Cottage vacation rentals in Chesterfield

4.93 out of 5 average rating, 308 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.

4.92 out of 5 average rating, 244 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

Holly Cottage is a stylish contemporary barn conversion combining cottage charm with spacious accommodation and excellent modern facilities in a lovely rural setting. Set in the grounds of a small farm and private stables with lovely views of the of the surrounding countryside. Ideally situated for exploring the Peak District and local area. Holly Cottage offers a spacious modern Kitchen diner, a cosy sitting room with TV also two good size double bedrooms, modern bathroom and outside space.

4.95 out of 5 average rating, 274 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, 231 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, 307 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, 365 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, 216 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, 406 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.

Superhost

The exterior of the cottage is surrounded by a stone wall adorned with various flowers and greenery. Natural light highlights the wooden door and windows, contributing to a rustic charm. A second building in the background features wooden shutters, enhancing the countryside feel.

Cottage in Barlow

4.78 out of 5 average rating, 124 reviews

Barlow Country Club - Bluebell Cottage

This self catering cottage is situated in the beautiful Derbyshire village of Barlow near the Peak District National Park. The cottage is close to the village with 2 pubs and set in 50 acres of woodland teeming with birds and wildlife. Kitchen/Lounge/Diner: With electric hob &oven, microwave, fridge with ice box, TV, bedroom with super king size bed(twin beds are available on request) and fold away table and 2 chairs. Cot and high chair available on request. Wi-Fi available. Parking.

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, 196 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, 279 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.

4.99 out of 5 average rating, 227 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

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

5 out of 5 average rating, 117 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, 200 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 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.

4.94 out of 5 average rating, 202 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, 224 reviews

Jack's Cottage, Curbar

5 out of 5 average rating, 223 reviews

Cottage in Sookholme

Luxury Country Cottage with Hot Tub

A table setting features a plate with a pastry and fresh strawberries alongside a teapot. Through the large glass doors, a patio area with outdoor seating is visible, framed by lush green fields and a rustic wooden gate.

4.97 out of 5 average rating, 128 reviews

Riley Wood Cottage – Peaceful Peak District Haven

4.9 out of 5 average rating, 376 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, 214 reviews

Lime Tree Cottage new barn convention

Pet-friendly cottage rentals

4.95 out of 5 average rating, 285 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

Superhost

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, 122 reviews

Luxurious Bolthole

4.87 out of 5 average rating, 213 reviews

A scenic view captures rolling green fields dotted with sheep, extending towards a distant stone farm building surrounded by hills. The landscape is characterized by rustic stone walls and a serene, open sky, evoking a peaceful rural atmosphere.

Cottage in Buxton

Cosy Little Cottage in the Peak District

4.92 out of 5 average rating, 306 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.

4.98 out of 5 average rating, 181 reviews

A cozy living room features natural stone walls and wooden beams. A comfortable leather sofa is arranged around a small wooden coffee table. A flat-screen television is positioned on an entertainment unit, while a window seat, adorned with cushions, invites relaxation.

Cottage in Crich

Cosy countryside cottage

4.94 out of 5 average rating, 203 reviews

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

Fern Cottage Foolow Near to Eyam. Dog Friendly

4.99 out of 5 average rating, 537 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

4.99 out of 5 average rating, 167 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!

Private cottage rentals

4.99 out of 5 average rating, 209 reviews

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

Oak Cottage. Cosy cottage in Hathersage

4.99 out of 5 average rating, 225 reviews

Cottage in Bakewell

Rocking Stone Cottage - Idyllic Rural Retreat

A charming historic cottage exterior is framed by a well-maintained garden, featuring neatly trimmed hedges and small round shrubs. Two inviting entrances with awnings lead into the cottage. Soft seating is arranged on either side of the walkway, enhancing the cozy outdoor space.

4.93 out of 5 average rating, 183 reviews

Gate Cottage, cosy 2 bedroom holiday cottage

4.97 out of 5 average rating, 435 reviews

A private patio is shown with two wicker chairs surrounding a small round table, elegantly adorned with a vase of vibrant flowers. The scenic view reveals expansive green fields and rolling hills, creating a serene outdoor space for relaxation.

Cottage in Biggin

Cheese Press Cottage - overlooking Biggin Dale

4.99 out of 5 average rating, 253 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

4.92 out of 5 average rating, 207 reviews

A comfortable lounge area is visible, featuring a plush leather seating arrangement. A television stands on a stone surround, and two wooden chairs are positioned by the window, inviting natural light. Floral curtains frame the window, enhancing the space's cozy atmosphere.

Cottage in Tansley

Lovely Edge of Peak District Cottage

4.91 out of 5 average rating, 185 reviews

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

Romantic and Cosy Beamed Derbyshire Cottage