Holiday houses in Bolsover

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Top-rated holiday rentals in Bolsover

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Top Guest favourite
A modern kitchen with sleek cabinets is complemented by a spacious living area. The kitchen features a granite countertop and is equipped with appliances. Natural light filters through a large window, illuminating the warm wood flooring and tasteful decor in the adjoining space.
Guesthouse in Derbyshire
4.99 out of 5 average rating, 186 reviews

Springwood Cottage Private and Unique

Springwood Cottage is ideally situated in a beautiful location on the edge of Derbyshire is completely self contained with its own entrance and private garden area with parking outside. The Cottage is completely newly built in 2020 and designed to the highest standard. Well behaved Dogs welcome, we are happy to accommodate 2 dogs, please request if you have more than 2. A deluxe super kingsized bed (6 x6 foot) with the most up to date memory foam mattress and a comfortable sofa bed in the lounge

Top Guest favourite
A scenic view of rolling hills is framed by lush greenery and colorful foliage. Sunlight illuminates the landscape, highlighting trees scattered across the valley. A gentle path leads through the garden, inviting exploration and connection with nature.
Home in Rowsley
4.98 out of 5 average rating, 292 reviews

Panoramic views, Spring Lambs, Bakewell Chatsworth

The Garden Nook offers complete privacy and is located in a perfect spot for everything. Newly converted and set within 55 acres of impressive private land, gardens, and fruit orchards. A rejuvenating location to unwind and reconnect with nature in such a tranquil environment. The comfy contemporary haven with tasteful decoration, stylish furniture, and spectacular views is the perfect place to relax. Watching lambs skipping around the orchard is a delightful bonus! Tractor experiences available

Top Guest favourite
A gravelled courtyard is surrounded by charming stone buildings, their walls adorned with lush greenery. Potted plants and flowers add vibrancy to the outdoor space, while an ornamental stone feature sits at the center, creating a welcoming and serene atmosphere.
Cottage in Derbyshire
5 out of 5 average rating, 270 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, 216 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
The historic GWR carriage is displayed under a covered walkway, illuminated by soft lighting. Floral arrangements hang in baskets, adding color to the setting. The charming stone building in the background enhances the character of this unique accommodation.
Cabin in Delph
4.98 out of 5 average rating, 119 reviews

The Carriage at The Old Station

Step back in time with our lovingly restored 1895 GWR carriage, one of few situated at a Victorian Station. Enjoy a beautifully furnished living space, bathroom, kitchenette, and a comfy bed ensuring a restful night's sleep. Located in Saddleworth, renowned for its scenic walking routes and picturesque villages. Nearby, you'll find dining, drinking, and activities: including the world record-holding Old Bell Inn gin emporium. Book today to experience this unique, charming historical hideaway.

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 in Matlock
4.99 out of 5 average rating, 268 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
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
4.98 out of 5 average rating, 146 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 Derbyshire
4.99 out of 5 average rating, 156 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
Cottage in Sookholme
5 out of 5 average rating, 242 reviews

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.

Top Guest favourite
Guest suite in Derbyshire
4.97 out of 5 average rating, 237 reviews

Self-contained studio in amazing rural location

This comfortable studio with amazing views, lots of outdoor space, walks from the doorstep and pubs with good food nearby is perfect for couples looking to re-charge their batteries in a rural location. It has a well-equipped kitchen, including dishwasher, White Company linen, underfloor heating with independent controls, it's own combi-bolier for hot water, tv and wi-fi. It is on the edge of the Peak District with many local attractions, such as Chatsworth and Hardwick Hall.

Top Guest favourite
Farm stay in Derbyshire
4.95 out of 5 average rating, 349 reviews

Woolley Lodge Farm Retreat

A brand new fully furnished wooden lodge situated within the grounds of a working farm, with views across open countryside. The cabin has been furnished to a high standard and includes a double bedroom with double bed. The kitchen has a full size fridge with small freezer, full size oven and a microwave. It has a small bathroom with a full size corner shower. It has its own entrance, parking and a beautiful decked area and fire pit and BBQ . Not suitable for children or pets

Top Guest favourite
A modern kitchen area features sleek cabinetry and a large countertop with a marbled finish. Three pendant lights hang over the space, illuminating the cooking area. Large windows with arched frames allow natural light to enhance the warm tones of the restored brick walls.
Condo in Edwinstowe
4.96 out of 5 average rating, 104 reviews

The Old Chapel Apartments

The Old Chapel Apartment 2 Positioned on a beautiful village high street in the heart of Sherwood Forest, our two brand new apartments are in a renovated former Methodist Chapel and truly at the centre of village life. Beautifully-appointed and furnished in a luxurious modern style, each sleeping up to four people, they are perfect for couples looking for a little space or families and friends holidaying together. We look forward to hosting you!

Popular amenities for Bolsover holiday rentals

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