Cottage holiday rentals in Chesterfield

4.93 out of 5 average rating, 310 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.

4.95 out of 5 average rating, 300 reviews

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.

4.95 out of 5 average rating, 283 reviews

A panoramic view of rolling green hills and fields is framed by lush trees. The landscape features varying shades of green, with distant hills under a subtly cloudy sky. This serene countryside setting showcases the natural beauty of the surrounding area.

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.

5 out of 5 average rating, 241 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, 316 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.

The exterior of a quaint stone cottage is presented, featuring a textured stone facade. Flower baskets with vibrant blooms hang from the walls, and a small window is adorned with a grid pattern. A house number can be seen next to the door, adding character.

4.94 out of 5 average rating, 379 reviews

Cosy and quaint stone cottage full of character

A pretty stone built quaint cottage located a few minutes walk from the centre of Matlock with Victorian pubs, restaurants and antique shops on the edge of the Peak District national park. Full of character & charm, it boasts antique furniture, has a lovely living area, spacious double bedroom, en suite bathroom. Newly fitted modern kitchen with all amenities. Tastefully furnished throughout, it offers a mixture of old and new. A perfect romantic retreat, walkers paradise, outdoor activities.

4.99 out of 5 average rating, 229 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, 421 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.

The exterior of Pepper Cottage is visible, showcasing a traditional stone façade with multiple windows. Access steps lead up to the entrance, and a low fence borders the well-kept garden area. The surrounding neighborhood features a mix of architecture under a bright blue sky.

4.95 out of 5 average rating, 206 reviews

Pepper Cottage- pet-friendly, stylish & cosy

Pepper Cottage is a stylish yet traditional workman's cottage with a modern garden room extension situated on Church Street, about 5-10mins walk into the centre of Matlock. It is ideal for dog-owners as it has a fenced garden and easy access to the High & Pic Tor for walks with fantastic views across Matlock & down to Matlock Bath. The front of the cottage looks up to Riber Castle. There is a lockable garden shed for bikes. Ideal for couples & families with older children.

5 out of 5 average rating, 290 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.

4.98 out of 5 average rating, 100 reviews

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.

4.99 out of 5 average rating, 243 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.

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, 132 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

4.97 out of 5 average rating, 204 reviews

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

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

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, 241 reviews

Jack's Cottage, Curbar

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.

4.93 out of 5 average rating, 220 reviews

Lizzy’s Luxury Cottage

5 out of 5 average rating, 227 reviews

Cottage in Sookholme

Luxury Country Cottage with Hot Tub

A charming stone cottage built in the 1700s is displayed, featuring a traditional slate roof and multiple chimneys. Lush greenery surrounds the property, and a neatly arranged stone wall enhances the exterior. The front garden includes a trellis, adding character to the inviting façade.

4.99 out of 5 average rating, 103 reviews

Forest Cottage

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, 137 reviews

Riley Wood Cottage: Rest and Peak District Views

4.9 out of 5 average rating, 378 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

Pet-friendly cottage rentals

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

4.92 out of 5 average rating, 251 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, 606 reviews

The exterior of a rustic stone cottage is highlighted, featuring a double-height glass entryway. Two small outdoor tables and chairs are set on a stone patio, surrounded by a well-maintained lawn and lush greenery. Flowers adorn the window ledges, adding a touch of color.

Cottage in Glossop

Woodcock Farm - Luxury self-catering cottages

4.88 out of 5 average rating, 547 reviews

The exterior of a quaint chapel conversion is visible, featuring natural stone walls adorned with climbing greenery. A warm light is seen by the entrance, framed by vivid plants that line the pathway. The atmosphere reflects a serene rural setting.

Cottage in Wirksworth

Quaint 2 bed cottage, ideally located for walking

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, 417 reviews

Cottage retreat minutes from Chatsworth Estate

4.98 out of 5 average rating, 348 reviews

An outdoor seating area is depicted, featuring a round table and four wicker chairs beneath a large umbrella. Lush greenery and flowerbeds surround the space, while a gravel pathway leads to a wooden gate in the background, providing a sense of privacy.

Cottage in Belper

Traditional Grade II One-Bed Cottage Getaway

4.99 out of 5 average rating, 174 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!

4.88 out of 5 average rating, 269 reviews

A small stone courtyard is shown, featuring a round wooden table accompanied by two folding chairs. Flower pots with greenery add a touch of nature against the stone wall, while sunlight bathes the area, enhancing the welcoming outdoor space.

Cottage in Birchover

Small cottage in Peak District 1 x King Bed only

Private cottage rentals

4.97 out of 5 average rating, 156 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, 130 reviews

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

Wonderful view from cosy cottage with sunny garden

Cottage in Nottinghamshire

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.

4.99 out of 5 average rating, 193 reviews

Country Farm Annexe Award Winning B&B

4.98 out of 5 average rating, 206 reviews

A modern kitchen is equipped with high-end stainless steel appliances, including a gas stove and a large oak dining table with seating for six. Natural light enters through two large windows, complemented by wooden flooring and stylish cabinets.

Cottage in Eyam

Lux 2BR cot, Eyam centre, mins 2 pubs/cafes, walks

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

4.95 out of 5 average rating, 172 reviews

An old bakery is showcased along a quiet alleyway, featuring a stone facade with green accents. The two-story building exhibits traditional architecture, with large windows providing glimpses into the welcoming interior. Nearby stone structures complement the charming, historical atmosphere of the village.

Cottage in Longnor

Pretty Peak District Cottage - Pub, Cafe & Walks

4.99 out of 5 average rating, 557 reviews

A charming brick cottage is framed by a lush garden filled with colorful flowers. The entrance features a welcoming door, and a small patio set invites outdoor relaxation. Mature trees and greenery surround the property, enhancing the tranquil setting.

Cottage in Clifton

Cottage near to Alton Towers and the Peak District

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.