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Cottage vacation rentals in Bolsover

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Top-rated cottage rentals in Bolsover

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Top guest favorite
Cottage in Chesterfield

Chatsworth Cottage

Situated on the edge of the Peak District Park, this is the ideal base for exploring Derbyshire. The Cottage is situated on Chatsworth Road just 10 minutes drive from the ‘Palace of the Peak District’. A short journey and you will discover other wonders of the Peak at places like Matlock, Bakewell, Castleton and Buxton. The historic market town of Chesterfield and the famous Crooked Spire is just a 20 minute walk down the Brampton Mile where you will find some great places to shop, eat & drink.

LocationFamilyParking

4.93 out of 5 average rating, 347 reviews
Top guest favorite
Cottage in Derbyshire

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

This two bed cottage is in an idyllic rural location with breath-taking views. Walk through fields onto a footpath down to the picturesque village of Ashford-in-the-Water or uphill to the drama of Monsal Head. Please note - bathroom refurbishment completed March 2026. The Coach House will still offer one full family bathroom for guests to share (with sink, loo, shower-over-bath). The new en-suite ‘dressing room’ will contain a sink, toilet and vanity area but it no longer has a separate shower.

FamilyValueWalkability

4.98 out of 5 average rating, 322 reviews
Top guest favorite
The exterior of a beautifully renovated stone cottage is depicted, featuring a hot tub on a wooden deck. Large windows reflect natural light, while a manicured lawn surrounds the cottage, enhancing the inviting ambiance of the tranquil setting.
Cottage in Alton

Luxury Cottage Green Cottage, Peak District

Unwind in luxury. This renovated cottage is nestled on the outskirts of the Peak District and is the perfect contemporary getaway for anyone looking for serenity. Enjoy the evenings in the garden with the hot tub, spacious patio, and fire pit at the back garden. The Green Cottage encompasses laid-back luxury to the highest standard and is sure to make your stay one to remember. It's a sanctuary for nature lovers, perfect for families, couples, and friends. Alton Towers is only 15 minutes away.

ValueLocationAccess

4.99 out of 5 average rating, 177 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.

ValueFamilyGrill

4.99 out of 5 average rating, 246 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

A charming cottage overlooking a babbling, nature-rich brook. Full of character, this peaceful cottage boasts a cosy living room complete with woodburner, underfloor heating and exposed beams, a fabulous kitchen and a stylish bathroom. The cottage is in a superb location with top-class restaurants, the magnificent Chatsworth Estate and truly stunning local walks right on the doorstep. Bikes can be stored in the rear yard making this cottage an ideal base for foodies, cyclists and walkers alike.

ValueLocationAccuracy

4.94 out of 5 average rating, 352 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!

LocationFamilyView

4.96 out of 5 average rating, 108 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

FamilyValuePets

5.0 out of 5 average rating, 286 reviews
Top guest favorite
A cozy sitting area features a blue armchair with decorative pillow. A wooden mantel surrounds a small fireplace, flanked by two lamps providing soft illumination. Artwork adorns the walls, and a vintage trunk adds character to the space.
Cottage in Holymoorside

Wasp Nest Cottage, Peak District

Sitting on the edge of the Peak District, a stone’s throw from open fields, woodland and moors - sits a 19th Century cosy mill worker’s cottage. Two pubs and a shop are within easy walking distance and Chatsworth House is a beautiful 7 mile wander over the hill. Marvel at the lovely centuries old tree slice, coffee table and huge slice of elm breakfast bar, enjoy chopping boards, pottery and soft furnishings from the local artisans - just some of the magic the Peak District has to offer.

LocationFamilyGetting around

4.97 out of 5 average rating, 356 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

A truly delightful, mid terraced, natural stone-built cottage in the picturesque village of Great Longstone in the Peak District. Oak floors and exposed stone walls add to the character of this cottage, added to that the wood burner to curl up by after a day exploring this beautiful part of the country. The pretty village of Great Longstone is set in a wonderful location in the heart of the Peak District National Park, flanked by Longstone Edge, with Bakewell and Chatsworth House close by.

LocationFamilyBreakfast

4.96 out of 5 average rating, 541 reviews
Top guest favorite
The exterior of a stone cottage is highlighted with a large front window that allows ample natural light. A lush green tree stands nearby, and a well-maintained lawn features various plants and shrubs, contributing to the garden’s charm.
Cottage in Tibshelf

Lane End Cottage - cosy cottage with large garden.

16th century cosy stone cottage with large private garden, includes lounge, kitchen and separate dining room. Pretty sun room ideal for morning coffees. Two bedrooms, one twin, and one king size. Shower and toilet upstairs. Bed settee is in the dining room. Will easily sleep 6 but seating is limited in the lounge. The main bath and shower room is downstairs. There is a large lawn to the front of the property with off road parking, the rear garden is private and has use of a BBQ in summer.

FamilyLocationQuiet

4.97 out of 5 average rating, 202 reviews
Top guest favorite
Cottage in Warsop

Luxury Country Cottage with Hot Tub

The Stable House is a luxuriously converted 2 bedroom cottage in the medieval hamlet of Sookholme. It is very close to Sherwood Forest, Clumber Park, Hardwick Hall, Chatsworth House, historic Edwinstowe and a great number of other local beauty spots. A short drive away from the peak district, it is very private with its own fully fenced, dog friendly garden. A great short break destination surrounded by some beautiful walking and cycling routes including Route 6 and Sherwood Pines.

FamilyValueWalkability

5.0 out of 5 average rating, 268 reviews
Top guest favorite
Cottage in Winster

Gorgeous romantic cosy cottage retreat with views

Welcome to Lancaster Cottage, Winster - the perfect romantic escape for couples in the Peak District. ~Secluded, cosy hideaway for 2 ~Off-road & immersed in nature with secret garden & log cabin ~Woodburner, exposed beams & cosy corners ~Fabulous walks from the doorstep ~Lovely pubs with open fires a few mins walk away ~Oozes character - built in 1701 & Grade II Listed ~Huge sink-in settee & a dreamy, romantic bedroom with king-sized comfy bed & stunning views ~Dog-friendly

FamilyValueBathroom

4.95 out of 5 average rating, 469 reviews

Popular amenities for Bolsover cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Superhost
Cottage in Thurgarton

Hot Tub, Horses & Hills – The Perfect Escape

LocationFamilyHot tub

4.92 out of 5 average rating, 104 reviews
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

LocationValueSleep quality

4.87 out of 5 average rating, 300 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

ValueLocationNearby

4.99 out of 5 average rating, 303 reviews
Top guest favorite
The exterior of the cottage features a blend of rustic brick and wooden elements, with a welcoming entrance and landscaped planters. The path is bordered by well-kept greenery, leading toward the charming structure under a partly cloudy sky.
Cottage in Totley

Luxury Peak District Cottage with Hot Tub

ValueFamilyParking

4.99 out of 5 average rating, 303 reviews
Top guest favorite
The exterior of the cottage features a charming stone facade with multiple windows. A hot tub sits on the patio beside a shaded dining area under an umbrella, inviting relaxation outdoors. A light-colored tent adds a shaded space near the entrance, enhancing comfort and leisure.
Cottage in Tibshelf

The Old Coach House, Wheatsheaf Mews

LocationValueSleep quality

4.94 out of 5 average rating, 264 reviews
Top guest favorite
A charming stone cottage built in the 1700s is displayed, featuring a traditional slate roof and multiple chimneys. Lush greenery surrounds the property, and a neatly arranged stone wall enhances the exterior. The front garden includes a trellis, adding character to the inviting façade.
Cottage in Derbyshire

Forest Cottage

LocationFamilyAccess

4.99 out of 5 average rating, 115 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

FamilyLocationCleanliness

4.89 out of 5 average rating, 253 reviews
Guest favorite
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

LocationValueCheck-in

4.88 out of 5 average rating, 362 reviews

Pet-friendly cottage rentals

Superhost
A scenic view of a village nestled in the countryside, featuring traditional stone cottages with pitched roofs. A gentle slope of lush greenery and trees serves as a backdrop, while a small herd of cows grazes peacefully in the foreground.
Cottage in Rowsley

Cottage retreat minutes from Chatsworth Estate

FamilyValueLaundry

4.88 out of 5 average rating, 460 reviews
Top guest favorite
The stone exterior of the property is framed by lush greenery, featuring wooden doors that open to a welcoming entrance. A gravel driveway is visible, with a low wooden fence marking the boundary and a clear blue sky overhead.
Cottage in South Yorkshire

The Stables

LocationFamilyView

4.95 out of 5 average rating, 111 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

ValueFamilyHeating

4.88 out of 5 average rating, 622 reviews
Top guest favorite
Cottage in Belper

Charming 18th Century Grade II Listed Cottage

ValueFamilyCheck-in

4.97 out of 5 average rating, 393 reviews
Top guest favorite
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 in Matlock Town

Quiet hideaway in Matlock with far reaching views

FamilyLocationSleep quality

4.97 out of 5 average rating, 198 reviews
Top guest favorite
The exterior of Pepper Cottage is visible, showcasing a traditional stone façade with multiple windows. Access steps lead up to the entrance, and a low fence borders the well-kept garden area. The surrounding neighborhood features a mix of architecture under a bright blue sky.
Cottage in Matlock Town

Pepper Cottage- pet-friendly, stylish & cosy

ValueLocationHeating

4.94 out of 5 average rating, 250 reviews
Top guest favorite
Cottage in Bradwell

5 Star Boutique 250 Year Old Peak District Cottage

LocationValueCheck-in

4.97 out of 5 average rating, 457 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

ValueLocationBathroom

4.94 out of 5 average rating, 457 reviews

Private cottage rentals

Top guest favorite
The exterior of Rokeby Cottage features traditional stone construction framed by well-maintained hedges and shrubs. The structure is nestled on a slight incline, with a blue sky overhead and scattered clouds, creating a serene rural atmosphere.
Cottage in Hathersage

Rokeby Cottage in Hathersage, Peak District

FamilyValueView

4.99 out of 5 average rating, 388 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

ValueLocationWalkability

4.91 out of 5 average rating, 518 reviews
Top guest favorite
A serene view of the River Derwent is depicted, surrounded by lush greenery and trees. Smooth stones are visible in the water, and the gentle flow of the river reflects the surrounding foliage, creating a peaceful natural atmosphere.
Cottage in Derbyshire

Kingfisher Cottage

ValueLocationCheckout

4.97 out of 5 average rating, 632 reviews
Top guest favorite
An open-plan kitchen and living area features a large corner sofa in grey fabric with a white accent cushion. A kitchen island with three wooden stools offers a casual dining space, illuminated by pendant lights. Modern appliances and cabinetry are visible in the background.
Cottage in Baslow

Contemporary Cottage Baslow

FamilyValueCondition

4.96 out of 5 average rating, 126 reviews
Top guest favorite
An aerial view captures a serene village scene, showcasing quaint cottages with warm red roofs lining a quiet street. Lush green fields stretch beyond the houses, framed by trees, evoking a sense of peaceful countryside living.
Cottage in Farnsfield

Cosy 1700s period cottage, open fire & king bed

ValueLocationCheck-in

4.97 out of 5 average rating, 206 reviews
Top guest favorite
The front exterior of the cottage is visible, featuring a light-colored façade with multiple windows. Lush green grass surrounds the property, bordered by flower beds. The inviting entrance is marked by a dark door, framed by decorative plants and flowers. A clear blue sky forms the backdrop.
Cottage in Elkesley

The Cottage, Elkesley

ValueFamilyDecor

4.96 out of 5 average rating, 152 reviews
Top guest favorite
A historic building is depicted amidst well-maintained gardens, showcasing its elegant stone facade and architectural details. Benches are positioned on the lawn, with blooming flowers adding color to the serene outdoor space.
Cottage in Bakewell

Beautiful old bank in the heart of Bakewell.

FamilyValueAccess

5.0 out of 5 average rating, 250 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

LocationFamilyTV

4.95 out of 5 average rating, 443 reviews

Destinations to explore