Vacation rentals in Bolsover

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Top-rated vacation rentals in Bolsover

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Guest favorite

Guest suite in New Tupton

4.85 out of 5 average rating, 255 reviews

Studio Annexe on the Edge of the Peak District

A bright and airy ground floor annexe, used solely for guests. With its own entrance, a comfortable double bed, fully equipped kitchen and outdoor patio area, you are guaranteed a relaxing and private stay. Nestled away in the village of Tupton on the edge of the Peak District, we hope that you can find a place to relax, eat and explore. If you're with us for work, moving house or to see family, then we have everything you need from pots and pans to a washing machine as well as a space to park.

Jul 10 – 17

G$14,583 GYD per night

Guest favorite

Cottage in Sookholme

4.99 out of 5 average rating, 163 reviews

Luxury Country Cottage with Hot Tub

Stable House is a beautifully 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

Dec 11 – 18

G$38,806 GYD per night

Guest favorite

Cottage in Chesterfield

4.92 out of 5 average rating, 223 reviews

Chatsworth Cottage

Situated on the edge of the Peak District Park, this is the ideal base for exploring Derbyshire. The Cottage is situated on Chatsworth Road just 10 minutes drive from the ‘Palace of the Peak District’. A short journey and you will discover other wonders of the Peak at places like Matlock, Bakewell, Castleton and Buxton. The historic market town of Chesterfield and the famous Crooked Spire is just a 20 minute walk down the Brampton Mile where you will find some great places to shop, eat & drink.

Mar 12 – 19

G$23,240 GYD per night

Guest favorite

Condo in Holymoorside

4.98 out of 5 average rating, 101 reviews

Dog Friendly, Cosy, Peaceful, Walks, Peak District

The Spinney is our super dog-friendly ground floor self-catering accommodation! We've designed it so that you & your dog have a great holiday! Part of a traditional stone barn conversion located in the Peak District & Derbyshire Dales, the Spinney offers space as well as the comfort of modern living. With cosy underfloor heating throughout, and everything you need for you and your furry friend, we are sure you will have a great time here! Peaceful setting, close to popular visitor attractions!

Mar 21 – 28

G$21,632 GYD per night

Guest favorite

Guest suite in Ashover

4.97 out of 5 average rating, 275 reviews

Hunger Hill Farm Studio - Derbyshire Dales

Set in the glorious Peak District in a rural location is our lovely self contained studio. Glorious views over rolling countryside and very close to Chatsworth House and Stanedge Golf Club, you are guaranteed a peaceful stay here. With a lovely country pub, the very popular wedding venue of the Peak Edge Hotel within walking distance and the beautiful market towns of Bakewell, Matlock and Chesterfield (with its famous crooked spire) close by you can easily explore the Peak District from here.

Jan 15 – 22

G$20,165 GYD per night

Guest favorite

Cottage in Holymoorside

4.97 out of 5 average rating, 219 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.

Apr 2 – 9

G$30,150 GYD per night

Guest favorite

Guest suite in Derbyshire

4.98 out of 5 average rating, 40 reviews

The Loft

Tastefully decorated and furnished, the kitchen diner includes a cooker, fridge, microwave and breakfast bar. The lounge space with freeview TV, is stylish and cosy. The bespoke spiral staircase leads to the bedroom with hanging space and a dressing table.The en-suite bathroom has just been modernized to a high standard.There is private patio with ample seating. There is onsite private car parking. We have a policy of no children or pets, this is due to the close proximity to a swimming pool.

Oct 6 – 13

G$21,552 GYD per night

Guest favorite

Cottage in Tibshelf

4.98 out of 5 average rating, 130 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.

Aug 20 – 27

G$32,384 GYD per night

Guest favorite

Guest suite in Wingerworth

4.93 out of 5 average rating, 192 reviews

The Garden Room

The Annexe is self contained in the garden of our home in Wingerworth. Private entrance through small conservatory . Shower room , fridge, kettle, toaster , microwave. Cereals, bread, butter and preserves provided. Close to countryside and Peak District National Park . On drive parking. Bus stops nearby to Chesterfield and Derby with links by bus/train from Chesterfield Rail Station. Good local walks and Chatsworth Estate 20 minutes drive. Excellent Pub/Restaurant 5 minutes walk away.

Sep 30 – Oct 7

G$10,854 GYD per night

Guest favorite

Home in Nottinghamshire

4.97 out of 5 average rating, 201 reviews

Close to town, hot tub retreat!

Family-friendly 3 bedroom semi with driveway, a touch of comfort and class. Enjoy the entire property and make yourself at home in this stylish open plan home with large TVs and WiFi. Enjoy a game of pool or darts in the fully equipped pergola or relax in the hot tub large enough for all guests to enjoy at the same time. If you prefer some quiet time or a book to read, you can enjoy the secret hideaway room behind the bookcase, no one will know you're in there....!

Mar 19 – 26

G$33,385 GYD per night

Guest favorite

Farm stay in Derbyshire

4.96 out of 5 average rating, 128 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 outside

Jan 6 – 13

G$18,219 GYD per night

Guest favorite

Tower in Bolsover, Derbyshire

5.0 out of 5 average rating, 36 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.

Jul 8 – 15

G$45,444 GYD per night