Holiday houses in Bolsover

Bryn-Tor, The Gardener's House

NB. Weekends 48 hours to 4pm Sun This spacious 1930's house lulls you into a sense of calm from another era. Antique furniture, luxury linens, open fires set the scene with under-floor heated bathrooms, a modern kitchen and wifi. Guests love the private, dog proof courtyard garden for dining, cooking on the BBQ, lounging and enjoy the field beyond, & amazing views. Ideal for exploring The Peak District, Sherwood Forest with Bolsover Castle, Hardwick Hall, Chatsworth House &Haddon Hall nearby.

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

The Cottage - Derbyshire

The Cottage - (ask for extra night/s discount) in the historic Town of Bolsover, panoramic views of Bolsover Castle & Scarsdale Hall, few mins from J29a M1. Great base for work, walking & cycling 2 double beds & 1 twin room Bath, separate shower & WC Additional WC Beamed ceilings Open living, smart TV, WiFi Garden, lawn & patio The Peak District, Matlock, Chatsworth House and Haddon Hall, Sherwood Forest, Creswell Craggs, Chesterfield all within half an hour, Shops & pubs within 1 mile.

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.

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.

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 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.

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

Boulder Field Cabin and Hot Tub

In the Peak District National Park, nestled amongst the boulders in 5 acres of your own private woodland at the top of Eagle Tor, this beautifully hand crafted cabin is the ultimate romantic getaway. Relax and get back to nature in the gorgeous wood fired hot tub looking out across the valley, followed by an outdoor shower with stunning views. In the cabin soak up the gorgeous 180 degree views from your cosy bed by the fire, not to mention the glass roof for star gazing!

Air conditioned Woodcutters ~ Romantic Retreat

✨ Romantic Air-Conditioned Cabin with Whirlpool Bath & Couples Spa 💖 Escape to Woodcutters Cabin — a luxury hideaway for two in the heart of the Peak District. Enjoy your private Japanese whirlpool bath with mood lighting, a plush super-king bed, and a secret shower-room door. Treat yourselves to candle-lit couples massages in our tranquil treatment room. A peaceful, baby, child-free, pet-free retreat made for romance and total relaxation.

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.

Scrumpy's Cottage

Situated in the rural village of Palterton lies Scrumpy’s Cottage. This beautifully renovated retreat is ideally placed for anyone wishing to explore all the historical sites within the District of Bolsover and beyond. A short drive in one direction takes you to the gateway of the Peak District National Park, while the other direction sees you entering Robin Hood Country and the legendary Major Oak.