Pet Sitting & Drop In Visits in Crestwood, IL

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

1. Dolly

Dog lover

Oak lawn , IL, 60453

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

18 repeat clients

"Dolly has been great with our 2 dogs. They love having her stop by to let them out and play. She has been great to work with and very flexible with our crazy... (more)"

2. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

37 repeat clients

"She is bonding really well with our skittish shelter rescue (more)"

3. Yvonne

Animals seem to be drawn to me.

oak lawn, IL, 60453

Drop-In Visits

About: If you're going out of town and your dog(s) can't go, just let me know. I'm mobile. My schedule is flexible. $20 per dog for 30 min a day. I'm... (more)

Confirmed Holiday Availability
4. Sonia

Part-Pet Sitter/Walker

Orland Park, IL, 60462

House Sitting, Drop-In Visits, Dog Walking

"Sonia watched Concha for 1 week and sent me daily updates on how my pup was doing. Sonia kept Concha on her schedule and made her feel at home. I would trust... (more)"

5. Kimberly

Fun-filled household for your doggy

Crestwood, IL, 60445

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I've always loved animals and I have many of them myself. It has always been a dream of mine to work with animals so with that being said any money... (more)

Confirmed Holiday Availability
6. Gail

I’ll run with your dog

Mount Greenwood, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Dog Walking

"Shes the best dog care taker ever! I have had her watch my dogs muliple times before, and my obese dog kia who requires multiple walks was taken care of bett... (more)"

7. Kathy

Your 2nd Best Friend's Boarding

OAK FOREST, IL, 60452

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

20 repeat clients

"This was our first time using Rover and was pretty nervous about having someone we didn't know look after our dogs. However, Kathy made us feel at ease righ... (more)"

8. Emma

I love every dog like my own

Midlothian, IL, 60445

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up with dogs in the household ranging from a puppy to a senior dog, small to large and with me, every dog is a precious pup that I lov... (more)

Confirmed Holiday Availability
9. Johnathan

Home full-time - large fenced yard

Midlothian, IL, 60445

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Johnny’s one of the most hardworking people I’ve ever met! He has a strong love and connection for all types of animals, especially dogs and cats. Hes experi... (more)"

10. Ellyn

Avid walking companion for your dog

Mount Greenwood, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Dog Walking

"I love Ellyn! She watched my doxie, Sam for a few days and they both had a great time! The neighborhood she lives in is great and her house was clean and the... (more)"

11. Christy

home full time and provide care

Palos Park, IL, 60464

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Christy took care of my 4 1/2 year old pit bull for 3 years. Recently he passed but her services were amazing and the bond they built with for each other was... (more)"

Confirmed Christmas Availability
12. Blaise

I'm a pure heart that loves dogs

Blue Island., IL, 60406

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Blaise was very sweet and I could tell Mia loved her from the get go at our first meet and greet! Excited to have her on board with dogsitting! (more)"

13. Katie

The Mutt Hut

Alsip, IL, 60803

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

21 repeat clients

About: Hi! My name is Katie and my husband Carlos and would love to watch your dog while you are away for whatever reason. I have been taking care of dog... (more)

14. Cheyenne

I Can't Wait To Meet Your Pup!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I'm Cheyenne! I am a proud owner of a beautiful Black German Shepherd named Shylah, and a Albino Bunny named Minty! I love animals especiall... (more)

15. Darrell

Home full time and a large fenced y

Alsio, IL, 60803

Dog Boarding, Drop-In Visits, Doggy Day Care

"Darrell is a great dog sitter!! He has watched my two golden retrievers many times and has a large fenced backyard where they can run and enjoy the outdoors.... (more)"

16. Susie

Furbaby sitter

Crestwood, IL, 60445

House Sitting, Drop-In Visits, Dog Walking

About: I will treat your pet as if it were my own. Many years watching animals including, dogs and cats. Will be attentive to your needs for your animal. ... (more)

Confirmed Holiday Availability
17. Jordan

Experienced Kennel Worker

Palos Heights, IL, 60463

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Our family has used Jordan to care for our two dogs and cat for the past 3 years. She is completely dependable and is professional and caring at all times. ... (more)"

Confirmed Holiday Availability
18. Rebecca

Part of the Family

Mount Greenwood, Chicago, IL, 60435

House Sitting, Drop-In Visits, Dog Walking

"On time, did great job !!! Will definitely use Rebecca again in the future for our little puppy. She was very kind and nice and did what was asked. (more)"

19. Hunter

Flexible schedule, fenced yard

Chicago Ridge, IL, 60415

Dog Boarding, Drop-In Visits, Dog Walking

About: I have grown up with several dogs and have experience with large dogs (Rhottwilers, Great Danes) and small dogs (Chihuahuas, Jack Russels). I have ... (more)

Confirmed Holiday Availability
20. LeeAnn

Close to home Doggy fun

Oak Forest, IL, 60452

Drop-In Visits, Dog Walking

About: I’ve been a animal lover my whole life! I grew up around all types of dogs and just recently got a dog of my own. I love all sizes of dogs!! You’re... (more)


Rover.com is the simple, savvy way to find and book Crestwood drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, 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 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 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Crestwood. 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.