
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.

Rocking Stone Cottage - Idyllic Rural Retreat
Perfect for two couples or a family an immaculate contemporary cottage in the Peak National Park, a stones throw from Chatsworth. A perfect spot to get away, relax and explore the stunning countryside right from the door. The cottage features beautiful outdoor spaces, a large stone fireplace with woodburning stove, wooden shutters, exposed beams, a fully fitted hand made kitchen, walk in rain showers and romantic roll top bath. BBQ on one of the two terraces or just relax and take in the view.

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

2 En-suite rural luxury cottage Ashover Derbyshire
Rural luxury 2 bedroomed en-suite cottage with kingsize bed & twin or superking. Both bedrooms have en-suite facilities one with walk in rain shower and twin with shower over bath. Ideally situated for the Peak District, Bakewell, & Chatsworth. Underfloor heating throughout and looks out onto its own woodland with picnic bench plus 2 more seating areas ideal for 2 couples. BBQ & table & chairs with cushions. Perfect for chilling out with views and walks from the doorstep. Pub 10 minute walk.

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.

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.

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.

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.

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

Holly House - Quiet Retreat

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

Jack's Cottage, Curbar

Luxury Peak District Cottage with Hot Tub

Luxury Country Cottage with Hot Tub

Riley Wood · Peaceful Cottage, Views & Walks

Jacks Cottage - Hot Tub & Alpaca Experience
Pet-friendly cottage rentals

Stunningly stylish cottage.

Beautiful cosy cottage by a babbling brook

Beautiful rural Peak District farm cottage

Cosy Cottage Retreat in Holmfirth | Dogs Welcome

Nags Head Cottage, Village, Private Garden

Quaint 2 bed cottage, ideally located for walking

Quiet hideaway in Matlock with far reaching views

Cottage retreat minutes from Chatsworth Estate
Private cottage rentals

Millstone Cottage - Cosy Peak District Cottage

Darley Abbey Mills Cottage

Luxury Boutique Cottage

Oak Cottage. Cosy cottage in Hathersage

Idyllic, The Coach House, Ashford-in-the-Water

Gramps's - exquisite 2 bed home, comfy & cosy

World Heritage cottage in vibrant Cromford

Cosy and quaint stone cottage full of character
Quick stats about cottage rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $174 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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- Pet-friendly 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





