Holiday rentals in Winster

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Top-rated holiday rentals in Winster

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Top guest favourite
Cottage in Winster
4.95 out of 5 average rating, 465 reviews

Gorgeous romantic cosy cottage retreat with views

Welcome to Lancaster Cottage, Winster - the perfect luxury escape for couples in the Peak District. ~ Ideal cosy hideaway for a romantic escape for 2 ~ Secluded, off-road & immersed in nature with secret garden & log cabin ~Fabulous walks from the doorstep ~Lovely pubs within a few minutes walk ~Oozes character - built in 1701 & Grade II Listed ~ Cosy woodburner fireplace & beams ~Huge sink-in settee & a dreamy, romantic bedroom with king-sized comfy bed with stunning views ~Dog-friendly

Top guest favourite
The charming exterior of the cottage is adorned with a flowering wisteria, adding a touch of natural beauty. The stone facade features large windows and French doors that open into the courtyard, complemented by a small seating area with two chairs.
Cottage in Winster
4.98 out of 5 average rating, 146 reviews

Anvil Cottage, lovely cottage in the Peak District

Anvil Cottage sits within its own private courtyard and is a light and airy detached barn conversion, full of charm and character. Over 200 years old, the cottage has been refurbished in 2022. Sleeps 3 in 2 bedrooms, pet free, and ideally situated in the heart of the historic village of Winster for walking and touring the beautiful countryside of the Peak District National Park. A short stroll to the friendly local community shop and pubs. Within easy reach of Matlock, Bakewell and Chatsworth.

Top guest favourite
Cottage in Bakewell
4.99 out of 5 average rating, 245 reviews

Rocking Stone Cottage - Idyllic Rural Retreat

Perfect for two couples or a family an immaculate contemporary cottage in the Peak National Park, a stones throw from Chatsworth. A perfect spot to get away, relax and explore the stunning countryside right from the door. The cottage features beautiful outdoor spaces, a large stone fireplace with woodburning stove, wooden shutters, exposed beams, a fully fitted hand made kitchen, walk in rain showers and romantic roll top bath. BBQ on one of the two terraces or just relax and take in the view.

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 Derbyshire
5.0 out of 5 average rating, 282 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
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
5.0 out of 5 average rating, 248 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
The entrance to the stone cottage is framed by weathered stonework, featuring a light-colored door with three clear panes at the top. Potted flowers in vibrant colors sit on either side, adding a welcoming touch to the doorway.
Cottage in Winster
4.98 out of 5 average rating, 120 reviews

Picturesque Rose Cottage in Winster

Relax in this pretty stone cottage. The cottage is perfect for a romantic break or a base for exploring the local countryside. Ideally located in the pretty village of Winster, in the Derbyshire Peak District, between Matlock and Bakewell. Winster is surrounded by beautiful rolling hills, characterised by the limestone cliffs and drystone walls typical of the White Peak. There are very many walks and cycle routes starting and ending in the village, and the whole area is well worth exploring.

Top guest favourite
A rustic Japanese whirlpool bath made from cedar wood is displayed in the private garden. Water cascades from two ornate taps into the inviting bath, surrounded by natural greenery and wooden slats for added privacy.
Farm stay in Winster
5.0 out of 5 average rating, 247 reviews

Courtyard Cottage -With Japanese Whirlpool Bath

Welcome to the charming Courtyard Cottage, a luxurious escape on a small working farm in the rolling hills of the Peak District National Park. Surrounded by breathtaking views in every direction, this beautiful holiday cottage is the perfect base to explore one of England’s most picturesque regions. Whether you're seeking a romantic weekend away or a quiet rural break, Courtyard Cottage offers an outdoor Japanese whirlpool bath, panoramic views, and cosy interiors for an unforgettable stay.

Top guest favourite
The lofted space features exposed wooden beams and rustic stone walls, creating a sense of historical charm. A potted plant is positioned near a low railing, overlooking the open area below, which includes cozy seating and ample natural light streaming through large windows.
Barn in Derbyshire Dales
4.92 out of 5 average rating, 213 reviews

Magical Historic Barn Conversion

This barn is not for everyone; it is no ordinary holiday cottage, but a retreat for the senses. A unique chance to step back in time, a place where time stands still. The antidote to the fast-pace of life, up here you will feel as though you’re in another world. This 17th century barn is a love note to its 1960s conversion, with all its quirky features still intact. There are no screens, the lighting is low and warm, you will not hear a sound apart from the birdsong. For some, it is heaven.

Top guest favourite
The exterior of the cottage is adorned with natural stone walls and climbing greenery. A flagstone patio area is surrounded by vibrant flower beds, featuring a wooden dining table and chairs. A barbecue grill is positioned nearby, contributing to an inviting outdoor space.
Cottage in Matlock
4.91 out of 5 average rating, 511 reviews

Two Gates Cottage Self Catering

(This listing is for the entire cottage) Two Gates Cottage is situated in the courtyard at the rear of Elton Guest House, converted from the bothy of this former farm making an ideal cosy cottage for four people. There is a flag stone patio area with flower bed border and garden furniture. Located in the Peak District close to Matlock, Bakewell, Matlock Bath, Dove Dale and attractions such as Chatsworth House and Haddon Hall. The grounds feature ample parking in our cobbled courtyard.

Top guest favourite
The Dutch Barn is viewed from the lawned area, showcasing its modern design with large glass panels. A flight of stairs leads to the entrance, while surrounding trees and a manicured grassy area enhance the serene setting.
Barn in Wensley
4.96 out of 5 average rating, 249 reviews

Converted Dutch Barn, Wensley

Situated in the quiet village of Wensley is The Dutch Barn which probably boasts the best views across the dale towards Riber Castle in the Peak District National Park, walks from the doorstep too. It is a spacious but cosy, bright, open plan building which sleeps 2 and has a modern bathroom. It is situated near Matlock and just 7 miles from the lovely town of Bakewell and the famous Chatsworth house. It offers a tranquil stay with secure off road parking and garage facilities too.

Top guest favourite
A spacious outdoor seating area is highlighted by a large umbrella providing shade over a table with four chairs. The surrounding garden features a variety of colorful plants and flowers in pots, enhancing the natural setting. The stone barn wall is visible in the background.
Cottage in Winster
4.99 out of 5 average rating, 304 reviews

3 bed, 2 bath with off road parking for 2 cars

The Old Barn offers a character barn in a village location, off road parking for 2 cars, short stroll to local shop and pubs - all modern fittings including SkyTV, DVD, and wifi, 3 bedrooms (2 on ground floor, 1 on first floor) 2 bathrooms (1 on ground floor, one on first floor). Excellent and extensive walking from doorstep, outbuilding available for bike storage. All lovingly cleaned and maintained by owner Sharon. Newly refurbished for 2022

Superhost
The living area features a red upholstered chair beside a stone fireplace, which houses a wood stove. A small wooden table stands next to the chair, and a shelf lined with books adds to the cozy atmosphere. Natural light filters through a window dressed in orange curtains.
Cottage in Winster
4.83 out of 5 average rating, 169 reviews

Clover Cottage, Winster, Derbyshire, Peak District

Clover Cottage is a cosy holiday cottage located in the beautiful Derbyshire village of Winster. Full amenities are provided including kitchen, washing machine, towels, linen, fire place, central heating, fast wifi, large TV, DVD, and more. Whether you're exploring the Peak District, visiting friends or attending a wedding at some of the wonderful local venues we're sure you'll have a great stay.

Popular amenities for Winster holiday rentals