Grassmoor Holiday Rentals, Chesterfield: Private House Rentals

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Go beyond your typical stay in Grassmoor, Hasland and Winswick

Pet friendly

Apartment

Pool

Condo

Spa

Hot tub

Family friendly

Cottage

Waterpark

Check prices for these dates

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This weekend

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Our top choices for Grassmoor, Hasland and Winswick hotels

Reserve now, pay later

Breakfast included

Hotel

Chesterfield

Pool

A modern hotel room with a large bed, a sofa, a coffee table, and a TV. The room has large windows with curtains and a view of the outdoors.

A modern building with a glass facade, a stone retaining wall, and a landscaped area with a wooden deck.

A hotel room with a large bed, two bedside tables with lamps, a view of the outdoors through a window with curtains, and a balcony.

A dining area with a wooden table and chairs, a view of a green landscape through large windows, and a potted plant on the right.

1. The View at The White Horse Woolley Moor

Alfreton

Henry

฿6,501

฿7,801 total

includes taxes & fees

3 Sept - 4 Sept

A building with illuminated windows and a heart-shaped sculpture.

A bedroom with a bed, a desk with a chair, a window with blinds, and a kitchenette in the background.

A room with a wooden desk, a leather chair, a round mirror, and framed artwork on the wall.

An interior with a glass table, a sculpture, and a view through a skylight.

2. The Peacock at Barlow

Dronfield

Julie

฿3,461

฿4,153 total

includes taxes & fees

6 Sept - 7 Sept

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

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

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

A reception area with a wooden counter, a black leather sofa, and a tiled floor.

3. Twin Oaks Hotel

Chesterfield

Tim

฿3,678

฿4,413 total

includes taxes & fees

27 Aug - 28 Aug

A wooden interior with a hanging light fixture and a wooden bench.

A row of stone buildings with a sign reading "Houses."

A stone building with illuminated signage reading "The Jockey."

A dining area with wooden chairs and tables, a central light fixture with exposed bulbs, and a brick wall in the background.

4. The Horse & Jockey Wessington

Alfreton

David

฿4,249

฿5,099 total

includes taxes & fees

26 Aug - 27 Aug

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 grand staircase with a marble floor and a handrail, leading to a landing with a decorative door and a small table.

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

5. Ringwood Hall Hotel & Spa, BW Signature Collection

Chesterfield

Carol

฿2,509

฿3,011 total

includes taxes & fees

13 Sept - 14 Sept

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

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

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

6. Garner Hotel Chesterfield North by IHG

Chesterfield

Clive

฿1,710

฿2,052 total

includes taxes & fees

30 Aug - 31 Aug

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

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.

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

7. Olde House, Chesterfield by Marston's Inns

Chesterfield

Annemarie

฿2,066

฿2,479 total

includes taxes & fees

13 Sept - 14 Sept

A modern interior with a kitchen area, a seating area with a round table and chairs, and a large sliding glass door leading to an outdoor space.

A Days Inn hotel with a brick facade, multiple windows, and a well-maintained lawn.

A hotel room with a large bed, a gray sofa, a window with curtains, and three framed artworks on the wall.

A modern bathroom with a bathtub, a shower, and a sink.

8. Days Inn by Wyndham Chesterfield Tibshelf

Alfreton

Usama

฿1,471

฿1,765 total

includes taxes & fees

31 Aug - 1 Sept

A bedroom with a skylight, a decorative wreath, and a patterned wall.

A patio area with a wooden table and bench, surrounded by gravel and various plants.

A restaurant with wooden floors, red and white seating, and exposed beams on the ceiling.

A stone building with a sign reading "Bell Dog" and a window with a framed picture.

9. The Renishaw

Sheffield

Philip

฿2,229

฿2,675 total

includes taxes & fees

31 Aug - 1 Sept

A large brick house with a well-maintained garden and a lawn.

A traditional stone building with a wooden pavilion in a landscaped garden.

A dining room with a long table, multiple chairs, a chandelier, and a fireplace.

A bar with a wooden counter, shelves of liquor bottles, and a cash register.

10. Oakhill

Matlock

Barry

฿5,416

฿6,499 total

includes taxes & fees

31 Aug - 1 Sept

A rustic wooden bed with a headboard, white bedding, and a fluffy white throw.

A hotel room with a large window, a flat-screen TV, a wooden desk, a chair, a small cabinet, and a mirror.

A reception area with a sign reading "Reception" and "The White Hart Hotel" on the wall.

A reception area with a wooden reception desk, a small bench, a floral-patterned chair, and a wall-mounted clock.

11. White Hart Inn

Alfreton

Gaye

฿3,178

฿3,814 total

includes taxes & fees

28 Aug - 29 Aug

A modern kitchen area with a breakfast bar, geometric patterned wall, and various food items displayed.

A modern hotel lobby with a reception desk, seating area, and a large water dispenser.

A banquet hall with round tables set for a formal event, adorned with white tablecloths and gray sashes.

A gym with treadmills, dumbbells, and exercise equipment.

12. Holiday Inn Mansfield - Alfreton by IHG

Alfreton

Gregory

฿2,266

฿2,719 total

includes taxes & fees

31 Aug - 1 Sept

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

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

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.

13. The Old Poets Corner

Chesterfield

"One night stay, room(plum porter) much bigger than photos , clean comfy and in keeping with the building. Staff very friendly, beer spot on food good. We didn't want breakfast as we were going for lunch, just. Suited us. Lovely little village, church peaceful, sound of the bells chiming, like going back in time. Nothing we didn't like, beautiful hanging baskets, beer terrace, a very popular, dog friendly pub, thanks."

Paula

฿2,507

฿3,009 total

includes taxes & fees

26 Aug - 27 Aug

A bar area with a wooden herringbone floor, a counter with a metal railing, and a variety of bottles and glasses.

A restaurant with wooden furniture, a chalkboard menu, and a stone fireplace.

A serene pond with lily pads, a wooden bench, and a building in the background.

A couple standing by a wooden railing overlooking a body of water.

14. The Sitwell Arms Hotel

Sheffield

Matthew D

฿3,176

฿3,811 total

includes taxes & fees

27 Aug - 28 Aug

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

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

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

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

15. WILDES INNS

Chesterfield

Sharron

฿2,843

฿3,412 total

includes taxes & fees

31 Aug - 1 Sept

A stone fireplace with stacked firewood, a patterned cushion, and a wooden bench.

A breakfast buffet with various food items and a sign reading "Manor House".

A bar area with multiple taps, a clock, and a sign indicating a special offer for Friday Fizz.

A cozy living room with a stone wall, a fireplace, a sofa, two armchairs, and a coffee table.

16. The Manor House

Dronfield

valerie

฿3,212

฿3,854 total

includes taxes & fees

26 Aug - 27 Aug

A large, historic house with a well-manicured garden, including a pond and various plants.

A traditional stone building with ivy-covered walls, a brick chimney, and a well-maintained garden with various plants.

A room with a large window featuring a view of a rural landscape.

17. Fischers Baslow Hall

Bakewell

Adrian

฿10,552

฿12,662 total

includes taxes & fees

31 Aug - 1 Sept

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

A reception desk with a Days Inn sign, a flat-screen TV mounted on the wall, a sofa, and a small wooden table.

A Days Inn hotel with a brick facade, a covered entrance, and a well-maintained lawn.

A bathroom with a white sink, a mirror, and a shower with blue grab bars.

18. Days Inn by Wyndham Sheffield M1

Sheffield

Gareth

฿1,411

฿1,693 total

includes taxes & fees

31 Aug - 1 Sept

A modern building with large glass windows and a well-lit entrance.

A modern lounge area with leather sofas, a fireplace, bookshelves, and a bar.

A reception area with a blue sofa, a brick wall with artwork, and a receptionist desk.

A brick fireplace with a modern design, leather sofas, and a small table with a plant.

19. mour Hotel

Nottingham

Craig

฿3,343

฿4,012 total

includes taxes & fees

28 Aug - 29 Aug

A historic building with a stone facade, large windows, and a well-maintained lawn.

A cozy living room with striped sofas, a coffee table, and a stone archway.

A four-poster canopy bed with a nightstand and a chair, a window with curtains, and a lamp on the nightstand.

An outdoor seating area with tables and chairs, a stone building in the background, and string lights above the entrance.

20. Mosborough Hall Hotel, BW Signature Collection

Sheffield

Valerie

฿2,400

฿2,880 total

includes taxes & fees

31 Aug - 1 Sept

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Top Grassmoor Hotel Reviews

Leonardo Hotel Sheffield

10/10 Excellent

"Clean room, great foods in breakfast, discounted in car parking charges, staff friendly and helpful. Hotel is in good location."

Eastwood Hall

10/10 Excellent

"Really delighted with this place. Wasn't too sure on what to expect, but this place is lovely and the kids and adults all had a really great time. Breakfast was great, rooms were lovely. I lovely the artwork across the hotel that had a local vibe. The grounds are really lovely and great for running excess energy off."

ibis Budget Sheffield Centre St Marys Gate

10/10 Excellent

"A little further out of Sheffield city centre than I thought, about a 25 minute walk"

DoubleTree by Hilton Nottingham - Gateway

10/10 Excellent

"The bed and pillows were best I have seen in any hotel"

The Welcome Inn Hotel

8/10 Good

"Get what you pay for, slept like a log"

DoubleTree by Hilton Sheffield City

10/10 Excellent

"Huge top floor suite, very convenient parking. Friendly helpful staff"

Mercure Nottingham Sherwood Hotel

8/10 Good

"Th hotel staff were friendly, however I do feel that for a hotel a little way from the city centre to charge £12 per day is excessive. I think the hotel should reimburse the cost by way of a drinks/food voucher per stay. The room was ok, bed was excellent, however carpet was stained in places."

Sandman Signature Sheffield Quays Hotel

8/10 Good

"Our 3 night stay was pleasant and relaxing. The double rooms contain very comfortable beds, an excellent bathroom and proper light blocking curtains - ideal for sleep! The highlight for us was to enjoy the wellness centre consisting of sauna, steam bath and swimming pool. Perhaps, the only negative side of the stay, and certainly not ideal for sleeping concerned the noise of the doors which close rather loudly. One of the managers did tell me though, that they intend to put this right in the future. It seems incredible to me that people are unaware in hotels in the late hours about things like this without any consideration allowing doors to slam shut..."

mour Hotel

8/10 Good

"100% for an over night stop had no problems paid as I went so no big hotel check out bill so paid for what I got."

More cheap stays in Grassmoor

The Welcome Inn Hotel

Wortley Rd Rotherham England

฿1,113

฿1,336 total

26 Aug - 27 Aug

includes taxes & fees

7.4/10 Good! (67 reviews)

Cotswold Hotel

330-332 Mansfield Rd Nottingham England

฿1,227

฿1,472 total

8 Sept - 9 Sept

includes taxes & fees

The Bowman by Greene King Inns

Nottingham Road Nottingham England

฿1,655

฿1,986 total

13 Sept - 14 Sept

includes taxes & fees

8.6/10 Excellent! (252 reviews)

Midland Hotel

Station Road Mansfield England

฿1,821

฿2,186 total

26 Aug - 27 Aug

includes taxes & fees

5.8/10 (32 reviews)

Jonas Hotel

Endcliffe Vale Road Sheffield England

฿2,229

฿2,675 total

1 Sept - 2 Sept

includes taxes & fees

Pine Lodge Hotel & Restaurant Mansfield

Nottingham Rd Mansfield England

฿2,844

฿3,412 total

21 Sept - 22 Sept

includes taxes & fees

8/10 Very good! (266 reviews)

Frequently asked questions

What's the best place to stay in Grassmoor, Hasland and Winswick?

Located 12.5 mi (20.1 km) from the heart of Grassmoor, Hasland and Winswick, Leopold Hotel is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Sandman Signature Sheffield Quays Hotel and Radisson Blu Hotel, Sheffield. See all available top hotels, or vacation rentals in Grassmoor, Hasland and Winswick.

If I need to cancel my hotel reservation in Grassmoor, Hasland and Winswick, will I receive a refund?

Yes! The majority of room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Grassmoor, Hasland and Winswick.

What's it like staying in Grassmoor, Hasland and Winswick?

Visitors will definitely enjoy all that Grassmoor, Hasland and Winswick has to offer. In Grassmoor, Hasland and Winswick, there are 2 hotels and other accommodation options to choose from. Find out more about Grassmoor, Hasland and Winswick.

What is there to see in Grassmoor, Hasland and Winswick?

A favourite place to visit is Grassmoor Country Park. You'll also find Bolsover Castle and Hardwick Hall in the area. Take a look at what more there is to see and do in Expedia's Grassmoor, Hasland and Winswick guide.

Find hotels in Grassmoor from ฿1,336

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Grassmoor, Hasland and Winswick

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Grassmoor, Hasland and Winswick hotels

1. The View at The White Horse Woolley Moor

2. The Peacock at Barlow

3. Twin Oaks Hotel

4. The Horse & Jockey Wessington

5. Ringwood Hall Hotel & Spa, BW Signature Collection

6. Garner Hotel Chesterfield North by IHG

7. Olde House, Chesterfield by Marston's Inns

8. Days Inn by Wyndham Chesterfield Tibshelf

9. The Renishaw

10. Oakhill

11. White Hart Inn

12. Holiday Inn Mansfield - Alfreton by IHG

13. The Old Poets Corner

14. The Sitwell Arms Hotel

15. WILDES INNS

16. The Manor House

17. Fischers Baslow Hall

18. Days Inn by Wyndham Sheffield M1

19. mour Hotel

20. Mosborough Hall Hotel, BW Signature Collection

Top Grassmoor Hotel Reviews

Leonardo Hotel Sheffield

Eastwood Hall

ibis Budget Sheffield Centre St Marys Gate

DoubleTree by Hilton Nottingham - Gateway

The Welcome Inn Hotel

DoubleTree by Hilton Sheffield City

Mercure Nottingham Sherwood Hotel

Sandman Signature Sheffield Quays Hotel

mour Hotel

More cheap stays in Grassmoor

The Welcome Inn Hotel

Cotswold Hotel

The Bowman by Greene King Inns

Midland Hotel

Jonas Hotel

Pine Lodge Hotel & Restaurant Mansfield

Frequently asked questions

Go further with the Expedia app