
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$23,002 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.
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Idyllic, The Coach House, Ashford-in-the-Water
This two bed cottage is in an idyllic rural location with breath-taking views. Walk through fields onto a footpath down to the picturesque village of Ashford-in-the-Water or uphill to the drama of Monsal Head. Please note - bathroom refurbishment completed March 2026. The Coach House will still offer one full family bathroom for guests to share (with sink, loo, shower-over-bath). The new en-suite ‘dressing room’ will contain a sink, toilet and vanity area but it no longer has a separate shower.
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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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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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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.
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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.
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Two Gates Cottage Self Catering
(This listing is for the entire cottage) Two Gates Cottage is situated in the courtyard at the rear of Elton Guest House, converted from the bothy of this former farm making an ideal cosy cottage for four people. There is a flag stone patio area with flower bed border and garden furniture. Located in the Peak District close to Matlock, Bakewell, Matlock Bath, Dove Dale and attractions such as Chatsworth House and Haddon Hall. The grounds feature ample parking in our cobbled courtyard.
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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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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.
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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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Luxury Peak District Cottage with Hot Tub
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Jack's Cottage, Curbar
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Modern cottage in a stunning Peak District setting
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Luxury Country Cottage with Hot Tub
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Beautiful, private 2 bedroom Annex with Hot Tub
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The Old Coach House, Wheatsheaf Mews
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Hot Tub, Horses & Hills – The Perfect Escape
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Pet-friendly cottage rentals

Cottage retreat minutes from Chatsworth Estate
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17th century cottage in Matlock
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2 En-suite rural luxury cottage Ashover Derbyshire
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The Kennels
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Rowan Cottage
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Pretty Victorian riverside cottage, Alstonefield
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Quaint 2 bed cottage, ideally located for walking
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Gorgeous romantic cosy cottage retreat with views
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Private cottage rentals

Rokeby Cottage in Hathersage, Peak District
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Cosy Grade ll listed cottage Central Peak District
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Delightful cottage in Eyam
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Beautifully Restored; Spacious Spring Cottage
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5 STAR Boutique Home in Quiet Countryside.
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17th Century Peak District Cottage
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Oak Cottage. Cosy cottage in Hathersage
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3 bed, 2 bath with off road parking for 2 cars
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Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- The Quays
- Donington Park Circuit
- Didsbury Village
- Lincoln Castle
- AO Arena
- Harewood House
- Tatton Park
- Wythenshawe Park
- University of Manchester
- Bowlers Exhibition Centre
- Yorkshire Wildlife Park
- Bramham Park
- Manchester Central Convention Complex
- Temple Newsam Park
- The Piece Hall
- Yorkshire Sculpture Park
- Mam Tor
- Belvoir Castle
- Manchester Central Library





