Cottage holiday rentals in Bolsover

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Top-rated cottage rentals in Bolsover

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Top Guest favourite
Cottage in Winster
4.95 out of 5 average rating, 437 reviews

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

Top Guest favourite
Cottage in Sookholme
5 out of 5 average rating, 238 reviews

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

Guest favourite
The exterior of the cottage features a charming stone facade with multiple windows. A hot tub sits on the patio beside a shaded dining area under an umbrella, inviting relaxation outdoors. A light-colored tent adds a shaded space near the entrance, enhancing comfort and leisure.
Cottage in Tibshelf
4.94 out of 5 average rating, 238 reviews

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.

Top Guest favourite
A cosy living room features comfortable seating on two plush sofas, arranged around a central ottoman. A stone fireplace with a woodburner creates a focal point. Exposed beams highlight the ceiling, while the space is adorned with floral cushions and a decorative area rug.
Cottage in Baslow
4.95 out of 5 average rating, 311 reviews

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.

Top Guest favourite
A charming stone cottage is set against a clear blue sky, surrounded by well-maintained greenery and vibrant shrubs. A gravelled drive leads to the entrance, with a spacious lawn area in the foreground, creating a peaceful outdoor environment.
Cottage in Derbyshire
5 out of 5 average rating, 262 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 charming exterior of the cottage features traditional stonework with climbing greenery enhancing the facade. Multiple windows allow natural light to flood in, complemented by a small conservatory that adds character to the front of the home.
Cottage in Holymoorside
4.98 out of 5 average rating, 333 reviews

Wasp Nest Cottage, Peak District

Sitting on the edge of the Peak District, a stone’s throw from open fields, woodland and moors - sits a 19th Century cosy mill worker’s cottage. Two pubs and a shop are within easy walking distance and Chatsworth House is a beautiful 7 mile wander over the hill. Marvel at the lovely centuries old tree slice, coffee table and huge slice of elm breakfast bar, enjoy chopping boards, pottery and soft furnishings from the local artisans - just some of the magic the Peak District has to offer.

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, 259 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.

Guest favourite
A spacious lounge area features a modern sectional sofa, complete with decorative pillows. Soft light is provided by a standing lamp, highlighting the room's neutral tones. An archway leads towards a dining space that includes stylish pendant lighting, creating an inviting atmosphere.
Cottage in Derbyshire
4.91 out of 5 average rating, 258 reviews

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.

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, 185 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.

Guest favourite
An outdoor terrace is adorned with potted plants, offering sweeping views of the valley below. The setting sun partially illuminates the scene, creating a serene atmosphere. The stone pathway leads towards the garden, surrounded by lush greenery and the distant landscape.
Cottage in Derbyshire
4.91 out of 5 average rating, 126 reviews

Outstanding views at 2 Bed, dog friendly cottage.

Beautiful, eclectic artists cottage for relaxing in the Derbyshire Dales; the perfect place to explore and adventure, or just to relax and enjoy the views. Quirky 2 Bed, 2 Bath, 2 Lounge living with bifold doors to entrancing views of the Peak District. Garage parking, enclosed yard, dog friendly, inclusive and open to all. A 20min walk away from Matlock town centre with amazing walks, right from the door. Easy access to the Peak District with all its climbing, walking, running and biking.

Top Guest favourite
An aerial view captures a serene village scene, showcasing quaint cottages with warm red roofs lining a quiet street. Lush green fields stretch beyond the houses, framed by trees, evoking a sense of peaceful countryside living.
Cottage in Nottinghamshire
4.96 out of 5 average rating, 167 reviews

Cosy 1700s period cottage, open fire & king bed

Unwind in a tranquil 300-year-old grade II listed cottage with charming beams in every room. Cozy up by the open fire, or stroll to the nearby village pubs, and fantastic restaurants within walking distance. Only a brief drive from Sherwood Forest. Features a master bedroom with a king-sized bed, while bedroom 2 on a spacious upstairs landing with a double bed and antique privacy screen. Your stay includes a milk & free parking and a small basket of logs (1st October- 1st March).

Top Guest favourite
The image showcases Rosewall Cottage, with its charming stone exterior and inviting living spaces. A cozy sitting area features a log burner and wooden beams, while the garden displays vibrant greenery and a peaceful atmosphere, ideal for relaxation.
Cottage in Letwell
4.97 out of 5 average rating, 210 reviews

Rural cottage! Wood-fired hot tub. Bliss awaits.

Welcome to our home! A charming cottage in a rural village, ideal for couples, families, friends, contractors, business trips & weddings. The property features 2 king-size bedrooms, a children’s bedroom with 3 single beds, plus a ground-floor king bedroom & 3 bathrooms. Enjoy a bespoke kitchen, rain shower, wood burner, parquet flooring, huge garden with play area, hot tub & parking for 3 cars/LWB van. Close to M1, A1, Hodsock Priory, Thoresby, Sherwood Forest & Sheffield.

Popular amenities for Bolsover cottage rentals

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Avg. price$211 AUD$250 AUD$233 AUD$267 AUD$265 AUD$274 AUD$277 AUD$279 AUD$274 AUD$264 AUD$265 AUD$279 AUD
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Quick stats about cottage rentals in Bolsover

  • Total holiday rentals

    Explore 30 holiday rentals in Bolsover

  • Nightly prices starting at

    Bolsover holiday rentals start at $98 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Bolsover holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bolsover rentals

  • 4.9 Average rating

    Bolsover stays are highly rated by guests—averaging 4.9 out of 5!

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