Doggy Day Care in Oswego

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 Oswego doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jennifer D.
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Jennifer D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
391 reviews
189 repeat clients
15 years of experience
MONTGOMERY, IL, 60538

Jennifer is great with my goldendoodle. He's always excited to see her at drop off. I can already tell my dog is having a lot of fun at day care.

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Manny L.
Sitter Profile Image: Roger C.
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Roger C.
Star Sitter
from
$60
per day
5.0 out of 5 stars
41 reviews
13 repeat clients
18 years of experience
Montgomery, IL, 60538

Max had a wonderful time spending the day with Roger and his two dogs. Roger provided many pictures and a great summary of Max's time spent there. Highly recommend.

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Kristine A.
Sitter Profile Image: Brian T.
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Brian T.
from
$45
per day
5.0 out of 5 stars
82 reviews
43 repeat clients
30 years of experience
Oswego, IL, 60543

Brian was excellent with our skittish 10-month old puppy and helped our puppy get acclimated to other dogs in his care. We would definitely choose to trust Brian with our dog in the future.

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Mano N.
Sitter Profile Image: Kasey H.
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Kasey H.
from
$50
per day
5.0 out of 5 stars
34 reviews
9 repeat clients
29 years of experience
OSWEGO, IL, 60543

About: Hello! My name is Kasey and I absolutely LOVE dogs. My whole life I have been a dog lover. I like big dogs, small dogs, and anywhere in between. I live in large house with plenty of space for your dog to roam and have a large, fenced back yard for exercise. Dogs are allowed on furniture in this house! I will watch your dog during the day or over night. I also offer drop-in visits and dog walking. I am home during the day, most days of the week, and can let your dog out to play or run or go potty frequently. I love to snuggle with dogs so don't worry about your dog feeling lonely. If dogs want to feel the comfort of their kennel or crate that is fine too. This is a loving home for all dogs.

Sitter Profile Image: Miriam & Terrell J.
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Miriam & Terrell J.
Star Sitter
from
$40
per day
5.0 out of 5 stars
40 reviews
7 repeat clients
30 years of experience
Yorkville, IL, 60560

Miriam was wonderful, absolutely wonderful with Katie, our terrier rescue. She let her sit on her lap while she worked. She had a raincoat, then a winter coat, on her when the weather got colder for her trips outdoors. She furnished these coats, I didn't bring any. A 3-page report card was given to me when I picked Katie up. It detailed her potty breaks and told cute little stories about their day together. I received numerous pics and videos that I thoroughly enjoyed. I met Terrell when I was leaving, and he seemed just as wonderful. I would give her 100 stars if I could.

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susan b.
Sitter Profile Image: Marko K.
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Marko K.
from
$30
per day
5.0 out of 5 stars
36 reviews
2 repeat clients
13 years of experience
Oswego, IL, 60543

About: I was a dog owner for over 13 years. I had my Bruce from 10 weeks old until he passed. He was my best friend and I cherish the memories we made. I am experienced in puppy obedience training and senior care. I can walk, play, feed, bathe, brush and trim your dogs nails. I also have been an owner of our cat Kona for over 7 years. I have watched a cared for my family and friends pets for several years. As long as your pets are good with little girls 1 and 3 years old and a cat, then I’m the sitter for you. I have had the experience of watching dogs of all sizes and different temperaments. All pets of different breeds are welcome as we are lovers of all dogs. I will be sure to treat your pets like they’re mine, with the love and care that they deserve. I work full time from home and can take breaks to let your dog out to go potty, take them on walks and give them the love and care they deserve. I can also feed them on a daily schedule as advised. My family and I will also provide playtime and snuggles. I am also available to do drop in visits and dog walks after 3PM during the week and anytime during the weekend. I can take your dog out on leash as we currently don’t have a fenced in backyard. Your pet can stay by me in my office/basement, play with my kids when they’re home or easily be crated. I will make sure all the kids toys are put away and out of reach of the pets. Please be sure to have your pets updated on vaccinations.

Sitter Profile Image: Elizabeth R.
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Elizabeth R.
from
$35
per day
5.0 out of 5 stars
30 reviews
10 repeat clients
20 years of experience
Oswego, IL, 60543

About: I have been a dog lover my whole life. I've had my own furry babies and have taken care of dogs for my friends and family. I have experience with both puppies and senior dogs, so I understand the patience it takes to have dogs at all age levels. I work from home Monday through Friday and am off on the weekends. Besides some drop offs and pick ups to and from sports during the week, your furry baby will never be lonely. If they like car rides, I will be more than happy to take them along. Each dog is special in their own way so it's very important that I take my queue from them. If they love cuddles and belly rubs, I'm there. If they love to play, we have a fenced yard where we can play and run around. If they love to sit back, relax and observe, I will give them their space until they're ready. Every pet will be treated as if they were my own.

Sitter Profile Image: Vanessa A.
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Vanessa A.
Star Sitter
from
$33
per day
5.0 out of 5 stars
25 reviews
5 repeat clients
1 year of experience
Aurora, IL, 60505

So incredible! She is very attentive and responsive! We got video and photo updates throughout the day which made me know our dogs were well taken care of! Our dogs came home happy and tired! There is honestly nothing better than that. Cannot recommend Vanessa enough!!

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Danielle F.
Sitter Profile Image: Erin A.
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Erin A.
from
$45
per day
5.0 out of 5 stars
323 reviews
98 repeat clients
20 years of experience
Oswego, IL, 60543

Harley had his first daycare visit, was a little leery about it at first because he had never done this before, gets a little excited when he sees other dogs because he is the only fur baby in our home. so I reached out to Rover and set up a daycare visit with Miss Erin. Everything was great. Harley loved it and loved her too, received an a report card to let me know how the day went and I was very impressed with the photos also. When I went to pick Harley up, I think he really didn’t want to leave. I would recommend Miss Erin and will be using her again.

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Vicki W.
Sitter Profile Image: Sara H.
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Sara H.
from
$45
per day
5.0 out of 5 stars
184 reviews
74 repeat clients
29 years of experience
Oswego, IL, 60543

Sara is the best dog sitter you could ask for. She is honest, kind, sweet with the dogs and very competent. My dogs are so excited to go to Sara’s and come home nice and tired. She sends videos and pictures throughout the day. She always notifies you if any issues arise and handles them appropriately. I highly recommend her.

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Cindy V.
Sitter Profile Image: Kathleen G.
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Kathleen G.
from
$45
per day
5.0 out of 5 stars
62 reviews
20 repeat clients
12 years of experience
Oswego, IL, 60543

Jameson had a wonderful play date with other dogs at Kathleen’s. He is a bit tired the day after. I also noticed he was more accepting, less riled, by other dogs on our walk this morning. A couple dogs barked at him and he did not bark back.

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John H.
Sitter Profile Image: Helen M.
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Helen M.
from
$45
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Aurora, IL, 60506

Helen was very kind, and was super good with my high energy pup, Rocky! Would definitely use again :)

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Maria K.
Sitter Profile Image: Janet F.
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Janet F.
from
$35
per day
5.0 out of 5 stars
59 reviews
19 repeat clients
20 years of experience
Oswego, IL, 60543

Janet was great! She was very flexible and welcoming. She also provided updates and lots of pictures. We would definitely use her again! Rocky enjoyed his time with her and her family :)

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Maria K.
Sitter Profile Image: Brandi K.
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Brandi K.
from
$30
per day
5.0 out of 5 stars
6 reviews
30 years of experience
Oswego, IL, 60543

About: I have owned cats for the past 30+ years and owned dogs for the past 12 years. We are an animal loving household that would love to help you out with your pet care needs. I have experience with all ages and sizes of dogs. I work from home and have a pretty flexible schedule, so I would be home taking care of your pets needs throughout the day, evening and night. I have a fenced in yard and 2 friendly dogs for your dog to play with. We have plenty of people in the house to give lots of love, affection and playtime daily. Your pup will be treated like one of our own while they stay with us.

Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$33
per day
5.0 out of 5 stars
11 reviews
1 repeat client
20 years of experience
Montgomery, IL, 60538

About: We have collective pet parent experience of over 40 years and have loved and cared for cats, dogs, hamsters, guinea pigs and even beared dragons. Personally, I previously worked at PetCo in addition to volunteering with PAWS Chicago. In both roles I received extensive training in caring for dogs, cats, and small animals. Currently, I work from home full time with a ton of flexibility and plenty of time to devote to additional fur babies. I work from home full time Monday thru Friday and have complete flexibility. Meaning I have time and energy for plenty of walks, playing in the park, or even just lounging in the yard. I own my home and have plenty of space to care for animals. As the mother to a toddler, our home has already been child proofed (cabinets locked, large furniture anchored, Simplisafe home security, etc.) Importantly, our yard is fenced in completely with vinyl fencing that is only a couple years old (but tried and true).

Sitter Profile Image: Madison C.
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Madison C.
from
$30
per day
5.0 out of 5 stars
12 reviews
1 repeat client
7 years of experience
Oswego, IL, 60543

This was our first time leaving out dog and Fudge came back really happy. Thanks Madison really appreciate ur luv and affection towards Fudge

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Saran P.
Sitter Profile Image: Ana F.
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Ana F.
from
$65
per day
5.0 out of 5 stars
20 reviews
6 repeat clients
15 years of experience
Oswego, IL, 60543

We are so happy with Ana’s care for our high-energy husky pup! Her prompt response to my check-ins and daily pictures of activities put my mind at ease. She provided just what our dog needed to feel just at home. We will definitely be re-booking with Ana!

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Marilu V.
Sitter Profile Image: Lisa B.
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Lisa B.
from
$35
per day
5.0 out of 5 stars
22 reviews
4 repeat clients
30 years of experience
Oswego, IL, 60543

About: I have taken care of pets ever since I was seven. Our family has always had a love for animals we’ve had pets ranging from dogs, cats, and even a potbelly pig growing up! I also spent some time while in high school volunteering at a pet shelter. Later, I actually worked as a Receptionist at an animal Hospital. Currently have one dog and four cats. I would love the opportunity to work with your pet(s)! I am currently working at home part time with a flexible schedule and have plenty availability to give your pets lots of attention and play time! I have a large fenced backyard, lots of room to run around. My pets are dog friendly. I can create your pet if needed. I also have four daughters that adore animals and would love to play and give comfort to pets!

Sitter Profile Image: Giedre T.
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Giedre T.
from
$35
per day
5.0 out of 5 stars
87 reviews
43 repeat clients
30 years of experience
AURORA, IL, 60504

Giedre was wonderful with my 12 week old puppy Izzy. She is very responsive and sent us pictures all day. She is knowledgeable and experienced in caring pets. She has good fenced backyard. I highly recommend Giedre and would definitely go back again.

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Sirisha A.
Sitter Profile Image: Jeanette N.
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Jeanette N.
from
$43
per day
5.0 out of 5 stars
46 reviews
18 repeat clients
14 years of experience
Oswego, IL, 60543

Jeanette was great with my German Shepherd mix Buck. It was obvious that he enjoyed being in her care and came home exhausted every night!

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Kenneth S.
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Over 33
pet parents in Oswego have booked doggy day care

Oswego dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Wonderful experience. She was amazing with Dottie and Zoey — patient, caring, and attentive. My girls were in great hands.

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Araceli U.
Doggy Day Care
5.0 out of 5 stars

Jennifer was absolutely amazing with Maverick! As a new puppy dad, trusting someone with your little guy is a huge deal, and she completely exceeded expectations. She kept me updated, gave him so much love and attention, and treated him like he was her own. It gave me so much peace of mind knowing he was in such caring hands while I was away. Maverick came home happy, well cared for, and clearly adored. I genuinely couldn’t recommend Jennifer more highly — if you’re looking for someone trustworthy, attentive, and truly great with dogs, she’s the one.

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Alex R.
Doggy Day Care
5.0 out of 5 stars

Jackie loved her first time with Sara. Jackie is a senior toy poodle with a collapse trachea and separation anxiety and Sara went at her pace sending me lots of pics through out Jackie’s time of being there. She has a great time relaxing on the couching watching the younger dogs play. She cannot wait for her next day with her new friends:

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Presley W.
Doggy Day Care
5.0 out of 5 stars

As always Brian and his family take such great care of our babies. They always come back so happy. So thankful for the care they provide and always recommend them to friends and family because they truly are the best.

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Kara C.
Doggy Day Care
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per day for doggy day care in Oswego is $38

Why Choose Rover?

  • Cashless payments

    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.

Sitters in Oswego average 4
repeat doggy day care clients

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 Oswego on Rover as of Jun 2026 was about $38 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.

If you’re searching for a Oswego doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 1,082 sitters provided doggy day care in Oswego. 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, 86% of Oswego sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Oswego have an average of 18 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 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 Oswego.

Oswego 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 Oswego 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 1,082 sitters offering doggy day care in Oswego on Rover, so you’re sure to find the perfect match for your dog! In Oswego, 96% of sitters offer daily exercise, 97% offer medication administration, and 90% 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.