
Cottage holiday rentals in Chesterfield
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Top-rated cottage rentals in Chesterfield
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Chatsworth Cottage
Situated on the edge of the Peak District Park, this is the ideal base for exploring Derbyshire. The Cottage is situated on Chatsworth Road just 10 minutes drive from the ‘Palace of the Peak District’. A short journey and you will discover other wonders of the Peak at places like Matlock, Bakewell, Castleton and Buxton. The historic market town of Chesterfield and the famous Crooked Spire is just a 20 minute walk down the Brampton Mile where you will find some great places to shop, eat & drink.

Luxury 2 Bedroom Cottage (Sleeps 4) Stunning Views
*AirBnB Best New Host Finalist 2022* A stunning 2 bedroom (Sleeps 4) luxury cottage, nestled in the Peak District countryside, with superb views over Chatsworth House. Outdoor dining, farm animals, private parking (with electric charging) & tranquil walks - all within a short drive of Bakewell, Matlock & the beautiful Derbyshire Dale villages. Fully equipped with everything you will need for your stay, including: Netflix, Amazon Prime & Disney+ BBQ for outdoor dining. Family & Dog Friendly

Wasp Nest Cottage, Peak District
Sitting on the edge of the Peak District, a stone’s throw from open fields, woodland and moors - sits a 19th Century cosy mill worker’s cottage. Two pubs and a shop are within easy walking distance and Chatsworth House is a beautiful 7 mile wander over the hill. Marvel at the lovely centuries old tree slice, coffee table and huge slice of elm breakfast bar, enjoy chopping boards, pottery and soft furnishings from the local artisans - just some of the magic the Peak District has to offer.

Cosy and quaint stone cottage full of character
A pretty stone built quaint cottage located a few minutes walk from the centre of Matlock with Victorian pubs, restaurants and antique shops on the edge of the Peak District national park. Full of character & charm, it boasts antique furniture, has a lovely living area, spacious double bedroom, en suite bathroom. Newly fitted modern kitchen with all amenities. Tastefully furnished throughout, it offers a mixture of old and new. A perfect romantic retreat, walkers paradise, outdoor activities.

The Kennels
Kick off your walking boots, wash down your bike or just park up the car, this freshly converted kennels is the place to relax for a few days. Peaceful and away from it all but close enough to explore the beauty of the Peak District and Chatsworth House. Matlock is a couple of miles away with restaurants, shops and amenities. You can start exploring from the door step; we can help with guides, directions and recommendations. The room can be configured as a luxury Super King or twin beds.

Gorgeous romantic cosy cottage retreat with views
Welcome to Lancaster Cottage, Winster - possibly the best situated cottage in the Peak District - utterly peaceful yet an easy stroll to pubs and fantastic walking trails from the doorstep. Built in 1701 & Grade II Listed, it oozes character and is the ideal cosy winter retreat for a romantic escape for 2. Cosy fireplace & beams, huge settee & a dreamy, romantic bedroom with king-sized comfy bed with lovely views over the hills, plus 2 outdoor seating areas & a log cabin in the garden.

Barlow Country Club - Bluebell Cottage
This self catering cottage is situated in the beautiful Derbyshire village of Barlow near the Peak District National Park. The cottage is close to the village with 2 pubs and set in 50 acres of woodland teeming with birds and wildlife. Kitchen/Lounge/Diner: With electric hob &oven, microwave, fridge with ice box, TV, bedroom with super king size bed(twin beds are available on request) and fold away table and 2 chairs. Cot and high chair available on request. Wi-Fi available. Parking.

Jack's Cottage, Curbar
Sleeping on a cloud under Curbar Edge. Take it easy at Jack's Cottage, a boutique 17th century stone built luxurious cottage in the heart of the Peak District. Enjoy a soak in the hydrotherapy hot tub or cosy up in front of the log burner. Located next to the historic well in the centre of the village with a fully fenced private garden, bring your dog along to explore amazing walking and cycling from the doorstep. Secure alarmed bike store with wall anchor & charge for ebikes.

Pepper Cottage- pet-friendly, stylish & cosy
Pepper Cottage is a stylish yet traditional workman's cottage with a modern garden room extension situated on Church Street, about 5-10mins walk into the centre of Matlock. It is ideal for dog-owners as it has a fenced garden and easy access to the High & Pic Tor for walks with fantastic views across Matlock & down to Matlock Bath. The front of the cottage looks up to Riber Castle. There is a lockable garden shed for bikes. Ideal for couples & families with older children.

Cosy Grade ll listed cottage Central Peak District
Nestled in the picturesque village of Monyash, Mereview a Grade II listed stone cottage offers the perfect escape for couples or solo adventurers seeking peace, character, and countryside charm. Thoughtfully restored and beautifully presented, this historic home blends timeless elegance with modern comfort. Whether you’re walking the limestone dales, visiting nearby Bakewell or Chatsworth House, or simply curling up with a book by the fire, this cottage is a serene base.

Luxury Peak District Cottage with Hot Tub
The Old Stable Block at Bank View Farm has recently been converted into an elegant self-catering holiday cottage with its own private hot tub in a beautiful courtyard garden. The cottage is set in the wonderful landscaped grounds and gardens of bank view farm next to the orchard with its geese and giant tortoises. Set on the edge of the peak district moors with pubs on your doorstep, this is the perfect location for an idyllic rural retreat.

Kingfisher Cottage
Kingfisher Cottage is attached to Bridge House, situated in the Peak District village of Bamford and benefits from a beautiful view of the River Derwent. The Cottage, which is within walking distance of Bamford train and bus station and local shops, has it's own garden and seating area on the bank of the river. The Cottage has private access and parking is available. Fly fishing is also available by arrangement with hosts.
Popular amenities for cottage rentals in Chesterfield
Cottage rentals with a hot tub

Luxury Cottage Green Cottage, Peak District

HOT TUB Luxury Converted Barn

Rural cottage! Wood-fired hot tub. Bliss awaits.

Luxury Country Cottage with Hot Tub

Luxury SC Cottage Lake views 6-8 Guests

Riley Wood Cottage – Peaceful Peak District Haven

Peaceful cottage in Parwich village with hot tub

Lime Tree Cottage new barn convention
Pet-friendly cottage rentals

Romantic Little Cottage in Eyam, Peak District

Woodcock Farm - Luxury self-catering cottages

Quaint 2 bed cottage, ideally located for walking

Cosy countryside cottage

Cottage near to Alton Towers and the Peak District

Rowan Cottage

The Forge @ Alderwasley

Beautiful barn near Dovedale.
Private cottage rentals

Cosy Cromford village cottage

Stylish Retreat in heart of The Peak District

Oak Cottage. Cosy cottage in Hathersage

Country Farm Annexe Award Winning B&B

Lux 2BR cot, Eyam centre, mins 2 pubs/cafes, walks

Cheese Press Cottage - overlooking Biggin Dale

Lux barn w. fire. Mins 2 hills, pubs, cafes, rest

Lovely Edge of Peak District Cottage
Quick stats about cottage rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $130 SGD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesterfield rentals

4.9 Average rating
Chesterfield stays are highly rated by guests – averaging 4.9 out of 5!
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- Peak District national park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- The Quays
- Lincoln Castle
- Harewood House
- Sundown Adventureland
- Mam Tor
- Royal Armouries Museum
- Tatton Park
- Holmfirth Vineyard
- Crucible Theatre
- The Nottinghamshire Golf & Country Club
- Science and Industry Museum
- Shrigley Hall Golf Course
- Rufford Park Golf and Country Club
- IWM North
- John Rylands Library
- Derwent Valley Mills
- Cavendish Golf Club
- Daisy Nook Country Park
- Manchester Central Library
- Bosworth Battlefield Heritage Centre




