Chesterfield Vacation Rentals

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Chesterfield vacation homes

A modern kitchen with a marble island, blue bar stools, and a view of the street through large windows.

1. Pet Friendly / Gated Backyard / Game room/ Hot Tub

Pet Friendly / Gated Backyard / Game room/ Hot Tub
New Baltimore
10.0 out of 10, Exceptional, (13 reviews)
"Excellent weekend getaway for young families. Walkable to beach, downtown new Baltimore, and some other restaurants. Great spot!"
United States
Sharan S.
The price is CA $236
CA $535 total
includes taxes & fees
Nov 9 - Nov 10
Pet Friendly / Gated Backyard / Game room/ Hot Tub
A waterfront property with a large house, a dock, and a boat.

2. Lake StClair Belvedere bay hot tub 2 boat wells fishing paddle boards, kayak

Lake StClair Belvedere bay hot tub 2 boat wells fishing paddle boards, kayak
Harrison Township
9.6 out of 10, Exceptional, (35 reviews)
"Everything you need for a fishing cabin and more! Great location!"
United States
David F.
The price is CA $238
CA $448 total
includes taxes & fees
Nov 29 - Nov 30
Lake StClair Belvedere bay hot tub 2 boat wells fishing paddle boards, kayak
A covered patio area with a pool, a seating area with chairs, and a view of the backyard.

3. 3-bedroom vacation home just 4 minutes to Lake Saint Clair

3-bedroom vacation home just 4 minutes to Lake Saint Clair
Harrison Township
9.6 out of 10, Exceptional, (11 reviews)
"Awesome location, awesome house, and awesome host.Will definitely be back."
United States
Roger Z.
The price is CA $440
CA $804 total
includes taxes & fees
Nov 9 - Nov 10
3-bedroom vacation home just 4 minutes to Lake Saint Clair
A room with a large window, a sofa with a cushion that says "let the adventure begin," and a television on the wall.

4. The Harbor House - Entire 1st Floor Waterfront

The Harbor House - Entire 1st Floor Waterfront
Marine City
10.0 out of 10, Exceptional, (51 reviews)
"Great host"
United States
Kate K.
The price is CA $153
CA $383 total
includes taxes & fees
Nov 9 - Nov 10
The Harbor House - Entire 1st Floor Waterfront
A spacious living room with hardwood flooring, a dark sofa, a red couch, and a large window providing natural light.

5. Crooked Little Farmhouse! Spacious 2-bed on 2+ acres - Romeo, MI

Crooked Little Farmhouse! Spacious 2-bed on 2+ acres - Romeo, MI
Bruce Township
9.4 out of 10, Exceptional, (32 reviews)
"Great quiet place with plenty of space, will stay here again and recommend!"
United States
Eric M.
The price is CA $153
CA $393 total
includes taxes & fees
Nov 9 - Nov 10
Crooked Little Farmhouse! Spacious 2-bed on 2+ acres - Romeo, MI
A kitchen with white cabinets, a granite countertop, a coffee maker, and a window with blinds.

6. 2 Family Duplex Home | Shelby Township | Sleeps 10+

2 Family Duplex Home | Shelby Township | Sleeps 10+
Shelby Township
9.8 out of 10, Exceptional, (6 reviews)
"Our stay at this property was great. It was clean, comfortable and peaceful. We look forward to a future stay at this property when coming back into the area."
United States
Larry W.
The price is CA $610
CA $1,331 total
includes taxes & fees
Nov 9 - Nov 10
2 Family Duplex Home | Shelby Township | Sleeps 10+
A wooden deck with a stone pathway leading to a white building.

7. Spacious 3BR Home / Smart TVs, Stocked Kitchen & Family Comfort

Spacious 3BR Home / Smart TVs, Stocked Kitchen & Family Comfort
Warren
10.0 out of 10, Exceptional, (10 reviews)
"Host was very responsive. Rooms were comfortable. Would stay again. "
United States
Vicki H.
The price is CA $153
CA $333 total
includes taxes & fees
Nov 16 - Nov 17
Spacious 3BR Home / Smart TVs, Stocked Kitchen & Family Comfort
A two-story house with a front porch, a garage, and a well-maintained lawn.

8. Bright & Spacious Home • Perfect for Families 2 Queen Bedrooms 2 Full-Bathrooms

Bright & Spacious Home • Perfect for Families 2 Queen Bedrooms 2 Full-Bathrooms
Warren
10.0 out of 10, Exceptional, (2 reviews)
"Super cleanNice quiet neighborhood Couple of people walking by when we were pulling waved when we did - that’s always a good sign House has lots of room Not super homey feeling with a lot of decorations but very functional Communication with the host was very good"
United States
David P.
The price is CA $263
CA $362 total
includes taxes & fees
Dec 1 - Dec 2
Bright & Spacious Home • Perfect for Families 2 Queen Bedrooms 2 Full-Bathrooms
Dining

9. The Woven Oak - Gorgeous & Cozy Cottage with Game Room, Bar & 2 Full Baths

The Woven Oak - Gorgeous & Cozy Cottage with Game Room, Bar & 2 Full Baths
Royal Oak
10.0 out of 10, Exceptional, (54 reviews)
"Everything was perfect, would stay again!"
United States
Josh G.
The price is CA $156
CA $462 total
includes taxes & fees
Nov 16 - Nov 17
The Woven Oak - Gorgeous & Cozy Cottage with Game Room, Bar & 2 Full Baths
A kitchen with white cabinets, a coffee maker, a toaster, and various containers on a marble countertop.

10. ★Entertainment & Game Room w/ Bar★ Cheerful and Bright Ranch w/ 2 Full Baths

★Entertainment & Game Room w/ Bar★ Cheerful and Bright Ranch w/ 2 Full Baths
Madison Heights
10.0 out of 10, Exceptional, (37 reviews)
"Very clean, and in a great location close to everything, including the zoo! "
United States
Jodi T.
★Entertainment & Game Room w/ Bar★ Cheerful and Bright Ranch w/ 2 Full Baths
A living room with a ceiling fan, a TV, a yellow sofa, and a dining area with chairs and a table.

11. Alma’s Garden Inn – Grand Executive Suite 2BR King & Queen

Alma’s Garden Inn – Grand Executive Suite 2BR King & Queen
Detroit
7.4 out of 10, Good, (6 reviews)
"THE LOCATION OF THIS PROPORTY WAS BAD AND THERE WERE NO TOWELS AND"
United States
DeLano D.
The price is CA $191
CA $322 total
includes taxes & fees
Nov 9 - Nov 10
Alma’s Garden Inn – Grand Executive Suite 2BR King & Queen
Living area

12. Inner City Detroit Duplex

Inner City Detroit Duplex
detroit
8.8 out of 10, Excellent, (3 reviews)
"It was clean and nice"
United States
Layla H.
The price is CA $184
CA $243 total
includes taxes & fees
Nov 9 - Nov 10
Inner City Detroit Duplex
A two-story house with a garage, large windows, and a brick facade.

13. Sterling Heights Retreat !

Sterling Heights Retreat !
Sterling Heights
The price is CA $396
CA $640 total
includes taxes & fees
Nov 9 - Nov 10
Sterling Heights Retreat !
A bedroom with two beds, a nightstand, a dresser, and a mirror.

14. White Lotus Retreat — An Immersive Smart Home

White Lotus Retreat — An Immersive Smart Home
Royal Oak
10.0 out of 10, Exceptional, (2 reviews)
"The house was nice. I My family absolutely LOVEDDDD the house!!! it was a beautiful home and the host was perfect. Kept in contact with me and made himself available. I cannot say ANYTHING wrong!! Really Enjoyed My Stay!!! Thanks for having us."
United States
Anonymous traveller
The price is CA $206
CA $520 total
includes taxes & fees
Nov 10 - Nov 11
White Lotus Retreat — An Immersive Smart Home
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a bar area with two white barstools.

15. Modern Retreat in the Heart of Royal Oak

Modern Retreat in the Heart of Royal Oak
Royal Oak
8.6 out of 10, Excellent, (4 reviews)
"All was as advertised. Very comfortable home. Only suggestion is supplies such as paper towels and tissues might be more plentiful. "
United States
Howard G.
The price is CA $180
CA $404 total
includes taxes & fees
Dec 7 - Dec 8
Modern Retreat in the Heart of Royal Oak
A living room with a brown leather sectional sofa, a coffee table, and a dining area with wooden cabinets and a chandelier.

16. FamilyNest/King Bd/GameRoom

FamilyNest/King Bd/GameRoom
Royal Oak
9.2 out of 10, Wonderful, (21 reviews)
"This house is great, it has everything you need and is well maintained. The game room is a plus, we really enjoyed the pool table! The host is quick to respond and the check in was smooth. I would definitely stay here again."
United States
Gina R.
The price is CA $285
CA $576 total
includes taxes & fees
Nov 19 - Nov 20
FamilyNest/King Bd/GameRoom
A patio area with outdoor furniture, a table, and a blue umbrella.

17. Happy Bungalow. Cozy Historic Charmer- Walk to Town, Parks and Trails!

Happy Bungalow. Cozy Historic Charmer- Walk to Town, Parks and Trails!
Auburn Hills
10.0 out of 10, Exceptional, (31 reviews)
"Very well managed property, good location, very clean, nice decor and cozy vibe, great outdoor area with plenty of seating and fire pit. Just a really nice property with a great host, we would definitely rent it again."
United States
Gregory T.
The price is CA $312
CA $587 total
includes taxes & fees
Nov 11 - Nov 12
Happy Bungalow. Cozy Historic Charmer- Walk to Town, Parks and Trails!
A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

18. Full home, 420 friendly

Full home, 420 friendly
Detroit
8.2 out of 10, Very good, (44 reviews)
"i stayed the night , very comfortable , beautiful property "
United States
Kailey E.
The price is CA $254
CA $429 total
includes taxes & fees
Nov 9 - Nov 10
Full home, 420 friendly
A modern living room with a glass dining table, grey sofas, and a large abstract painting.

19. Birmingham Retreat - Relax & Enjoy

Birmingham Retreat - Relax & Enjoy
Birmingham
9.0 out of 10, Wonderful, (4 reviews)
"Excellent location, spacious and welcoming, a wonderful get-away place for business or pleasure! "
United States
Soumitra G.
The price is CA $251
CA $629 total
includes taxes & fees
Nov 9 - Nov 10
Birmingham Retreat - Relax & Enjoy
A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

20. Luxury Downtown Retreat - Prime Spot - Sleeps 6

Luxury Downtown Retreat - Prime Spot - Sleeps 6
Royal Oak
9.0 out of 10, Wonderful, (10 reviews)
"Great location, clean and plenty of space!"
United States
Andrew F.
The price is CA $263
CA $543 total
includes taxes & fees
Nov 18 - Nov 19
Luxury Downtown Retreat - Prime Spot - Sleeps 6
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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Learn more about Chesterfield

Stroll along the scenic Salt River, where kayakers paddle past lush riverbanks and fishermen cast lines for bass. Families flock to Brandenburg Park's sandy beach, while history buffs explore the restored 19th-century schoolhouse at the Chesterfield Historical Village.

See all hotels in Chesterfield
An aerial view of a coastal town with a marina, houses, and a large body of water.

Top reviews in Chesterfield

A modern lobby with a blue sofa, a reception desk, a stone wall, and a fireplace.
Fairfield Inn & Suites by Marriott Detroit Chesterfield

Fairfield Inn & Suites by Marriott Detroit Chesterfield

Fairfield Inn & Suites by Marriott Detroit Chesterfield
New Baltimore

10/10 Excellent

My wife and I enjoyed our stay. Facilities where clear and well maintained. All in all a good experience.
Canada
Michael Hurley
Reviewed October 4, 2026
Fairfield Inn & Suites by Marriott Detroit Chesterfield

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