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 367 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!

Top-rated cottage rentals in Chesterfield

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

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Top guest favorite
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, 157 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 favorite
A charming stone cottage is framed by the lush greenery of surrounding trees. A welcoming wooden gate leads to a gravel pathway that guides to the cottage's entrance, showcasing a mix of rustic stonework and modern window designs. A small garden area is visible, adding to the inviting atmosphere.
Cottage in Derbyshire
4.98 out of 5 average rating, 311 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.

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
Cottage in Bakewell
4.99 out of 5 average rating, 239 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
The modern kitchen features sleek white cabinetry and a patterned backsplash. Natural light floods the space through patio doors that open to outdoor seating. Fresh produce is displayed on the countertop, highlighting the kitchen's functional and inviting atmosphere.
Cottage in Derbyshire
5 out of 5 average rating, 272 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
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.

Superhost
A spacious lounge area features a modern sectional sofa, complete with decorative pillows. Soft light is provided by a standing lamp, highlighting the room's neutral tones. An archway leads towards a dining space that includes stylish pendant lighting, creating an inviting atmosphere.
Cottage in Derbyshire
4.91 out of 5 average rating, 265 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.

Guest favorite
An outdoor terrace is adorned with potted plants, offering sweeping views of the valley below. The setting sun partially illuminates the scene, creating a serene atmosphere. The stone pathway leads towards the garden, surrounded by lush greenery and the distant landscape.
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.

Top guest favorite
A small round table is set in front of a stone cottage, adorned with a potted plant and a tea set. Two metal chairs are positioned around the table. The window above features a grid pattern with decorative items visible inside.
Cottage in Taddington
4.97 out of 5 average rating, 276 reviews

Millstone Cottage - Cosy Peak District Cottage

This semi detached cosy cottage in the quiet village of Taddington, is perfect for small families who would like to immerse themselves in the beauty of the Peak District National Park . Located mid way between Buxton and Bakewell, this cottage makes a perfect base for which to explore the two towns and surrounding areas. There are many excellent picturesque places to visit, from the doorstep, nearby Monsal Dale and the famous trail, Millers Dale and Chee Dale only a short walk away.

Top guest favorite
The charming cottage exterior is enveloped in lush greenery, featuring stone walls and a vibrant green door. A well-maintained pathway leads to the entrance, bordered by a variety of colorful plants and bushes, set against a backdrop of a clear blue sky.
Cottage in Monyash
5 out of 5 average rating, 320 reviews

Cosy Grade ll listed cottage Central Peak District

Nestled in the picturesque village of Monyash, Mereview a Grade II listed stone cottage offers the perfect escape for couples or solo adventurers seeking peace, character, and countryside charm. Thoughtfully restored and beautifully presented, this historic home blends timeless elegance with modern comfort. Whether you’re walking the limestone dales, visiting nearby Bakewell or Chatsworth House, or simply curling up with a book by the fire, this cottage is a serene base.

Guest favorite
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
4.95 out of 5 average rating, 111 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
A large window features a wooden sill adorned with two plush toys and an orange candle. Thick black curtains frame the view of rolling moorland under a soft blue sky, creating a peaceful atmosphere inside the room.
Cottage in Sheffield
4.95 out of 5 average rating, 474 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. 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

Popular amenities for Chesterfield cottage rentals

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