Chesterfield Holiday Rentals

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Holiday Rentals in Chesterfield

Affordable Suites of America Detroit-Warren
3.0 star property
7.4 out of 10, Good, (1366)
"Clean room"
United States
Maurice
The price is AU$116
includes taxes & fees
13 Nov - 14 Nov
Affordable Suites of America Detroit-Warren
Evanston BnB
3.0 star property
8.6 out of 10, Excellent, (13)
"We enjoyed our staycation it was very chill and had extra blankets covers and pillows "
United States
Rayshona
The price is AU$254
includes taxes & fees
21 Oct - 22 Oct
Evanston BnB
private and spacious
10.0 out of 10, Exceptional, (78)
"Very nice place and quiet.Will book again if I’m on the area."
United States
Edward
The price is AU$221
includes taxes & fees
21 Oct - 22 Oct
private and spacious
Clean Cozy Home on the St. Clair River, 4 bedroom Sleeps 7
10.0 out of 10, Exceptional, (80)
"Second stay at this property. Perfect for fishermen. "
United States
Donald K.
The price is AU$567
includes taxes & fees
2 Nov - 3 Nov
Clean Cozy Home on the St. Clair River, 4 bedroom Sleeps 7
Elegant & spacious 3/2 Gem in Harper Woods
9.6 out of 10, Exceptional, (36)
"Second time staying here. Relatively quiet neighborhood. Spacious. The gazebo in the back yard is especially nice."
United States
Robbie S.
The price is AU$574
includes taxes & fees
21 Oct - 22 Oct
Elegant & spacious 3/2 Gem in Harper Woods
★Entertainment & Game Room w/ Bar★ Cheerful and Bright Ranch w/ 2 Full Baths
10.0 out of 10, Exceptional, (25)
"Here for travel baseball. Everything worked out great and the close parks were a nice perk. "
United States
Aaron F.
The price is AU$528
includes taxes & fees
21 Oct - 22 Oct
★Entertainment & Game Room w/ Bar★ Cheerful and Bright Ranch w/ 2 Full Baths
SelfieBnb | Great for Content Creation & Selfies
9.8 out of 10, Exceptional, (13)
"Great place for my birthday! Loved the amount of places to sleep! "
United States
Savana R.
The price is AU$492
includes taxes & fees
21 Oct - 22 Oct
SelfieBnb | Great for Content Creation & Selfies
The Harbor House - Entire 1st Floor Waterfront
10.0 out of 10, Exceptional, (32)
"Great accommodations great place to stay great owners "
United States
Daniel L.
The price is AU$418
includes taxes & fees
27 Oct - 28 Oct
The Harbor House - Entire 1st Floor Waterfront
Peachtree/Royal Oak's Sweet Spot/King Bed
10.0 out of 10, Exceptional, (17)
"Very nice place. Good location. Very clean with nice living room and comfortable beds."
United States
Evelyn G.
The price is AU$597
includes taxes & fees
21 Oct - 22 Oct
Peachtree/Royal Oak's Sweet Spot/King Bed
Lake StClair Belvedere bay hot tub 2 boat wells fishing paddle boards, kayak
9.6 out of 10, Exceptional, (24)
"This place is way under sold in the pictures. The house is great and i will return there in the future. "
United States
steve
The price is AU$482
includes taxes & fees
2 Nov - 3 Nov
Lake StClair Belvedere bay hot tub 2 boat wells fishing paddle boards, kayak
Saint Clair River Two Bedroom apt private entrance New Construction
9.8 out of 10, Exceptional, (21)
"We had a wonderful time at the lake house! The hosts were very kind and accommodating. "
United States
Ty S.
The price is AU$384
includes taxes & fees
1 Nov - 2 Nov
Saint Clair River Two Bedroom apt private entrance New Construction
★Entertainment & Game Room w/ Bar★ Cheerful Royal Oak Bungalow w/ 2 Full Baths
10.0 out of 10, Exceptional, (22)
"Host was great, property was comfortable and clean."
United States
Joseph E.
The price is AU$668
includes taxes & fees
7 Nov - 8 Nov
★Entertainment & Game Room w/ Bar★ Cheerful Royal Oak Bungalow w/ 2 Full Baths
Entire home in Grosse Pointe Park ... Welcome to the MotorcityBnB!
10.0 out of 10, Exceptional, (26)
"Excellent for family"
United States
larry k.
The price is AU$1,826
includes taxes & fees
30 Oct - 31 Oct
Entire home in Grosse Pointe Park ... Welcome to the MotorcityBnB!
Luxury Downtown Retreat - Prime Spot - Sleeps 6
2.0 star property
10.0 out of 10, Exceptional, (4)
"“We had such a wonderful stay! The property was exactly as described—clean, comfortable, and stocked with everything we needed. The location was convenient, and the host was very responsive and made the process so easy. We’d definitely stay here again!”"
United States
Lisa E.
The price is AU$488
includes taxes & fees
21 Oct - 22 Oct
Luxury Downtown Retreat - Prime Spot - Sleeps 6
Air-Conditioned Studio | Pool
9.4 out of 10, Exceptional, (13)
"The stay was great! "
Canada
Dustin L.
The price is AU$228
includes taxes & fees
9 Nov - 10 Nov
Air-Conditioned Studio | Pool
Spacious Home| Pet Friendly| Ideal for Long Stays
9.2 out of 10, Wonderful, (26)
"The house was very cute and perfect for what we needed. Would definitely stay here a gain"
United States
Sheri B.
The price is AU$578
includes taxes & fees
24 Oct - 25 Oct
Spacious Home| Pet Friendly| Ideal for Long Stays
🛋️ Cozy Meets Contemporary Modern one bedroom with Fireplace & Smart TV – The Gratiot
2.0 star property
The price is AU$406
includes taxes & fees
3 Nov - 4 Nov
🛋️ Cozy Meets Contemporary Modern one bedroom with Fireplace & Smart TV – The Gratiot
Algonac's Riverview Retreat
9.2 out of 10, Wonderful, (12)
"Great place. Tight parking."
United States
Robert S.
The price is AU$338
includes taxes & fees
27 Oct - 28 Oct
Algonac's Riverview Retreat
Newly-built modern farmhouse condo available in Grosse Pointe Park!
10.0 out of 10, Exceptional, (10)
"Just a quick stay for a medical appt but was really pleased and will stay again if in area!"
United States
Mitchell
The price is AU$361
includes taxes & fees
21 Oct - 22 Oct
Newly-built modern farmhouse condo available in Grosse Pointe Park!
Calm & Cozy 3BR King Bed Free Wifi | Washer Dryer
9.6 out of 10, Exceptional, (14)
"The house was very comfortable and just the right size for us. Great fenced in yard for dogs, and lovely, quiet neighborhood!"
United States
Katherine M.
The price is AU$552
includes taxes & fees
11 Nov - 12 Nov
Calm & Cozy 3BR King Bed Free Wifi | Washer Dryer
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.
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Top Chesterfield Hotel Reviews

Find out more about Chesterfield

Everything you need to know about Chesterfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chesterfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterfield holiday rentals we have selected for you start as low as AU$116 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Chesterfield?

Yes, there are holiday rentals close to the most popular sights in Chesterfield, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Chesterfield has a good selection of restaurants. Make sure you have time to check out the shopping and entertainment choices during your trip.

What are some of the best holiday rentals that Chesterfield has to offer?

Full home, 420 friendly: This holiday home rental outside of Chesterfield is equipped with a selection of games, air conditioning and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Chesterfield?

Explore the area and family-friendly sights such as C.J. Barrymore's, or get out into nature at a spot like Metro Beach. Sycamore Hills Golf Club and Emerald Theatre are a couple of places you'll find in the wider area.

What’s a holiday rental in Chesterfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesterfield. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.