Pet Setting & Drop Ins in Washington Heights, Chicago

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

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1. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

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

"Beverly is a very sweet lady. She is always happy and cheerful. She has a lot of respect and fondness for dogs. She trained her dog Bob and he was very well ... (more)"

Confirmed availability
Christmas and New Year
2. Laura

They will be safe and feel loved!!!

Washington Heights, CHICAGO, IL, 60643

Dog Boarding, Drop-In Visits, Dog Walking

"Laura loves and is extremely passionate about puppies and dogs. Mr. Rogue my ( Bichon-poo) is very spoiled. Laura was understanding yet firm, he is currentl... (more)"

Confirmed availability
Christmas and New Year
3. Maria

Quality canine and feline care

Beverly, Chicago, IL, 60655

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

"Maria is a very experienced and competent animal caregiver. She pays close attention to animal needs and behaviors. She cares deeply about the wellbeing of... (more)"

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4. Mary

Large fenced in yard

Beverly, Chicago, IL, 60643

Drop-In Visits, Dog Walking

"Mary was absolutely fantastic with my dog! You can really tell how much she loves animals, especially dogs. My experience with her was great! She's consisten... (more)"

5. Melissa

I can't wait to meet your dog!

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"Melissa helped me out (with less than 24 hours notice) when I was in a jam. She sent updates, pictures, and took great care of my puppy! (more)"

Confirmed availability
Christmas and New Year
6. Cynthia

I will love and care for your dog!

Blue Island, IL, 60406

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

About: I have a lot of love to give to your pet! I truly enjoy being with animals and have past experience with caring for dogs! I can provide much reassu... (more)

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7. Jessica

Home full time, used to large dogs

Evergreen Park, IL, 60805

Drop-In Visits, Doggy Day Care, Dog Walking

"Buckley loves when Jessica comes to our house. She is so reliable and gives a full report of the visit. It's so nice to have such a caring person. (more)"

Confirmed availability
Christmas and New Year
8. Samantha

I'm here for your best friend!

Blue Island, IL, 60406

House Sitting, Drop-In Visits, Dog Walking

"My name is Tammy, the proud mother of Samantha. I'm writing this testimony to let you know how much love my daughter has in her heart. Samantha is a leader... (more)"

Confirmed availability
Christmas and New Year
9. Kaitlyn

College Student-Full Time Pet Care

Morgan Park, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

About: My name is Kaitlyn, I am 20 years old and I currently live in the Beverly/Morgan Park area. A little bit of my history: I currently work with Urban... (more)

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10. Paul

Flexible Schedule-Active-Reliable

Evergreen Park, IL, 60805

House Sitting, Drop-In Visits, Dog Walking

"Paul is a wonderful and responsible caregiver for our two large, adult dogs. He has lived with dogs whole life, and treats ours as if they were his own by m... (more)"

Confirmed availability
Christmas and New Year
11. Janice

Your dog will be treated as family!

Morgan Park, Chicago, IL, 60643

Drop-In Visits, Dog Walking

"Janice's dependability and her love of dogs make her the perfect dog sitter. I would trust my pets with her any time and know that they'll be well cared for. (more)"

12. Patiya

Social Worker Who Loves Dogs

Beverly, Chicago, IL, 60643

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"I recently went on vacation and wanted to have the pets stay home. I was on the fence because I didn’t have anyone I could trust with access to my place or m... (more)"

13. Margaret

I will take long walks with you dog

Beverly, chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"I have never met a more loving and caring individual who absolutely LOVES animals than Margaret! My dog cannot get enough of her. Quite honestly, I'm a bit... (more)"

Confirmed availability
Christmas and New Year
14. Jessica

Home full time big yard

Morgan Park, Chicago, IL, 60643

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

About: I have worked at a vet, fostered dogs, and love to play with and walk dogs. I have a 1 year old dog who lives to play with its other dogs and have ... (more)

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15. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

"Another great job! (more)"

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16. Ellen

I'll run with you dog!

Evergreen Park, IL, 60805

House Sitting, Drop-In Visits, Dog Walking

"Ellen is awesome and super sweet to my dog. She's helped me many times and I highly recommend her. Sh'e friendly, punctual and a long time pet owner! (more)"

Confirmed availability
Christmas and New Year
17. Kali

Your Best Friend's New BF

Auburn Gresham, Chicago, IL, 60620

Dog Boarding, House Sitting, Drop-In Visits

About: I am a fun loving outdoor girl looking to make new little friends!! I would love my own pet, however, I much rather look after those who's Parents ... (more)

Confirmed availability
Christmas and New Year
18. Alina

Your pup will be well taken care of

Beverly, Chicago, IL, 60655

Drop-In Visits, Dog Walking

"Hi. Alina has been walking and caring for my dogs since she was 15 years old. She and her mom would housesit for me while my husband and I traveled. My dogs... (more)"

19. Jessica

Your dog has a friend in me (:

Beverly, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"Jessica is a very caring, loving dog sitter. She house sat and dog sat our 4 golden retrievers. They ranged from a 6 month old puppy to an elderly 13 year ol... (more)"

Confirmed availability
Christmas and New Year
20. Devin

Your dog will love me ?

Washington Heights, Chicago, IL, 60620

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

About: My name is Devin. I am 23 years old. I like playing video games and I am also big anime fan. I can provide plenty of exercise and playtime as well ... (more)

In Washington Heights, Chicago, IL, dog lovers trust Rover.com for their pet sitting needs. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking pet sitting in Washington Heights can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Chicago on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Washington Heights pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Washington Heights, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Washington Heights pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Washington Heights, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: