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Walkers enjoying Dovedale, Peak District
Walkers enjoying Dovedale, Peak District

Self Catering Holiday Cottages in Derbyshire - Page 4

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53.069200, -1.684852

A fabulous large dog-friendly holiday cottage for eight guests in the small peaceful Derbyshire hamlet of Bradbourne on the outskirts of the Peak District National Park. The market town of Ashbourne is close by, Carsington Water is just a mile away (as is a good local family pub!) and you can walk to Tissington and Brassington, possibly the Derbyshire Dales prettiest villages. Superb walking, cycling and horse riding with access onto the Tissington and High Peak Trails and an abundance of attractions within easy reach. All year round appeal with the use of a fabulous indoor heated swimming pool, log burner and stunning views.

Weekly guide price:
£800 to £2000

8  |   4  |   2  |   Yes  |   Yes

Min nights: Enquire

Preferred arrival day: Mon/Fri

53.094173, -1.572090

Couples love Hillside Cottage not only for its proximity to fantastic Peak District walks but for its Victorian charm and contemporary comforts. The owner has taken great care to ensure that the holiday cottage provides everything you need for a self-catering holiday, including a great night's sleep in a beautiful kingsized bed. The cottage is a ten-minute walk from the centre of Wirksworth and it is easy to reach shops, cafes and pubs like the Royal Oak. Chatsworth House, Bakewell, Matlock, Derby, and Buxton are all within a 30-minute drive, making this an ideal place for a Peak District holiday.

Weekly guide price:
£350 to £450
Short breaks from £70 per night

2  |   1  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri

53.218246, -1.680607

This charming stone cottage is in a quiet location and only a five-minute stroll along the river from the centre of Bakewell. It can accommodate up to six people in two lovely bedrooms, with a layout that makes it ideal for couples as well as families. Everything you need for a relaxing self-catering cottage holiday in the Peak District National Park is included; and with the historic Bakewell market on the doorstep together with an array of shops, cafes, pubs and restaurants, eating well is not a problem. Chatsworth House, Haddon Hall, Buxton and Tideswell are just a few of the many places to visit during your stay, and there are fantastic footpaths and cycling routes from the door.

Weekly guide price:
£795 to £1295
Short breaks from £165 per night

4-6  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri

53.073736, -1.637537

Damson Cottage is a  comfortable holiday rental, situated just outside the village of Carsington, an ideal location for exploring the beautiful Derbyshire Dales.   Carsington Water with its many attractions, water sports and trails is close by and the Peak District is within easy reach with even more fantastic sights and attractions. You'll easily fill your days,whether you're walking or cycling the Monsal Trail, boating on the reservoir, admiring the grandeur of Chatsworth House, shopping at Bakewell's Monday market, or simply setting out and seeing where the day takes you. The one-bedroom cottage is ideal for couples or individuals. 

Weekly guide price:
£380 to £480
Short breaks from £95 per night

2  |   1  |   No  |   No  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Friday

53.205560, -1.668315

Ideally placed in a quiet area close to Bakewell town centre, this single level holiday home provides comfortable self-catering accommodation that is both child and pet friendly. A good base for exploring the Peak District National Park and the many attractions of Derbyshire.

Weekly guide price:
£400 to £680
Short breaks from £75 per night

4  |   2  |   3+  |   Yes  |   No

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Saturday

53.110886, -1.734236

The Peak District is the perfect place for your weekend getaway, reunion, hen celebration, yoga retreat, or corporate event. The Lighthouse Barn is a stunning property in an unspoilt and very private location, with its own long drive and huge secure tarmac car parking area for up to 20 cars, with dawn to dusk lighting. It has the flexibility of sleeping 16-20 guests in eight ensuite bedrooms when combined with Coach House (approx. 30 metres away). The beautiful multi-functional celebration or events venue has enviable panoramic views over the surrounding rolling fields with pretty stone walling typical of the Peak District.  Boasting high-quality fixtures and furnishings, and ample space for all your fun plans. Guests rave about the area, how welcoming the property feels, and how easy the owners made it to plan their special occasion with a large group of family and friends.  Tourist board rating: 5 Star

Weekly guide price:
£4000 to £6250

16-20  |   8  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible | 5 Star

53.110886, -1.734236

Stay in a traditional Peak District farmhouse with an AGA, two log burners and an open fireplace. The Farmhouse and Annexe at Uppermoor Farm sleep 20 people in nine beautiful bedrooms, four reception rooms, fantastic self-catering amenities, and unforgettable views. It's wonderfully private, is set amongst 70 acres on a family-run farm 15-minutes from Ashbourne and within easy reach of favourite Peak District attractions, including the Tissington Trail and Chatsworth House. The big group holiday home is ideal for hosting a celebration, or any family and friends gathering or re-union.

Weekly guide price:
£4200 to £6500

20-24  |   11  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Friday

53.073736, -1.637537

Crabtree Cottage is a comfortable barn conversion, just outside the village of Carsington, located in the Derbyshire Dales,  close to the Peak District National Park. It sleeps six people in three bedrooms and is ideal for active families who want to get out on nearby Carsington Water, walk and cycle the Monsal Trail, High Peak Trail and other fantastic routes.  Explore the beauty of places like Chatsworth House, Haddon Hall, Tissington  village or many National Trust properties, or experience the thrills of Alton Towers. There is no limit to the amount of fun you can have while staying in this welcoming home-away-from-home that is available for bookings all year round. 

Weekly guide price:
£545 to £725
Short breaks from £145 per night

6  |   3  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Friday

The Coach House

Last Minute Offer:Tue, 17th Mar 2026 for 2 nights, £267Save £45"3 nights WAS £336 NOW £291,4 nights Was £384 NOW £339, 5 nights WAS £408 NOW £363, 6 nights was £432 NOW £387 pls email direct to book at this price"
53.110425, -1.828318

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.

Weekly guide price:
£480 to £755

6  |   2  |   2  |   Yes  |   No

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Flexible

53.174773, -1.688960

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. 

Weekly guide price:
£400 to £600
Short breaks from £90 per night

5+1  |   4  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Saturday

53.030778, -1.754292

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.

Weekly guide price:
£750 to £925
Short breaks from £108 per night

6  |   3  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

Whimsy by the Peaks

Last Minute Offer:Sat, 25th Apr 2026 for 7 nights, £795"Dogs stay free, cleaning & linen included. Non-refundable rate. Offer not available on owner's website. Contact owner direct."
53.138678417993326, -1.520834237918423

Whimsy by the Peaks is my dog-friendly stone holiday cottage in the Derbyshire Dales village of Tansley, just outside Matlock on the edge of the Peak District National Park. It sleeps up to 5 in 3 bedrooms and has a cosy sitting room with log burner, an enclosed garden with hillside views, high speed fibre broadband, private parking and a 7KW electric car (EV) charger. Two great pubs serving food are just a short walk away, and there are wonderful walks from the door, including routes through the dramatic Lumsdale Valley. Ideal for couples or small families, it’s a brilliant base for exploring the Derbyshire Dales, Chatsworth, Bakewell, and all the walking, cycling and scenery the Peaks have to offer. The cottage is managed direct by me, the owner. That means quick, accurate answers to your questions, as well as flexibility and the best rates. 

Weekly guide price:
£595 to £895
Short breaks from £115 per night

5  |   3  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Flexible

53.069200, -1.684852

With two en-suite flexible bedrooms, a log burner and an indoor heated swimming pool, Wood Shed Cottage is perfect for families or couples (one or two) who want to relax and unwind in the glorious scenery of the Peak District National Park. Nestling in the picturesque Derbyshire hamlet of Bradbourne close to the market town of Ashbourne and just a mile from Carsington Water, there are an abundance of attractions close by, as well as the Tissington and High Peak Trails for walking and cycling. Family friendly pub serving food just a mile's walk away for meals out.

Weekly guide price:
£460 to £1100

4  |   2  |   No  |   Yes  |   Yes

Min nights: 3

Preferred arrival day: Mon/Fri

53.293057, -1.678896

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.

Weekly guide price:
£765 to £1255

6  |   3  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Friday

53.133601, -1.557386

Matlock offers the perfect mix of adventure and relaxation with so much to explore on the doorstep. River Walk is a Modern Contemporary self-catering holiday home sleeping eight guests over 3 floors consisting of four bedrooms. First Floor : 1 King- size with en suite. 1 Twin Room Family Bathroom . Second Floor : One Kingsize room  and one Double Room. It has a seating Area on landing a great area for those quite reading moments. There is also an option of a Travel Cot.  The property also has a Downstairs Toilet. River Walk location offers so much from the doorstep easy reach to the town centre's shops, cafes and restaurants. Matlock Bath is a 15 minute walk where Amusements / Cable Cars / Gullivers Kingdom and so much more to explore . The property has secure gardens & pet friendly with  1 Allocated parking space with an option of an over night car park just a few yards up from the property should you need to use it for any extra cars you may have .

Weekly guide price:
£998 to £1250
Short breaks from £205 per night

8  |   4  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Flexible

53.208243, -1.677818

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.

Weekly guide price:
£572 to £979

5+2  |   3  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

53.227960, -1.835415

The Peak District National Park is one of the nation's favourite holiday destinations not only for the stunning scenery but for the friendly towns and villages like Chelmorton, where James Cottage is located. This charming holiday home sleeps up to four people in two bedrooms, with a layout that is ideal for couples, families or friends. It's a short walk from the excellent local pub, five miles from Buxton and within easy reach of places like Bakewell and Chatsworth House. James Cottage is available for short breaks and longer stays all year round.

Weekly guide price:
£625 to £995

4  |   2  |   No  |   Yes  |   Yes

Min nights: Enquire

Preferred arrival day: Flexible

53.162158, -1.582809

A luxurious break in the country awaits at The Escape. This fantastic property is between Matlock and Bakewell and within reach of some of the best sights and attractions of the Peak District and the Derbyshire Dales including the Heights of Abraham and Chatsworth House. The Escape sleeps up to ten guests in five very comfortable bedrooms and features an extra games/entertaining room as well as an outdoor luxury sheltered hot tub. Private parking for 4 - 5 cars and Electric car charging point. Perfect for large or extended families or groups of friends, The Escape is available for short breaks or longer stays all year round.

Weekly guide price:
£2200 to £2950
Short breaks from £550 per night

10  |   5  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri

53.182443, -1.794376

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.

Weekly guide price:
£2500 to £3200
Short breaks from £505 per night

10  |   5  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Friday

Sycamore Farm Barns

Last Minute Offer:Fri, 20th Mar 2026 for 3 nights, £2200Save £500"Sleeps 20 in 3 interlinked cottages, just £2200, reduced by over £500. For individual cottages, contact owners."
53.067824, -1.547182

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. 

Weekly price:
Please enquire with owner
Short breaks from £1400 per night

20  |   10  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Friday