Doggy Day Care in Chesterton
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Chesterton doggy day care sitters

“Lindsay took great care of our Winston! While we were across the country visiting the beach, he got to have his own little beach vacation! We got lots of pictures and updates which made our first Rover experience a great one! Winston will be sure to visit his new bestie Lucy next time we need a sitter!”


About: I’m currently working from home so have enough time on my hands to work with dogs or sit for any animal right now. Angelique V Currently working from home so have enough time to take very good care of your fur babies and will keep you updated on my end Keep you updated as often as you like well your away from you fur dog . Will message you and send pictures and let you know there in good hands


“Nancy and Mark are such sweet pet people-they take care of our Penny pup so well-they send photos and I know she’s comfortable and having fun. They’re like a second home for our fur baby. Highly recommend!”


“I know I left a review before but I just had to leave another because really Diana's the best! We're so thankful we contacted her. She's watched our hyper Parsons Russell Terrier, Maizey for doggie daycare since she was a young pup and has always treated her like her own in how caring and compassionate she is to Maizey. After Maizey had surgery recently, Diana made sure to really watch over her so that she wouldn't injure herself with how energetic she continued to be after surgery. She even helped with suggestions and picking up Maizey's medication. She has went above and beyond to help me to keep Maizey safe and I so appreciate it! 😊💗”


“Hillary is great! Eden just had her first visit and was nice and tired when she got home. Which is nice for us as she is a puppy with TONS of energy. Eden will be back!”


“We can't recommend Julia highly enough! She is caring, considerate and responsive. Our rescue dog has enjoyed doggy day care and weekly walks with her. We appreciate the peace of mind we have leaving our sweet friend in Julia's care.”


About: I enjoy having dogs, and started using this website when I went out of town. Because of this, I know the high standard of care I expect from my sitter, and what you should expect too. I will take the time and care you would for your own dog. I'll give them snuggles, playtime, and lots of outside time depending on the crazy weather we have here of course. Myself and my doggy friends love to take walks, play tug-of-war, fetch and other games your dog enjoys or might enjoy. If your dog comes to our house we have a fully enclosed backyard. It is a great big yard enough to play fetch with a few dogs at the same time. Some just like to sun bathe and watch everyone else run around. Your dogs will have so much fun, and will be well loved while they are here. When my doggie friends come back for a visit the owners tell me the dogs are excited when they turn down my street. I have a Yorkie named Jack, and 3 mini Bernedoodles named Elenor, Dahlia, and Franklin. I am not taking unneutered or unspayed dogs at this time. I have lots of available hours to spend with your pets. My schedule is consistent usually, but fairly open. In the past, I was walking dogs. Not sure if I am going to start doing that or not. I have a fenced in yard and 4 dogs to keep your dog company. We can play in the yard or hang out in the house. I have lots of toys and balls.

About: I was born into a home full of animals. As a child we had 3 dogs(1medium/2large, 3 cats, and the random array of fish/turtles between me and my 6 siblings. As a teenager we had 2 dog(1small/1medium) and 1 cat. Now as an adult my family and I have 1 dog and 1 cat. We did have a senior (21 years old) cat that passed away in 2023 due to old age. We have a Labrador retriever and a black and white cat . My family and I love animals and helping people. I have cared for my own pets as well as the pets of my family and friends my whole life. I’m sure with detailed instructions I can help care for your furry loved ones! Our schedule is all over the place. My husband works for the fire department on a rotating schedule. I work Sunday, Monday, Thursday, Friday// Tuesday, Wednesday, Sunday as a rotating schedule because I work in EMS too. Either myself or my husband is almost always home to watch our son and our own animals. On the rare occasion our shifts line up (once or twice every few weeks) a sitter would come to my home to help with the kids if we are both gone. My availability is very open since my husband is usually home when I am not, your pet will get love around the clock! For our home: I have a 8.5 year old black lab golden retriever mix. A 1 year old cat. A 2.5 year old human toddler and an 6 month old infant. We have baby gates to separate the living room from the kitchen and the living room from the hallway/bedrooms. We also added a baby gate between the laundry room and the kitchen. There are multiple barriers able to be used if needed. The gates are wall mounted for increased safety. Since there is almost always an adult home we have plenty of time to love and care for your pets! We have a water bubbler that we have connected to the Alexa so we are able to turn it on and off for our pets even if we are not home. We have a few parks around us that are just a short drive away. We have a large metal cage that’s available if needed. We have a very large fenced yard with lots of room for running and exploring! We have cameras around the house in almost every room for security, safety, and to catch funny moments. One camera is pointed at the dog cage as well for safety. For at your home: I will follow all acceptable and agreed upon rules and care for your pets the way that you tell me too! I will admit that sometimes I run a few minutes late due to having my 2 year son and my infant daughter with me! But for short visits (potty breaks) I can keep them in the car if needed!

About: We have a pet loving family home with a mom (me) who works from home full time. My kids are great with animals and would love to provide extra attention to your loved on whenever they are around. We love taking walks and spending time outside. I'm currently working from home fulltime. I am able to provide constant supervision and attention to your pet throughout the day and have plenty of opportunities to take them outside for breaks throughout the day. I am happy to follow any instructions to make sure your pup is comfortable during his or her stay. We have a fenced in yard with space to run and play. We have 2 cats at home who have lived at home with our dog for ten years with no issues.

About: Welcome to Rose's Doggies House.I hope your fur baby enjoys His or Her stay.I offer over night boarding fresh water and food. Warm bed lots of love and toys.I own 7.8 acre for your dog to enjoy.As well as yourself. Now a little bit about myself,I have been caring for dogs before I knew how to walk.(Well they have been caring for me.)I have service dogs that love and cared for me . I believe now is my time to give a little love back.Over the years I have grown a very strong compassion for dog's. Caring for them is more enjoyable to me then anything in this world.I can not see myself doing anything more .So bring your fur baby to my house when your away.They will never know you left. For Booking Info Please Contactm on line @ www.rover.com/sit/laurab40678 I have no job I am a sit at home mom I take care of my 73 years old husband who dieing of cancer and are three dogs I have a very nice yard as well there are very big dog parks where I live.this is a gated community there are three poltergeist officer that live here we have many trails and lake to walk around

“Jacob came to the rescue I. I needed a last minute dog sitter and have now found someone I will continue to use very friendly and Stryker seemed very happy!! He put my mind at ease with pictures during the day!! Thank you Jacob I will be calling again!”


“Erin was so kind and easy to coordinate with for my dog’s daycare. Her home has a great fenced in yard and her two little dogs were so sweet and got along great with mine. Communication was a breeze and she made sure to send pics while I was gone. Would recommend!”


“Shannon and her family were incredible with our pup. She came home happy and tired each day. We felt very comfortable leaving Lola with them and we got regular updates. Her kids and Lola became the best of friends! Thank you so much again for caring for her!”


About: Got a cavalier when kids left 20 years ago and have been in love with and taken care of pups for family and friends ever since! I work part time as a sub at a local school lunchroom. Consequently, I have a good deal of time to do what I enjoy most, spending time with and caring for pups!! (and on occasion, cats!) I live in a lovely neighborhood with a nice balance of open space and paths for walks. My husband (also a dog lover) and I have a fenced yard and pup bowls and leashes and toys and even a small crate (from Harley) if your pup feels better taking a nap in it! (and he fits!)


About: Me and my husband has had dogs for majority of my life .I had a cocker spaniel growing up and my husband grew up with Akitas as he’s more of the big dog type lol . As of now we have a 6 month old Akita .Shes our world and extremely spoild , so we understand the importance of keeping your dog while you’re gone so he/she won’t feel alone .Also we will give your fur baby the same love and care as we give ours . We are open too watching any kind of dog as long as they are not aggressive !We can schedule a meet & greet before hand to make sure it’s a perfect match .Have any questions just ask ! Thanks in advance.
Loving doggy day care in your neighborhood
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Jordan C.Star Sitter

“Jordan is amazing! She is so accommodating, friendly and her pack is loving and accepting! My guy had a blast and eagerly awaits his next visit!”


Bernice S.

“Bernice was great!!! She was able to accommodate my last minute day care request. Much appreciated!!! Ruby had a great time!!! Thanks so much!!!”


Lindsay F.

“Lindsay took great care of our Winston! While we were across the country visiting the beach, he got to have his own little beach vacation! We got lots of pictures and updates which made our first Rover experience a great one! Winston will be sure to visit his new bestie Lucy next time we need a sitter!”


Angelique V.
“Having Angelique as a dog sitter was the best decision I made she went above and beyond the job. My dogs loved her and didn’t want to leave her side when it was time to be picked up.”




Nancy & Mark N.Star Sitter
“Nancy and Mark are such sweet pet people-they take care of our Penny pup so well-they send photos and I know she’s comfortable and having fun. They’re like a second home for our fur baby. Highly recommend!”




Diana P.Star Sitter

“I know I left a review before but I just had to leave another because really Diana's the best! We're so thankful we contacted her. She's watched our hyper Parsons Russell Terrier, Maizey for doggie daycare since she was a young pup and has always treated her like her own in how caring and compassionate she is to Maizey. After Maizey had surgery recently, Diana made sure to really watch over her so that she wouldn't injure herself with how energetic she continued to be after surgery. She even helped with suggestions and picking up Maizey's medication. She has went above and beyond to help me to keep Maizey safe and I so appreciate it! 😊💗”


Hillary J.Star Sitter

“Hillary is great! Eden just had her first visit and was nice and tired when she got home. Which is nice for us as she is a puppy with TONS of energy. Eden will be back!”


Julia B.

“We can't recommend Julia highly enough! She is caring, considerate and responsive. Our rescue dog has enjoyed doggy day care and weekly walks with her. We appreciate the peace of mind we have leaving our sweet friend in Julia's care.”


Willow D.

“We are so appreciative of Willow. We needed help with watching Rosa while we were in town and she took such great care and attention to her. Thank you so much!”


Sonya M.

“My husband and I were very impressed with how professional sonya was. She not only introduced our dog with hers , but gave us tips with how to intorducr new dogs with each other. They took took great great care of out lab and sent us pictures of her through out her stay. I would definitely use and recommend sonya to other people.”


Patricia W.

“Patty was easy to work with and our dog Brosey was quite content while he was in her care.”


Emma & Timothy H.Star Sitter
“These people are amazing Emma and Timothy are great humans that will care greatly for your fur babies needs ! You won’t be disappointed !”


Molly W.
About: We have a pet loving family home with a mom (me) who works from home full time. My kids are great with animals and would love to provide extra attention to your loved on whenever they are around. We love taking walks and spending time outside. I'm currently working from home fulltime. I am able to provide constant supervision and attention to your pet throughout the day and have plenty of opportunities to take them outside for breaks throughout the day. I am happy to follow any instructions to make sure your pup is comfortable during his or her stay. We have a fenced in yard with space to run and play. We have 2 cats at home who have lived at home with our dog for ten years with no issues.


Laura Rose B.

“Rose treats her dogs like they are her children- she loves animals so much. I have watched her care for and pamper and love on her dogs. Animals are spoiled rotten when they are with her!”


Kortney R.

“Thank you Kourtney! Alfie has a good time ??”


Jacob N.

“Jacob came to the rescue I. I needed a last minute dog sitter and have now found someone I will continue to use very friendly and Stryker seemed very happy!! He put my mind at ease with pictures during the day!! Thank you Jacob I will be calling again!”


Erin M.

“Erin was so kind and easy to coordinate with for my dog’s daycare. Her home has a great fenced in yard and her two little dogs were so sweet and got along great with mine. Communication was a breeze and she made sure to send pics while I was gone. Would recommend!”


Shannon H.


“Shannon and her family were incredible with our pup. She came home happy and tired each day. We felt very comfortable leaving Lola with them and we got regular updates. Her kids and Lola became the best of friends! Thank you so much again for caring for her!”


Judy R.
“When my family goes on vacation,I drive my dog almost 300 miles so Judy can take care of him. I know that she will take the best care of my little Tucker! Judy has always been a dog person...I know she will take care of everyone else's dogs with the same care. She is a genuinely nice person, and you can see it in how she cares for animals.”




Jasmine S.
“My Daily pet sitters 4 months and counting i luv these 2. I found them on Craigslist and they’ve been everything and more when it comes to my crazy schedule and my hard head furry child.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Chesterton on Rover as of Aug 2025 was about $35 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, 100 sitters provided doggy day care in Chesterton. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 89% of Chesterton sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Chesterton have an average of 21 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chesterton.
Chesterton doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Chesterton sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 100 sitters offering doggy day care in Chesterton on Rover, so you’re sure to find the perfect match for your dog! In Chesterton, 93% of sitters offer daily exercise, 100% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
