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Cottage vacation rentals in Chesterfield

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Top-rated cottage rentals in Chesterfield

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A historic building is set by a tranquil body of water, with a fountain creating gentle ripples. The structure features ornate stone architecture and large windows, surrounded by a landscaped area with trees and nearby daffodils. Soft hills rise in the background.

Cottage in Chesterfield

4.92 out of 5 average rating, 287 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 tranquil bedroom features a stunning arch-shaped window with a view of the garden. Natural light floods the space, highlighting the stone walls and high vaulted ceiling. A bedside table with a lamp and a neatly made bed with soft linens are present, creating a peaceful atmosphere.

Cottage in Bakewell

4.99 out of 5 average rating, 215 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.

A snow-covered cottage is surrounded by frosted trees, located beside a tranquil brook. The building features a stone façade, with a white railing leading to the entrance. Snow blankets the ground and branches, creating a serene winter scene.

Cottage in Baslow

4.95 out of 5 average rating, 249 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.

Cottage in Derbyshire

4.96 out of 5 average rating, 125 reviews

Pretty detached stone cottage in Derbyshire Dales.

Traditional detached stone cottage in peaceful countryside on the outskirts of Dethick, Lea and Holloway. Situated near the confluence of Littlemoor and Lea Brooks amidst trees and fields, Brook Cottage provides a relaxing bolthole: perfect for that romantic getaway for two or as a base for exploring the Dales and Peaks for up to four. Great walks and cycling from the doorstep. Tourist spots such as Bakewelll, Cromford Mills and Chatsworth House easy to reach by car. Short walk to village pub.

Top guest favorite

A charming stone building displays a blend of traditional architecture and modern elements. Large windows reflect the surrounding greenery, while a well-maintained lawn with carefully placed plants enhances the exterior. The structure features two entrances, with smoke chimneys rising against a clear blue sky.

Cottage in Matlock

4.99 out of 5 average rating, 171 reviews

The Kennels

Kick off your walking boots, wash down your bike or just park up the car, this brand new 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 favorite

A charming stone cottage is surrounded by lush greenery and manicured lawns, with neatly trimmed hedges framing the entrance. A gravel driveway leads to the front, complemented by mature trees and landscaped areas, providing a serene and inviting outdoor space.

Cottage in Derbyshire

5 out of 5 average rating, 219 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

Cottage in Derbyshire

4.91 out of 5 average rating, 181 reviews

Beautiful, private 2 bedroom Annex with Hot Tub

We look forward to welcoming you to Rivington, which is only a short walk to Bakewell and a lovely walk along the river to Ashford in the Water. Your accommodation is at Rivington Cottage a luxury self contained 2 bedroom annex, completely separate from our house, with its own lounge, kitchen diner, bathroom and superb garden spaces. With stunning views of open Countryside, you can enjoy the use of an enclosed garden area to the front of the property and private courtyard garden at the back.

A pair of French doors open onto a scenic view, framed by a delicate wrought iron railing. Lush greenery and rolling hills can be seen in the distance, under a bright blue sky scattered with clouds. The soft texture of a nearby fur throw is partially visible.

Cottage in Deepcar

4.89 out of 5 average rating, 111 reviews

Rose Cottage Deepcar

Escape to this unique and tranquil getaway, just 45 mins from the stunning Peak District. Enjoy breathtaking views from the Juliet balcony off the bedroom, perfect for morning coffee or evening relaxation. With convenient stores and popular restaurants nearby, you’ll have everything you need within reach. Plus, a short bus ride will take you to the heart of Sheffield and Meadowhall. Discover the many beautiful walking trails and explore the picturesque surroundings. Your perfect retreat awaits

Top guest favorite

A grand historical building showcases architectural details, with multiple stories and large windows reflecting natural light. A spacious lawn in front is bordered by a stone pathway that leads to the entrance. Visitors are seen walking along the path, framed by greenery and blue skies.

Cottage in Holymoorside

4.98 out of 5 average rating, 290 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 cozy lounge is presented with a light-colored sofa adorned with textured cushions and a throw. A flat-screen television is mounted on the wall opposite, and a sleek console table holds decorative items. Natural light filters through a glass door, leading to the outdoors.

Cottage in Derbyshire

4.96 out of 5 average rating, 161 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.

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

4.92 out of 5 average rating, 105 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

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, 252 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.

Vacation rentals for every style

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Kick off your hiking boots at these rustic lodgings

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Convenient locations with everyday essentials

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A space thats all yours, with room for everyone

Popular amenities for Chesterfield cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The exterior of a two-story stone coach house is displayed, featuring a steeply pitched roof and large windows framed with wood. A small balcony is visible above the entrance. A driveway made of cobblestones leads to the front door, surrounded by neatly trimmed hedges.

Cottage in High Peak

4.88 out of 5 average rating, 575 reviews

HOT TUB Luxury Converted Barn

Top guest favorite

The image showcases Rosewall Cottage, with its charming stone exterior and inviting living spaces. A cozy sitting area features a log burner and wooden beams, while the garden displays vibrant greenery and a peaceful atmosphere, ideal for relaxation.

Cottage in Letwell

4.96 out of 5 average rating, 179 reviews

Rural cottage! Wood-fired hot tub. Bliss awaits.

Top guest favorite

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 Derbyshire

4.99 out of 5 average rating, 192 reviews

Jack's Cottage, Curbar

Top guest favorite

The exterior of the cottage features a blend of rustic brick and wooden elements, with a welcoming entrance and landscaped planters. The path is bordered by well-kept greenery, leading toward the charming structure under a partly cloudy sky.

Cottage in Totley

5 out of 5 average rating, 200 reviews

Luxury Peak District Cottage with Hot Tub

Top guest favorite

A warm living area features a sectional yellow sofa adorned with decorative pillows, positioned beside a wooden coffee table. A round dining table with metal chairs is set against a kitchen backdrop, complemented by stone flooring and exposed beams. Natural light is captured through elegant curtains.

Cottage in Sookholme

5 out of 5 average rating, 204 reviews

Luxury Country Cottage with Hot Tub

A stone terrace is visible with a wooden table and chair, surrounded by green grass and vibrant pink flowers in a pot. In the background, a serene lake reflects the rolling hills and trees, set against a clear sky.

Cottage in Carsington

4.81 out of 5 average rating, 226 reviews

Luxury SC Cottage Lake views 6-8 Guests

A private hot tub is positioned under a protective canopy, surrounded by wooden fencing. Bunting decorates the area, enhancing the inviting space. Bright blue skies and fluffy clouds are visible in the background, contributing to a relaxing atmosphere.

Cottage in Matlock

4.92 out of 5 average rating, 130 reviews

Jacks Cottage with hot tub & Alpaca Walking

A newly constructed barn cottage features natural stone walls and a pitched roof. A wooden door with a small window invites entry. A ramp is visible, providing accessibility. Lush greenery is seen in the background, with a clear blue sky above.

Cottage in Derbyshire

4.89 out of 5 average rating, 187 reviews

Lime Tree Cottage new barn convention

Pet-friendly cottage rentals

Top guest favorite

The exterior of the stone cottage is framed by a vibrant garden filled with colorful flowers. Large windows provide natural light, and solar panels can be seen on the roof. A rustic stone wall adds charm to the property, creating an inviting entrance.

Cottage in Matlock

4.94 out of 5 average rating, 399 reviews

17th century cottage in Matlock

Top guest favorite

A covered lounge area is positioned next to a heated swimming pool. Soft towels are neatly arranged on a pink bedspread, and a magazine rests beside the cushions. Lush greenery and stone walls frame the serene outdoor setting.

Cottage in Fenny Bentley

4.95 out of 5 average rating, 347 reviews

Luxury Peak District Home - 2 miles from Ashbourne

Top guest favorite

Cottage in Eyam

4.98 out of 5 average rating, 102 reviews

Romantic Little Cottage in Eyam, Peak District

Top guest favorite

A panoramic view of the surrounding countryside showcases lush green fields and rolling hills under a clear sky. The rustic farmhouse is visible in the foreground, complemented by a gravel path and a wooden fence lining the property.

Cottage in Peak Forest

4.96 out of 5 average rating, 209 reviews

Cosy cottage in the heart of the Peak District

The entrance of the cottage is shown with its charming stone facade and a light blue front door. Flower pots with vibrant blooms add color to the entrance. A stone patio leads to the door, enhancing the welcoming appearance of the home.

Cottage in Bradwell

4.96 out of 5 average rating, 120 reviews

Sleeps 4 immaculate cottage near Castleton & Edale

The exterior of a renovated cottage is displayed, featuring a stone facade with light blue window frames and a matching front door. Two potted plants adorn the entrance, and large windows offer glimpses of the interior. A neighboring building is visible on the left.

Cottage in Matlock

4.98 out of 5 average rating, 121 reviews

Quiet hideaway in Matlock with far reaching views

Top guest favorite

The image depicts the charming exterior of Fern Cottage, showcasing its stone façade and traditional roof. A welcoming entryway is visible, framed by lush greenery and flowering plants. A small outdoor seating area with a table and chairs is arranged on a stone terrace, surrounded by a low stone wall.

Cottage in Eyam

4.94 out of 5 average rating, 181 reviews

Fern Cottage Foolow Near to Eyam. Dog Friendly

Top guest favorite

The traditional stone cottage is framed by green grass and colorful flower pots on either side of the entrance. The front door, painted red, contrasts beautifully with the stone exterior, while a clear blue sky and fluffy clouds add brightness to the scene.

Cottage in Hartington

4.99 out of 5 average rating, 146 reviews

Relax at Rose Cottage. You know you deserve it!

Private cottage rentals

Top guest favorite

The exterior of a three-story cottage is visible, featuring stone walls blanketed in fresh snow. A neatly maintained garden area is in front, where a wooden table is surrounded by snow-covered benches. The blue sky peeks through clouds, highlighting the peaceful winter scene.

Cottage in Wirksworth

4.99 out of 5 average rating, 110 reviews

Beautiful view from cosy cottage with sunny garden

Top guest favorite

The exterior of a recently renovated stone cottage is shown, featuring a blue front door and multiple windows. A well-maintained garden with colorful flowers and lush green grass is visible, bordered by a traditional wooden fence. The setting is framed by trees and blue skies.

Cottage in Hathersage

5 out of 5 average rating, 177 reviews

Oak Cottage. Cosy cottage in Hathersage

Top guest favorite

Two large windows frame an expansive view of the countryside, with a picnic table set on lush green grass. Stone walls outline the space, and the sky displays a mix of clouds and sunlight, enhancing the tranquil rural landscape.

Cottage in Earl Sterndale

5 out of 5 average rating, 139 reviews

Hilldale - Stunning renovated cottage in the Peaks

A quaint outdoor seating area is depicted with a white, decorative table and two matching chairs. The gravel pathway is bordered by lush greenery, while a distant seating arrangement can be seen through the garden's foliage, enhancing the tranquil atmosphere.

Cottage in Youlgreave

4.91 out of 5 average rating, 589 reviews

Grade 2 listed cottage, Peak District nr Bakewell

Top guest favorite

A spacious living area features a striking stone fireplace, complemented by soft lighting. Comfortable seating is arranged around a glass coffee table. A light rug adds warmth, and artwork adorns the walls, enhancing the space's welcoming ambiance.

Cottage in Hope

4.99 out of 5 average rating, 233 reviews

Lux barn w. fire. Mins 2 hills, pubs, cafes, rest

A scenic view of a quaint stone cottage is framed by lush greenery and vibrant flowers. A narrow gravel path leads toward the cottage, which is surrounded by a peaceful rural setting and gently rolling hills under a bright blue sky.

Cottage in Kirk Ireton

4.91 out of 5 average rating, 158 reviews

Romantic and Cosy Beamed Derbyshire Cottage

Top guest favorite

A charming stone cottage is surrounded by a landscaped courtyard, featuring a gravel pathway and beautifully arranged flower beds. Seating areas are strategically placed for relaxation, with a view of the quaint buildings that reflect the area's character. Clear skies set a serene backdrop.

Cottage in Bakewell

5 out of 5 average rating, 113 reviews

The Milking Parlour, 1 bedroom luxury cottage

Cottage in Bakewell

4.95 out of 5 average rating, 235 reviews

Barn Cottage - Bakewell ….with EV charging station

Destinations to explore