Estia Villas - Vacation Rentals in Chesterfield
Cottage
9.8
(
36 Reviews
)
3 Bedrooms
2 Bathrooms
5 Guests
-
Hot Tub -
Parking -
Balcony/Terrace -
Kitchen
US $365
/Night
7 Nights - $2,553
House
10.0
(
16 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1130.21 ft²
-
Parking
-
View -
Internet -
Pet Friendly
US $227
/Night
7 Nights - $1,587
Cottage
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $878
/Night
7 Nights - $6,147
Cottage
10.0
(
10 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $287
/Night
7 Nights - $2,009
Cottage
9.8
(
18 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $198
/Night
7 Nights - $1,389
Cottage
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen
-
Internet
-
Pet Friendly
US $232
/Night
7 Nights - $1,627
Cottage
10.0
(
4 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1399 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $272
/Night
7 Nights - $1,903
Cottage
10.0
(
13 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $105
/Night
7 Nights - $735
See More Chesterfield Vacation Rentals
Luxury Places to Stay in Chesterfield
Over 279+
Luxury Places to Stay in or Near Chesterfield
US $3,417
/Night
7 Nights - $23,917
House
5 Bedrooms
2 Bathrooms
10 Guests
1722.23 ft²
-
Parking
-
View
-
Internet
-
Child Friendly
US $2,729
/Night
7 Nights - $19,103
House
9.0
(
2 Reviews
)
7 Bedrooms
5 Bathrooms
20 Guests
2314 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $2,343
/Night
7 Nights - $16,400
House
5 Bedrooms
2 Bathrooms
10 Guests
1722 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $2,254
/Night
7 Nights - $15,780
Cottage
5 Bedrooms
5 Bathrooms
10 Guests
1722 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $2,157
/Night
7 Nights - $15,100
House
7.7
(
3 Reviews
)
7 Bedrooms
4 Bathrooms
20 Guests
3498.27 ft²
-
Hot Tub
-
Parking
-
Spa -
Balcony/Terrace
US $1,990
/Night
7 Nights - $13,929
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $1,629
/Night
7 Nights - $11,404
US $1,511
/Night
7 Nights - $10,575
See More Chesterfield Luxury Vacation Rentals
Find More Chesterfield Villas, Resorts, & Rentals on BedroomVillas
Pet-Friendly Vacation Rentals in Chesterfield
Over 127+
Pet-Friendly Vacation Rentals in or Near Chesterfield
Cottage
10.0
(
15 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $94
/Night
7 Nights - $661
House
10.0
(
11 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
656.6 ft²
-
EV Charge Station -
Parking
-
Balcony/Terrace
-
View
US $197
/Night
7 Nights - $1,379
House
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $154
/Night
7 Nights - $1,078
Cottage
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Internet
-
Pet Friendly
US $216
/Night
7 Nights - $1,510
Cottage
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $227
/Night
7 Nights - $1,589
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
592 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $221
/Night
7 Nights - $1,544
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $169
/Night
7 Nights - $1,183
Cottage
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Kitchen
-
Internet
-
Pet Friendly
US $163
/Night
7 Nights - $1,141
See More Pet-Friendly Vacation Rentals in Chesterfield on PetFriendly.io
Large Vacation Homes & Villas in Chesterfield
Over 30+
Large Vacation Homes & Villas in or Near Chesterfield
House
9.8
(
20 Reviews
)
6 Bedrooms
3 Bathrooms
13 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $1,162
/Night
7 Nights - $8,136
Bed & Breakfast
9.2
(
63 Reviews
)
17 Bedrooms
8 Bathrooms
10 Guests
139.93 ft²
-
Oceanfront -
EV Charge Station
-
Parking
-
Ocean View
US $99
/Night
7 Nights - $696
House
4.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $401
/Night
7 Nights - $2,804
House
7 Bedrooms
4 Bathrooms
20 Guests
2045 ft²
-
Child Friendly
US $2,478
/Night
7 Nights - $17,349
House
5 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $645
/Night
7 Nights - $4,517
House
6 Bedrooms
2 Bathrooms
14 Guests
1195 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $503
/Night
7 Nights - $3,520
House
5 Bedrooms
4 Bathrooms
9 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $486
/Night
7 Nights - $3,399
House
6 Bedrooms
2 Bathrooms
11 Guests
980 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $478
/Night
7 Nights - $3,344
See More Family Vacation Rentals in Chesterfield on FVR
Wheelchair Accessible Vacation Homes in Chesterfield
Over 11+
Wheelchair Accessible Vacation Homes in or Near Chesterfield
House
9.8
(
47 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
6996.54 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Internet
US $166
/Night
7 Nights - $1,165
Hotel
7.8
(
17 Reviews
)
-
Breakfast -
Internet
-
Child Friendly
-
Wheelchair Accessible
US $139
/Night
7 Nights - $972
House
4.0
(
2 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
1313.2 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $329
/Night
7 Nights - $2,304
US $135
/Night
7 Nights - $942
Hotel
9.6
(
559 Reviews
)
505.9 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Internet
US $204
/Night
7 Nights - $1,425
US $217
/Night
7 Nights - $1,520
Hotel
9.4
(
645 Reviews
)
693.67 ft²
-
Breakfast
-
EV Charge Station
-
Parking
-
Balcony/Terrace
US $215
/Night
7 Nights - $1,506
Hotel
7.8
(
1000 Reviews
)
-
Breakfast
-
Kitchen
-
Internet
-
Child Friendly
US $57
/Night
7 Nights - $398
Chesterfield Vacation Rentals and Airbnb Places to Stay Under $200
Over 138+
Chesterfield Vacation Rentals and Airbnb Places to Stay Under $200
Cottage
9.0
(
4 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $154
/Night
7 Nights - $1,081
House
10.0
(
4 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
947.22 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Internet
US $141
/Night
7 Nights - $985
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Pet Friendly
US $144
/Night
7 Nights - $1,010
House
7.4
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
807 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $163
/Night
7 Nights - $1,139
House
4.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
861 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $149
/Night
7 Nights - $1,044
House
3 Bedrooms
2 Bathrooms
5 Guests
1399 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Pet Friendly
US $196
/Night
7 Nights - $1,374
Cottage
3 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $170
/Night
7 Nights - $1,187
Cottage
2 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $164
/Night
7 Nights - $1,148
See More Chesterfield Vacation Rental Deals
Instantly Bookable Vacation Homes in Chesterfield
Over 80+
Instantly Bookable Vacation Homes in or Near Chesterfield
Cottage
10.0
(
5 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $246
/Night
7 Nights - $1,725
US $1,030
/Night
7 Nights - $7,210
Cottage
10.0
(
4 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $488
/Night
7 Nights - $3,418
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
8 Guests
1561 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $426
/Night
7 Nights - $2,981
Apartment
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Laundry
US $206
/Night
7 Nights - $1,441
Cottage
9.8
(
20 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1292 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $330
/Night
7 Nights - $2,307
Cottage
9.8
(
6 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $242
/Night
7 Nights - $1,696
Cottage
7.0
(
4 Reviews
)
4 Bedrooms
2 Bathrooms
6 Guests
1399 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $548
/Night
7 Nights - $3,836
About Chesterfield Vacation Rentals
With more than 288 Chesterfield vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Chesterfield.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Chesterfield, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Chesterfield. Places to stay near Chesterfield are 536.76 ft² on average, with prices averaging US $354 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Chesterfield with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Chesterfield
| Type | Count |
|---|---|
| Vacation Homes | 149 |
| Cottages | 77 |
| Holiday Apartments | 32 |
| Hotels | 24 |
| Cabin Rentals | 3 |
| B&B | 2 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Chesterfield
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chesterfield.
Weather in Chesterfield
View the weather forecast for Chesterfield before booking your Chesterfield Vacation Rentals to confirm your best time to go.
December - February
High 43°F Low 32°F
March - May
High 61°F Low 36°F
June - August
High 63°F Low 48°F
September - November
High 58°F Low 35°F
Top Attractions Around Chesterfield, GB
Estiavillas offers a large selection of top attractions around Chesterfield. Research things to do on your vacation before you visit Chesterfield.
Hardwick Hall
Bolsover Castle
Chesterfield Market
Pomegranate Theatre
Barrow Hill Roundhouse Railway Centre
Queen's Park
Mecca Bingo
The Herb Garden
Hotel Van Dyk Theater
Sutton Scarsdale Hall
Poolsbrook Country Park
Chesterfield Museum & Art Gallery
St Mary & All Saints Church
Holme Brook Country Park
Grassmoor Country Park
Hardwick Hall-Derbyshire Country Park
University of Nottingham
Motorpoint Arena Nottingham
Chatsworth House
Peak District National Park
Other Places to Stay Near Chesterfield, GB
Kelstedge
299 Properties
North East Derbyshire District
203 Properties
Cutthorpe
194 Properties
Woolley Moor
190 Properties
Old Brampton
190 Properties
Stonedge
175 Properties
Holymoorside
159 Properties
Clay Cross
130 Properties
Chesterfield District
127 Properties
Brimington
127 Properties
Clowne
49 Properties
Palterton
44 Properties
Complexes around Chesterfield, GB
The Rumblings
6 Properties
Accommodation Cutthorpe Chesterfield
4 Properties
Der
4 Properties
Cherry Fields
3 Properties
Ibis Chesterfield North Barlborough
3 Properties
Peak Edge Hotel
3 Properties
The Grocery
3 Properties
The Stables
3 Properties
White Horse Woolley Moor
3 Properties
Ibis Chesterfield Centre Market Town
2 Properties
Ringwood Hall Hotel
2 Properties
Accommodation Alton Chesterfield
1 Properties
Littlecootes Farm
1 Properties
The Tack Cottage
1 Properties
Whitton Lodge
1 Properties
Chesterfield Vacation Rental Frequently Asked Questions
Which vacation homes in Chesterfield are best for families?
If you are looking for a family-friendly vacation home in Chesterfield, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chesterfield:
How many vacation rentals are available in Chesterfield?
Currently, the total number of properties listed in 2026 is over 288 in the Chesterfield area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chesterfield.
