Holiday rentals in Bolsover

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.

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

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

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.

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.

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.

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.

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.

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.

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.

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 outside

Cozy Couples Glamping - Private Hot Tub

**Updated for 2026** Escapism at its finest. Find yourself rested and renewed at our idyllic glamping site nestled amongst the rolling hills of the Peak District. Updated and improved for Spring - Summer 2026! - We specialise in couples experiences; Birthdays, Anniversaries, Engagements, reach out to us to discuss how we can help make your occasion special. We guarantee that here, you can truly experience the meaning of a retreat.