Holiday houses in South Wingfield

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Top-rated holiday rentals in South Wingfield

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Top Guest favourite
A spacious detached house is surrounded by lush greenery and landscaped grounds. The exterior features a stone facade, slate roof, and charming gardens with flowering plants. Free-roaming chickens are visible, adding a rural charm to the serene setting under a clear blue sky.
Home in Youlgreave
5 out of 5 average rating, 234 reviews

The Stables House, Lomberdale Hall. 4 to 7 guests

Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.

Top Guest favourite
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 Bonsall
5 out of 5 average rating, 263 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 favourite
The Tower emerges from a lush green landscape, surrounded by tall trees and manicured grass. The building's robust concrete structure is accented by its original window designs, reflecting the natural beauty of the outdoors in a tranquil setting.
Tower in Bolsover
5 out of 5 average rating, 213 reviews

The Tower

The Tower is the perfect romantic high-end getaway for couples who want to get away from it all in a secluded location and fancy just something different. The Tower has recently been converted for use as a holiday let which was previously an unused ancillary building adjacent to The Water Works, an old water treatment plant near Bolsover, converted to domestic use in 2002 and featured on the Channel 4 programme Grand Designs. Available for single night stays. Discounts on 3+ nights bookings.

Top Guest favourite
Home in Ripley
4.91 out of 5 average rating, 105 reviews

Bridle Cottage

Take it easy at this unique and tranquil getaway. Set next to Hartshay Brook and along a beautiful Bridle lane, amidst rolling countryside with stunning walks straight from the door. Lower Hartshay is a hidden gem, a tiny rural village in Derbyshire. The cottage is along a former tow path behind a picket fence. Inside it boasts a quirky layout with log burner,beams and a stone stairwell to the large kitchen. Enjoy the paddock to the front and seating terrace to the rear looking over the brook.

Top Guest favourite
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, 226 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.

Top Guest favourite
A modern hut is set on a gravel patio, surrounded by manicured grass. Large glass doors provide views of the interior, complemented by wooden paneling on the exterior. Potted flowers are placed at the entrance, and a seating area is visible in the outdoor space.
Cabin in Radbourne
5 out of 5 average rating, 140 reviews

The Willows Hut - with hot tub - Hillside Huts

The Willows - Hillside Huts - *brand-new August 2025* Our charming, The Willows Hut, is our latest addition, joining The Oaks Hut on our smallholding in rural Derbyshire. With a shared driveway, its own dedicated parking & private enclosed garden, it is situated in a secluded spot enjoying stunning countryside views. Enjoy the most magnificent sunsets as you kick back and relax in this calm, stylish space. Bring your wellies! There are many countryside walks from the from the doorstep!

Top Guest favourite
A charming country farmhouse is positioned among vibrant flowerbeds filled with sunflowers and colorful blooms. The home’s stone exterior is complemented by large windows reflecting the blue sky. Lush greenery frames the entrance, inviting guests to explore the surrounding gardens.
Holiday home in Matlock Town
4.96 out of 5 average rating, 148 reviews

Peak District Country Farmhouse

Beautiful country farmhouse situated down a 250m private drive on the outskirts of the village of Tansley. On the hillside below Riber Castle the property is surrounded by horse pastures and farmland. There are stunning views from every window. The house has been completely renovated with the input of an interior architect to an extremely high standard. Many of the original Victorian features have been retained and stylishly combined with a super modern kitchen and bathrooms.

Top Guest favourite
A spacious wooden deck is highlighted, featuring a dining table and chairs set for outdoor meals. Lush greenery surrounds the area, with distant hills visible under a cloudy sky. Large glass doors lead into the lodge, allowing natural light to enter.
Cabin in South Wingfield
4.98 out of 5 average rating, 287 reviews

Hazel Lodge luxury log cabin

Hazel Lodge is new to Sam’s Derbyshire cottage. This beautiful lodge is set on a working farm between south wingfield and crich. The lodge has 2 bedrooms 1 double and twin rooms, the bathroom is spacious with a shower over the bath. The open plan living kitchen and dinning area is great for entertaining with a 40” smart tv. The hot tub is very private with looks down the valley great for star gazing! There is a big decking area with table and chairs for long nights sat outside.

Top Guest favourite
Guest suite in Ashover
4.97 out of 5 average rating, 234 reviews

Self-contained studio in amazing rural location

This comfortable studio with amazing views, lots of outdoor space, walks from the doorstep and pubs with good food nearby is perfect for couples looking to re-charge their batteries in a rural location. It has a well-equipped kitchen, including dishwasher, White Company linen, underfloor heating with independent controls, it's own combi-bolier for hot water, tv and wi-fi. It is on the edge of the Peak District with many local attractions, such as Chatsworth and Hardwick Hall.

Guest favourite
A comfortable living area features exposed wooden beams and a cozy sofa. A wooden coffee table sits in front, with a television mounted nearby. Natural light enters through a window adorned with soft blinds, creating an inviting space for relaxation.
Condo in South Wingfield
4.91 out of 5 average rating, 130 reviews

The Conkers Country Cottage Self Catering Retreat

The Conkers is in the picturesque Hamlet of Moorwood Moor on of the edge of the Peak District. There are many walks from the door and 150 yards along the lane is The White Hart Inn where you will experience good food or just enjoy a well-deserved glass of wine. The Conkers delightful garden and orchard area provides a lovely spot for a relaxing drink, or perhaps some alfresco dining after a busy day exploring. There is ample off road secure parking behind automated gates.

Top Guest favourite
A log burner sits within a stone fireplace, its warm glow illuminating the cozy lounge space. A round mirror reflects the light above the mantle. A woven basket and a simple black fire tool set are thoughtfully placed nearby.
Cottage in Crich
4.93 out of 5 average rating, 280 reviews

Cosy and Stylish Holiday Cottage in Crich

Cosy 2 Bedroom cottage in the picturesque village of Crich close to Matlock and the Derbyshire Dales. The cottage has been renovated to the highest standard including cosy lounge with log burner, modern well equipped kitchen diner. Two bedrooms, one king with countryside views, one twin, and bathroom to the first floor with sunken bath and rainfall shower. Small enclosed south facing garden. Crich is a perfect base to explore the Peak District and local attractions.

Top Guest favourite
The exterior of a rustic stone barn is shown, featuring a sloped roof and four skylight windows. A side door leads to the interior, while a gravel driveway extends toward the entrance. Surrounding greenery hints at the rural setting and privacy.
Barn in Stretton
5 out of 5 average rating, 145 reviews

Barn conversion in Derbyshire

300 year old barn converted into a two-bedroomed property set on the owner's 5-acre small holding with goats and chickens. Wake up in the morning with a curious goat overlooking the courtyard waiting for a cracker or two. Set next door to the owner's farmhouse but with complete privacy. Located 8 miles out of Matlock on the edge of the Peak District. Pub within walking distance. The nearest town is Clay Cross. The maximum capacity is 4 including children/infants.

Popular amenities for South Wingfield holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Derbyshire
  5. South Wingfield