
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 ﺩ.ﺇ 404 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.

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.
4.93 out of 5 average rating, 346 reviews
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.
4.98 out of 5 average rating, 321 reviews
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.
4.94 out of 5 average rating, 352 reviews
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!
4.96 out of 5 average rating, 107 reviews
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
5.0 out of 5 average rating, 285 reviews
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. Private access onto the surrounding moor. 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
4.95 out of 5 average rating, 494 reviews
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.
4.97 out of 5 average rating, 353 reviews
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.
4.99 out of 5 average rating, 303 reviews
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.
4.96 out of 5 average rating, 539 reviews
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.
4.96 out of 5 average rating, 227 reviews
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.
4.99 out of 5 average rating, 387 reviews
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.
4.96 out of 5 average rating, 126 reviewsPopular amenities for Chesterfield cottage rentals
Cottage rentals with a hot tub

Lizzy’s Luxury Cottage
4.88 out of 5 average rating, 298 reviews
Luxury Peak District Cottage with Hot Tub
4.99 out of 5 average rating, 303 reviews
Jack's Cottage, Curbar
4.99 out of 5 average rating, 303 reviews
Modern cottage in a stunning Peak District setting
4.97 out of 5 average rating, 255 reviews
Forest Cottage
4.99 out of 5 average rating, 115 reviews
Beautiful, private 2 bedroom Annex with Hot Tub
4.9 out of 5 average rating, 252 reviews
Luxury Country Cottage with Hot Tub
5.0 out of 5 average rating, 266 reviews
Hot Tub, Horses & Hills – The Perfect Escape
4.92 out of 5 average rating, 104 reviewsPet-friendly cottage rentals

Cottage retreat minutes from Chatsworth Estate
4.88 out of 5 average rating, 460 reviews
17th century cottage in Matlock
4.94 out of 5 average rating, 457 reviews
Cosy cottage with private garden
4.98 out of 5 average rating, 126 reviews
Quaint 2 bed cottage, ideally located for walking
4.88 out of 5 average rating, 620 reviews
2 En-suite rural luxury cottage Ashover Derbyshire
4.99 out of 5 average rating, 213 reviews
Rowan Cottage
4.95 out of 5 average rating, 307 reviews
Black Swan Cottage
4.94 out of 5 average rating, 334 reviews
Boutique Retreat, Summer Pool, Peak District
4.95 out of 5 average rating, 416 reviewsPrivate cottage rentals

Cosy Grade ll listed cottage Central Peak District
4.99 out of 5 average rating, 340 reviews
Two Gates Cottage Self Catering
4.91 out of 5 average rating, 516 reviews
Rocking Stone Cottage - Idyllic Rural Retreat
4.99 out of 5 average rating, 246 reviews
17th Century Peak District Cottage
4.95 out of 5 average rating, 195 reviews
Delightful cottage in Eyam
5.0 out of 5 average rating, 227 reviews
Rock Cottage l Hidden Gem l Matlock
4.94 out of 5 average rating, 128 reviews
3 bed, 2 bath with off road parking for 2 cars
4.99 out of 5 average rating, 305 reviews
Beautifully Restored; Spacious Spring Cottage
5.0 out of 5 average rating, 219 reviewsDestinations 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
- Wythenshawe Park
- Harewood House
- Tatton Park
- University of Manchester
- Bramham Park
- Yorkshire Wildlife Park
- Bowlers Exhibition Centre
- Manchester Central Convention Complex
- Temple Newsam Park
- Yorkshire Sculpture Park
- The Piece Hall
- Mam Tor
- Belvoir Castle
- MediaCityUK





