
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$23,006 GYD per night before taxes and fees

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Over 860 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!
Top-rated cottage rentals in Chesterfield
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.
FamilyValueHospitality

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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Bert's - your idyllic Derbyshire retreat
🌟 As seen in House & Garden & Condé Nast Traveller Several hundred feet up, nestled in the heart of the quintessential English village of Bonsall, lies our enchanting cottage. Overflowing with character, its ancient walls tell stories through art, antiques and textiles. Perched on the edge of the Derbyshire Dales and the Peak District, this gem sits amidst breathtaking countryside, grand stately homes and key landmarks, including the birthplace of the Industrial Revolution. Welcome to Bert's!
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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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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.
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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.
FamilyValueCheck-in

Cosy cottage with private garden
Situated in the hamlet of Loadbrook in the beautiful Peak District National Park (yet only 15 minutes from Sheffield city centre), Loadbrook Cottage is attached to a traditional 18th century Yorkshire farmhouse. The Cottage provides spacious and comfortable accommodation in a picturesque country setting. Local attractions include Chatsworth house, Haddon hall, Bakewell, Sheffield Botanical gardens, Yorkshire sculpture park, Sheffield theatres, museums, all within a thirty minute drive.
FamilyValueWifi

Rural cottage! Wood-fired hot tub. Bliss awaits.
Welcome to our home! A charming cottage in a rural village, ideal for couples, families, friends, contractors, business trips & weddings. The property features 2 king-size bedrooms, a children’s bedroom with 3 single beds, plus a ground-floor king bedroom & 3 bathrooms. Enjoy a bespoke kitchen, rain shower, wood burner, parquet flooring, huge garden with play area, hot tub & parking for 3 cars/LWB van. Close to M1, A1, Hodsock Priory, Thoresby, Sherwood Forest & Sheffield.
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Rokeby Cottage in Hathersage, Peak District
A traditional Derbyshire cottage situated on an elevated quiet lane in the village of Hathersage. Rokeby Cottage has recently been refurbished to provide a comfortable relaxing stay any time of the year. Nestled within the Hope Valley, Hathersage offers exceptional walks from the front door ranging from circular 3 mile strolls to all-day hikes. Rokeby Cottage is a 5 minute walk from the village centre which hosts a great range of excellent pubs, cafes and shops.
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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.
ValueFamilyWalkability

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

Lizzy’s Luxury Cottage
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The Old Coach House, Wheatsheaf Mews
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Jack's Cottage, Curbar
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Luxury Peak District Cottage with Hot Tub
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Modern cottage in a stunning Peak District setting
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Hot Tub, Horses & Hills – The Perfect Escape
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Hollow Brook · Grown up escape peace and quiet
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Luxury Country Cottage with Hot Tub
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Pet-friendly cottage rentals

The Barn @ Dale End House, Gratton nr Bakewell
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The Kennels
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Cottage retreat minutes from Chatsworth Estate
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Matlock Bath cottage gorgeous views/walled garden
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Holly Cottage a great place for a country break
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Periwinkle Cottage
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Lane End Cottage - cosy cottage with large garden.
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Gorgeous romantic cosy cottage retreat with views
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Private cottage rentals

Two Gates Cottage Self Catering
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Idyllic, The Coach House, Ashford-in-the-Water
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5 STAR Boutique Home in Quiet Countryside.
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Beautifully Restored; Spacious Spring Cottage
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Cosy Grade ll listed cottage Central Peak District
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Oak Cottage. Cosy cottage in Hathersage
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Delightful cottage in Eyam
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Cosy Woodside Cottage, indoor pool, nr Chatsworth
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Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- Donington Park Circuit
- The Quays
- Didsbury Village
- Lincoln Castle
- AO Arena
- Harewood House
- Tatton Park
- Bowlers Exhibition Centre
- University of Manchester
- Yorkshire Wildlife Park
- Wythenshawe Park
- Bramham Park
- Manchester Central Convention Complex
- The Piece Hall
- Temple Newsam Park
- Belvoir Castle
- Mam Tor
- Yorkshire Sculpture Park
- Loughborough University





