Cottage holiday rentals in Chesterfield

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Chesterfield

Guests agree: These cottages are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
The exterior of a beautifully renovated stone cottage is depicted, featuring a hot tub on a wooden deck. Large windows reflect natural light, while a manicured lawn surrounds the cottage, enhancing the inviting ambiance of the tranquil setting.
Cottage in Alton Towers
4.99 out of 5 average rating, 140 reviews

Luxury Cottage Green Cottage, Peak District

Unwind in luxury. This renovated cottage is nestled on the outskirts of the Peak District and is the perfect contemporary getaway for anyone looking for serenity. Enjoy the evenings in the garden with the hot tub, spacious patio, and fire pit at the back garden. The Green Cottage encompasses laid-back luxury to the highest standard and is sure to make your stay one to remember. It's a sanctuary for nature lovers, perfect for families, couples, and friends. Alton Towers is only 15 minutes away.

Top Guest favourite
The living room features a cozy arrangement with a soft beige sofa and armchair, adorned with floral cushions. A low coffee table sits in front of a fireplace, while patterned curtains frame a bright window. A small TV is mounted on the wall above the fireplace.
Cottage in Chesterfield
4.92 out of 5 average rating, 314 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 favourite
A cosy living room features comfortable seating on two plush sofas, arranged around a central ottoman. A stone fireplace with a woodburner creates a focal point. Exposed beams highlight the ceiling, while the space is adorned with floral cushions and a decorative area rug.
Cottage in Baslow
4.95 out of 5 average rating, 302 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 favourite
A cozy sitting area features a blue armchair with decorative pillow. A wooden mantel surrounds a small fireplace, flanked by two lamps providing soft illumination. Artwork adorns the walls, and a vintage trunk adds character to the space.
Cottage in Holymoorside
4.98 out of 5 average rating, 326 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 favourite
Cottage in Butterton
4.98 out of 5 average rating, 133 reviews

Idyllic cottage retreat

This romantic retreat is set in the heart of the picturesque village of Butterton which overlooks the beautiful Manifold Valley in the Peak District. The lanes are lined with pretty sandstone cottages and an idyllic ford runs through the cobbled street below the cottage and a great country pub is round the corner. This cosy hideaway is an ideal couples escape featuring a stunning bedroom with vaulted beamed ceiling and luxury features throughout. It has a boutique hotel feel in rural heaven.

Top Guest favourite
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 Darley Dale
4.99 out of 5 average rating, 245 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.

Top Guest favourite
A wooden gate spans a gravel driveway, bordered by stone walls and lush green trees. In the background, a rustic building can be seen among the foliage, set in a peaceful and natural environment. The setting reflects a tranquil country atmosphere.
Cottage in Bradfield
4.97 out of 5 average rating, 106 reviews

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.

Top Guest favourite
A charming outdoor area features a gray hydrotherapy hot tub surrounded by lush greenery. Nearby, pastel pink chairs invite relaxation, with towels neatly arranged and a small table presenting refreshments. The rustic stone wall adds character to the private garden setting.
Cottage in Curbar
5 out of 5 average rating, 255 reviews

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.

Guest favourite
A cozy lounge area features a comfortable sofa adorned with patterned cushions. Large windows provide a scenic view of the countryside, framed by floral curtains. The floor is carpeted, and a small wooden table sits nearby, creating a welcoming space for relaxation.
Cottage in Bonsall
4.98 out of 5 average rating, 189 reviews

Spinney Farm Cottage, fantastic views - sleeps 4

Spinney Farm cottage is set in an idyllic rural location on a quiet country lane overlooking the village of Bonsall. Footpaths on your doorstep lead you into the beautiful countryside. Spinney Farm is the home to a herd of alpacas which you are welcome to visit and you may also see the cows from Puddle Hill farm in the nearby fields. Spinney Farm cottage is set in a dry stone wall enclosure therefore a safe and secure place for children to play and for you to sit and relax.

Top Guest favourite
A red-brick house is set on a spacious green lawn, surrounded by trees and garden greenery. The architecture features multiple windows and a central entrance, framed by neatly landscaped shrubbery and flowerbeds, under a partly cloudy sky.
Cottage in Nottinghamshire
4.99 out of 5 average rating, 202 reviews

Country Farm Annexe Award Winning B&B

Enjoy the Annexe, as part of the house in a relaxing country setting. Along with a comfortable King size bed and large en-suite shower room and wc. There is a high spec kitchen/dining room, a beamed lounge with smart TVs and great views. Own front porch access and downstairs wc. Shared central staircase with the owners. Large gardens, with own patio and comfortable outdoor seating area. Buffet breakfast foods. Own Parking. Great walks and cycle routes, A1 & M1 nearby.

Guest favourite
An open-plan kitchen and living area features a large corner sofa in grey fabric with a white accent cushion. A kitchen island with three wooden stools offers a casual dining space, illuminated by pendant lights. Modern appliances and cabinetry are visible in the background.
Cottage in Baslow
4.98 out of 5 average rating, 103 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 favourite
Cottage in Bradwell
4.97 out of 5 average rating, 417 reviews

Cosy Boutique 250 Year Old Peak District Cottage

Wake up to rolling hills and the picturesque little village of Bradwell. After walking through the scenery relax under our beautiful pergola with a well earned glass of wine or toast your toes in front of the log burner whilst the wind howls outside. We have restored Rambler Cottage to give you luxury and practicality, our bedding is divine, our towels envelope you in fluffiness. We care about your time spent with us and we want you to feel special

Popular amenities for Chesterfield cottage rentals

Quick stats about cottage rentals in Chesterfield

  • Nightly prices starting at

    Chesterfield holiday rentals start at $137 NZD per night before taxes and fees

  • Verified guest reviews

    Over 750 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!

  1. Airbnb
  2. United Kingdom
  3. England
  4. Derbyshire
  5. Chesterfield
  6. Cottage rentals