Estia Villas - Vacation Rentals in Chesterfield
Villa
9.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking -
Pool -
Balcony/Terrace -
Kitchen
US $415
/Night
7 Nights - $2,907
Villa
2.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
6 Guests
-
Hot Tub -
Parking
-
Balcony/Terrace
-
Kitchen
US $316
/Night
7 Nights - $2,214
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Luxury Places to Stay in Chesterfield
Over 198+
Luxury Places to Stay in or Near Chesterfield
Unlock the Best Price
US $9,942
/Night
7 Nights - $69,593
House
3 Bedrooms
2 Bathrooms
6 Guests
1496.18 ft²
-
Parking
-
Balcony/Terrace
-
View -
Air Conditioner
US $976
/Night
7 Nights - $6,834
House
6.0
(
2 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
2450 ft²
-
Private Pool -
Hot Tub
-
Parking
-
Pool
US $947
/Night
7 Nights - $6,628
House
8.4
(
21 Reviews
)
4 Bedrooms
3 Bathrooms
16 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $808
/Night
7 Nights - $5,654
House
4 Bedrooms
3 Bathrooms
8 Guests
-
Kitchen
-
Air Conditioner
-
Internet -
Child Friendly
US $746
/Night
7 Nights - $5,225
House
10.0
(
1 Review
)
5 Bedrooms
3 Bathrooms
16 Guests
2500 ft²
-
Air Conditioner
-
Internet
-
Laundry -
Bedding/Linens
US $722
/Night
7 Nights - $5,051
House
9.4
(
106 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1732 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $713
/Night
7 Nights - $4,988
See More Chesterfield Luxury Vacation Rentals
Find More Chesterfield Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Chesterfield
Over 50+
Top-Rated Vacation Rentals with a Pool in or Near Chesterfield
House
10.0
(
13 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
2580 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $408
/Night
7 Nights - $2,856
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
1665 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $362
/Night
7 Nights - $2,534
House
9.8
(
11 Reviews
)
4 Bedrooms
3 Bathrooms
5 Guests
3900 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $185
/Night
7 Nights - $1,297
House
9.3
(
3 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
2583.34 ft²
-
Oceanfront -
Parking
-
Pool
-
Ocean View
US $400
/Night
7 Nights - $2,799
US $123
/Night
7 Nights - $860
Hotel
9.0
(
873 Reviews
)
-
Breakfast -
Parking
-
Pool
-
Balcony/Terrace
US $114
/Night
7 Nights - $799
US $120
/Night
7 Nights - $839
House
9.0
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $410
/Night
7 Nights - $2,868
Pet-Friendly Vacation Rentals in Chesterfield
Over 36+
Pet-Friendly Vacation Rentals in or Near Chesterfield
House
10.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $315
/Night
7 Nights - $2,204
House
4 Bedrooms
2 Bathrooms
9 Guests
1915.98 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $180
/Night
7 Nights - $1,260
Apartment
5.4
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $298
/Night
7 Nights - $2,084
House
9.8
(
16 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1331 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $401
/Night
7 Nights - $2,810
House
9.8
(
10 Reviews
)
4 Bedrooms
2 Bathrooms
11 Guests
2819 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $427
/Night
7 Nights - $2,991
House
3 Bedrooms
2 Bathrooms
8 Guests
2710 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $321
/Night
7 Nights - $2,244
Condo
2 Bedrooms
2 Bathrooms
6 Guests
1078 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $279
/Night
7 Nights - $1,956
House
3 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $274
/Night
7 Nights - $1,920
See More Pet-Friendly Vacation Rentals in Chesterfield on PetFriendly.io
Large Vacation Homes & Villas in Chesterfield
Over 13+
Large Vacation Homes & Villas in or Near Chesterfield
House
7.6
(
5 Reviews
)
4 Bedrooms
2 Bathrooms
13 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $390
/Night
7 Nights - $2,728
House
8.5
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
13 Guests
2002.09 ft²
-
Parking
-
View
-
Air Conditioner
-
Internet
US $346
/Night
7 Nights - $2,422
New
House
3 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $351
/Night
7 Nights - $2,457
House
10.0
(
7 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $242
/Night
7 Nights - $1,696
House
9.8
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $297
/Night
7 Nights - $2,081
House
10.0
(
13 Reviews
)
5 Bedrooms
5 Bathrooms
12 Guests
4565 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $655
/Night
7 Nights - $4,582
House
6.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
13 Guests
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $365
/Night
7 Nights - $2,555
House
5.0
(
2 Reviews
)
5 Bedrooms
4 Bathrooms
20 Guests
4100 ft²
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $449
/Night
7 Nights - $3,143
See More Family Vacation Rentals in Chesterfield on FVR
Wheelchair Accessible Vacation Homes in Chesterfield
Over 34+
Wheelchair Accessible Vacation Homes in or Near Chesterfield
Condo
10.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1078 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $249
/Night
7 Nights - $1,745
Apartment
1 Bedroom
1 Bathroom
3 Guests
10763.91 ft²
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $111
/Night
7 Nights - $777
US $167
/Night
7 Nights - $1,171
Condo
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
1078 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $197
/Night
7 Nights - $1,378
Condo
8.8
(
10 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1078 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $240
/Night
7 Nights - $1,682
House
8.4
(
5 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1078 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $271
/Night
7 Nights - $1,900
Condo
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
1078 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $193
/Night
7 Nights - $1,348
Condo
6.8
(
3 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1078 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $246
/Night
7 Nights - $1,724
Chesterfield Vacation Rentals and Airbnb Places to Stay Under $200
Over 92+
Chesterfield Vacation Rentals and Airbnb Places to Stay Under $200
House
9.2
(
40 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $125
/Night
7 Nights - $872
Apartment
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
548.96 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Laundry
US $80
/Night
7 Nights - $561
US $99
/Night
7 Nights - $696
House
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $187
/Night
7 Nights - $1,307
Condo
1 Bedroom
1 Bathroom
4 Guests
841 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $200
/Night
7 Nights - $1,399
Condo
1 Bedroom
1 Bathroom
4 Guests
841 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $199
/Night
7 Nights - $1,390
Condo
1 Bedroom
1 Bathroom
4 Guests
841 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $197
/Night
7 Nights - $1,381
Apartment
1 Bedroom
1 Bathroom
2 Guests
710 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $190
/Night
7 Nights - $1,329
See More Chesterfield Vacation Rental Deals
Instantly Bookable Vacation Homes in Chesterfield
Over 81+
Instantly Bookable Vacation Homes in or Near Chesterfield
House
10.0
(
6 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $265
/Night
7 Nights - $1,855
Condo
10.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1078 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $217
/Night
7 Nights - $1,516
Condo
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $252
/Night
7 Nights - $1,763
Condo
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
6 Guests
1078 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $216
/Night
7 Nights - $1,514
House
8.8
(
6 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1582 ft²
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $253
/Night
7 Nights - $1,769
Condo
8.6
(
4 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $228
/Night
7 Nights - $1,593
Condo
8.4
(
7 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $222
/Night
7 Nights - $1,553
Condo
8.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1078 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $236
/Night
7 Nights - $1,654
About Chesterfield Vacation Rentals
With more than 2 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 with prices averaging US $366 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 |
|---|---|
| Villas | 2 |
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 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Chesterfield Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Chesterfield?
There are a lot of options in Chesterfield. If you plan on staying in the Chesterfield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chesterfield:
How many vacation rentals have private pools in Chesterfield?
There are 4 vacation rentals with private pools near Chesterfield. Top-rated homes that have access to a swimming pool include:
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 2 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.
