House Sitting in Englewood, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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What size are your dogs (lbs)?

Search Results

Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Dalila E.
Sitter Profile Image: Dalila E.
1.
PET SPECIALIST
Chicago, IL, 60609
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My dog Kappy was well taken care of and enjoyed great company! I’ve only ever left him with friends and family and it was such a relief to see him just as comfo… (more)

from

$58

per night
Calendar Recently Updated
Sitter Profile Image: Susan C.
Sitter Profile Image: Susan C.
2.
You're Dog is My Dog!
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Truly the best dog sitter I’ve ever had, both on Rover and personally. I trust her implicitly and she treats my two “children” like her own. I never worry when … (more)

from

$60

per night
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Sitter Profile Image: Emily N.
Sitter Profile Image: Emily N.
3.
Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Emily was amazing and I appreciated the extra things she did with Milo! She gave me updates and pictures! She will be my regular house sitter for Milo now!!!! T… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Shakira C.
Sitter Profile Image: Shakira C.
Your Pup is My Pup
South Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Shakira rules. She was patient, flexible, and very understanding of our concerns for Hazel’s skittish-ness. Hazel took to Shakira immediately, and Shakira sent … (more)

from

$75

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Erin M.
Sitter Profile Image: Erin M.
5.
Reliable care for your pet
Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Thank you so much for caring for our pets! (more)

from

$38

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Belicia K.
Sitter Profile Image: Belicia K.
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Belicia is the absolute best. We were gone for two weeks for our wedding abroad and were so busy that we barely had time to check in the way we normally would. … (more)

from

$50

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Kaitlyn C.
Sitter Profile Image: Kaitlyn C.
Reliable, Last-Minute Pet Care!
Brighton Park, Chicago, IL, 60632
House Sitting, Drop-In Visits

I've been worried about how best to care for my senior dog now that I can get away and visit with friends and family. I thought an in house dog sitter would … (more)

from

$45

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Niesha D.
Sitter Profile Image: Niesha D.
8.
Fur-babies love me!
Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Dog Walking

Niesha is an incredibly reliable and responsible pet sitter. I left my two cats in her care for two weeks and she kept me posted frequently with cute pix of my … (more)

from

$38

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Molly S.
Sitter Profile Image: Molly S.
9.
Openly Available Animal Caretaker
Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Molly is so wonderful with my pets, and they just love her. She has cared for my pets many times, and she is always kind, gentle, and loving. She goes above and… (more)

from

$30

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Steven S.
Sitter Profile Image: Steven S.
10.
Your loved ones are safe with Steve
Chicago, IL, 60620
House Sitting, Drop-In Visits, Dog Walking

Steven was wonderful. He sat for our two dogs for five days, took really great pics and left our home spotless. I will definitely book Steven again! (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Janessa M.
Sitter Profile Image: Janessa M.
11.
I've arrived, The best sitter ;)
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I've taken care of dogs in the past and never asked for anything in return. This website makes it easier for me to help other animal lovers like me. … (more)

from

$35

per night
Sitter Profile Image: Brittany K.
Sitter Profile Image: Brittany K.
Happy pup happy life!
Douglas, Chicago, IL, 60616
Boarding, House Sitting, Drop-In Visits, Dog Walking

Brittany was amazing!! She made sure to update us about our pups with plenty of pictures. Our house was immaculate when we came back and our pups are so happy t… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Elizabeth D.
Sitter Profile Image: Elizabeth D.
Does your pet need a new friend?
Douglas, Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking

They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him… (more)

from

$25

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jack H.
Sitter Profile Image: Jack H.
14.
raised by (domesticated) wolves
Kenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Jack is SO amazing! I have a very scared 2 year old puppy who takes MONTHS to warm up to people. Seriously, the last two dog walkers needed 4-6 months to get … (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Kayla S.
Sitter Profile Image: Kayla S.
15.
Ready for four-legged love again <3
Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking

About: Hello my name is Kayla, I am so excited to meet you and your furry children! I am a passionate animal lover that grew up with dogs in her home, carin… (more)

from

$32

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Idalia P.
Sitter Profile Image: Idalia P.
16.
I love your pets!
Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking

I would highly recommend Idalia to take care of your pets. Gertrude is very picky with people and she usually takes time to warm up, but after a few minutes wit… (more)

from

$30

per night
Calendar Recently Updated
Sitter Profile Image: Megan S.
Sitter Profile Image: Megan S.
17.
Self-identifying dog lover!
Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Megan did a great job with our two pups! Attentive and conscientious, sent us great pics of happy hounds. We'll definitely book with her again. (more)

from

$40

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Hilary R.
Sitter Profile Image: Hilary R.
18.
A safe, loving, place for your pet
Grand Crossing, Chicago, IL, 60619
Boarding, House Sitting, Drop-In Visits

Hilary is a wonderful pet sitter. She has watched my cats and my dogs and everything has always gone smoothly. She is punctual and loves animals so much, you kn… (more)

from

$50

per night
Sitter Profile Image: Nataya J.
Sitter Profile Image: Nataya J.
19.
Loving care when your not there!!
West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Dog Walking

Nataya was wonderful. She took great care of both my cat and dog. She sent daily pictures and videos and was extremely responsive to all of my questions. My pet… (more)

from

$70

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Ilisia P.
Sitter Profile Image: Ilisia P.
20.
Reliable & Loving - Dog/Cat Sitter
Auburn Gresham, Chicago, IL, 60620
House Sitting, Drop-In Visits, Dog Walking
5 years of experience

About: it is often said that no one can fully understand the true meaning of love until they have owned a dog, and I wholeheartedly agree. I love the unique… (more)

from

$40

per night

The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving 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 house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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 house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

House Sitting