Become a host

Cottage vacation rentals in Winster

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Winster

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

1 of 1 pages1 / 1
Top guest favorite
Cottage in Winster

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

4.95 out of 5 average rating, 465 reviews
Top guest favorite
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

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.

4.98 out of 5 average rating, 146 reviews
Top guest favorite
Cottage in Bakewell

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.

4.99 out of 5 average rating, 245 reviews
Top guest favorite
A cozy bedroom is highlighted by a four-poster bed dressed in a colorful quilt. Floral wallpaper adds warmth, while a wooden dresser and two woven chairs provide additional furnishings. Natural light filters through tall windows, enhancing the inviting atmosphere of the space.
Cottage in Derbyshire Dales

Bert's - your idyllic Derbyshire retreat

🌟 As seen in House & Garden & Condé Nast Traveller Several hundred feet up, nestled in the heart of the quintessential English village of Bonsall, lies our enchanting cottage. Overflowing with character, its ancient walls tell stories through art, antiques and textiles. Perched on the edge of the Derbyshire Dales and the Peak District, this gem sits amidst breathtaking countryside, grand stately homes and key landmarks, including the birthplace of the Industrial Revolution. Welcome to Bert's!

4.96 out of 5 average rating, 106 reviews
Top guest favorite
A spacious kitchen features a large island and a dining table made of wood, surrounded by simple wooden chairs. Rustic beams run above, with atmospheric pendant lights illuminating the area. Windows offer glimpses of the garden outside, enhancing the room's natural light.
Cottage in Youlgreave

Beautifully Restored; Spacious Spring Cottage

Spring Cottage is an ideal holiday destination for any family or friends. Completely renovated; spacious but cosy, so works for couples to 6 guests plus 1 infant (no pets). It has a lounge with log burner, large farmhouse kitchen with island & 10 ft (3m) dining table, en-suite, & peaceful south facing garden & seating area. In the centre of Youlgrave by the church; there’s many walks around the beautiful Georgian village/countryside with the Bradford & Laithkill Dales a short stroll away.

5.0 out of 5 average rating, 218 reviews
Top guest favorite
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

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

5.0 out of 5 average rating, 282 reviews
Top guest favorite
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

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.

4.98 out of 5 average rating, 121 reviews
Top guest favorite
An expansive stone patio is set with a large wooden dining table surrounded by matching chairs. The area is bordered by greenery, with small ducklings walking across the stone surface. A rustic building is visible in the background under a partly cloudy sky.
Cottage in Derbyshire

The Barn @ Dale End House, Gratton nr Bakewell

One of just six farmhouses in the rural parish of Gratton, Dale End House is found on a quiet lane in the heart of the Peak District National Park. It enjoys unspoilt countryside, popular with walkers and mountain bikers alike yet is only six miles from Bakewell and Matlock. We discovered Dale End House whilst mountain biking through Gratton Dale and instantly fell in love with it. Surrounded by breath-taking views, and abundant wildlife - Gratton is one of Derbyshire’s best-kept secrets.

4.97 out of 5 average rating, 395 reviews
Top guest favorite
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

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.

4.91 out of 5 average rating, 512 reviews
Top guest favorite
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

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

4.99 out of 5 average rating, 305 reviews
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

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.

4.83 out of 5 average rating, 169 reviews
Guest favorite
The exterior of the stone cottage is framed by a vibrant garden filled with colorful flowers. Large windows provide natural light, and solar panels can be seen on the roof. A rustic stone wall adds charm to the property, creating an inviting entrance.
Cottage in Matlock

17th century cottage in Matlock

A very old stone cottage but newly renovated inside. The cottage was my home, my children were all brought up there. I now live in a barn at the top of the driveway which we tried to build in as energy saving way as we could. During the cottage renovation we have tried to make the space as 'green' as possible.

4.94 out of 5 average rating, 455 reviews

Popular amenities for Winster cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Superhost
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 Derbyshire

Lizzy’s Luxury Cottage

4.88 out of 5 average rating, 294 reviews
Top guest favorite
The cottage entrance is framed by a stone wall, with steps leading up to a white door surrounded by climbing ivy. A wooden bench sits nearby, adding to the rustic charm of the setting.
Cottage in Ashbourne

Peaceful cottage in Parwich village with hot tub

4.9 out of 5 average rating, 408 reviews
Top guest favorite
A wide-open green landscape is depicted, featuring rolling hills under a cloudy sky. A single dark horse stands in the foreground, surrounded by scattered trees and lush grass, highlighting the serene natural environment.
Cottage in Alstonefield

Modern cottage in a stunning Peak District setting

4.97 out of 5 average rating, 253 reviews
Guest favorite
The image shows a well-maintained lawn area in front of a stone cottage, set against a cloudy sky. A table made of wood holds a champagne bucket, with two garages positioned to the side of the house, surrounded by greenery.
Cottage in Bakewell

Beautiful, private 2 bedroom Annex with Hot Tub

4.9 out of 5 average rating, 248 reviews
Top guest favorite
A charming outdoor area features a gray hydrotherapy hot tub surrounded by lush greenery. Nearby, pastel pink chairs invite relaxation, with towels neatly arranged and a small table presenting refreshments. The rustic stone wall adds character to the private garden setting.
Cottage in Derbyshire

Jack's Cottage, Curbar

4.99 out of 5 average rating, 301 reviews
Guest favorite
A stone terrace is visible with a wooden table and chair, surrounded by green grass and vibrant pink flowers in a pot. In the background, a serene lake reflects the rolling hills and trees, set against a clear sky.
Cottage in Carsington

Luxury SC Cottage Lake views 6-8 Guests

4.81 out of 5 average rating, 272 reviews
Superhost
A private hot tub is positioned under a protective canopy, surrounded by wooden fencing. Bunting decorates the area, enhancing the inviting space. Bright blue skies and fluffy clouds are visible in the background, contributing to a relaxing atmosphere.
Cottage in Brassington

Jacks Cottage - Hot Tub & Alpaca Experience

4.87 out of 5 average rating, 183 reviews
Superhost
A spacious outdoor area features a well-maintained lawn bordered by stone walls. A hot tub is positioned near the back of the space, with seating and decorative plants arranged against the rustic stone exterior of the cottage. Barn and wooden fencing provide additional context.
Cottage in Derbyshire

Croft view cottage

4.88 out of 5 average rating, 358 reviews

Pet-friendly cottage rentals

Top guest favorite
A tastefully decorated bedroom features a French antique king-sized bed with a decorative headboard and footboard. Two bedside tables with lamps flank the bed, and a comfortable armchair is positioned near the window, allowing natural light to illuminate the space.
Cottage in Derbyshire

Matlock Bath cottage gorgeous views/walled garden

4.97 out of 5 average rating, 229 reviews
Top guest favorite
The exterior of the cottage features a rustic stone façade with multiple windows, enhancing its traditional character. Bright flowers and greenery surround the entrance and pathway, leading to a wooden door framed by potted plants. A seating area is visible to the side.
Cottage in Derbyshire

Beautiful rural Peak District farm cottage

4.97 out of 5 average rating, 257 reviews
Top guest favorite
A cosy living room features comfortable seating on two plush sofas, arranged around a central ottoman. A stone fireplace with a woodburner creates a focal point. Exposed beams highlight the ceiling, while the space is adorned with floral cushions and a decorative area rug.
Cottage in Baslow

Characterful 2 bed cottage in excellent location

4.94 out of 5 average rating, 348 reviews
Top guest favorite
A slate sign reading 'Periwinkle Cottage' is attached to the natural stone wall. The lettering is clear and white against the dark background, providing an inviting entrance for guests.
Cottage in Great Longstone

Periwinkle Cottage

4.96 out of 5 average rating, 534 reviews
Superhost
The exterior of a quaint chapel conversion is visible, featuring natural stone walls adorned with climbing greenery. A warm light is seen by the entrance, framed by vivid plants that line the pathway. The atmosphere reflects a serene rural setting.
Cottage in Wirksworth

Quaint 2 bed cottage, ideally located for walking

4.88 out of 5 average rating, 616 reviews
Top guest favorite
A cozy corner features a comfortable chair beside a modern wood-burning stove, providing warmth. A decorative lantern sits next to the chair, casting a gentle light. Wall art and an orchid plant add character to the space, while natural light enters through the window.
Cottage in Youlgreave

Live the country cottage dream and village life.

4.96 out of 5 average rating, 187 reviews
Top guest favorite
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 Matlock

The Kennels

4.99 out of 5 average rating, 299 reviews
Top guest favorite
A charming Victorian cottage is nestled in a lush green landscape, surrounded by trees and vibrant foliage. The exterior features quaint gabled roofs, stone walls, and multiple chimneys, enhancing its historic character. A well-maintained garden area includes a variety of plants and shrubs.
Cottage in Alstonefield

Pretty Victorian riverside cottage, Alstonefield

4.93 out of 5 average rating, 154 reviews

Private cottage rentals

Top guest favorite
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 in Monyash

Cosy Grade ll listed cottage Central Peak District

4.99 out of 5 average rating, 338 reviews
Top guest favorite
Cottage in Derbyshire

Idyllic, The Coach House, Ashford-in-the-Water

4.98 out of 5 average rating, 319 reviews
Top guest favorite
The charming stone cottage features a traditional facade with two symmetrical windows on the upper level and a central front door. The roof is sloped, and chimney stacks rise from either end. A modest garden with greenery is visible in the foreground.
Cottage in Brassington

Charming 18th Century Stone Cottage in Derbyshire

4.97 out of 5 average rating, 207 reviews
Top guest favorite
The exterior of a quaint stone cottage is presented, featuring a textured stone facade. Flower baskets with vibrant blooms hang from the walls, and a small window is adorned with a grid pattern. A house number can be seen next to the door, adding character.
Cottage in Matlock Town

Cosy and quaint stone cottage full of character

4.95 out of 5 average rating, 436 reviews
Top guest favorite
Cottage in Monyash

17th Century Peak District Cottage

4.95 out of 5 average rating, 194 reviews
Top guest favorite
A charming, white cottage, nestled among lush greenery, is seen with smoke gently rising from its chimney. Surrounded by ferns and trees, the cottage harmonizes with its natural environment, offering a serene escape.
Cottage in Matlock Town

Rock Cottage l Hidden Gem l Matlock

4.94 out of 5 average rating, 127 reviews
Top guest favorite
A cozy sitting room features a stone fireplace with a log burner, complemented by a blend of soft furnishings. A small wooden table holds a vase of tulips, while books are neatly arranged on shelves. Natural light filters through the window, enhancing the warm ambiance.
Cottage in Baslow

Charming Coates Cottage

4.98 out of 5 average rating, 189 reviews
Top guest favorite
A charming stone cottage is framed by colorful flowering shrubs and well-maintained grassy areas. Large glass windows and doors reflect natural light, creating an inviting atmosphere. The surrounding garden path, lined with gravel, enhances the appeal of this tranquil rural setting.
Cottage in Over Haddon

5 STAR Boutique Home in Quiet Countryside.

4.97 out of 5 average rating, 355 reviews

Destinations to explore