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Holiday Homes in Chesterfield

Find the holiday homes that appeal to you the most

The best holiday homes in Chesterfield

Check out our pick of great holiday homes in Chesterfield

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Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Chesterfield

Offering a garden and garden view, Peak District - 2 Beds - Sleeps 4 - Pet Friendly is located in Chesterfield, 27 km from FlyDSA Arena and 35 km from Clumber Park.

J
Jillian
From
United Kingdom
Beautiful house with everything you need for a comfortable stay. Perfect.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 11 reviews
Price from
US$171.81
1 night, 2 adults

Overton

Chesterfield

Overton is situated in Chesterfield, 22 km from FlyDSA Arena, 34 km from Clumber Park, as well as 40 km from Buxton Opera House.

R
Robert
From
United Kingdom
Very nicely done house, perfect for what we needed (a group of friends) including baby and dog!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 8 reviews
Price from
US$844.70
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.

t
tomasz
From
United Kingdom
Great place and host. Highly recommended
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 25 reviews
Price from
US$828.20
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.

E
Esther
From
Netherlands
I would recommend The Chapel to anyone, it was wonderful. The host provided a great welcome basket with all kinds of treats, never seen anything like it! Super nice house, fully equipped. Very clean. There is even a washing machine and dishwasher. We had a wonderful week and we would come again. Good to know that the cottage is in the owners' garden, this was not a problem for us.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 12 reviews
Price from
US$558.13
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, 14 reviews
Price from
US$490.62
1 night, 2 adults

Riber View Barn

Chesterfield

Situated 36 km from FlyDSA Arena, 37 km from Buxton Opera House and 39 km from Nottingham Castle, Riber View Barn offers accommodation located in Chesterfield.

P
Phillip
From
United Kingdom
great location and very clean, great for a walking holiday and only 10 minutes by car to Matlock , lovely pub near by the Tansley taven serving great food , the cottage is dog friendly and there was some cake on arrival and some dog treats for the dogs
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 12 reviews
Price from
US$475.61
1 night, 2 adults

Cedar Cottage

Chesterfield

Spacious Holiday Home in Chesterfield

Cedar Cottage offers a spacious setting with three bedrooms and two bathrooms.

J
Jillian
From
United Kingdom
We enjoyed our stay in Cedar Street. The property was clean, cosy and comfortable and had everything we needed. It was close to some lovely walks and the pub which served decent food. Would stay again.
Scored out of 10, guest rating 6.1
Pleasant - What previous guests thought, 15 reviews
Price from
US$582.14
1 night, 2 adults

Derbyshire Holiday Cottages

Holmesfield (Near Chesterfield)

Boasting garden views, Derbyshire Holiday Cottages features accommodation with a garden and a balcony, around 13 km from Chatsworth House.

D
Doug
From
Canada
The location is picturesque, the cottage is spectacular, the host is friendly and all the little details are cared for. Huge windows provide a view towards the pastures with horses and onwards to the Peak District.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 101 reviews
Price from
US$137.12
1 night, 2 adults

Fabric View

Holmewood (Near Chesterfield)

Located in Holmewood and only 24 km from Chatsworth House, Fabric View provides accommodation with garden views, free WiFi and free private parking.

S
Sharon
From
United Kingdom
Lovely place will definitely be booking again next month
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 13 reviews
Price from
US$138.75
1 night, 2 adults

Smithy Cottage

Dronfield (Near Chesterfield)

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.

L
Louise
From
United Kingdom
Location was excellent. In a quite village on the edge of the Peak District
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 9 reviews
Price from
US$619.65
1 night, 2 adults
All holiday homes in Chesterfield

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

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

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Popular with guests booking holiday homes in Chesterfield

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 12 reviews

Popular with guests booking holiday homes in Chesterfield

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Popular with guests booking holiday homes in Chesterfield

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 20 reviews

Popular with guests booking holiday homes in Chesterfield

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking holiday homes in Chesterfield

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 12 reviews

Popular with guests booking holiday homes in Chesterfield

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 9 reviews

Popular with guests booking holiday homes in Chesterfield

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 43 reviews

Popular with guests booking holiday homes in Chesterfield

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

Popular with guests booking holiday homes in Chesterfield

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

Popular with guests booking holiday homes in Chesterfield

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 38 reviews

Holiday Homes 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.

Save money on holiday homes in Chesterfield and nearby – budget options available

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

Situated in Chesterfield, Two Bedroom House By Littlepiggyrentals Short Lets & Serviced Accommodation Chesterfield Central With Free Parking is a recently renovated accommodation, 17 km from...

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.

Casa Vault

Chesterfield
Budget options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 20 reviews

Offering quiet street views, Casa Vault is an accommodation situated in Chesterfield, 25 km from FlyDSA Arena and 32 km from Clumber Park.

Five Acres

Chesterfield
Budget options available

Featuring a sauna, Five Acres is located in Chesterfield. This property offers access to a pool table, free private parking and free WiFi.

RentMySpaHomeDOTcoDOTuk

Chesterfield
Budget options available
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 3 reviews

Situated in Chesterfield in the Derbyshire region, RentMySpaHomeDOTcoDOTuk features accommodation with free WiFi and free private parking, as well as access to a sauna.

Spire Haven

Chesterfield
Budget options available
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 12 reviews

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

The Olde Coach House

Chesterfield
Budget options available
Scored out of 10, guest rating 8.5
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 9.0
Superb - What previous guests thought, 2 reviews

A recently renovated holiday home located in Chesterfield, Chatsworth Terrace - Chesterfield Centre and Peak District features a garden.

Enjoy breakfast in Chesterfield and nearby

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.

Byron House

Chesterfield
Breakfast options
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Byron House, a property with a garden and a shared lounge, is located in Chesterfield, 32 km from Clumber Park, 39 km from Buxton Opera House, as well as 41 km from Sherwood Forest.

Situated just 25 km from Utilita Arena Sheffield, Milton House Chesterfield By Smart Corporate Stays offers accommodation in Chesterfield with access to a garden, a shared lounge, as well as a shared...

Hady House

Chesterfield
Breakfast options
Scored out of 10, guest rating 4.0
Disappointing - What previous guests thought, 4 reviews

Offering a garden and inner courtyard view, Hady House is situated in Chesterfield, 25 km from FlyDSA Arena and 28 km from Clumber Park.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 9 reviews

Situated in Brimington, the recently renovated Tapton View - Modern Stay Near Chesterfield Town Center, Train Station & the Peak District features accommodation 20 km from Chatsworth House and 23 km...

The Lily Pad

Chesterfield
Breakfast options
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 6 reviews

The Lily Pad, a property with a garden, is located in Chesterfield, 24 km from FlyDSA Arena, 34 km from Clumber Park, as well as 38 km from Buxton Opera House.

Chatsworth stables

Newbold
Breakfast options
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 81 reviews

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

Little Manor

Chesterfield
Breakfast options
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 38 reviews

Little Manor, a property with a garden, is set in Chesterfield, 24 km from FlyDSA Arena, 27 km from Clumber Park, as well as 30 km from Sherwood Forest.

Great access to the city centre. Check these holiday homes in Chesterfield and nearby

Manor House

Chesterfield
Central location
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 3 reviews

Boasting a hot tub, Manor House is set in Chesterfield. The property is located 26 km from FlyDSA Arena, 29 km from Clumber Park and 38 km from Sherwood Forest.

From US$2,355.56 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 16 reviews

Offering a garden and garden view, Blissful Barrys is located in Chesterfield, 23 km from FlyDSA Arena and 30 km from Clumber Park.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

<h2>Spacious Accommodation</h2> Peak Avenue Retreat in Chesterfield offers a spacious holiday home with three bedrooms and two bathrooms.

Cedar Holme

Chesterfield
Central location
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 17 reviews

<h2>Comfortable Accommodation</h2> Cedar Holme in Chesterfield offers a two-bedroom holiday home with a garden and free WiFi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

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.

Scored out of 10, guest rating 6.1
Pleasant - What previous guests thought, 15 reviews

<h2>Spacious Holiday Home in Chesterfield</h2> Cedar Cottage offers a spacious setting with three bedrooms and two bathrooms.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews

Set in Chesterfield in the Derbyshire region, Swallows Barn offers accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 43 reviews

Boasting garden views, Woodview Lodge features accommodation with a garden and a patio, around 14 km from Chatsworth House.

FAQ about holiday homes in Chesterfield