House
10.0(41 Reviews)
3 Bedrooms
6 Guests
Parking
Ocean View
Balcony/Terrace
View
AU $612/Night
7 Nights - AU $4,282
Chesterfield Villa Rentals
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Compare Villas, Resorts, & Rentals in Chesterfield
10.0
House
9.0(2 Reviews)
2 Bedrooms
6 Guests
- Parking
Spa- View
Internet
AU $549/Night
7 Nights - AU $3,841
Cabin
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
AU $227/Night
7 Nights - AU $1,589
House
10.0(24 Reviews)
3 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
AU $418/Night
7 Nights - AU $2,922
House
3 Bedrooms
7 Guests
- Parking
- Internet
Pet Friendly
Child Friendly
AU $1,085/Night
7 Nights - AU $7,595
Cottage
10.0(21 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $314/Night
7 Nights - AU $2,196
Cabin
10.0(12 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
AU $1,276/Night
7 Nights - AU $8,934
Cottage
10.0(9 Reviews)
3 Bedrooms
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $532/Night
7 Nights - AU $3,727
House
10.0(7 Reviews)
6 Bedrooms
25 Guests
Hot Tub- Parking
Pool- Balcony/Terrace
AU $2,953/Night
7 Nights - AU $20,668
Luxury Places to Stay in Chesterfield
Over 21+ Luxury Places to Stay in or Near Chesterfield
House
7 Bedrooms
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
AU $2,815/Night
7 Nights - AU $19,705
House
9.8(9 Reviews)
5 Bedrooms
12 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
AU $1,026/Night
7 Nights - AU $7,183
New
House
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $891/Night
7 Nights - AU $6,236
AU $576/Night
7 Nights - AU $4,033
Cabin
9.6(67 Reviews)
3 Bedrooms
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $527/Night
7 Nights - AU $3,687
Cabin
2 Bedrooms
4 Guests
- Balcony/Terrace
- Kitchen
- Child Friendly
Bedding/Linens
AU $520/Night
7 Nights - AU $3,640
House
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $422/Night
7 Nights - AU $2,953
House
9.6(72 Reviews)
3 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
AU $370/Night
7 Nights - AU $2,590
Cabin
9.4(8 Reviews)
1 Bedroom
4 Guests
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
AU $319/Night
7 Nights - AU $2,232
Pet-Friendly Villas in Chesterfield
Over 5+ Pet-Friendly Private Villas in or Near Chesterfield
House
10.0(16 Reviews)
4 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $1,092/Night
7 Nights - AU $7,644
House
10.0(8 Reviews)
5 Bedrooms
10 Guests
- Parking
- Spa
- Balcony/Terrace
- Kitchen
AU $1,183/Night
7 Nights - AU $8,277
Cottage
10.0(1 Review)
2 Bedrooms
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $226/Night
7 Nights - AU $1,583
Cottage
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $457/Night
7 Nights - AU $3,200
Cabin
4 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
AU $450/Night
7 Nights - AU $3,150
Chesterfield Villas, Airbnb and Holiday Homes Under $200
Over 4+ Chesterfield Private Villas, Airbnb and Holiday Homes Under $200
New
Cabin
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $227/Night
7 Nights - AU $1,589
Cabin
1 Bedroom
2 Guests
- Air Conditioner
Laundry- Bedding/Linens
AU $252/Night
7 Nights - AU $1,764
Cottage
5.0(1 Review)
3 Bedrooms
6 Guests
- Balcony/Terrace
- Kitchen
- Child Friendly
TV
AU $68/Night
7 Nights - AU $474
Other
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Spa
- Kitchen
AU $181/Night
7 Nights - AU $1,270
Instantly Bookable Villa Rentals in Chesterfield
Over 1+ Instantly Bookable Private Villas in or Near Chesterfield
House
9.6(7 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
AU $396/Night
7 Nights - AU $2,773
Book a Last Minute Place to Stay in Chesterfield
About Chesterfield Vacation Rentals
There are more than 30 incredible getaway rentals that are available in Chesterfield. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Chesterfield.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Chesterfield, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Chesterfield. Places to stay near Chesterfield are 744.01 ft² on average, with prices averaging AU $697 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Chesterfield. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Chesterfield, MA
Hotels in Chesterfield and 24 rentals
- Prices for a holiday home in Chesterfield start at AU $227
- Top rated vacation home in Chesterfield is Charming, updated 3 bedroom farmhouse farm stay.
- Most popular short term in Chesterfield is Charming Farmhouse - quiet, private & peaceful
- Cheapest place to stay in Chesterfield is Mountain Retreat close to Northampton/Amherst with trails and peaceful nature!
- Most expensive holiday rental in Chesterfield is Extra large, quiet retreat with space for extended family, events - indoor pool
Recently Booked Hotels, Resorts, or Rentals in Chesterfield
Frequently Asked Questions About Chesterfield?
What are the top hotels or resorts in Chesterfield?
We provide an array of great vacation destinations in Chesterfield. If you are looking to stay in or around the Chesterfield area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Chesterfield:
- Charming, updated 3 bedroom farmhouse farm stay.
- A simple kind of paradise
- Cute and cozy lake cottage, next to DAR State Forest
- Lakefront Westhampton Cabin w/Beach + Kayaks!
- The Cottage at Quill Hollow -Family friendly w/central AC & high end appliances
- Extra large, quiet retreat with space for extended family, events - indoor pool
- Charming 2-bedroom house in beautiful countryside of Cummington, Ma
- Private river-front home with tennis court and hot tub in the Berkshire hills!
- Charming Farmhouse - quiet, private & peaceful
- Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.
Which hotel or resort in Chesterfield is best for families?
Searching for a family-friendly getaway in Chesterfield? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Chesterfield?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 30 in the Chesterfield area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Chesterfield.
