
Cottage holiday rentals in Chesterfield
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Top-rated cottage rentals in Chesterfield
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Gorgeous romantic cosy cottage retreat with views
Welcome to Lancaster Cottage, Winster - the perfect luxury escape for couples in the Peak District. ~ Ideal cosy hideaway for a romantic escape for 2 ~ Secluded, off-road & immersed in nature with secret garden & log cabin ~Fabulous walks from the doorstep ~Lovely pubs within a few minutes walk ~Oozes character - built in 1701 & Grade II Listed ~ Cosy woodburner fireplace & beams ~Huge sink-in settee & a dreamy, romantic bedroom with king-sized comfy bed with stunning views ~Dog-friendly

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

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.

Escape to the Peak District.
A luxurious 3 bedroom cottage in Bradley - a village of lakes, woodland - and a fantastic base for exploring the stunning scenery of the Peak District. With an estimated 283 miles of cycle trails & footpaths including the Tissington Trail, Kinder Scout, easy, picturesque riverside walks along Dove Dale, this is the perfect location for cycling & walking. A vibrant arts scene & variety of attractions - Chatsworth, Alton Towers, Tramway Museum, Gullivers Kingdom & Carsington Reservoir nearby.

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.

Lizzy’s Luxury Cottage
Welcome to Lizzy’s Cottage! Nestled in the heart of the Peak District, Lizzy’s Cottage offers a luxurious escape for couples and families. Surrounded by breathtaking countryside, the cottage provides a peaceful retreat, while being just a short drive from popular destinations such as Bakewell, Chatsworth, Matlock, and Matlock Bath. At Knabb Farm, we offer private parking for all guests, and our 7 acres of private land provide plenty of space to explore and enjoy the stunning surroundings.

Periwinkle Cottage
A truly delightful, mid terraced, natural stone-built cottage in the picturesque village of Great Longstone in the Peak District. Oak floors and exposed stone walls add to the character of this cottage, added to that the wood burner to curl up by after a day exploring this beautiful part of the country. The pretty village of Great Longstone is set in a wonderful location in the heart of the Peak District National Park, flanked by Longstone Edge, with Bakewell and Chatsworth House close by.

Contemporary Cottage Baslow
Charming & spacious cottage with modern decoration in the highly sought after village of Baslow. Within walking distance to Chatsworth House, just minutes walk from the edge of the estate. An ideal and spacious home to give a family of 4, a set of friends or 2 couples a holiday to remember. Featuring 2 double bedrooms, a spacious bathroom and additional downstairs toilet, spacious garden & patio, open plan kitchen and separate coZy lounge with log burner.

5 Star Boutique 250 Year Old Peak District Cottage
Wake up to rolling hills and the picturesque little village of Bradwell. After walking through the scenery relax under our beautiful pergola with a well earned glass of wine or toast your toes in front of the log burner whilst the wind howls outside. We have restored Rambler Cottage to give you luxury and practicality, our bedding is divine, our towels envelope you in fluffiness. We care about your time spent with us and we want you to feel special

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.
Popular amenities for Chesterfield cottage rentals
Cottage rentals with a hot tub

Luxury Cottage Green Cottage, Peak District

HOT TUB Luxury Converted Barn

Holly House - Quiet Retreat

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

Jack's Cottage, Curbar

Luxury Country Cottage with Hot Tub

Luxury SC Cottage Lake views 6-8 Guests

Riley Wood · Peaceful Cottage, Views & Walks
Pet-friendly cottage rentals

Matlock Bath cottage gorgeous views/walled garden

Live the country cottage dream and village life.

Pepper Cottage- pet-friendly, stylish & cosy

Beech Croft Cottage Castleton United Kingdom.

Cosy Cottage Retreat in Holmfirth | Dogs Welcome

Roachside Cottage

Quiet hideaway in Matlock with far reaching views

Cottage retreat minutes from Chatsworth Estate
Private cottage rentals

Pretty upmarket Peak District cottage.

Darley Abbey Mills Cottage

Rocking Stone Cottage - Idyllic Rural Retreat

Picturesque Rose Cottage in Winster

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

2 En-suite rural luxury cottage Ashover Derbyshire

Chantry House

Pretty detached stone cottage in Derbyshire Dales.
Quick stats about cottage rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $173 NZD per night before taxes and fees

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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!
Destinations to explore
- Condo rentals Chesterfield
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- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- The Quays
- Donington Park Circuit
- AO Arena
- Didsbury Village
- Lincoln Castle
- Harewood House
- Tatton Park
- Utilita Arena Sheffield
- Motorpoint Arena Nottingham
- Yorkshire Wildlife Park
- Bramham Park
- Bowlers Exhibition Centre
- Wythenshawe Park
- Mam Tor
- Royal Armouries Museum
- Temple Newsam Park
- Manchester Central Convention Complex
- Belvoir Castle
- The Piece Hall





