Cottage vacation rentals in Pilsley

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Top-rated cottage rentals in Pilsley

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Top guest favorite
The exterior of the cottage features a charming stone facade with multiple windows. A hot tub sits on the patio beside a shaded dining area under an umbrella, inviting relaxation outdoors. A light-colored tent adds a shaded space near the entrance, enhancing comfort and leisure.
Cottage in Tibshelf
4.94 out of 5 average rating, 264 reviews

The Old Coach House, Wheatsheaf Mews

Our cottage is situated directly on the Five Pits Trail, which provides miles of trails for walkers, bike and horse riders, there are also fishing ponds 500m along the trail. It's a beautiful character cottage newly renovated to a high standard. It is ideally situated, with Hardwick Hall 5 minutes drive away and the Peak District on our doorstep. Matlock, Crich Tramway Village, Chatsworth House and Haddon Hall within half an hour. We also have a hottub for you to relax in at the end of your day.

Top guest favorite
Cottage in Derbyshire
4.98 out of 5 average rating, 321 reviews

Idyllic, The Coach House, Ashford-in-the-Water

This two bed cottage is in an idyllic rural location with breath-taking views. Walk through fields onto a footpath down to the picturesque village of Ashford-in-the-Water or uphill to the drama of Monsal Head. Please note - bathroom refurbishment completed March 2026. The Coach House will still offer one full family bathroom for guests to share (with sink, loo, shower-over-bath). The new en-suite ‘dressing room’ will contain a sink, toilet and vanity area but it no longer has a separate shower.

Top guest favorite
Cottage in Chesterfield
4.93 out of 5 average rating, 346 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
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
4.99 out of 5 average rating, 175 reviews

Luxury Cottage Green Cottage, Peak District

Unwind in luxury. This renovated cottage is nestled on the outskirts of the Peak District and is the perfect contemporary getaway for anyone looking for serenity. Enjoy the evenings in the garden with the hot tub, spacious patio, and fire pit at the back garden. The Green Cottage encompasses laid-back luxury to the highest standard and is sure to make your stay one to remember. It's a sanctuary for nature lovers, perfect for families, couples, and friends. Alton Towers is only 15 minutes away.

Top guest favorite
A tastefully decorated bedroom features a French antique king-sized bed with a decorative headboard and footboard. Two bedside tables with lamps flank the bed, and a comfortable armchair is positioned near the window, allowing natural light to illuminate the space.
Cottage in Derbyshire
4.97 out of 5 average rating, 229 reviews

Matlock Bath cottage gorgeous views/walled garden

Situated in the heart of Matlock Bath (accessible by train), this unique cosy but spacious cottage has a wealth of original features and a secure walled garden, with a sunny deck and courtyard. Beautifully furnished, with an eclectic mix of contemporary, vintage and antique French furniture. There are 3 bedrooms, upstairs bathroom - freestanding bath/toilet+downstairs shower room/toilet. Matlock Bath is a perfect base for exploring the Peak District, with beautiful walks from the cottage door.

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
4.96 out of 5 average rating, 107 reviews

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!

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
4.94 out of 5 average rating, 352 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.

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
5.0 out of 5 average rating, 285 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

Top guest favorite
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
4.99 out of 5 average rating, 300 reviews

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.

Top guest favorite
The exterior of a stone cottage is highlighted with a large front window that allows ample natural light. A lush green tree stands nearby, and a well-maintained lawn features various plants and shrubs, contributing to the garden’s charm.
Cottage in Tibshelf
4.97 out of 5 average rating, 202 reviews

Lane End Cottage - cosy cottage with large garden.

16th century cosy stone cottage with large private garden, includes lounge, kitchen and separate dining room. Pretty sun room ideal for morning coffees. Two bedrooms, one twin, and one king size. Shower and toilet upstairs. Bed settee is in the dining room. Will easily sleep 6 but seating is limited in the lounge. The main bath and shower room is downstairs. There is a large lawn to the front of the property with off road parking, the rear garden is private and has use of a BBQ in summer.

Top guest favorite
Cottage in Fenny Bentley
4.95 out of 5 average rating, 415 reviews

Boutique Retreat, Summer Pool, Peak District

Swallows Cottage is a peaceful Peak District retreat, two miles from Ashbourne, with a log burner and a rare private heated outdoor pool (June–August). Walk from the door to Dovedale and the Tissington Trail, or enjoy five acres of gardens with croquet, table tennis and a Wendy House. Inside are French antiques, original art, OKA furnishings, pure cotton linen and fibre Wi-Fi. Chatsworth is 30 minutes away. One small dog welcome. Summer pool dates book early.

Top guest favorite
A charming, white cottage, nestled among lush greenery, is seen with smoke gently rising from its chimney. Surrounded by ferns and trees, the cottage harmonizes with its natural environment, offering a serene escape.
Cottage in Matlock Town
4.94 out of 5 average rating, 128 reviews

Rock Cottage l Hidden Gem l Matlock

Rock Cottage is a centuries-old, charming and carefully curated, boutique cottage offering a relaxing retreat for up to four guests, on the edge of the Peak District. Nestled high amongst a woodland, cliffside landscape, within the Conservation Area of Matlock Dale, lies Rock Valley. Just on the edge of town, yet hidden from view, it is the perfect blend of escape and convenience. Your cosy nook to call home for a while.

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