Self Catering Holiday Cottages in Derbyshire - Page 5

The Coach House is in a fantastic location for walking, cycling and enjoying the best Peak District attractions like Chatsworth House and Thor's Cave, Bakewell, Buxton and Dovedale. The self-catering cottage is on a family-run sheep and cattle farm on the edge of Alstonefield on the Staffordshire Moors near the Derbyshire border. There are gorgeous views and beautiful footpaths from the cottage, which sleeps six people in two bedrooms and is suitable for couples or families, including those with children and two well-behaved dogs. Bookings are available all year round.

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.

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

Cotton Cottage is a three-bedroom holiday cottage in the Hope Valley, sleeping five guests within the rolling hills of the Peak District National Park. Set between Edale and Hope, this welcoming self-catering cottage enjoys direct access to National Trust land and classic Peak District walking routes, including the Great Ridge. With a wood-burning stove, comfortable living spaces, ultrafast broadband and with dogs welcome, it works well for families with older children (8 years and over) or small groups of friends. A village pub is within walking distance, making this holiday cottage a relaxed and well-located base for exploring Derbyshire on foot. Guests wishing to visit as part of a larger party can enquire about booking the other cottages on site - Townhead Farm and Calico Cottage (subject to availability) by visiting the owner website and contacting them direct.

A large, beautifully renovated, south-facing holiday cottage, set in acres of exquisite private flower gardens. Hillside Croft is close to the Peak District National Park and the Staffordshire Moorlands and ideally placed for luxury breaks, activity weekends and walking holidays.

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. 

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.

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.

Calico Cottage is a romantic one-bedroom holiday cottage in the Hope Valley, sleeping two guests within the Peak District National Park. Set between Edale and Hope with direct access to footpaths and National Trust land, this self-catering retreat suits couples seeking walking from the door and quiet evenings back at the cottage. Original beams and a Derbyshire gritstone fireplace sit alongside underfloor heating and contemporary furnishings. The local pub is down the road and Hope is within walking distance, while ultrafast broadband and covered cycle storage add to the cottage’s appeal. Guests wishing to visit as part of a larger party can enquire about booking the other cottages on site - Townhead Farm and Cotton Cottage (subject to availability) by visiting the owner website and contacting them direct. 

Croft House Barn is a superb choice for families or friends. The Peak District holiday cottage has three ensuite bedrooms, one of which is downstairs and can be set up as a twin or a superking room to suit your needs. The modern Shaker kitchen is perfectly equipped for self-catering, but you're only a short stroll from the Red Lion village pub in Waterfall if you don't want to cook. Alton Towers, Chatsworth House, the Monsal and Tissington Trails, Bakewell, the museums of Derby and Stoke-on-Trent are just a few suggestions for fun days out.  Tourist board rating: 4 Star Gold

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. 

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

A light, spacious and contemporary three bedroomed cottage, within 10 minutes walk of Bakewell town centre.  We are Ideally located for exploring the Peak District.  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 parking for 3 cars, large private patio area, and seating at the top of the garden with fabulous views over the Peak District.  Pub and shop within 1 mile.

Situated in the heart of Buxton this cosy cottage is perfect for couples, friends and small families wanting to get away & unwind. Featuring 2 bedrooms, one king size, reclining sofas, gas fire, Netflix, super fibre WiFi, this cottage offers an ideal blend of character & comfort & style. A short walk takes you to independent retailers, cafes and restaurants that fill quirky period buildings, Buxton Opera House, the tranquil Pavilion Gardens, and the magnificent Devonshire Dome.

The Milking Parlour Grande offers a fabulous setting for a family-friendly farm holiday, accommodating up to 18 guests across nine beautifully furnished bedrooms. With the option to add extra beds, hosting up to 24 people is a breeze, making it ideal for festive gatherings or special occasions with your extended family and friends. You can expect top-notch amenities and stunning surroundings as part of the desirable Oakerthorpe Holiday Village Estate in Derbyshire. The estate boasts acres of grounds with activities for all ages, including a petting park with farm animals and a playground. Nearby attractions like Crich Tramway Village, Chatsworth House, and Alton Towers provide endless entertainment, while corporate events and weddings are also welcome.