Pet-friendly vacation 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.

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.

Gorgeous romantic cosy cottage retreat with views

Welcome to Lancaster Cottage, Winster - the perfect luxury escape for couples in the Peak District. ~ Ideal cosy hideaway for a romantic escape for 2 ~ Secluded, off-road & immersed in nature with secret garden & log cabin ~Fabulous walks from the doorstep ~Lovely pubs within a few minutes walk ~Oozes character - built in 1701 & Grade II Listed ~ Cosy woodburner fireplace & beams ~Huge sink-in settee & a dreamy, romantic bedroom with king-sized comfy bed with stunning views ~Dog-friendly

The Old Coach House, Wheatsheaf Mews

Our cottage is situated directly on the Five Pits Trail, which provides miles of trails for walkers, bike and horse riders, there are also fishing ponds 500m along the trail. It's a beautiful character cottage newly renovated to a high standard. It is ideally situated, with Hardwick Hall 5 minutes drive away and the Peak District on our doorstep. Matlock, Crich Tramway Village, Chatsworth House and Haddon Hall within half an hour. We also have a hottub for you to relax in at the end of your day.

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.

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

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.

Badgers Bottom - Luxury Lodge at Mill Barn

Located in a private secluded setting amid wildlife & nature, standing within 3 acres of fields & woodland. Bordering the Teversal Trails network this provides miles of cycling & walking routes surrounded by beautiful countryside. Situated centrally between the Derbyshire peak district & Sherwood Forest, close to Hardwick Hall. Good Pubs within Cycling distance or short drive. The Lodge has been purpose built with loving care, giving warmth, rustic appearance to blend in with nature.

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.

Country Cottage with great outside space & views

Relax in our stunning two-bedroom slice of Derbyshire heaven! Amazing walks and local pubs >1 mile away. Large terrace with fabulous views over the valley & a range of seating. 2 double bedrooms, 1 ensuite & large family bathroom. Significant renovations recently & has a highly specified kitchen inc. range. Log burner in living room & Smart TVs in Kitchen, Living room & main bedroom. WIFI & office to keep in touch with work whilst relaxing in comfort & style.

Stretton Hall Farm - The Annex

Our holiday cottages & glamping pods are located on our 100 acre farm on the edge of the Peak District. The Annex is a modern barn conversion with a luxurious interior, designed to make it feel like a home away from home. Secluded down a 1/4 mile private driveway in a courtyard with the other cottages, the Annex has a quiet feel to it where you can truly relax. We are contractor friendly, please message us for work stays that are Monday to Friday.

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.