
Cottage holiday rentals in Chesterfield
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Top-rated cottage rentals in Chesterfield
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The Hideaway. Great views, garden & location
The Hideaway is an attractive cottage with wonderful views, contemporary decoration, consisting of a kitchen/living space, bedroom, shower room & west facing balcony all accessed from your private entrance with self check-in. Hidden away on the lovely wooded hillside of the Derwent Valley between Bakewell and Matlock, within 3 miles of Chatsworth House & Haddon Hall. Great for walkers, situated down a quiet lane, with fantastic walks from the front door through woodland, fields or moorland. .

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.

Characterful 2 bed cottage in excellent location
A charming cottage overlooking a babbling, nature-rich brook. Full of character, this peaceful cottage boasts a cosy living room complete with woodburner, underfloor heating and exposed beams, a fabulous kitchen and a stylish bathroom. The cottage is in a superb location with top-class restaurants, the magnificent Chatsworth Estate and truly stunning local walks right on the doorstep. Bikes can be stored in the rear yard making this cottage an ideal base for foodies, cyclists and walkers alike.

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.

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.

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.

Beautiful Groom's Cottage, Ashford-in-the Water
A beautiful, recently converted barn which was originally the Groom's Cottage. Newly renovated in 2018 this one bed, one bath cottage is set in an idyllic rural location with breath-taking views and direct access across the owners' fields to a footpath which leads either down to the famously picturesque village of Ashford-in-the-Water or uphill to the drama of Monsal Head. Separately available is The Coach House, next door, also new and sleeping 4 people in equal style.

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 Chesterfield cottage rentals
Cottage rentals with a hot tub

Luxury Cottage Green Cottage, Peak District

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

Lizzy’s Luxury Cottage

Jack's Cottage, Curbar

Luxury Country Cottage with Hot Tub

Riley Wood Cottage: Rest and Peak District Views

Peaceful cottage in Parwich village with hot tub

Lime Tree Cottage new barn convention
Pet-friendly cottage rentals

Luxury Peak District Home - 2 miles from Ashbourne

Sleeps 4 stylish cottage close to the Monsal Trail

Perfect Peak District Stone Cottage Retreat

Holly Cottage a great place for a country break

Grade II listed Cottage & Dog friendly!

Relax at Rose Cottage. You know you deserve it!

Beautiful Old Cottage in the Peak District

The Forge @ Alderwasley
Private cottage rentals

Wonderful view from cosy cottage with sunny garden

Oak Cottage. Cosy cottage in Hathersage

Rocking Stone Cottage - Idyllic Rural Retreat

3 bed, 2 bath with off road parking for 2 cars

Grade 2 listed cottage, Peak District nr Bakewell

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

Romantic and Cosy Beamed Derbyshire Cottage

Goose Croft, tucked away in Edale
Quick stats about cottage rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $139 NZD per night before taxes and fees

Verified guest reviews
Over 750 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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