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$23,012 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.

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Top guest favorite

Cottage in Chesterfield

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.

ValueLocationPets

4.93 out of 5 average rating, 344 reviews

Top guest favorite

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

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.

FamilyValueAccuracy

4.94 out of 5 average rating, 349 reviews

Top guest favorite

A cozy bedroom is highlighted by a four-poster bed dressed in a colorful quilt. Floral wallpaper adds warmth, while a wooden dresser and two woven chairs provide additional furnishings. Natural light filters through tall windows, enhancing the inviting atmosphere of the space.

Cottage in Derbyshire Dales

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!

LocationFamilyIndoor spaces

4.96 out of 5 average rating, 106 reviews

Top guest favorite

A spacious lawn leads to a charming stone cottage, surrounded by well-maintained greenery. The bright blue sky and scattered clouds enhance the inviting atmosphere, while the driveway provides access to the property and its scenic surroundings.

Cottage in Derbyshire

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

ValueLocationDecor

5.0 out of 5 average rating, 282 reviews

Top guest favorite

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

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.

FamilyValueHeating

4.97 out of 5 average rating, 351 reviews

Top guest favorite

The cottage features a stone facade with a welcoming entrance surrounded by garden areas. A gravel driveway leads to the front door, flanked by outdoor seating arrangements. Lush greenery and trees provide a serene backdrop against a clear blue sky.

Cottage in Ashover

2 En-suite rural luxury cottage Ashover Derbyshire

Rural luxury 2 bedroomed en-suite cottage with kingsize bed & twin or superking. Both bedrooms have en-suite facilities one with walk in rain shower and twin with shower over bath. Ideally situated for the Peak District, Bakewell, & Chatsworth. Underfloor heating throughout and looks out onto its own woodland with picnic bench plus 2 more seating areas ideal for 2 couples. BBQ, table & chairs with cushions. Perfect for chilling out with views and walks from the doorstep. Pub 10 minute walk.

ValueLocationSleep quality

4.99 out of 5 average rating, 212 reviews

Top guest favorite

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

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.

ValueLocationParking

4.98 out of 5 average rating, 122 reviews

Top guest favorite

Cottage in Letwell

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.

LocationValueHot tub

4.96 out of 5 average rating, 224 reviews

Top guest favorite

The exterior of Rokeby Cottage features traditional stone construction framed by well-maintained hedges and shrubs. The structure is nestled on a slight incline, with a blue sky overhead and scattered clouds, creating a serene rural atmosphere.

Cottage in Hathersage

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.

FamilyValueTV

4.99 out of 5 average rating, 383 reviews

Top 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

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.

LocationValueView

4.96 out of 5 average rating, 124 reviews

Top guest favorite

The stone exterior of the property is framed by lush greenery, featuring wooden doors that open to a welcoming entrance. A gravel driveway is visible, with a low wooden fence marking the boundary and a clear blue sky overhead.

Cottage in South Yorkshire

The Stables

This stylish conversion sits on the edge of the Peak district, offering spacious accommodation over one level. Perfect for walking, cycling, climbing and exploring local attractions. The village pub is a short walk away, serving food throughout the year. The property itself has 2 large bedrooms, both with double beds, and an extra single sofa bed. The large dinning kitchen has French doors opening to a covered veranda, perfect for relaxing with a drink.

ValueFamilyBreakfast

4.95 out of 5 average rating, 110 reviews

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

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

ValueLocationHiking

4.95 out of 5 average rating, 492 reviews