Pet Sitting in Oswego

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Jessica J.
Verified Enhanced Background Check
Sitter Profile Image: Jessica J.
Verified Enhanced Background Check
1.

Jessica J.

Dog lover needing to give pets
Montgomery, IL, 60538
House Sitting, Drop-In Visits, Dog Walking
5.0
40 reviews
25 repeat clients
from
$17
per visit

Jessica did a great job during her drop-in service for my dog, Bianca. It was a first time for her and for Bianca to meet this way, without me present. Though we did a meet and greet ahead of time, Bianca needed a bit of getting acquainted time again, but Jessica took the time to make that happen. I would definitely use Jessica for future work with Bianca.

Calendar Recently Updated
Sitter Profile Image: Ally R.
Verified Background Check
Sitter Profile Image: Ally R.
Verified Background Check
2.

Ally R.

Weekend pet visit
Aurora, IL, 60505
House Sitting, Drop-In Visits
5.0
34 reviews
14 repeat clients
from
$20
per visit

Ally was a great sitter and a pleasure to work with! She was so great with our babies in our weekend away. It was our first time leaving them home, but we felt super safe know ally was looking in on them. We will definitely book with Ally again!

Calendar Recently Updated
Sitter Profile Image: Kim V.
Verified Background Check
Sitter Profile Image: Kim V.
Verified Background Check
3.

Kim V.

Rover 101
Full-time TLC for your fur baby
Yorkville, IL, 60560
Boarding, Drop-In Visits, Dog Walking
5.0
66 reviews
19 repeat clients
from
$25
per visit

Pearl and I are so grateful for Kimberly’s help! She left a detailed review of her drop in visit with Pearl. A very friendly and welcoming personality! Exactly who you want to trust for caring for a furry family member. We will definitely be using her again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amanda S.
Verified Background Check
Sitter Profile Image: Amanda S.
Verified Background Check
4.

Amanda S.

Professional experienced, caring.
Montgomery, IL, 60538
Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$30
per visit

Amanda is a very caring and responsible dog lover. While we are on vacation we have no worries when Amanda is taking care of our 2 dogs.

Calendar Recently Updated
Sitter Profile Image: Amanda H.
Verified Background Check
Sitter Profile Image: Amanda H.
Verified Background Check
5.

Amanda H.

Rover 101
Pick Me! I'm Ready to Play!
Oswego, IL, 60543
Drop-In Visits, Dog Walking
5.0
45 reviews
12 repeat clients
from
$18
per visit

Amanda is BY FAR the best pet sitter I’ve ever found through rover! My three dogs have a complicated feeding regimen that comes with very specific instructions because it includes raw meat and added supplements. Amanda was very thorough with making sure she had everything just right while showing her their routine through video recordings and taking notes on her phone. This gave me peace of mind that she actually cared about doing everything right while we were gone. She also kept the dogs in line and gave them the same commands that we give (such as making them lay down while prepping the food and making them use the doggy door instead of the human door to go outside) instead of allowing them to break good habits and create bad ones. One of our dogs was actually still learning to use the doggy door and she helped her with her training!! Amanda also went the extra mile for me and my husband on more than one occasion. While we were gone, the dogs would have run out of their raw meat patties (there was just enough for her stay but not enough for the next morning when we got back) and Amanda saw that they would be without raw patties for the first morning that she wasn’t there so she went and bought more for us! She even made sure we got our discount at our local pet shop that we earned :D So considerate! We also have a robot vacuum that she emptied for us to make sure it would do a proper job the next day. AND she also hand washed the dishes she used (even though we have a dishwasher) and wiped up the muddy floor that our dogs created. Last but not least, Amanda was on time for every single drop in. She dropped in 3 times a day and wasn’t late for one, which is personally one of the most important things in my book. She took AWESOME pictures and wrote very descriptive rover cards letting us know that our fur babies were happy and healthy. Amanda also gave our babies lots of cuddles and belly rubs (they adore her). She followed every instruction left for her word for word and did all of the above with high energy and friendliness. She’s just awesome. I (obviously) HIGHLY recommend her for true loving for your fur babies.

Calendar Recently Updated
Sitter Profile Image: Erin A.
Verified Background Check
Sitter Profile Image: Erin A.
Verified Background Check
6.

Erin A.

Rover 101
Be Kind to Every Kind 🐾
Oswego, IL, 60543
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
166 reviews
69 repeat clients
from
$25
per visit

Erin is great! She is respectful of our house and reliable. She sent me a ton of pics of each visit and goes outside with the dogs. We appreciate her dropping by!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Mackenzie O.
Verified Enhanced Background Check
Sitter Profile Image: Mackenzie O.
Verified Enhanced Background Check
7.

Mackenzie O.

Love to give animals love
Oswego, IL, 60543
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
4 repeat clients
from
$70
per visit

Great with my pitties. Love the Rover card.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Taylor C.
Verified Enhanced Background Check
Sitter Profile Image: Taylor C.
Verified Enhanced Background Check
8.

Taylor C.

Young or old, I love all dogs 🥰
Oswego, IL, 60543
Boarding, Drop-In Visits, Dog Walking
5.0
36 reviews
14 repeat clients
from
$30
per visit

Taylor gave amazing care to my two pups! One is a senior on medication and was comforted to know they were so well cared for. The report card with photos were wonderful to receive and informative. I highly recommend her.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sara H.
Verified Enhanced Background Check
Sitter Profile Image: Sara H.
Verified Enhanced Background Check
9.

Sara H.

Rover 101
Dogs are my happy place! 🤗🐾
Oswego, IL, 60543
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
108 reviews
49 repeat clients
from
$40
per visit

Sara is simply AMAZING!!! Loves dogs and 10000% cares for them too. Treated my 2 beagles like they were her own and the dogs feel her amazing energy as well. They love her Will continue to book with Sara and highly recommend if you want the best best best service

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Marko K.
Verified Enhanced Background Check
Sitter Profile Image: Marko K.
Verified Enhanced Background Check
10.

Marko K.

Pup Paradise: WFH Pet Loving Sitter
Oswego, IL, 60543
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
1 repeat client
from
$20
per visit

I have been using Marko for about 6 months now to walk my corgi, Rory. From the very beginning Marko has demonstrated a genuine passion and love for dogs. He is very professional and dedicated to taking care of dogs. He took the time to understand Rory's needs, ensuring that each walk was tailored to his energy level and preferences. I appreciated his commitment to providing a safe and enriching experience for my dog. Marko is a dependable and very trusted dog walker. I would highly recommend Marko.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Carol K.
Verified Enhanced Background Check
Sitter Profile Image: Carol K.
Verified Enhanced Background Check
11.

Carol K.

I can be trusted with your fur babi
Yorkville, IL, 60560
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
1 repeat client
from
$18
per visit

Carol is extremely responsible and dependable. She has always been a caring and loving dog(s) owner and will treat anyone's pet as her own. Carol is a perfect pet caregiver due to her flexible schedule and compassion for animals.

Sitter Profile Image: Dennis C.
Verified Enhanced Background Check
Sitter Profile Image: Dennis C.
Verified Enhanced Background Check
12.

Dennis C.

Let your pups come hang with us!
Oswego, IL, 60543
Boarding, Drop-In Visits, Dog Walking
1 review
from
$17
per visit

Dennis is very experienced, kind, trustworthy and responsible. Dennis has two dogs of his own and often fosters animals as well. He treats my dog like he is his own. My dog is always happy to see Dennis and they have a great bond! I’d recommend him to anyone looking for great pet care!

Calendar Recently Updated
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check
13.

Alexa B.

Love working/caring for new dogs!
Oswego, IL, 60543
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$17
per visit

Alexa is great! She was on time for our introductory meeting with our dog Smitty and Rose, our turtle. She asked questions, took notes and provided us updates including pictures on how are pets were adjusting. Our pets truly loved having her and it was a peace of mind to know they were well cared for while we were out of town.

Calendar Recently Updated
Sitter Profile Image: Wendy S.
Verified Enhanced Background Check
Sitter Profile Image: Wendy S.
Verified Enhanced Background Check
14.

Wendy S.

Only pawsitive vibes :)
Montgomery, IL, 60538
Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Our two puppies love Wendy! They get so excited when they see her. She has taken care of them overnight, for meal times, walks, and just drop ins. She is always engaged and follows pet instructions well. We feel so comfortable leaving our pups in her care. She is responsible and loves dogs. She is our go to when we need puppy care!

Calendar Recently Updated
Sitter Profile Image: Shelley M.
Verified Enhanced Background Check
Sitter Profile Image: Shelley M.
Verified Enhanced Background Check
15.

Shelley M.

Flexible schedule-loves all animals
Oswego, IL, 60543
Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$16
per visit

Shelley is great with animals and delivers on her commitments. She arrives on time and our dogs looks forward to her visits. Definitely would recommend.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Shannon V.
Verified Enhanced Background Check
Sitter Profile Image: Shannon V.
Verified Enhanced Background Check
16.

Shannon V.

All pets are family!
Oswego, IL, 60543
Drop-In Visits, Dog Walking
1 review
from
$20
per visit

Shannon has watched my dog, who is my child, more times than I can count. I never have to worry about my dog when I’m out of town because I know he’s being spoiled! He always enjoys spending time with her. Shannon always treats my dog like it’s her own. She’s taught him new tricks and my dog cannot wait to go spend another day with her! He always comes back exhausted from the walks and endless snuggles that he gets. Shannon is the best dog sitter!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: LisaMarie W.
Verified Background Check
Sitter Profile Image: LisaMarie W.
Verified Background Check
17.

LisaMarie W.

Rover 101
Fluffy Buddies R US
Oswego, IL, 60543
Boarding, Drop-In Visits, Dog Walking
5.0
82 reviews
33 repeat clients
from
$25
per visit

This is the 2nd time using LisaMarie for drop-in visits for our 2 cats. She did a great job and the cats were well cared for. Definitely would request her again!

Sitter Profile Image: John C.
Verified Enhanced Background Check
Sitter Profile Image: John C.
Verified Enhanced Background Check
18.

John C.

Pet Lover with Fun Family Home!
Oswego, IL, 60543
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
1 repeat client
from
$17
per visit

"We couldn't have asked for a better pet sitter than John. He took care of our two dogs and cat with such dedication and love. Our pets were not just well-fed and walked, but they were genuinely happy in his care. John's attention to detail, reliability, and communication skills made us feel at ease while we were away. We could tell that our furry family members were in safe hands. We highly recommend John to anyone seeking a responsible and caring pet sitter!"

Sitter Profile Image: Cindy N.
Verified Enhanced Background Check
Sitter Profile Image: Cindy N.
Verified Enhanced Background Check
19.

Cindy N.

Connecting with yr pet when yr away
Oswego, IL, 60543
Drop-In Visits, Dog Walking
5.0
2 reviews
2 repeat clients
from
$19
per visit

Cindy was sweet to accept my booking with short notice when I had to go out of town at the last minute and even offered to do a meet and greet. She was great with my dog and sent pictures at every visit.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Shannon O.
Verified Background Check
Sitter Profile Image: Shannon O.
Verified Background Check
20.

Shannon O.

Loving & Reliable Mom 2 Fur Babies
Oswego, IL, 60543
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
15 reviews
8 repeat clients
from
$35
per visit

Thank you Shannon for taking care of Milo and Chief this week! Your promptness and reliability really relieved worry for me on how long the dogs would be in the crates without a break. I appreciate the daily walks! Thanks again! You’re definitely recommend and I’ll reach out to you again when needed!

Search Map

Oswego Pet Sitting & Drop Ins ratings

Overall Rating:

Pet sitters in Oswego are rated on average 5 out of 5 stars based on 181 reviews.

Rover.com is the simple, savvy way to find and book drop in pet sitting. It's easy to find the perfect pet sitter - many sitters have worked through Rover for years pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter on Rover. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits