Cottage holiday rentals in Chesterfield

4.95 out of 5 average rating, 285 reviews

Cottage in Darley Dale

The Hideaway. Great views, garden & location

The Hideaway is an attractive cottage with wonderful views, contemporary decoration, consisting of a kitchen/living space, bedroom, shower room & west facing balcony all accessed from your private entrance with self check-in. Hidden away on the lovely wooded hillside of the Derwent Valley between Bakewell and Matlock, within 3 miles of Chatsworth House & Haddon Hall. Great for walkers, situated down a quiet lane, with fantastic walks from the front door through woodland, fields or moorland. .

4.93 out of 5 average rating, 311 reviews

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

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.

5 out of 5 average rating, 246 reviews

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 Darnall

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

4.98 out of 5 average rating, 320 reviews

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.

4.99 out of 5 average rating, 231 reviews

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

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.

4.95 out of 5 average rating, 424 reviews

Cottage in Winster

Gorgeous romantic cosy cottage retreat with views

Welcome to Lancaster Cottage, Winster - possibly the best situated cottage in the Peak District - utterly peaceful yet an easy stroll to pubs and fantastic walking trails from the doorstep. Built in 1701 & Grade II Listed, it oozes character and is the ideal cosy winter retreat for a romantic escape for 2. Cosy fireplace & beams, huge settee & a dreamy, romantic bedroom with king-sized comfy bed with lovely views over the hills, plus 2 outdoor seating areas & a log cabin in the garden.

5 out of 5 average rating, 292 reviews

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

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.

A gravel path leads through a vibrant wildflower garden to a wooden gate, framed by a dry stone wall. The cottage's stone façade and large windows are visible in the background, offering a glimpse of the inviting exterior.

4.97 out of 5 average rating, 366 reviews

Beautiful Groom's Cottage, Ashford-in-the Water

A beautiful, recently converted barn which was originally the Groom's Cottage. Newly renovated in 2018 this one bed, one bath cottage is set in an idyllic rural location with breath-taking views and direct access across the owners' fields to a footpath which leads either down to the famously picturesque village of Ashford-in-the-Water or uphill to the drama of Monsal Head. Separately available is The Coach House, next door, also new and sleeping 4 people in equal style.

A small glass dining table is paired with two transparent chairs. A vase filled with dried flowers in warm tones sits at the center, accompanied by a brown menu holder resting on the table's surface.

4.89 out of 5 average rating, 125 reviews

Luxurious Bolthole

Situated on the perimeter of the Peak District, this 1 bed apartment is on the grounds of a Grade 2 listed Georgian house. Complete with a steam room and fully appointed kitchen, this little gem is perfect for a luxurious countryside getaway, or a base for a walking holiday. Located just a 10 minute walk from the picturesque Lumsdale Falls and with Matlock Bath on our doorstep, this property is perfect for exploring Derbyshire and the Peak District.

4.99 out of 5 average rating, 249 reviews

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

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.

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.

4.97 out of 5 average rating, 569 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.

4.97 out of 5 average rating, 295 reviews

The living room features exposed wooden beams and a cozy open fireplace. A light, neutral color palette enhances the welcoming space, which includes comfortable seating and a coffee table adorned with flowers. Bookshelves add a touch of charm, and a large map of the Peak District is displayed on the wall.

Cottage in Cromford

* Romantic And Luxurious Village Escape*

Situated in the picturesque, historic village of Cromford; Candlelight Cottage is a beautiful Grade 2* Listed former mill workers cottage. Built in 1776 by Sir Richard Arkwright, it is part of a designated UNESCO world heritage site. We took ownership of this wonderful cottage in 2020, and have given the cottage a stylish refurb, We are experienced Airbnb Superhosts and will do everything to ensure you have a fantastic stay.

Popular amenities for Chesterfield cottage rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.99 out of 5 average rating, 133 reviews

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

Luxury Cottage Green Cottage, Peak District

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.

4.92 out of 5 average rating, 225 reviews

Lizzy’s Luxury Cottage

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.

5 out of 5 average rating, 243 reviews

Jack's Cottage, Curbar

5 out of 5 average rating, 229 reviews

Cottage in Sookholme

Luxury Country Cottage with Hot Tub

A dining table is set with two plates holding pastries and strawberries, accompanied by a teapot and cups. A small vase of flowers adds a touch of color. Large glass doors open to a view of the patio and scenic countryside.

4.97 out of 5 average rating, 138 reviews

Riley Wood Cottage: Rest and Peak District Views

4.88 out of 5 average rating, 459 reviews

A spacious outdoor area features a hot tub surrounded by smooth stone tiles. Nearby, a small table with four chairs and a woven privacy screen stands against the rustic stone wall. Soft lighting is present overhead, creating a relaxing ambiance.

Cottage in Matlock

Owslow Cottage

4.9 out of 5 average rating, 379 reviews

The cottage entrance is framed by a stone wall, with steps leading up to a white door surrounded by climbing ivy. A wooden bench sits nearby, adding to the rustic charm of the setting.

Cottage in nr Ashbourne

Peaceful cottage in Parwich village with hot tub

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.

4.91 out of 5 average rating, 224 reviews

Lime Tree Cottage new barn convention

Pet-friendly cottage rentals

4.94 out of 5 average rating, 427 reviews

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

17th century cottage in Matlock

4.79 out of 5 average rating, 175 reviews

A wooden dining table with four chairs is situated in a well-lit corner. Soft patterned curtains frame the window, allowing natural light to brighten the space. A floral arrangement sits in a vase at the center of the table. A framed artwork depicting three Highland cattle adorns the wall.

Cottage in Alstonefield

Alstonefield, Peak District National Park

4.91 out of 5 average rating, 254 reviews

A modern kitchen diner features wooden cabinetry and a spacious table with room for six. A bouquet of flowers sits at the center of the table. Appliances include a refrigerator, microwave, and dishwasher, while tiled walls display a mix of earthy colors.

Cottage in Clay Cross

Holly Cottage a great place for a country break

4.97 out of 5 average rating, 154 reviews

A cozy living area showcases a dark blue sofa adorned with pink cushions and a soft throw. Framed photographs are displayed on the wall, and a small lamp stands beside a light-colored side table. A compact kitchen is visible in the background.

Cottage in Tideswell

West View Cottage - a perfect, cosy base

4.92 out of 5 average rating, 313 reviews

The exterior of a charming stone cottage is visible, featuring a dark wooden door and a small window. A bistro table with two chairs is positioned on the gravel pathway, surrounded by vibrant greenery and climbing plants. A clear blue sky adds to the serene setting.

Cottage in Wetton

The Gate House, Wetton. Great base for exploring.

Superhost

A scenic view of a village nestled in the countryside, featuring traditional stone cottages with pitched roofs. A gentle slope of lush greenery and trees serves as a backdrop, while a small herd of cows grazes peacefully in the foreground.

Cottage in Rowsley

4.87 out of 5 average rating, 420 reviews

Cottage retreat minutes from Chatsworth Estate

4.99 out of 5 average rating, 176 reviews

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

Relax at Rose Cottage. You know you deserve it!

4.98 out of 5 average rating, 145 reviews

A modern living area is highlighted by a mounted television and built-in shelves, showcasing a range of books. A cozy wood burner is positioned against a brick wall, while a glass coffee table sits atop a textured rug. Natural light filters through window blinds.

Cottage in Alderwasley

The Forge @ Alderwasley

Private cottage rentals

4.97 out of 5 average rating, 157 reviews

A sturdy stone cottage is depicted, featuring a pitched roof and a chimney. A wooden bench is placed in front of the property, with lush greenery and trees visible in the background. The sky is bright with scattered clouds, creating a serene rural scene.

Cottage in Tideswell

Stylish Retreat in Heart of The Peak District

4.99 out of 5 average rating, 132 reviews

The charming stone cottage features a well-maintained garden with a wooden dining table and chairs. Lush greenery surrounds the outdoor space with flower beds adding a touch of color. Natural light bathes the façade, highlighting the cottage's rustic character.

Cottage in Wirksworth

Beautiful view from cosy cottage with sunny garden

4.99 out of 5 average rating, 140 reviews

A cozy bedroom area is highlighted by a large, vintage mirror and charming chandelier. A plush, turquoise throw is draped over the spacious bed. An inviting seating area features a light blue armchair. A dining table is visible in the background, completing the open layout.

Cottage in Wirksworth

Beautiful 18th Century Cottage

A tranquil terraced seating area is visible, featuring a small round table surrounded by two chairs. Potted plants add a touch of greenery, while a view of rooftops and lush hills can be seen in the background under a clear blue sky.

4.92 out of 5 average rating, 297 reviews

2 Victoria Cottages - Cosy Grade ll Listed Cottage

4.99 out of 5 average rating, 205 reviews

The exterior of the cottage is constructed from natural stone, featuring a slate roof and large windows. A wooden bench is positioned under a tree, and potted plants line the entrance. The peaceful setting is complemented by a light dusting of snow.

Cottage in Birchover

The Stables at Rocking Stones

4.99 out of 5 average rating, 275 reviews

A cozy living area features a stone fireplace at its center, with a wood-burning stove visible. Comfortable seating is arranged around a glass-topped table, and a large wall-mounted television is positioned opposite. Soft lighting creates a relaxing ambiance.

Cottage in Hope

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

A patio area features a stone table with chairs, surrounded by plants and bushes. The view includes charming stone buildings and greenery, with a clear blue sky above. Light clouds are present, and the surrounding hills add a scenic backdrop.

4.98 out of 5 average rating, 174 reviews

Country and town lovers perfect place

A historic building is depicted amidst well-maintained gardens, showcasing its elegant stone facade and architectural details. Benches are positioned on the lawn, with blooming flowers adding color to the serene outdoor space.