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Family-friendly holiday rentals in Bolsover

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Bolsover

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A cozy bedroom with wooden walls and ceiling showcases a spacious bed adorned with a floral comforter. A bedside table and a decorative chair are positioned beside the bed. Light filters through a window, enhancing the inviting ambiance.
Shepherd’s hut in Pilsley
4.94 out of 5 average rating, 247 reviews

The Granary

Situated in the country side, with no one around, the gorgeous Hardwick View Lodge. A lovely intimate space with the sounds of nature all around. You can go on many different walks, to close by places such as Hardwick Hall and Stainsby Mill. This is a perfect place for walkers or a couple wanting a romantic treat away, with a hot tub to relax in too. Our hot tub is open all year round at no extra cost, a lovely place to star gaze at night or relax in after a busy day! 2 people only, no children

Guest favourite
A rustic retreat is positioned among tall trees, accented by well-maintained landscaping. Stone steps lead to a wooden structure featuring large glass doors. Outdoor seating is visible on the patio, surrounded by a variety of green and flowering plants, under a clear blue sky.
Shepherd’s hut in Warsop
4.99 out of 5 average rating, 114 reviews

Luxury Shepherd's Retreat with Hot Tub

The Shepherds Retreat is a luxurious carriage conversion situated in the medieval hamlet of Sookholme. It's very close to Sherwood Forest, Clumber Park, Hardwick Hall, Chatsworth House, historic Edwinstowe and a great number of other local beauty spots. It’s very private overlooking a small pond with a snug at the rear. A great short break destination surrounded by some beautiful walking and cycling routes including Route 6 and Sherwood Pines. Private hot tub over looking open fields and ponds

Guest favourite
The image presents a modern kitchen featuring sleek cabinetry and essential appliances. A cozy lounge area with neutral tones showcases a comfortable seating arrangement and a television. The spacious bedroom boasts a wooden bed frame and soft linens. A stylish bathroom includes a bathtub and waterfall shower. A scenic walking trail bordered by trees is depicted in the last image.
Home in Pilsley
4.91 out of 5 average rating, 162 reviews

Cozy Quiet Cottage In Pilsley

A beautiful, refurbished, one bedroomed cottage in a peaceful small village location, just a couple of minutes walk onto the Five Pits Trail and other great walks, yet still in close proximity to local amenities. The perfect place to enjoy a home from home getaway; self check in, full kitchen, glorious large bathroom space with bath and waterfall shower, comfy lounge area with large TV, extremely spacious cosy king bedroom and front and rear enclosed patio areas for your four legged friends!

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, 221 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.

Guest favourite
A modern, light-filled living area features a gray sectional sofa adorned with colorful, geometric pillows. A simple wall-mounted shelf is visible on the left, and a front door, partially open, allows natural light to enter the space.
Townhouse in Chesterfield
4.92 out of 5 average rating, 177 reviews

Cheerful 2- Bedroomed Home in Chesterfield.

This beautiful town house is located right on the edge of the Peak District and within walking distance to Chesterfield's iconic Market Town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. The locations boasts a 20 min drive to the well loved Peak District. Along with all the wonderful bars, restaurants, gift & coffee shops just a short walk away. Chesterfield's Golf course is just 15min drive away.

Guest favourite
The spacious lounge features a comfortable white sofa paired with a striped armchair and ottoman. A coffee table is positioned in front of a modern entertainment unit holding a large television. Large windows allow natural light, with sheer curtains framing the view.
Apartment in Mansfield
4.89 out of 5 average rating, 137 reviews

Newly Renovated Two Bedroom Ground Floor Cosy Flat

Newly renovated, spacious and comfortable Flat. Consisting of a large comfortable lounge, with Sky TV and Broadband. Modern Kitchen with all utilities and comforts of home. Bright Bathroom with walk-in electric shower and plenty of storage. Good sized double bedroom with triple wardrobe a large single bedroom/office with door leading out to the private patio area. Less than a 5 minute walk to local supermarket, 3 pubs , Costa, Kings Mill Hospital and lake. 5 min. drive to Mansfield Centre.

Top guest favourite
The exterior of a stone cottage is highlighted with a large front window that allows ample natural light. A lush green tree stands nearby, and a well-maintained lawn features various plants and shrubs, contributing to the garden’s charm.
Cottage in Tibshelf
4.97 out of 5 average rating, 189 reviews

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.

Top guest favourite
A wooden lodge is set among trees, with large glass doors opening to a porch area featuring chairs and a hammock. The reflection of the lodge is visible on a tranquil pond surrounded by tall grass and foliage.
Cabin in Sutton in Ashfield
4.96 out of 5 average rating, 134 reviews

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.

Top guest favourite
A wooden lodge is illuminated by warm light in the evening dusk, surrounded by a wooden fence. Softly glowing string lights outline the perimeter, while purple flowers are visibly present in the foreground, adding a pop of color to the serene scene.
Farm stay in Derbyshire
4.95 out of 5 average rating, 353 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
Hut in Sutton in Ashfield
4.92 out of 5 average rating, 271 reviews

Peaceful Cabin Retreat on the edge of Derbyshire

Escape to our newly furnished cosy wooden cabin, situated in our garden with sweeping views of the countryside. Elegantly furnished for comfort, it boasts a double bedroom with a premium hypnosis mattress and fine cotton bedding for a peaceful nights sleep. A modern compact bathroom with water jet shower and a fully-equipped kitchen with fridge, mini oven, microwave and 2 ring hob complete your stay. Part of our active 10-acre smallholding, it's your perfect rural retreat.

Top guest favourite
The entrance features a white door framed by vibrant flower baskets and a potted tree. A decorative sign reading 'Welcome' stands beside colorful blooms, creating an inviting atmosphere. The brick wall provides a warm backdrop for the entrance.
Guest suite in Sutton in Ashfield
4.96 out of 5 average rating, 264 reviews

The Garden Room (just off J27 M1)

Small well equipped space for one guest ideal for short stays.. Not suitable for Children or animals. Private access. Living area. Ensuit shower room. Small double sized sofabed, TV, DVD, kettle. Fresh bedding & towels. On street parking. Quiet residential area, local shops & train station. Kings Mill Hospital, Sherwood Business Park, Coxmoor and Hollinwell golf clubs, Newstead Abbey nearby. The price is now the full total, no fees added at checkout!

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
4.97 out of 5 average rating, 123 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 family-friendly rentals

When is the best time to visit Bolsover?

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Avg. price$190 SGD$203 SGD$205 SGD$173 SGD$171 SGD$174 SGD$181 SGD$195 SGD$183 SGD$180 SGD$168 SGD$190 SGD
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Quick stats about holiday rentals that are family-friendly in Bolsover

  • Total holiday rentals

    Explore 150 holiday rentals in Bolsover

  • Nightly prices starting at

    Bolsover holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,260 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    150 of Bolsover holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bolsover rentals

  • 4.7 Average rating

    Bolsover stays receive an average rating of 4.7 out of 5 from guests