Vacation rentals in Pilsley

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Top-rated vacation rentals in Pilsley

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Guest favorite

A bright studio area features a double bed with soft linens and decorative pillows. A small dining table is set for two, accompanied by a bottle of sparkling wine and glasses. Natural light floods through glass doors leading to an outdoor patio.

Guest suite in New Tupton

4.87 out of 5 average rating, 345 reviews

Studio Annexe on the Edge of the Peak District

A bright and airy ground floor annexe, used solely for guests. With its own entrance, a comfortable double bed, fully equipped kitchen and outdoor patio area, you are guaranteed a relaxing and private stay. Nestled away in the village of Tupton on the edge of the Peak District, we hope that you can find a place to relax, eat and explore. If you're with us for work, moving house or to see family, then we have everything you need from pots and pans to a washing machine as well as a space to park.

Superhost

A spacious garden area is visible, featuring a variety of colorful flowers in pots, including bright yellow and pink blooms. A well-maintained lawn extends into the distance, accompanied by tree line and greenery. A soft play structure and garden shed are also included in the scene.

Home in Wingerworth

4.89 out of 5 average rating, 262 reviews

Oakdale - Our Quest retreat

Idyllically situated at the entrance to Hardwick Wood, Wingerworth, 2 miles from Chesterfield and all amenities, yet totally secluded. Close to Chatsworth & Peak District. Fully fitted kitchen all appliances including tumble drier & dishwasher. Underfloor zoned central heating. Log burner. Fully fitted bathroom with bath and shower. Separate shower/wc. Fully fitted bedrooms with ample wardrobes and drawers ideally suited to a family of 4. Sleeps 4 in one double and 1 set of bunks, cot available

Top guest favorite

A cozy bedroom with wooden walls and ceiling showcases a spacious bed adorned with a floral comforter. A bedside table and a decorative chair are positioned beside the bed. Light filters through a window, enhancing the inviting ambiance.

Shepherd’s hut in Pilsley

4.97 out of 5 average rating, 173 reviews

The Granary

Situated in the country side, with no one around, the gorgeous Hardwick View Lodge. A lovely intimate space with the sounds of nature all around. You can go on many different walks, to close by places such as Hardwick Hall and Stainsby Mill. This is a perfect place for walkers or a couple wanting a romantic treat away, with a hot tub to relax in too. Our hot tub is open all year round at no extra cost, a lovely place to star gaze at night or relax in after a busy day! 2 people only, no children

Guest favorite

A spacious living area features comfortable leather seating arranged around a soft area rug. A television is positioned on a white cabinet against a textured accent wall. Natural light enters through large windows leading to the outdoor space, complemented by a dining area nearby.

Home in Tibshelf

4.92 out of 5 average rating, 127 reviews

Peak view

Peak view is our cosy house located on the edge of the Peak District in the village of Tibshelf in a great central location for anyone wanting days out to Matlock bath, Chatsworth, Bakewell, Sherwood Forest or walks to nearby Hardwick hall. Peak view is a spacious 2 double bed home with a large open plan living area for relaxing after a busy day, also has a private outdoor area to relax. PLEASE NOTE, peak view is not suitable for guests with work vans unfortunately due to parking restrictions.

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, 194 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.

Guest favorite

The image presents a modern kitchen featuring sleek cabinetry and essential appliances. A cozy lounge area with neutral tones showcases a comfortable seating arrangement and a television. The spacious bedroom boasts a wooden bed frame and soft linens. A stylish bathroom includes a bathtub and waterfall shower. A scenic walking trail bordered by trees is depicted in the last image.

Home in Pilsley

4.92 out of 5 average rating, 131 reviews

Cosy Quiet Cottage In Pilsley

A beautiful, refurbished, one bedroomed cottage in a peaceful small village location, just a couple of minutes walk onto the Five Pits Trail and other great walks, yet still in close proximity to local amenities. The perfect place to enjoy a home from home getaway; self check in, full kitchen, glorious large bathroom space with bath and waterfall shower, comfy lounge area with large TV, extremely spacious cosy king bedroom and front and rear enclosed patio areas for your four legged friends!

Top guest favorite

A modern open-plan living area features a well-equipped kitchen with a marble countertop and dark cabinetry. A vase with fresh roses sits on the counter. A comfortable sofa is observed in the background, alongside a decorative wall with framed artwork and a television.

Loft in Ashover

4.98 out of 5 average rating, 202 reviews

Fairfield Loft, Ashover - Village hideaway for two

Fairfield Loft is in the heart of the lovely village of Ashover with the beautiful Derbyshire Dales and Peak District National Park right on the doorstep. Tucked away behind Stamp, our coffee shop and village post office, the space was renovated in 2021 with comfort and quality in mind. There's lots to see and do in the area but if you simply want to relax then spend the days exploring the many beautiful local walks and maybe wind down with a drink or two in one of the friendly local pubs.

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, 163 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

The room features two beds covered with yellow checkered bedspreads, complemented by blue towels at the foot of each. A small side table holds a chair and decor. Light enters through a nearby glass door, adding a bright touch to the cozy space.

Guest suite in Wingerworth

4.95 out of 5 average rating, 292 reviews

The Garden Room

The Annexe is self contained in the garden of our home in Wingerworth. Private entrance through small conservatory . Shower room , fridge, kettle, toaster , microwave. Cereals, bread, butter and preserves provided. Close to countryside and Peak District National Park . On drive parking. Bus stops nearby to Chesterfield and Derby with links by bus/train from Chesterfield Rail Station. Good local walks and Chatsworth Estate 20 minutes drive. Excellent Pub/Restaurant 5 minutes walk away.

Guest favorite

A charming semi-detached bungalow is framed by well-maintained hedges and lush green lawns. The front garden features a picnic table and colorful flower beds. Solar panels are installed on the roof, contributing to a sustainable living environment.

Bungalow in Nottinghamshire

4.91 out of 5 average rating, 127 reviews

Hardwick View Bungalow

Lovingly restored and refurbished offering stylish and attractive ground-floor accommodation on the edge of the Peak District between the villages of Teversal and Tibshelf is this beautiful semi-detached bungalow with far reaching views of Hardwick Hall to the front and open fields to the rear. Suited to a group of four walkers who want to base themselves near to the Peak District, or a family looking to enjoy a peaceful break with easy access to the countryside and local attractions.

Top guest favorite

A charming stone cottage is visible, framed by lush greenery and flowering plants. The two-story structure features a sloped roof and a chimney, with a pathway leading to the entrance. Rolling hills are seen in the background, under a partly cloudy sky.

Home in Ashover

5 out of 5 average rating, 107 reviews

Country Cottage with great outside space & views

Relax in our stunning two-bedroom slice of Derbyshire heaven! Amazing walks and local pubs >1 mile away. Large terrace with fabulous views over the valley & a range of seating. 2 double bedrooms, 1 ensuite & large family bathroom. Significant renovations recently & has a highly specified kitchen inc. range. Log burner in living room & Smart TVs in Kitchen, Living room & main bedroom. WIFI & office to keep in touch with work whilst relaxing in comfort & style.

Top guest favorite

A charming stone cottage with a slate roof is set among gravel landscaping. A vibrant green door, adorned with diamond-shaped glass, is framed by neatly trimmed boxwood hedges. A small potted tree adds a touch of greenery to the inviting entrance.

Barn in Clay Cross

4.85 out of 5 average rating, 499 reviews

Stretton Hall Farm - The Annex

Our holiday cottages & glamping pods are located on our 100 acre farm on the edge of the Peak District. The Annex is a modern barn conversion with a luxurious interior, designed to make it feel like a home away from home. Secluded down a 1/4 mile private driveway in a courtyard with the other cottages, the Annex has a quiet feel to it where you can truly relax. We are contractor friendly, please message us for work stays that are Monday to Friday.