Book Holiday Homes in Chesterfield

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Featured Holiday Homes in Chesterfield

2 Bed Derby House- Parking - Rolls Royce

2 Bed Derby House- Parking - Rolls Royce

3 out of 5
545 Stenson Rd Derby England
Stay at this holiday home in Derby. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Derbion and Derbion are located nearby.
Opens in a new window2 Bed Derby House- Parking - Rolls Royce
Cosy Barn in The Peak District National Park - ideal for walkers. Dog friendly .

Cosy Barn in The Peak District National Park - ideal for walkers. Dog friendly .

Alstonefield England
Stay at this holiday home in Ashbourne. Enjoy a garden, laundry facilities and an in-room coffee maker. Popular attractions Dovedale National Nature Reserve ...
Opens in a new windowCosy Barn in The Peak District National Park - ideal for walkers. Dog friendly .
FEEL AT HOME AWAY FROM HOME

FEEL AT HOME AWAY FROM HOME

Nottingham England
The price is NZ$294 per night from 18 May to 19 May
NZ$294
18 May - 19 May
includes taxes & fees
Stay at this holiday home in Nottingham. Popular attractions Meadow Lane and National Ice Centre are located nearby.
Opens in a new windowFEEL AT HOME AWAY FROM HOME
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2 Bed Home - Parking, Private Garden, Wifi

2 Bed Home - Parking, Private Garden, Wifi

2 out of 5
Derby England
Stay at this residence in Derby. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Donington Park Racing Circuit and The Risley Park Spa are located ...
Opens in a new window2 Bed Home - Parking, Private Garden, Wifi
Self Catering Holiday Bungalow in Ilam near Dovedale

Self Catering Holiday Bungalow in Ilam near Dovedale

Ashbourne ENG
Stay at this family-friendly holiday home in Ashbourne. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Alton Towers and Ilam Park are located ...
Opens in a new windowSelf Catering Holiday Bungalow in Ilam near Dovedale
Stone built self-catering lodge in stunning location

Stone built self-catering lodge in stunning location

Froggatt Unknown
The price is NZ$253 per night from 2 June to 3 June
NZ$253
2 June - 3 June
includes taxes & fees
Stay at this holiday home in Hope Valley. Enjoy free Wi-Fi and a garden. Popular attractions Chatsworth House and Eyam Hall are located nearby.
Opens in a new windowStone built self-catering lodge in stunning location
Peaceful Cabin in Skegby -sleeps2- Fire Pit

Peaceful Cabin in Skegby -sleeps2- Fire Pit

3.5 out of 5
Sutton-in-Ashfield England
Stay at this holiday home in Sutton-in-Ashfield. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Brierly Forest Park and Lammas Leisure Centre ...
Opens in a new windowPeaceful Cabin in Skegby -sleeps2- Fire Pit
Lovely 4 bedroom detached house in Southwell

Lovely 4 bedroom detached house in Southwell

Southwell England
Stay at this family-friendly holiday home in Southwell. Enjoy a garden, laundry facilities and an in-room coffee maker. Popular attractions Southwell Workhouse ...
Opens in a new windowLovely 4 bedroom detached house in Southwell
Perfect for  all large groups in 7 all ensuite bedrooms . Pet friendly

Perfect for all large groups in 7 all ensuite bedrooms . Pet friendly

Buxton England
Stay at this family-friendly holiday home in Buxton. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Blue John Cavern and Treak ...
Opens in a new windowPerfect for all large groups in 7 all ensuite bedrooms . Pet friendly
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chesterfield Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chesterfield vacation homes are the perfect way for you to wing it.

Holiday houses in Chesterfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chesterfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chesterfield adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chesterfield with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chesterfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Chesterfield Holiday Homes essential information

Accommodation
1004 Holiday Homes
Lowest Price
NZ$100
Highest Price
NZ$294
Popular accommodation
2 Bed Derby House- Parking - Rolls Royce, Cosy Barn in The Peak District National Park - ideal for walkers. Dog friendly ., FEEL AT HOME AWAY FROM HOME, 2 Bed Home - Parking, Private Garden, Wifi, Self Catering Holiday Bungalow in Ilam near Dovedale, Stone built self-catering lodge in stunning location, Peaceful Cabin in Skegby -sleeps2- Fire Pit, Lovely 4 bedroom detached house in Southwell, Perfect for all large groups in 7 all ensuite bedrooms . Pet friendly

Top trending hotels in Chesterfield

WILDES INNS

WILDES INNS

4 out of 5
Worksop Road Chesterfield England
Fully refundableReserve now, pay when you stay
The price is NZ$154 per night from 31 May to 1 June
NZ$154
31 May - 1 June
includes taxes & fees
Stay at this business-friendly hotel in Chesterfield. Enjoy free Wi-Fi, free parking and room service. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowWILDES INNS
Ringwood Hall Hotel & Spa, BW Signature Collection

Ringwood Hall Hotel & Spa, BW Signature Collection

4 out of 5
Chesterfield Road Chesterfield England
Fully refundableReserve now, pay when you stay
The price is NZ$203 per night from 25 May to 26 May
NZ$203
25 May - 26 May
includes taxes & fees
Stay at this spa hotel in Chesterfield. Enjoy free Wi-Fi, a full-service spa and 24-hour room service. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowRingwood Hall Hotel & Spa, BW Signature Collection
Garner Hotel Chesterfield North by IHG

Garner Hotel Chesterfield North by IHG

3 out of 5
3 Tallys End Chesterfield England
Fully refundable
The price is NZ$100 per night from 25 May to 26 May
NZ$100
25 May - 26 May
includes taxes & fees
Stay at this hotel in Chesterfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowGarner Hotel Chesterfield North by IHG
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Twin Oaks Hotel

Twin Oaks Hotel

3 out of 5
Church Lane Chesterfield England
The price is NZ$202 per night from 15 June to 16 June
NZ$202
15 June - 16 June
includes taxes & fees
Stay at this hotel in Chesterfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowTwin Oaks Hotel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.