Holiday houses in Bolsover

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Top-rated holiday rentals in Bolsover

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Superhost
An expansive rooftop terrace is featured, furnished with a modern outdoor seating area and a fire pit. A television is mounted on the wall, and the space is illuminated with soft lighting. A hot tub is positioned to one side, enhanced by potted greenery.
Apartment in Nottinghamshire
4.84 out of 5 average rating, 190 reviews

The Penthouse at The Old Cinema

A truly unique 2-floor penthouse apartment situated in the heart of Southwell, benefitting from a completely private and very spacious roof terrace featuring an outdoor sitting area, outdoor TV, BBQ, and a state of the art Hot Tub The vast apartment is furnished to an exceptional standard, plus extremely well equipped, occupying the top two floors of the historic former Cinema. The terrace is finished to an extremely high standard, more like what you would expect to see in a 5-star London hotel suite, the state-of-the-art hot tub allows you views of the cathedral as well as the outdoor TV, the tub is also equipped with mood light and Bluetooth audio.

Top Guest favourite
Cottage in Warsop
5 out of 5 average rating, 233 reviews

Luxury Country Cottage with Hot Tub

Stable House is a luxuriously converted 2 bedroom cottage in the medieval hamlet of Sookholme. It's is very close to Sherwood Forest, Clumber Park, Hardwick Hall, Chatsworth House, historic Edwinstowe and a great number of other local beauty spots. It is very private with its own fully fenced garden for the security of your pet should you wish to bring a well behaved dog. A great short break destination surrounded by some beautiful walking and cycling routes including Route 6 and Sherwood Pines

Top Guest favourite
The exterior of The Old Chapel is showcased, with its distinctive stone façade and original Gothic-style windows. Lush purple flowers border the pathway, while iron railings enhance the charming entrance. Sunlight filters softly, highlighting the architectural details and creating a serene ambiance.
Home in Ashford in the Water
4.98 out of 5 average rating, 131 reviews

The Old Chapel Luxury Retreat

Introducing The Old Chapel: Following the success and glowing reviews of the Old Bank Bakewell, we embarked on a quest for another unique stay. Enter The Old Chapel, a labor of love renovation resulting in a charming three-bedroom, all-ensuite stay unlike any other. Perfect for short getaways or week-long stays. Enjoy peaceful nights in king-sized beds fitted with luxurious 500-thread-count sheets. Each en-suite features spacious dual showers, fluffy robes, and slippers for ultimate relaxation.

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 Bonsall
5 out of 5 average rating, 255 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 Tower emerges from a lush green landscape, surrounded by tall trees and manicured grass. The building's robust concrete structure is accented by its original window designs, reflecting the natural beauty of the outdoors in a tranquil setting.
Tower in Bolsover
5 out of 5 average rating, 192 reviews

The Tower

The Tower is the perfect romantic high-end getaway for couples who want to get away from it all in a secluded location and fancy just something different. The Tower has recently been converted for use as a holiday let which was previously an unused ancillary building adjacent to The Water Works, an old water treatment plant near Bolsover, converted to domestic use in 2002 and featured on the Channel 4 programme Grand Designs. Available for single night stays. Discounts on 3+ nights bookings.

Top Guest favourite
A contemporary barn structure with stone walls is positioned on a grassy hillside. Mist gently blankets the valley below, revealing a serene landscape of rolling hills and distant houses. The sky above showcases a clear blue, enhancing the tranquil ambiance.
Barn in Saddleworth
4.99 out of 5 average rating, 325 reviews

Amazing Space in an Amazing Place

Unique, spacious, contemporary barn with unsurpassed views of Saddleworth and beyond. The barn is 1100ft up on the edge of Peak National Park with complete privacy, far enough away from it all yet within walking distance to two excellent local pubs! What's not to like? If you are looking for the perfect spot to unwind, with all mod cons, take long walks or bike rides with breathtaking views, this is the place for you. High spec space, well equipped with all the essentials. Ample parking.

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 Darley Dale
4.92 out of 5 average rating, 243 reviews

Lizzy’s Luxury Cottage

Welcome to Lizzy’s Cottage! Nestled in the heart of the Peak District, Lizzy’s Cottage offers a luxurious escape for couples and families. Surrounded by breathtaking countryside, the cottage provides a peaceful retreat, while being just a short drive from popular destinations such as Bakewell, Chatsworth, Matlock, and Matlock Bath. At Knabb Farm, we offer private parking for all guests, and our 7 acres of private land provide plenty of space to explore and enjoy the stunning surroundings.

Top Guest favourite
The exterior of the Coach House features a charming stone facade with a moss-covered roof. Two garage doors, framed by flower pots, provide a warm welcome. A gravel driveway surrounds the building, complementing the tranquil setting among mature trees.
Apartment in Harthill
4.99 out of 5 average rating, 136 reviews

The Coach House Harthill

The Coach House is the beautifully converted annex of ‘The Old Rectory’; a very handsome Grade II listed seven-bedroom period home built by the son of the 1st Duke of Leeds back in 1720, in the pretty village of Harthill. It offers the perfect location to explore Sheffield and the surrounding Peak District, conveniently situated close to the M1 (Junction 30) and A57. The bright and spacious living area comprises a kitchen, bathroom and two bedrooms and has off road parking for two cars.

Top Guest favourite
A modern hut is set on a gravel patio, surrounded by manicured grass. Large glass doors provide views of the interior, complemented by wooden paneling on the exterior. Potted flowers are placed at the entrance, and a seating area is visible in the outdoor space.
Cabin in Radbourne
5 out of 5 average rating, 114 reviews

The Willows Hut - with hot tub - Hillside Huts

The Willows - Hillside Huts - *brand-new August 2025* Our charming, The Willows Hut, is our latest addition, joining The Oaks Hut on our smallholding in rural Derbyshire. With a shared driveway, its own dedicated parking & private enclosed garden, it is situated in a secluded spot enjoying stunning countryside views. Enjoy the most magnificent sunsets as you kick back and relax in this calm, stylish space. Bring your wellies! There are many countryside walks from the from the doorstep!

Top Guest favourite
A red-brick house is set on a spacious green lawn, surrounded by trees and garden greenery. The architecture features multiple windows and a central entrance, framed by neatly landscaped shrubbery and flowerbeds, under a partly cloudy sky.
Cottage in Nottinghamshire
4.99 out of 5 average rating, 202 reviews

Country Farm Annexe Award Winning B&B

Enjoy the Annexe, as part of the house in a relaxing country setting. Along with a comfortable King size bed and large en-suite shower room and wc. There is a high spec kitchen/dining room, a beamed lounge with smart TVs and great views. Own front porch access and downstairs wc. Shared central staircase with the owners. Large gardens, with own patio and comfortable outdoor seating area. Buffet breakfast foods. Own Parking. Great walks and cycle routes, A1 & M1 nearby.

Top Guest favourite
The spacious room features a king-size bed with a floral duvet cover and a mirrored vanity. A round table and chair provide seating, while bi-fold doors open onto a covered decking area. The outdoor space is surrounded by lush greenery, adding a serene touch.
Guest suite in Little Longstone
5 out of 5 average rating, 665 reviews

Self contained annex - Peak District riverside

A private, self-contained, en-suite annex, next to the River Wye, in a tranquil setting. Direct access to covered decking area & shared garden so you can enjoy the water, wildlife and countryside. Food prep area with fridge, microwave, sink, kettle & toaster. Plenty of walks from the doorstep, cycle routes and climbing opportunities. Perfectly located to explore the Peak District. Car strongly recommended. The annexe is attached to our family home, but has its own entrance.

Top Guest favourite
The cabin on wheels is nestled within a lush green meadow, surrounded by dense woodland. Its sloped wooden roof features large windows, allowing natural light to illuminate the interior. A small porch leads to the entrance, complemented by steps for easy access.
Tiny home in Kings Clipstone
4.96 out of 5 average rating, 103 reviews

New Lodge Cabin

A cabin on wheels, made from locally sourced oak and larch. Set within a meadow, surrounded by woodland in Sherwood Forest. Shower with underfloor heating in a shepherd hut. Compost toilets. Outdoor pot washing facilities and dining area. A perfect off grid stay. Our smallholding has sheep, goats and chickens which graze often in the meadow depending on the season. Sherwood Forest and Sherwood Pines are all within walking/cycle distance.

Popular amenities for Bolsover holiday rentals

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