Holiday rentals in South Wingfield

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Top-rated holiday rentals in South Wingfield

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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, 261 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, 206 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
A small outdoor seating area is visible, featuring two high-backed chairs with cozy white coverings. A round table stands between the chairs, enhanced by candles. Open double doors provide a view into the interior living space, framed by the rustic red and stone wall.
Home in Ripley
4.91 out of 5 average rating, 103 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
Train in Alderwasley
4.99 out of 5 average rating, 185 reviews

Wagon Lea is a delightful converted Railway Wagon,

“Wagon Lea” Newly converted Railway Wagon with unspoilt views over open countryside, enjoy the sounds of nature when you stay in this unique place. Sleeps 2 in Double bed. Kitchenette with 2 rings hob, microwave, toaster, small fridge and kettle. Shower room and WC. Outside deck area with table and chairs, additional area for BBQ and off road parking. Alderwasley is an outdoor-enthusiasts delight with Shinning Cliff Woods being on your doorstep, and the peak district a short drive away.

Top guest favourite
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 Darley Dale
4.99 out of 5 average rating, 257 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.

Guest favourite
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.
Cottage in Darley Dale
4.91 out of 5 average rating, 253 reviews

Lizzy’s Luxury Cottage

Welcome to Lizzy’s Cottage! Nestled in the heart of the Peak District, Lizzy’s Cottage offers a luxurious escape for couples and families. Surrounded by breathtaking countryside, the cottage provides a peaceful retreat, while being just a short drive from popular destinations such as Bakewell, Chatsworth, Matlock, and Matlock Bath. At Knabb Farm, we offer private parking for all guests, and our 7 acres of private land provide plenty of space to explore and enjoy the stunning surroundings.

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, 132 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, 146 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, 282 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
A serene sleeping area features a wooden bed dressed with a yellow patterned throw, complemented by fluffy towels. A cozy armchair provides additional seating. Large windows frame the view, allowing natural light to illuminate the space, while warm tones create a peaceful ambiance.
Guest suite in Ashover
4.97 out of 5 average rating, 230 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.
Apartment 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 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
4.98 out of 5 average rating, 199 reviews

Cosy countryside cottage

We are delighted to welcome you to our cosy cottage in the rural village of Crich. The cottage is located in what us locals call the 'town end' and the prime location to enjoy walks and everything that the village has to offer. Having been our home for many years, before moving on to start our family, we hope that you enjoy your stay in our little cottage as much as we did living here.

Popular amenities for South Wingfield holiday rentals

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