House Sitting in West 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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Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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1. Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
6.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
25 repeat clients
from
$65
per night

I highly recommend Otis as a Rover sitter! He was very punctual and professional during our meet and greet. During his stay in my home, he followed all instructions - including correctly using a type of leash that was new to him - and sent lots of updates and photos. I will definitely book Otis again in the future!

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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2. Emily N.

Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
114 reviews
36 repeat clients
from
$55
per night

Emily was amazing! She took care of my senior dog and cat while I was away for the weekend and sent me pictures and updates on how each was doing throughout. My senior dog is a rescue and can get anxious when I leave but he seemed to be so comfortable with Emily and was super calm during the weekend. I’ll be using Emily again next time I go out of town!

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Sitter Profile Image: Gaby V.
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Sitter Profile Image: Gaby V.
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3. Gaby V.

Rover 101
Stay at home College Student!
Chicago, IL, 60623
5.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
41 reviews
13 repeat clients
from
$60
per night

Gaby was excellent. She was very detailed, kind and went above and beyond to make sure that was taken care of while I was out for a week. Gaby was punctual, asked many questions to get to know Tati better, and was very communicative with me. I had to find a sitter in less than 48 hours and she was very flexible, made time to meet Tati, and the process went super smoothly. She always kept me in the loop and asked questions when needed. I highly recommend Gaby to anyone who is looking for a sitter for their pet.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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4. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$33
per night

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 down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!

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Sitter Profile Image: Jasmine V.
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Sitter Profile Image: Jasmine V.
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5. Jasmine V.

Rover 101
Animal lover! :)
Lower West Side, Chicago, IL, 60608
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$60
per night

Jasmine is amazing with dogs. Our pups love her. When she came to visit them they remembered her from the last sit, even though it was only a few hours, and got super excited. That says everything. She communicates well with updates every morning & evening and lots of photos. During a walk our neighbors large dog got loose & tried to attack our dogs. Jasmine physically defended our small dogs against the bigger one and got them to safety. Above and beyond care. Jasmine let us know immediately what happened. You can trust she will do everything in her power to keep your pups safe & happy.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Chijioke E.
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Sitter Profile Image: Chijioke E.
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6. Chijioke E.

Convenient, Empathetic Care!
Hyde Park, Chicago, IL, 60615
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$44
per night

Chijioke is one of the most caring and empathetic caregivers I have ever met. My cat easily fell in love and felt safe around them for cuddles and play times. They took extra care to make sure she and her litter space were clean. As well as training her on what are her dedicated spaces versus where she's not allowed like in the bathroom tub lol They have been super helpful in guiding me on how to be a better pet parent every time we meet. Very grateful to have them as my and my cat's best friend!

Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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7. Jasmine P.

Rover 101
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
61 reviews
21 repeat clients
from
$75
per night

Jasmine took excellent care of Zoey while we were out of town for nearly a week. Despite Zoey's nervousness and the challenges it posed initially, Jasmine exercised a lot of patience and willingness to try different things to allow Zoey to feel more safe. And after the first night, Zoey warmed up significantly! Jasmine kept us updated throughout the trip, whether it was the challenges on the first day or the big successes in the days that followed! We really appreciated Jasmine's skills, knowledge, and commitment to taking care of Zoey.

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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8. Belicia K.

Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$50
per night

Belicia took wonderful care of Anya while we were away for 8 days. She fed and walked her and sent us numerous photos and updates. Anya fell sick during her stay and Belicia took great care of her. We would love to work with her again!

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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9. Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$75
per night

Shakira is the absolute best and just a amazing lady! This was my first time hes I g him with a stranger. Both she and Benzo fell in love with each other and he was looking sad when she left. She took good care of my boy and kept me updated on his activities during the day. Couldn’t ask for a better experience or sitter for my puppy. Do not hesitate ti book her if she’s available; you won’t regret it I promise. She is a dog whisperer!!?

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Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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10. Nicole C.

Responsible, reliable, WFH 🧘🏻‍♀️
Near South Side, Chicago, IL, 60616
5.2 mi. away
Boarding, House Sitting
5.0 out of 5 stars
15 reviews
1 repeat client
from
$72
per night

Nicole is awesome. She stayed with our pups over 6 days in our home. She followed all our instructions and treated the pups like her own. She catered to their individual personalities and needs. Awesome communication and lots of photos. Nicole continued caring for the dogs even though she got sick that weekend. She left our place spotless. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jacky & Leo V.
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Sitter Profile Image: Jacky & Leo V.
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11. Jacky & Leo V.

A dog is also a girls best friend!
Chicago, IL, 60636
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$50
per night

Jacky was wonderful! So quick and easy to communicate and set up a meet and greet with. We needed dog sitting for a weekend. Our dogs are reactive to people and after explaining this to Jacky, she was up for seeing if it will work. My dogs took to her very quickly!! We got updates and pictures, including how well they were acclimating to her! We can’t thank her enough and will definitely be booking her services again!

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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12. Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$50
per night

Shiri was awesome to accept a relatively last minute booking at a good rate, and was communicative and professional throughout her stay. I returned to my home exactly how I had left it for her which I appreciated as well. She was understanding and kind when problems arose which meant a lot for me given my dog is of old age and caring for him can be quite involved. Thanks Shiri!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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13. Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$30
per night

Jessica is amazing with pets! She's caring, reliable, and genuinely loves furry friends. If you want someone who'll treat your pet like family, Jessica's the one to call.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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14. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
35 repeat clients
from
$65
per night

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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15. Lupe M.

Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$90
per night

Lupe was great! Took really good care of my 13 year old dog! Lupe is very communicative and responsive, she’d send lots of pics of Rockie! Also, our apartment was cleaner when we got back than before we left! Thank you again!!

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Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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16. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
3.6 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$30
per night

Taylor was a great dog sitter for GiGi! She sent photos and made sure she was well taken care of. I would highly recommend Taylor for any pet sitting services!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amelia E.
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Sitter Profile Image: Amelia E.
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17. Amelia E.

Your dog's bestfriend 🐶
Chicago Lawn, Chicago, IL, 60629
1.7 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$45
per night

Amelia stayed at our home while we were on a weeks vacation and getting married out of town. We returned to our dog with good health and joyfulness.

Sitter Profile Image: Nataya J.
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Sitter Profile Image: Nataya J.
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18. Nataya J.

Loving care when your not there!!
West Englewood, Chicago, IL, 60636
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
6 repeat clients
from
$70
per night

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 pets are my children and she treated them as if they were hers! I would definitely book her in the future.

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Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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19. Grace T.

Full time student & pet lover!
Woodlawn, Chicago, IL, 60637
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 years of experience
from
$30
per night

About: Experience with dogs and cats. Full time student which gives me more flexibility to attend to your pet! I’ve worked with mostly medium sized high energy dogs. I am a graduate student here in Chicago so I can be flexible with attending to pets on week days and weekends. I also have a car so I can be quick to get to locations I love being attentive to pets and their needs whether it’s playing, going on walks, potty breaks, and keeping track of food and water intake.

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Sitter Profile Image: Danie R.
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Sitter Profile Image: Danie R.
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20. Danie R.

Because they're family too.
Chicago, IL, 60629
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$75
per night

Danielle did an excellent job of watching our three golden retrievers and home We Would highly recommend her Thank you for taking care of our babies

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Rover also offers House Sitting in these neighborhoods:

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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.

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