road parking and a cosy interior, Bosgin Cottage is well placed for year-round breaks.

Perfect for family get-togethers, special celebrations, or even team-building events and corporate retreats, Quarnford Lodge is a fantastic self-catering property for groups in the Peak District. There is loads of space with ten bedrooms that can sleep up to 28 people, three separate living rooms and a central dining area with a vaulted ceiling that is ideal for entertaining. The village of Flash (highest village in England) is within walking distance, with Buxton, Bakewell, Chatsworth House and Alton Towers also within easy reach. The Peak District is beautiful in every season and there are lots of walks and mountain bike trails close by to help guests to explore.

Here's a place with room for everyone! The Grade II listed Mermaid Inn is in a fantastic spot, offering a high-standard of self-catering accommodation in the Peak District for up to 34 people in 13 ensuite bedrooms. It feels remote and rural with no neighbours for a country mile, but Buxton is only a 20 minute drive and Leek is even closer. The house is a former pub and built for hospitality and entertaining, making it ideal for extended family celebrations, hen and stag weekends, and fun team building events.

Waterside Croft is a stunning converted Derbyshire stone barn sleeping 21 across nine bedrooms, perched right on the circular walk around Carsington Water. This spacious group holiday home combines original beams and character with modern comforts, including three shower rooms and an ensuite, a games room with air hockey, and an extensive kitchen for proper family feasts. The reservoir views are knockout, while the front garden and back patio are perfect for barbecues. You're on the edge of the Peak District with sailing, cycling, and walking trails from the doorstep. This self-catering accommodation near Ashbourne offers unforgettable family gatherings in stunning Derbyshire surroundings.

Upperfield Farm is a traditional Derbyshire longhouse which in time has been extended and upgraded to incorporate accommodation for 22 guests over 2 floors. You'll find stunning views over Carsington Reservoir and you'll have the circular route on your doorstep. Perfect for family get togethers!

*** Book a stay during September and get £100 off any weekend during 2025/26 - Use code Back2School25 on our website. Offer ends 30th September 2025 ***  Brailsford Water Mill can accommodate 20 guests in 8 bedrooms split over 3 floors. There is a large kitchen where everyone can dine together. A spacious lounge with the original mill stones on show. There is a large garden to enjoy with a BBQ area with outdoor seating and mill pods to look out over with plenty of wildlife to sit an watch.    The bedrooms range from twin rooms, double rooms and family rooms (double and bunkbeds) Cots are also available if needed.  There are 2 bathrooms, 1 shower rooms and 1 ensuite shower room. There is a lounge on the middle floor with original mill stone features.  The kitchen is located on the ground floor with a large table and breakfast bar so you can all eat together.  The gardens wrap around the side of the property with an outdoor seating area for BBQs and alfresco dining.  There are 2 mill ponds one to the front and back which are linked together via a mill race that goes down the side of the property.  There