Cottage vacation rentals in Chesterfield

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Top-rated cottage rentals in Chesterfield

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Top guest favorite
Cottage in Chesterfield
4.93 out of 5 average rating, 325 reviews

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.

Top guest favorite
A contemporary stone cottage is featured, showcasing large glass doors that open to the surrounding natural beauty. The entrance is framed by vibrant greenery and flowers, with a small outdoor seating area positioned on the stone steps, inviting moments of relaxation.
Cottage in Bakewell
4.99 out of 5 average rating, 238 reviews

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.

Top guest favorite
A cosy living room features a woodburner set within a stone fireplace. A large mirror above reflects light, while a television is positioned beside a small table with decorative items. A comfortable sofa with patterned cushions is complemented by a vibrant area rug and a window offering a view.
Cottage in Baslow
4.95 out of 5 average rating, 324 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.

Top guest favorite
A gravelled courtyard is surrounded by charming stone buildings, their walls adorned with lush greenery. Potted plants and flowers add vibrancy to the outdoor space, while an ornamental stone feature sits at the center, creating a welcoming and serene atmosphere.
Cottage in Derbyshire
5 out of 5 average rating, 271 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

Top guest favorite
The charming exterior of the cottage features traditional stonework with climbing greenery enhancing the facade. Multiple windows allow natural light to flood in, complemented by a small conservatory that adds character to the front of the home.
Cottage in Holymoorside
4.98 out of 5 average rating, 337 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.

Top guest favorite
A stone exterior of the building is highlighted, featuring a prominent navy-blue door framed by two windows. Soft lighting enhances the entrance, surrounded by a neatly landscaped area with low shrubs and pavers leading to the door.
Cottage in Matlock
4.99 out of 5 average rating, 269 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.

Guest favorite
A wooden hot tub is positioned on a stone patio, surrounded by lush greenery and flower beds. Warm light from string lights enhances the serene ambiance, while the sun sets in the background, casting a gentle glow across the scene.
Cottage in Derbyshire
4.91 out of 5 average rating, 264 reviews

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.

Top guest favorite
A slate sign reading 'Periwinkle Cottage' is attached to the natural stone wall. The lettering is clear and white against the dark background, providing an inviting entrance for guests.
Cottage in Great Longstone
4.96 out of 5 average rating, 516 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.

Guest favorite
The image depicts a serene outdoor view from a cottage, framed by lush greenery and climbing plants. A quaint wooden structure and a decorative swan sculpture are visible in the foreground. The landscape stretches into rolling hills under a clear sky, illuminated by soft sunlight.
Cottage in Derbyshire
4.9 out of 5 average rating, 136 reviews

Outstanding views at 2 Bed, dog friendly cottage.

Beautiful, eclectic artists cottage for relaxing in the Derbyshire Dales; the perfect place to explore and adventure, or just to relax and enjoy the views. Quirky 2 Bed, 2 Bath, 2 Lounge living with bifold doors to entrancing views of the Peak District. Garage parking, enclosed yard, dog friendly, inclusive and open to all. A 20min walk away from Matlock town centre with amazing walks, right from the door. Easy access to the Peak District with all its climbing, walking, running and biking.

Guest favorite
Cottage in Baslow
4.96 out of 5 average rating, 109 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.

Top guest favorite
Cottage in Totley
4.99 out of 5 average rating, 277 reviews

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.

Top guest favorite
A serene view of the River Derwent is depicted, surrounded by lush greenery and trees. Smooth stones are visible in the water, and the gentle flow of the river reflects the surrounding foliage, creating a peaceful natural atmosphere.
Cottage in Derbyshire
4.97 out of 5 average rating, 604 reviews

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

Quick stats about cottage rentals in Chesterfield

  • Nightly prices starting at

    Chesterfield vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 810 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!

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