
Family-friendly vacation rentals in Chesterfield Township
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Top-rated family-friendly rentals in Chesterfield Township
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chesterfield Township family-friendly rentals
Family-friendly home rentals with a hot tub

Huron River Lodge
Lisa and Phil have an amazing place and go above and beyond as hosts! They had fresh pastries, fruit, and flowers waiting for us. The kitchen is well stocked with pantry essentials and cooking gear. The property is immedicable and exemplifies Phil's wood-working craftsmanship. We took full advantage of the hot tub and also a tour of Phil's downstairs wood shop. While initially concerned about the train, we found it an exciting perk and our sleep was never disturbed even without ear plugs. We were lucky enough to be able to stay for 2 weeks and will definitely be recommending the "lodge" to friends and family!

Knut’s cottage on the lake
beautiful big comfortable home, great location with sunrises and sunsets, big windows looking onto lake Erie, wonderful host!

OldWestside Home-HotTub, Deck, On OWS Homes Tour
We had a wonderful stay, in a beautiful home and neighborhood. Our hosts made us feel right at home. It was an inviting and charming house. The deck and backyard were perfect for a small, family graduation gathering.

14th Homestead Farmhouse
Had an awesome stay for a couple nights. The house was a very charming old farm house with all the necessities and lots of space. the cafe at the back had really good drinks and extremely friendly baristas. Would definitely stay again if I'm staying in the area!

The Painted House by Eastern Market ~Boutique B&B~
Jason‘s place was pretty awesome. There’s a great little place called anthropology where you can get it a decent cup of coffee five minutes away walking distance. The river walk is a block away and your minutes away from Ford Field and all the amazing things that Detroit offers Jason‘s place is pretty cool; just as described. The five of us had an amazing meal cooked on the little barbecue outside.
Family- and pet-friendly home rentals

Erie Shores Cottages
Everything about this cottage was exactly what we were hoping for. It was right on the water and the sunsets were amazing. Very clean and everything we needed in the kitchen bathroom and bedrooms. Very comfortable and we loved the sunroom! The grounds were well kept too. And it was in close proximity to the ferry to Pelee Island and Point Pelee national park. I’ve already recommended this place to friends. We will definitely book this again if we are in that area in the future.

Fun private apartment with snacks! Clean deal!
Nick is a great host. We had a crazy late check in, and he didn’t sign off until he knew we were squared away (2:00 am). The location is nice and close to everything you want to do in downtown, but kinda tucked away and quiet. We would definitely stay at Nick’s again.

Rennovated Midtown Historic Flat with 2 Full Baths
We had a wonderful stay! The home was perfect for our family of four — clean, uncluttered, and thoughtfully appointed. The location was excellent, within easy walking distance to all the major sporting venues and a great selection of restaurants. Stephen’s communication was excellent throughout, making everything seamless. We’d absolutely stay here again!

Large family home on public beach access!
The house was perfect for our two families to share while in town for a hockey tournament. The place was nice and clean and had everything we needed. The place looks even better than in the photos. Would definitely return

North Shore Retreat
Stayed here for a holiday weekend with a family of four adults. The house location is fantastic! Beautiful sweeping views of Lake Erie from many rooms in the house, and nothing beat having coffee on the deck in the morning and a drink on the deck in the evening. Having the ravine next to us added to the privacy and wonderful animal watching (birds, fox, frogs). The home was charming, cozy, and had all the amenities we needed. We spent Sunday at the many walkable wineries. Can't recommend this place enough! We're looking forward to adding it to our getaway rotation!

Bright, cozy, private, 1 bedroom coach house
This is our second time staying here. William’s place is spacious, well-equipped, comfortable and quiet. William and Lily provide many thoughtful touches like eggs, juice, fruit, bread and jams. They are great hosts and we will definitely book here again.

Modern Mid-Century in Downtown Royal Oak!
This is the second of Jennifer’s listings we’ve stayed at and it was just as cozy and clean as the first! Jennifer is a very responsive and friendly host, and the house was clean, nicely decorated, and easy to settle into. Would happily stay again.

Super Nice Fenced Home WithNew65"TVAppliancesGrill
Diana is simply amazing, I travel often and stay at her homes every time.
Family-friendly home rentals with a pool

Luxury downtown condo
Auntie Blondie (as she told me to call her) was an awesome host. She was very thorough giving me a tour of the property and was a phone call away when I needed anything. The location and views were great for the price and would recommend this property to anyone in the area. Thank you again for allowing us to celebrate in your property.

4 BR home with pool
We enjoyed our stay and Chris was very accommodating and a great host!

Luxury Home - Indoor Pool - Fabulous Location
I’m so glad we chose this location! The indoor pool was a major highlight, it’s what sold us. The kids had a blast swimming without us having to worry about the weather. The area itself was peaceful and relaxing, and we were lucky enough to have clear skies to enjoy some stargazing. The home was stocked with fun extras like board games and pool toys, and we even got to enjoy a cozy little bonfire. The house itself was lovely, and I especially loved the kitchen, it had everything we needed. This stay definitely ranks as one of our favorites!

Lewis Farm Retreat
We arrived late and Debbie met and let us in. The tour was great, along with the history of their childhood growing up on the farm. Felt right at home from the get go. The pool was awesome as well as the horses. The children and younger adults loved it all. I would sincerely recommend this place to anyone that wants a home away from home! Debbie is amazing and very friendly! Lewis Farm Retreat the place to go!

Pool OPEN -book tonight
My family needed a larger place to stay over the holidays and we required a decent kitchen because we like to cook meals all together. This property met our expectations for every meal we had planned. The beds were clean and the rooms were all sufficiently sized for our needs. The additional amenity of having the indoor pool during the winter was great for all the kids to have an activity to do that they enjoy. This house has clearly served multiple generations of families and it made a nice touch for my family holiday. The host was available to message the entire stay and it didn’t feel like a problem if we needed anything or for questions. The secluded location was wonderful to wake up to but a little tricky to find in the dark for the first time check-in. All in all a very positive experience staying at this property.
Quick stats about vacation rentals that are family-friendly in Chesterfield Township
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
630 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Ford Field
- Little Caesars Arena
- Comerica Park
- Wesburn Golf & Country Club
- Oakland Hills Country Club
- Detroit Golf Club
- Lakeport State Park
- Detroit Zoo
- Warren Community Center
- Roseland Golf & Curling Club
- Orchard Lake Country Club
- Grosse Ile Golf & Country Club
- Motown Museum
- Seven Lakes State Park
- Coachwood Golf & Country Club
- Essex Golf & Country Club
- Country Club of Detroit
- Ambassador Golf Club
- Franklin Hills Country Club
- Bloomfield Hills Country Club
- Alpine Valley Ski Resort
- Sloan Museum
- Meadowbrook Country Club
- Bay Pointe Golf Club