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Holiday Rentals in Chesterfield

Find the holiday rentals that appeal to you the most

Top picks for Chesterfield hotels

Explore our most popular hotels in Chesterfield

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Review score

The Peacock at Barlow

Chesterfield

Located within 14 km of Chatsworth House and 23 km of FlyDSA Arena in Chesterfield, The Peacock at Barlow provides accommodation with seating area.

J
Jacqueline
From
United Kingdom
Lovely comfortable and clean room. Very friendly staff. Very good breakfast. Great view over hills from room.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,695 reviews
Price from
US$117.44
1 night, 2 adults

Church Villa B & B

Chesterfield

Located in Chesterfield, 22 km from Chatsworth House, Church Villa B & B has a garden, parking on-site and rooms with free WiFi access.

y
yosef
From
Israel
Beautiful house, unique grape shade for breakfast, fantastic garden, very rich and tasty breakfast and above all our host with big smile and warm hospitality.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 101 reviews
Price from
US$145.78
1 night, 2 adults

The Loft at The George

Chesterfield

Located in Chesterfield in the Derbyshire region, The Loft at The George provides accommodation with free WiFi and free private parking.

C
Claire
From
Ireland
Fabulous comfortable warm and cosy! Comfy bed and well equipped!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 24 reviews
Price from
US$849.43
1 night, 2 adults

The Old Chapel

Chesterfield

The Old Chapel, a property with a garden and barbecue facilities, is situated in Chesterfield, 33 km from Clumber Park, 34 km from FlyDSA Arena, as well as 36 km from Nottingham Castle.

T
Tasneem
From
United Kingdom
The property was lovely and clean. The hosts were so welcoming and the use of the hot tub was such an excellent bonus. It’s close to many of the popular attractions in the peaks. Honestly 10/10 all round no complaints!!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 11 reviews
Price from
US$572.44
1 night, 2 adults

Whitton Lodge Business Vat inc

Chesterfield

Featuring a garden and views of garden, Whitton Lodge Business Vat inc is a bed and breakfast situated in a historic building in Chesterfield, 28 km from Chatsworth House.

J
Janice
From
United Kingdom
Everything. Warm friendly welcome. Fantastic spacious room and bathroom. Lovely relaxed breakfast.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 70 reviews
Price from
US$109.34
1 night, 2 adults

Middlecroft

Chesterfield

Set 20 km from FlyDSA Arena, Middlecroft offers accommodation with free WiFi and free private parking.

D
Dennis
From
Spain
Excellent apartment, good facilities and a good location. Good supermarket and food outlets nearby Easy reach of motorway and Peak District. Will certainly stay here again.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 117 reviews
Price from
US$91.11
1 night, 2 adults

Commuters Getaway

Chesterfield

Offering a garden and garden view, Commuters Getaway is situated in Chesterfield, 25 km from FlyDSA Arena and 32 km from Clumber Park.

a
alfie
From
United Kingdom
Lovely house. Ideal location close to the town,
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 103 reviews
Price from
US$109.34
1 night, 2 adults

Spire View at THE GALLEON RESTAURANT

Chesterfield

Located in Chesterfield, 47 km from Derby, Spire View at THE GALLEON RESTAURANT provides free WiFi. Guests at the bed and breakfast can enjoy a continental breakfast.

C
Chuchu
From
United States
The hotel is above the restaurant. The facilities are very nice, and the staff is very helpful. There is no water or coffee machine in the room, but I get the water from the fridge outside in the breakfast area.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 657 reviews
Price from
US$151.18
1 night, 2 adults

The Dance School - 1 and 2 Bedroom Apartments in the Heart of Chesterfield

Chesterfield

Set in Chesterfield within 17 km of Chatsworth House and 23 km of FlyDSA Arena, The Dance School - 1 and 2 Bedroom Apartments in the Heart of Chesterfield offers rooms with free WiFi.

J
Jo
From
United Kingdom
Super little place, well proportioned in regards to layout, warm comfy bed too.. can’t fault it.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 75 reviews
Price from
US$184.93
1 night, 2 adults

Cuckoo Nest

Chesterfield

Situated 15 km from Chatsworth House, Cuckoo Nest features accommodation with free WiFi and free private parking.

N
Nina Anin
From
United Kingdom
Gorgeous cabin Nice decking Friendly sheep Lovely host Cute mezzanine bed
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 15 reviews
Price from
US$503.20
1 night, 2 adults
All holiday rentals in Chesterfield

The best holiday rentals in Chesterfield

Check out our pick of great holiday rentals in Chesterfield

Filter by:

Review score

The Peacock at Barlow

Chesterfield

Located within 14 km of Chatsworth House and 23 km of FlyDSA Arena in Chesterfield, The Peacock at Barlow provides accommodation with seating area.

J
Jacqueline
From
United Kingdom
Lovely comfortable and clean room. Very friendly staff. Very good breakfast. Great view over hills from room.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,695 reviews
Price from
US$117.44
1 night, 2 adults

Church Villa B & B

Chesterfield

Located in Chesterfield, 22 km from Chatsworth House, Church Villa B & B has a garden, parking on-site and rooms with free WiFi access.

y
yosef
From
Israel
Beautiful house, unique grape shade for breakfast, fantastic garden, very rich and tasty breakfast and above all our host with big smile and warm hospitality.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 101 reviews
Price from
US$145.78
1 night, 2 adults

The Loft at The George

Chesterfield

Located in Chesterfield in the Derbyshire region, The Loft at The George provides accommodation with free WiFi and free private parking.

C
Claire
From
Ireland
Fabulous comfortable warm and cosy! Comfy bed and well equipped!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 24 reviews
Price from
US$849.43
1 night, 2 adults

The Old Chapel

Chesterfield

The Old Chapel, a property with a garden and barbecue facilities, is situated in Chesterfield, 33 km from Clumber Park, 34 km from FlyDSA Arena, as well as 36 km from Nottingham Castle.

T
Tasneem
From
United Kingdom
The property was lovely and clean. The hosts were so welcoming and the use of the hot tub was such an excellent bonus. It’s close to many of the popular attractions in the peaks. Honestly 10/10 all round no complaints!!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 11 reviews
Price from
US$572.44
1 night, 2 adults

Whitton Lodge Business Vat inc

Chesterfield

Featuring a garden and views of garden, Whitton Lodge Business Vat inc is a bed and breakfast situated in a historic building in Chesterfield, 28 km from Chatsworth House.

J
Janice
From
United Kingdom
Everything. Warm friendly welcome. Fantastic spacious room and bathroom. Lovely relaxed breakfast.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 70 reviews
Price from
US$109.34
1 night, 2 adults

Middlecroft

Chesterfield

Set 20 km from FlyDSA Arena, Middlecroft offers accommodation with free WiFi and free private parking.

D
Dennis
From
Spain
Excellent apartment, good facilities and a good location. Good supermarket and food outlets nearby Easy reach of motorway and Peak District. Will certainly stay here again.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 117 reviews
Price from
US$91.11
1 night, 2 adults

Commuters Getaway

Chesterfield

Offering a garden and garden view, Commuters Getaway is situated in Chesterfield, 25 km from FlyDSA Arena and 32 km from Clumber Park.

a
alfie
From
United Kingdom
Lovely house. Ideal location close to the town,
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 103 reviews
Price from
US$109.34
1 night, 2 adults

Spire View at THE GALLEON RESTAURANT

Chesterfield

Located in Chesterfield, 47 km from Derby, Spire View at THE GALLEON RESTAURANT provides free WiFi. Guests at the bed and breakfast can enjoy a continental breakfast.

C
Chuchu
From
United States
The hotel is above the restaurant. The facilities are very nice, and the staff is very helpful. There is no water or coffee machine in the room, but I get the water from the fridge outside in the breakfast area.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 657 reviews
Price from
US$151.18
1 night, 2 adults

The Dance School - 1 and 2 Bedroom Apartments in the Heart of Chesterfield

Chesterfield

Set in Chesterfield within 17 km of Chatsworth House and 23 km of FlyDSA Arena, The Dance School - 1 and 2 Bedroom Apartments in the Heart of Chesterfield offers rooms with free WiFi.

J
Jo
From
United Kingdom
Super little place, well proportioned in regards to layout, warm comfy bed too.. can’t fault it.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 75 reviews
Price from
US$184.93
1 night, 2 adults

Cuckoo Nest

Chesterfield

Situated 15 km from Chatsworth House, Cuckoo Nest features accommodation with free WiFi and free private parking.

N
Nina Anin
From
United Kingdom
Gorgeous cabin Nice decking Friendly sheep Lovely host Cute mezzanine bed
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 15 reviews
Price from
US$503.20
1 night, 2 adults
All holiday rentals in Chesterfield

Most booked holiday rentals in Chesterfield and surroundings in the past month

See all

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 89 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 75 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 111 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 82 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 70 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 143 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 117 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 103 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 657 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,695 reviews

Enjoy breakfast in Chesterfield and nearby

Robin Hood Farm B&B

Baslow
Breakfast options
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 379 reviews

Boasting a garden and views of garden, Robin Hood Farm B&B is a bed and breakfast set in a historic building in Baslow, 6.3 km from Chatsworth House.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 9 reviews

Set in Chesterfield, 25 km from FlyDSA Arena, Rent My Spa Home with Pool table Hottub and Sauna provides accommodation with a hot tub.

Spire Haven

Chesterfield
Breakfast options
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 12 reviews

Located 18 km from Chatsworth House, Spire Haven provides accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 12 reviews

23 km from FlyDSA Arena in Chesterfield, The Olde Coach House provides accommodation with access to a hot tub and fitness room.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews

Situated 18 km from Chatsworth House, Modern 3 bed home, Chesterfield features accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 16 reviews

Lovely home close to City Center & Rail Station is located in Chesterfield, 24 km from FlyDSA Arena, 33 km from Clumber Park, and 40 km from Buxton Opera House.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 82 reviews

Situated in Chesterfield and only 16 km from Chatsworth House, The Pottery Flat Chesterfield Three Star Gold features accommodation with city views, free WiFi and free private parking.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 3 reviews

Offering a garden and garden view, Morden house close to City centre & The Peaks is located in Chesterfield, 18 km from Chatsworth House and 22 km from FlyDSA Arena.

Holiday Rentals with swimming pools in Chesterfield and nearby

Located in Wingerworth, Hagg Hill Hall provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Highly rated holiday rentals in Chesterfield and nearby

Smithy Cottage

Dronfield
8.0+ review score
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 10 reviews

Smithy Cottage, a property with a garden, is situated in Dronfield, 23 km from FlyDSA Arena, 35 km from Buxton Opera House, as well as 37 km from Clumber Park.

From US$635.54 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews

The BungalowBarlow is situated in Dronfield, 19 km from FlyDSA Arena, 35 km from Buxton Opera House, and 39 km from Clumber Park.

From US$923.30 per night

Vale Barn

Dronfield
8.0+ review score
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews

Vale Barn, a property with a garden, is located in Dronfield, 18 km from Chatsworth House, 37 km from Clumber Park, as well as 40 km from Buxton Opera House.

From US$907.91 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 72 reviews

Offering a garden and garden view, Bolsover Castle View is situated in Bolsover, 24 km from Sherwood Forest and 27 km from Chatsworth House.

From US$121.49 per night

2 Snape Hill

Dronfield
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 29 reviews

2 Snape Hill is situated in Dronfield, 37 km from Clumber Park, 40 km from Buxton Opera House, as well as 40 km from Eco-Power Stadium. The 3-star holiday home is 18 km from Chatsworth House.

From US$681.70 per night
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 85 reviews

Located in Holmesfield in the Derbyshire region, Springwood Cottage features a patio. This property offers access to a terrace, free private parking and free WiFi.

From US$268.49 per night
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 12 reviews

The Tack Room Cottage is located in Ashover, 34 km from FlyDSA Arena, 38 km from Clumber Park, as well as 39 km from Buxton Opera House.

From US$854.05 per night

The Loft

Dronfield
8.0+ review score
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 9 reviews

Boasting a sauna, The Loft is located in Dronfield. The property is around 21 km from Utilita Arena Sheffield, 31 km from Buxton Opera House and 43 km from Clumber Park.

From US$914.06 per night

These holiday rentals in Chesterfield and nearby have options with free cancellation

Cosy 2 bed home CHESTERFIELD

Chesterfield
Free cancellation options available
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews

Located 22 km from FlyDSA Arena, 33 km from Clumber Park and 40 km from Buxton Opera House, Cosy 2 bed home CHESTERFIELD features accommodation set in Chesterfield.

Birdholme House

Chesterfield
Free cancellation options available
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Set just 25 km from FlyDSA Arena, Birdholme House provides accommodation in Chesterfield with access to a garden, a shared lounge, as well as a shared kitchen.

Chatsworth stables

Newbold
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 92 reviews

Situated in Newbold in the Derbyshire region, Chatsworth stables has a terrace. This holiday home features accommodation with a patio.

Somersall Park Studio

Chesterfield
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 143 reviews

Offering a garden and city view, Somersall Park Studio is located in Chesterfield, 26 km from FlyDSA Arena and 35 km from Clumber Park.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 102 reviews

Set 16 km from Chatsworth House, The Long Hall 2 bed ground floor annexed apartment - sleeps 6 offers accommodation with free WiFi and free private parking.

Holland House

Unstone
Free cancellation options available
Scored out of 10, guest rating 3.8
Poor - What previous guests thought, 7 reviews

Offering a terrace and garden view, Holland House is set in Unstone, 20 km from FlyDSA Arena and 35 km from Clumber Park.

Cedar Holme

Chesterfield
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 16 reviews

Situated 19 km from Chatsworth House, Cedar Holme features accommodation with free WiFi and free private parking.

Stables Lodge

Chesterfield
Free cancellation options available

Stables Lodge, a property with a garden, is set in Chesterfield, 28 km from FlyDSA Arena, 35 km from Clumber Park, as well as 40 km from Buxton Opera House.

FAQ about holiday rentals in Chesterfield

Holiday rentals that guests love in Chesterfield

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Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews
Lovely comfy attached house with everything you need. The house was perfectly clean and our host was absolutely attentive and always easy to contact. Wonderful garden wirh lots of flowers and absolutely peaceful quiet nights. The village though is surprisingly lively: There are three pubs, a cafe with post office and a shop with local produce, fresh meat, dairy, braed and nearly everything you might need.
Guest review by
Matthias
Solo traveller
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 111 reviews
The best holiday cottage I've stayed in. I can't rate it highly enough. And with the farm shop and Stamp Cafe almost next door, as well as three pubs, Ashover village is wonderful. Thank you David and Lisa for a gem of a holiday let.
Guest review by
Chrissie58
Solo traveller
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 101 reviews
The Villa is beautiful. A really nice place well kept and clean. The hosts are very attentive and the breakfast was really nice. Close enough to the M1 for onward travel, but far enough away to be in the lovely countryside.
Guest review by
Kenneth
Young couple
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 16 reviews
Excellent , the place was great, clean and tidy, there was a welcome pack of nice important items tea, coffee, milk biscuits treats for our dog, a real welcome, situated in a nice village, thank you to our hosts for a warm welcome, best I have slept in a long time.
Guest review by
Christopher
People with friends
Avg. price/night: US$139.03
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,695 reviews
Beautiful Peak District village. Staff very helpful and friendly. Room was a very high standard with excellent facilities. Lovely Christmas decorations throughout. Breakfast and Dinner was delicious.
Guest review by
Ransom
Group