Vacation rentals in Chesterfield
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Top-rated vacation rentals in Chesterfield
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesterfield vacation rentals
Other great vacation rentals in Chesterfield
Barn in Derbyshire
4.97 out of 5 average rating, 114 reviewsA beautiful barn in the heart of the Peak District
Oct 19 – 26
Cottage in Derbyshire
4.97 out of 5 average rating, 427 reviewsKingfisher Cottage
Sep 20 – 27
Home in Wingerworth
4.9 out of 5 average rating, 201 reviewsOakdale - Our Quest retreat
Nov 25 – Dec 2
Apartment in Chesterfield
4.97 out of 5 average rating, 290 reviewsThe Long Hall 2 bed ground floor annexed apartment
Mar 12 – 19
Loft in Ashover
4.97 out of 5 average rating, 151 reviewsFairfield Loft, Ashover - Village hideaway for two
Dec 29 – Jan 5
Barn in Derbyshire
4.96 out of 5 average rating, 198 reviewsSelf Contained Barn attached to a Georgian House
Aug 12 – 19
Home in Baslow
4.93 out of 5 average rating, 332 reviewsComfortable cottage on the Chatsworth Estate
Sep 12 – 19
Guesthouse in Tansley
5.0 out of 5 average rating, 138 reviewsOaks Edge View, Tansley, Matlock, Derbyshire
May 31 – Jun 7
Quick stats about vacation rentals in Chesterfield
Total rentals
100 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
5.5K reviews
Nightly prices starting at
$20 before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Chesterfield?
Yes! Work meets play with ease at over 50 vacation rentals in Chesterfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Chesterfield?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 50 homes with a kitchen, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Chesterfield?
Four-legged friends are welcome in Chesterfield. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Chesterfield?
Chesterfield has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Chesterfield have a kitchen?
Absolutely! We offer over 50 house rentals with a kitchen in Chesterfield. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Chesterfield?
Experience the best of Chesterfield with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Chesterfield have wifi?
Absolutely! We offer over 50 house rentals with wifi in Chesterfield. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Chesterfield?
Make yourself at home in Chesterfield by choosing from our most frequently booked neighborhoods. We have over 170 vacation rentals in Chesterfield, and over 170 vacation rentals in Brimington CP.
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