
Cottage vacation rentals in Chesterfield
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Quick stats about cottage rentals in Chesterfield

Nightly prices starting at
Chesterfield vacation rentals start at G$23,003 GYD 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!
Top-rated cottage rentals in Chesterfield
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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
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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.
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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.
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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.
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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
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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.
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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.
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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.
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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.
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Gramps's - exquisite 2 bed home, comfy & cosy
Cosy 2 bedroom house with wood stove, breath taking views. Whether you want to relax or absorb the local area, go walking/Sight seeing, this is the perfect place. 3 miles from nearest village, 7 minute walk to nearest pub Everyone raves about the house; coziness and its location, step out of the door onto prime walking areas, mountain biking or general sight seeing. Magnificent countryside. Sorry no pets. The house is next door to our outdoor centre
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The Stables
This stylish conversion sits on the edge of the Peak district, offering spacious accommodation over one level. Perfect for walking, cycling, climbing and exploring local attractions. The village pub is a short walk away, serving food throughout the year. The property itself has 2 large bedrooms, both with double beds, and an extra single sofa bed. The large dinning kitchen has French doors opening to a covered veranda, perfect for relaxing with a drink.
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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.
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Popular amenities for Chesterfield cottage rentals
Cottage rentals with a hot tub

Hollow Brook · Peaceful Cottage, Space & Walks
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HOT TUB Luxury Converted Barn
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Rural cottage! Wood-fired hot tub. Bliss awaits.
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Luxury Country Cottage with Hot Tub
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Jacks Cottage - Hot Tub & Alpaca Experience
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Peaceful cottage in Parwich village with hot tub
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Lime Tree Cottage new barn convention
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The Old Coach House, Wheatsheaf Mews
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Pet-friendly cottage rentals

17th century cottage in Matlock
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Bakewell Cottage - 2 Beds, Parking & Pet Friendly
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Beautiful cosy cottage by a babbling brook
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The Hideaway. Great views, garden & location
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Wasp Nest Cottage, Peak District
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Quaint 2 bed cottage, ideally located for walking
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Quiet hideaway in Matlock with far reaching views
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Damson Tree Cottage-Dog Friendly
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Private cottage rentals

Cosy romantic retreat in idyllic Peaks location
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Rock Cottage l Hidden Gem l Matlock
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Idyllic, The Coach House, Ashford-in-the-Water
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Romantic Peak District Cottage for Two
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Cosy Grade ll listed cottage Central Peak District
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The Carriage House at Ashford Hall
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Rokeby Cottage in Hathersage, Peak District
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Contemporary Cottage Baslow
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Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- Didsbury Village
- Lincoln Castle
- Harewood House
- Tatton Park
- Yorkshire Wildlife Park
- Bramham Park
- Manchester Central Convention Complex
- Belvoir Castle
- Wythenshawe Park
- Temple Newsam Park
- Mam Tor
- Loughborough University
- Yorkshire Sculpture Park
- Meadowhall
- MediaCityUK
- Sheffield City Hall
- Utilita Arena Sheffield
- O2 Apollo Manchester
- Manchester Academy





