Holiday houses in Winster

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Top-rated holiday rentals in Winster

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Cottage in Winster
4.95 out of 5 average rating, 457 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
4.99 out of 5 average rating, 141 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
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, 244 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 Derbyshire
5 out of 5 average rating, 279 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 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, 116 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 out of 5 average rating, 236 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
A stone patio is visible through an open doorway, furnished with a small table and two chairs. Lush green fields and trees create a serene backdrop, with dry stone walls framing the view. Natural light illuminates the space, enhancing the outdoor ambiance.
Cottage in Birchover
4.99 out of 5 average rating, 230 reviews

The Stables at Rocking Stones

An immaculate contemporary rural cottage a stones throw from Chatsworth and a five minute walk from two great country pubs! This light and airy conversion is the perfect spot to get away, relax and explore the unspoilt countryside of the Peak District National Park right from the door. The cottage features a wood burning stove, a high pitched roof with a stunning hand carved oak truss, wooden shutters, large picture windows, walk-in rain shower and a memory foam mattress. EV charger

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, 239 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, 301 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

Top Guest favourite
An outdoor seating area features comfortable lounge chairs on a grassy patio, with a wooden deck extending towards a Japanese whirlpool bath. Large glass doors provide access to the interior, framed by wooden beams under a clear blue sky.
Cabin in Bakewell
4.92 out of 5 average rating, 485 reviews

Air conditioned Woodcutters ~ Romantic Retreat

✨ Romantic Air-Conditioned Cabin with Whirlpool Bath & Couples Spa 💖 Escape to Woodcutters Cabin — a luxury hideaway for two in the heart of the Peak District. Enjoy your private Japanese whirlpool bath with mood lighting, a plush super-king bed, and a secret shower-room door. Treat yourselves to candle-lit couples massages in our tranquil treatment room. A peaceful, baby, child-free, pet-free retreat made for romance and total relaxation.

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, 164 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.

Top Guest favourite
Cottage in Butterton
4.99 out of 5 average rating, 154 reviews

Romantic Cottage, Log Fire, Views & Village Pub

A romantic countryside escape in the heart of the Peak District, perfect for couples seeking cosy nights by the fire and stunning walks straight from the door. This cosy hideaway is an ideal couples escape featuring a stunning bedroom with vaulted beamed ceiling and luxury features throughout. It has a boutique hotel feel in rural heaven.

Popular amenities for Winster holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Derbyshire
  5. Winster