Chesterfield Holiday Rentals, England: Private House Rentals

A stone path winding through a valley with a sunset in the background.

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Go beyond your typical stay in Chesterfield

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Our top choices for Chesterfield hotels

A hotel room with a large bed, two bedside lamps, a headboard, and a window with curtains.

A bar area with a wooden counter, multiple beer taps, and a variety of bottles and glasses.

A cozy bar area with stone walls, wooden stools, and a hanging light fixture.

A wooden arbor structure in a garden setting with a wooden fence in the background.

1. Twin Oaks Hotel

Chesterfield

Lynne

2.820.774 ₫

3.384.929 ₫ total

includes taxes & fees

17 Oct - 18 Oct

A modern indoor pool area with a hot tub, lounge chairs, and a glass-enclosed upper level.

A four-poster bed with a canopy, a television, a desk with a chair, and a bedside table with a lamp.

A spacious indoor dining area with large windows, wooden flooring, and white chairs.

A large estate with a central lawn, a gazebo, and a manor house surrounded by dense trees.

2. Ringwood Hall Hotel & Spa, BW Signature Collection

Chesterfield

anton

2.025.829 ₫

2.430.995 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A restaurant interior with multiple dining tables and chairs, wooden paneling on the walls, and a sign reading "Van Dyk's Nurseries".

A modern building with a stone facade and multiple windows, surrounded by a well-maintained lawn and a parking area.

A spacious lobby with multiple seating areas, a large plant, and a view of the adjacent kitchen area.

A spacious lobby with multiple seating areas, a central light fixture, and a view of the outside.

3. WILDES INNS

Chesterfield

Alyssa

2.535.848 ₫

3.043.018 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A bar with four taps, each labeled with different beer names and details.

A traditional pub with a stone facade, wooden shutters, and a sign reading "The Old House."

A stone building with a sign reading 'The Olde House.' There are outdoor tables and chairs.

A buffet setup with various food items and serving utensils.

4. Olde House, Chesterfield by Marston's Inns

Chesterfield

Samuele

1.541.307 ₫

1.849.568 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A modern reception area with a counter, seating, and a mountain mural.

A room with a wooden cabinet containing snacks and a beverage vending machine.

A cafe with multiple tables and chairs, a coffee machine, and various food containers on the counter.

A modern lounge area with sofas, tables, and a bar with a light blue wall and shelves of bottles.

5. Garner Hotel Chesterfield North by IHG

Chesterfield

Clive

1.230.413 ₫

1.476.495 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A building with a stone facade, a green door, and a covered patio area with picnic tables.

A room with a wooden bench, a radiator, a hanging light fixture, and a plant.

A traditional stone building with a sign reading "The Hide" and an entrance sign.

A hotel room with two beds, a desk with a chair, a potted plant, and a window with curtains.

6. THE HIDE

Chesterfield

Ian

2.282.366 ₫

2.738.839 ₫ total

includes taxes & fees

22 Oct - 23 Oct

7. Premier Inn Chesterfield Town Centre

Chesterfield

Keven

1.481.619 ₫

1.777.943 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A rural landscape with a stone bridge, a garden with a table and chairs, and a house with a sloped roof.

A cozy restaurant with a fireplace, leather booths, and a patterned carpet.

A neatly made bed with white linens, two bedside lamps, a window with curtains, and a view of buildings outside.

A stone building with a wooden door, a staircase, and a white chair outside.

8. The Old Poets Corner

Chesterfield

1.474.496 ₫

1.769.395 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A hot tub under a wooden pergola with a stone wall and greenery in the background.

A bedroom with a bed, a chair, a bedside table, a mirror, and a skylight.

A modern kitchen with a built-in oven, a wooden bench with cushions, and a potted plant.

A spacious living room with a fireplace, two sofas, a coffee table, and a dining area with chairs and a table.

9. Cherry Tree Cottage

Chesterfield

Lorraine

18.600.016 ₫

22.320.019 ₫ total

includes taxes & fees

24 Oct - 25 Oct

A stone wall with a wooden beam ceiling and hanging pendant lights.

A bedroom with a wooden bed, bedside tables, a chair, and a desk.

A stone wall with a wooden door and a small step leading into a room.

A copper-toned bar area with a built-in wine cooler and a bottle of champagne.

10. Bulls Head - Holymoorside

Chesterfield

Kevin

4.131.323 ₫

4.957.724 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A metal rack with multiple hooks holding black items, likely coats or bags, in a room with a wooden door and a textured wall.

A hotel with a sign reading 'Premier Inn' and a separate sign for 'Premier Inn Restaurant.'

11. Premier Inn Chesterfield North

Chesterfield

Stephen

1.453.126 ₫

1.743.751 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A living room with a brown leather sofa, a wooden cabinet, a television, and a radiator.

A kitchen with white cabinets, a wooden beam ceiling, a microwave, and a wooden dining table.

A garden with a stone wall, various plants, and a wooden fence.

A stone building with two wooden doors and a small window.

12. Carr House Farm

Chesterfield

12.671.261 ₫

15.205.513 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A natural landscape with a stream, trees, and a grassy area.

A traditional half-timbered building with a sign reading 'The Old Poets Corner.'

A bedroom with a bed, two bedside tables, a nightstand, a window with blinds, a hanging light fixture, and a wooden dresser.

A compact kitchen with wooden cabinets, a built-in oven, and a stainless steel dishwasher.

13. Little Mill

Chesterfield

Rona

9.503.446 ₫

11.404.135 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A stone house with a sloped roof, a green door, and a mailbox attached to the wall.

A cozy kitchen with wooden beams, a dining table set for four, and a view of the adjacent room.

A bedroom with a wooden ceiling, a bed with white bedding, a nightstand with a lamp, and a window with floral curtains.

A wooden hot tub with a built-in bench and a step stool, surrounded by a wooden fence.

14. Woodthorpe Cruck Cottage

Chesterfield

Anthony

A cozy cabin-style interior with a kitchen, dining area, and seating space.

A spacious living room with wooden walls and floors, a fireplace, a television, and a dining area with a table and chairs.

A cozy cabin interior with a brown leather sofa, a television on a wooden shelf, and a wood-burning stove.

A wooden cabin with a fenced backyard, a small porch, and a stone wall in the background.

15. Thorntree Lodge

Chesterfield

13.688.449 ₫

16.426.139 ₫ total

includes taxes & fees

13 Nov - 14 Nov

A hot tub in a backyard with a stone wall and a grassy lawn.

A bedroom with a wooden bed, two bedside tables, a window with blinds, and a hanging light fixture.

A rural landscape with a stone wall, a path, and a stone building.

A living room with a wood-burning stove, a television on a wooden stand, and a door leading to another room.

16. Wigley Farm House Cottage

Chesterfield

"I'll start with the good. Location is nice and peaceful. The bungalow is well laid out and there is plenty of room. Facilities inside the bungalow are good. Cooking and dining implements all there and lots of space. Bedrooms are nice and have plenty of storage for a short break. The garden is well maintained and enclosed although there is only 2 comfortable chairs and no swing or sofa. Parking around the back of the property is the best but you are encouraged to park at the front tucked...

June

A bedroom with a bed, a nightstand, a chair, a window with curtains, and a door.

A conservatory with wicker furniture, a small table, and a vase of flowers.

A brick house with a white front door, a small window, and a sign reading "Cedar Cottage." There are three potted plants in front of the door.

A conservatory with wicker furniture, framed artwork on the walls, and a view of greenery outside.

17. Cedar Cottage

Chesterfield

11.276.260 ₫

13.531.512 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A stone building with two arched windows, a small door, and a garden with various plants.

A stone building with arched windows and a well-maintained garden with various plants and a large tree.

A cozy living room with a brown leather sofa, a dining table with chairs, a kitchen area, and a staircase.

A cozy living room with a leather sofa, a fireplace, and a large window with curtains.

18. The Old Chapel

Chesterfield

Mark

12.973.511 ₫

12.973.511 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A conservatory with a dining table set for six, surrounded by large windows offering a view of a garden.

A kitchen with green cabinets, a stone-tiled floor, and a large wall clock.

A bedroom with a large bed, a bedside table with a lamp, a television, and a potted plant.

A spacious living room with leather sofas, a coffee table, and a fireplace. There are multiple windows providing natural light, and a door leading to another room.

19. Cherry Tree Farm

Chesterfield

46.581.701 ₫

55.898.041 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a bed, a television, a nightstand, and a bathroom visible through a doorway.

A living room with a sofa, a coffee table, a lamp, and a vase with flowers.

A wooden chair with a cushion, a wooden table with a potted plant, and a set of stairs leading to a wooden door.

A kitchen with two ovens, a sink, and wooden cabinets.

20. The Old Stables

Chesterfield

20.779.705 ₫

24.935.646 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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Hotels recommended for families in Chesterfield

Olde House, Chesterfield by Marston's Inns

Chesterfield

1.541.307 ₫

1.849.568 ₫ total

includes taxes & fees

15 Nov - 16 Nov

Ringwood Hall Hotel & Spa, BW Signature Collection

Chesterfield

2.025.829 ₫

2.430.995 ₫ total

includes taxes & fees

18 Oct - 19 Oct

Twin Oaks Hotel

Chesterfield

2.820.774 ₫

3.384.929 ₫ total

includes taxes & fees

17 Oct - 18 Oct

WILDES INNS

Chesterfield

2.535.848 ₫

3.043.018 ₫ total

includes taxes & fees

18 Oct - 19 Oct

Garner Hotel Chesterfield North by IHG

Chesterfield

1.230.413 ₫

1.476.495 ₫ total

includes taxes & fees

1 Nov - 2 Nov

THE HIDE

Chesterfield

2.282.366 ₫

2.738.839 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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Where to stay in Chesterfield

Find the best Chesterfield areas for the activities you enjoy most.

Spital

A historic church with a tall steeple and a red-tiled roof.

Spital

If you're looking for some top things to see and do in Spital and surrounding area, you can visit Chesterfield Market and Queen's Park.

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Stay near popular Chesterfield attractions

A historic castle with stone walls, multiple towers, and a set of stone steps leading up to the entrance.

Bolsover Castle

9.6/10 (22 reviews)

You can find out about the history of Bolsover with a stop at Bolsover Castle. Visit the spas and lively bars in this relaxing area.

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A large, historic building with multiple windows and a prominent entrance.

Hardwick Hall

9.6/10 (45 reviews)

You can find out about the history of Ault Hucknall when you stop by Hardwick Hall. Visit the lively bars or top-notch restaurants in this relaxing area.

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Chesterfield Market

8.4/10 (29 reviews)

You can do some window-shopping at Chesterfield Market during your visit to Chesterfield. Visit the spas and lively bars in this culturally rich area.

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Queen's Park

9.0/10 (10 reviews)

Explore the great outdoors at Queen's Park, a lovely green space in Chesterfield. Visit the spas and lively bars in this family-friendly area.

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Barrow Hill Roundhouse Railway Centre

9.0/10 (4 reviews)

You can spend an afternoon browsing the exhibits at Barrow Hill Roundhouse Railway Centre in Brimington. Make time to visit the area's spas or simply enjoy its lively bars.

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Hotel Van Dyk Theater

8.8/10 (3 reviews)

You can get tickets for a performance at Hotel Van Dyk Theater during your stay in Clowne. Visit the spas and top-notch restaurants in this relaxing area.

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SMH Group Stadium

Catch an event at SMH Group Stadium during your trip to Chesterfield. Savour the top-notch restaurants and lively bars while in town.

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Hardwick Hall-Derbyshire Country Park

10.0/10 (2 reviews)

Explore the great outdoors at Hardwick Hall-Derbyshire Country Park, a lovely green space in Ault Hucknall.

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Learn more about Chesterfield

Climb the 'Crooked Spire' of St. Mary's Church for views across this historic market town. Wander through the open-air market, then explore nearby Chatsworth House in the Peak District.

See all hotels in Chesterfield

A historic church with a tall spire, arched windows, and a clock tower.

Top Chesterfield Hotel Reviews

The Jubilee Hotel & Conferences

10/10 Excellent

"The hotel was super clean, had great amenities and the sheets were super soft and towels were extra large. The buffet breakfast was nice and good value."

Ringwood Hall Hotel & Spa, BW Signature Collection

10/10 Excellent

"The staff were really helpful and friendly and catered for my uncles dog. They have a lot of appliances in the room allowing a comfortable stay. Here is also a nice park near bye if you find the grounds not big enough to wonder. Overall great trip away with amazing scenery."

The Orchard Hotel & Restaurant

10/10 Excellent

"Great hotel and restaurant. Could not fault the facilities and the staff were all so helpful. I would definitely stay here again, when business brings me to the area."

The Beeches Hotel and Leisure Club

10/10 Excellent

"Clean room friendly staff nice breakfast"

mour Hotel

10/10 Excellent

"Clean and lo lovely hotel"

The Welcome Inn Hotel

10/10 Excellent

"It's low cost no frills but staff are friendly and helpful. The beds are comfortable and the size of the rooms are huge compared to most other places. A desk and chair in all rooms too to do your work on. Can't ask for more. Thanks for pleasant stay."