Cottage holiday rentals in Winster

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Top-rated cottage rentals in Winster

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Guest favourite
A charming limestone holiday home is positioned on a hillside, surrounded by vibrant wildflowers. The property features a private patio that opens up to the countryside. The natural landscape includes lush greenery and a variety of flowering plants, enhancing the outdoor setting.
Cottage
4.89 out of 5 average rating, 338 reviews

Countryside Retreat

Hillside is a recently built limestone self contained holiday let, on the edge of a pretty Derbyshire village. Hillside overlooks the village of Bonsall (near Matlock) offering beautiful views from the windows and private patio of the village and surrounding countryside. Bonsall offers an excellent pub, cafe and village shop. There are numerous walks from the doorstep - the Limestone Way passes through the village. Chatsworth, Bakewell, Dove Dale and the Monsal Trails are all a short drive away.

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
4.98 out of 5 average rating, 114 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 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
5 out of 5 average rating, 253 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 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
4.99 out of 5 average rating, 243 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.

Top guest favourite
A cozy sitting room is presented with a wood burner as a focal point. Soft furnishings include a dark sofa and a patterned armchair. Natural light enters through the window, illuminating the neutral walls. A table lamp and decorative items enhance the inviting ambiance.
Cottage
4.92 out of 5 average rating, 649 reviews

Grade 2 listed cottage, Peak District nr Bakewell

Beech Cottage is nestled in the lovely Peak District village of Youlgreave. This Grade 2 listed cottage has been refurbished to a high standard. Walks & bike riding are on the doorstep. Chatsworth House, Haddon Hall, Bakewell, Matlock and Ashbourne near by. It has 3 pubs, 2 shops and tea rooms. There is a wood burner, tv, wifi. Kitchen has breakfast bar & stools, dishwasher, washing machine & microwave & cooker, coffee machine. Free standing bath & separate Power Shower. South facing garden

Top guest favourite
Cottage
4.95 out of 5 average rating, 429 reviews

Gorgeous romantic cosy cottage retreat with views

Welcome to Lancaster Cottage, Winster - possibly the best situated cottage in the Peak District - utterly peaceful yet an easy stroll to pubs and fantastic walking trails from the doorstep. Built in 1701 & Grade II Listed, it oozes character and is the ideal cosy winter retreat for a romantic escape for 2. Cosy fireplace & beams, huge settee & a dreamy, romantic bedroom with king-sized comfy bed with lovely views over the hills, plus 2 outdoor seating areas & a log cabin in the garden.

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
4.99 out of 5 average rating, 213 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 charming cottage exterior is enveloped in lush greenery, featuring stone walls and a vibrant green door. A well-maintained pathway leads to the entrance, bordered by a variety of colorful plants and bushes, set against a backdrop of a clear blue sky.
Cottage
5 out of 5 average rating, 297 reviews

Cosy Grade ll listed cottage Central Peak District

Nestled in the picturesque village of Monyash, Mereview a Grade II listed stone cottage offers the perfect escape for couples or solo adventurers seeking peace, character, and countryside charm. Thoughtfully restored and beautifully presented, this historic home blends timeless elegance with modern comfort. Whether you’re walking the limestone dales, visiting nearby Bakewell or Chatsworth House, or simply curling up with a book by the fire, this cottage is a serene base.

Top guest favourite
A gravel path leads through a vibrant wildflower garden to a wooden gate, framed by a dry stone wall. The cottage's stone façade and large windows are visible in the background, offering a glimpse of the inviting exterior.
Cottage
4.97 out of 5 average rating, 372 reviews

Beautiful Groom's Cottage, Ashford-in-the Water

A beautiful, recently converted barn which was originally the Groom's Cottage. Newly renovated in 2018 this one bed, one bath cottage is set in an idyllic rural location with breath-taking views and direct access across the owners' fields to a footpath which leads either down to the famously picturesque village of Ashford-in-the-Water or uphill to the drama of Monsal Head. Separately available is The Coach House, next door, also new and sleeping 4 people in equal style.

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
4.99 out of 5 average rating, 287 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
The living room features exposed wooden beams and a cozy open fireplace. A light, neutral color palette enhances the welcoming space, which includes comfortable seating and a coffee table adorned with flowers. Bookshelves add a touch of charm, and a large map of the Peak District is displayed on the wall.
Cottage
4.97 out of 5 average rating, 297 reviews

* Romantic And Luxurious Village Escape*

Situated in the picturesque, historic village of Cromford; Candlelight Cottage is a beautiful Grade 2* Listed former mill workers cottage. Built in 1776 by Sir Richard Arkwright, it is part of a designated UNESCO world heritage site. We took ownership of this wonderful cottage in 2020, and have given the cottage a stylish refurb, We are experienced Airbnb Superhosts and will do everything to ensure you have a fantastic stay.

Top guest favourite
The exterior of a renovated cottage is displayed, featuring a stone facade with light blue window frames and a matching front door. Two potted plants adorn the entrance, and large windows offer glimpses of the interior. A neighboring building is visible on the left.
Cottage
4.98 out of 5 average rating, 163 reviews

Quiet hideaway in Matlock with far reaching views

The Snug is in a great location on the edge of Matlock town centre. The space is cosy and has a great view over towards Matlock bath and the surrounding areas. It’s a great base for exploring the Derbyshire Dales and Peak District. The walk to town is approximately 10 minutes downhill, bit more on the way back! Lots of shops and supermarkets within easy walking distance and easy access to lovely countryside walks.

Popular amenities for cottage rentals in Winster

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  4. Derbyshire
  5. Winster
  6. Cottage rentals