Book Holiday Homes in Chesterfield

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Featured Holiday Homes in Chesterfield

Large Victorian Family Home | Central Matlock | Hot Tub & Games Room | 13 Guests

Large Victorian Family Home | Central Matlock | Hot Tub & Games Room | 13 Guests

Matlock England
Stay at this family-friendly holiday home in Matlock. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the property condition in their reviews. ...
Opens in a new windowLarge Victorian Family Home | Central Matlock | Hot Tub & Games Room | 13 Guests
Studio Self contained flat free Parking

Studio Self contained flat free Parking

2 out of 5
4 Wyville Cl Nottingham England
The price is NZ$118 per night from 5 Apr to 6 Apr
NZ$118
5 Apr - 6 Apr
includes taxes & fees
Stay at this holiday home in Nottingham. Enjoy free Wi-Fi and premium bedding. Popular attractions Motorpoint Arena Nottingham and Trent Bridge are located ...
Opens in a new windowStudio Self contained flat free Parking
FEEL AT HOME AWAY FROM HOME

FEEL AT HOME AWAY FROM HOME

Nottingham England
Stay at this holiday home in Nottingham. Popular attractions Motorpoint Arena Nottingham and Meadow Lane are located nearby.
Opens in a new windowFEEL AT HOME AWAY FROM HOME
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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 .
Derby 2 Bed House - University & City

Derby 2 Bed House - University & City

3.5 out of 5
8 Brook St Derby England
Stay at this holiday home in Derby. Enjoy free Wi-Fi, free parking and daily housekeeping. Popular attractions Pickford's House Museum and Chapel Street Arts ...
Opens in a new windowDerby 2 Bed House - University & City
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
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
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
Beautiful Victorian house with stunning views of Matlock and the Derwent valley

Beautiful Victorian house with stunning views of Matlock and the Derwent valley

Matlock
Stay at this family-friendly holiday home in Matlock. Enjoy free Wi-Fi, a sauna and a garden. Popular attractions Chatsworth House and Arc Leisure Centre are ...
Opens in a new windowBeautiful Victorian house with stunning views of Matlock and the Derwent valley
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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
979 Holiday Homes
Lowest Price
NZ$114
Highest Price
NZ$226
Popular accommodation
Large Victorian Family Home | Central Matlock | Hot Tub & Games Room | 13 Guests, Studio Self contained flat free Parking, FEEL AT HOME AWAY FROM HOME, Cosy Barn in The Peak District National Park - ideal for walkers. Dog friendly ., Derby 2 Bed House - University & City, Lovely 4 bedroom detached house in Southwell, Peaceful Cabin in Skegby -sleeps2- Fire Pit, Perfect for all large groups in 7 all ensuite bedrooms . Pet friendly, Beautiful Victorian house with stunning views of Matlock and the Derwent valley

Top trending hotels in Chesterfield

Ringwood Hall Hotel & Spa

Ringwood Hall Hotel & Spa

4 out of 5
Chesterfield Road Chesterfield England
Fully refundableReserve now, pay when you stay
The price is NZ$226 per night from 5 Apr to 6 Apr
NZ$226
5 Apr - 6 Apr
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
WILDES INNS

WILDES INNS

4 out of 5
Worksop Road Chesterfield England
Fully refundableReserve now, pay when you stay
The price is NZ$157 per night from 6 Apr to 7 Apr
NZ$157
6 Apr - 7 Apr
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
Olde House, Chesterfield by Marston's Inns

Olde House, Chesterfield by Marston's Inns

4 out of 5
Loundsley Green Rd Chesterfield England
Fully refundableReserve now, pay when you stay
The price is NZ$114 per night from 19 Apr to 20 Apr
NZ$114
19 Apr - 20 Apr
includes taxes & fees
Stay at this business-friendly inn in Chesterfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowOlde House, Chesterfield by Marston's Inns
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THE  HIDE

THE HIDE

3 out of 5
Baslow Rd Chesterfield England
The price is NZ$164 per night from 1 Apr to 2 Apr
NZ$164
1 Apr - 2 Apr
includes taxes & fees
Stay at this hotel in Chesterfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Chatsworth House and Chatsworth House Labyrinth ...
Opens in a new windowTHE HIDE
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.