Chesterfield Holiday Rentals

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Our top choices for Chesterfield holiday rentals

8.4 out of 10, Very good, (5 reviews)
"Excellent location and had everything we needed for our fishing vacation. "
United States
Anthony
The price is NZ$482
includes taxes & fees
15 Mar - 16 Mar
Fisherman's Cottage with lake access and dock private parking
9.6 out of 10, Exceptional, (14 reviews)
"Spacious farmhouse, close to relatives. Adequate kitchen for cooking additions for a holiday meal. "
United States
Beth L.
The price is NZ$487
includes taxes & fees
16 Mar - 17 Mar
Charming old farmhouse, spacious 2-bedroom on 2+ acres
9.8 out of 10, Exceptional, (14 reviews)
"The host was friendly and helpful during our stay as a bachelorette party! The rooms were super fun to take photos in and were very clean. Great location and easy parking."
United States
Autumn S.
The price is NZ$523
includes taxes & fees
30 Mar - 31 Mar
SelfieBnb | Great for Content Creation & Selfies
10.0 out of 10, Exceptional, (1 review)
The price is NZ$605
includes taxes & fees
15 Mar - 16 Mar
Charming 3BR home w/ yard and fireplace in Troy
10.0 out of 10, Exceptional, (9 reviews)
"House was as advertised. Close to several local restaurants and bars. "
United States
James S.
The price is NZ$321
includes taxes & fees
15 Mar - 16 Mar
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.

Apartment in Algonac

Algonac's Riverview Retreat
9.4 out of 10, Exceptional, (13 reviews)
"Great place. Tight parking."
United States
Robert S.
The price is NZ$408
includes taxes & fees
16 Mar - 17 Mar
Algonac's Riverview Retreat
10.0 out of 10, Exceptional, (35 reviews)
"This was our second stay. Love the coziness and accessibility to the boat launch, restaurants, beach area. Will stay again soon."
United States
David S.
The price is NZ$478
includes taxes & fees
30 Mar - 31 Mar
The Harbor House - Entire 1st Floor Waterfront
10.0 out of 10, Exceptional, (1 review)
"The place was amazing and so comfortable! Loved the airiness feeling. The neighbor hood was family friendly and quiet. The host was amazing and super helpful. Place was super clean and had everything we needed...our dogs loved the fenced backyard...being able to roam freely. Check in and check out was super easy...lots of shopping and eateries up the street. Will definitely book here again! A"
United States
Angie G.
The price is NZ$411
includes taxes & fees
17 Mar - 18 Mar
Modern Retreat in the Heart of Royal Oak
9.8 out of 10, Exceptional, (10 reviews)
"Great place to stay on the lake! Loved it. Highly recommended!"
United States
Christian B.
The price is NZ$425
includes taxes & fees
15 Mar - 16 Mar
Cozy 2-bedroom bungalow on Lake St Clair with plenty of room to dock your boat!

Holiday Home in rochester hills

private and spacious
10.0 out of 10, Exceptional, (87 reviews)
"Delightful host. Great place to stay!"
Canada
Graham
The price is NZ$252
includes taxes & fees
15 Mar - 16 Mar
private and spacious

Apartment in Armada

Armada Corners
8.6 out of 10, Excellent, (4 reviews)
"Very nice host. With a very nice place. Definitely would stay again "
United States
matthew s.
The price is NZ$273
includes taxes & fees
15 Mar - 16 Mar
Armada Corners
9.8 out of 10, Exceptional, (21 reviews)
"Good location, smooth check in. We enjoyed our stay."
United States
Gregory W.
The price is NZ$443
includes taxes & fees
5 Apr - 6 Apr
Saint Clair River Two Bedroom apt private entrance New Construction
9.4 out of 10, Exceptional, (8 reviews)
"Nice stay "
United States
Amanda M.
The price is NZ$546
includes taxes & fees
16 Mar - 17 Mar
The Drift House- Spacious Boho Family Retreat- 4 bds, 2 baths, 6 TVs, Movie Room
10.0 out of 10, Exceptional, (80 reviews)
"Excellent "
United States
David S.
The price is NZ$616
includes taxes & fees
15 Mar - 16 Mar
Clean Cozy Home on the St. Clair River, 4 bedroom Sleeps 7
10.0 out of 10, Exceptional, (2 reviews)
"I really enjoyed my stay. The house was well-equipped and had everything I needed. Dishes, glassware, pots and pans were very nice. The beds were super comfortable with nice linens. The lovely dining area (seats 4) and big bathroom made the place feel so much nicer than staying in a hotel. I will definitely stay here again when I come back to Michigan to visit family."
United States
DrEllenMaddin
The price is NZ$279
includes taxes & fees
15 Mar - 16 Mar
Cozy Hazel Park 2BR retreat w/free parking near top attractions
10.0 out of 10, Exceptional, (3 reviews)
The price is NZ$413
includes taxes & fees
14 Apr - 15 Apr
This property offers a clean and comfortable modern vibe with updated furniture and decorations
9.6 out of 10, Exceptional, (26 reviews)
"Everything you need for a fishing cabin and more! Great location!"
United States
David F.
The price is NZ$521
includes taxes & fees
15 Mar - 16 Mar
Lake StClair Belvedere bay hot tub 2 boat wells fishing paddle boards, kayak
10.0 out of 10, Exceptional, (9 reviews)
"The house was clean and comfortable with 3 nice bedrooms and a bug sectional sofa in the living room. The neighborhood was nice and conveniently located for us with plenty of local amenities. We had a great trip!"
United States
Stu G.
The price is NZ$471
includes taxes & fees
17 Mar - 18 Mar
Colorful Retreat, w/ Firepit and 2 TV's. By Royal Oak!
The price is NZ$297
includes taxes & fees
15 Mar - 16 Mar
Cozy 1-bedroom condo near downtown Clawson with WiFi, AC
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay here! House is a cute private house in a very convenient area. All the amenities were in great shape, and the hosts were very helpful and accommodating for us. We would love to stay again sometime!"
United States
Gaybriell P.
The price is NZ$457
includes taxes & fees
19 Mar - 20 Mar
The Little Hamster - by Ferndale & Royal Oak w/ 2TVs - Open Concept - Modern
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 favorite 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 depends 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 NZ$132 per night. Entering your travel dates in the search wizard you might find 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 WiFi 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.