House Sitting In Grand Boulevard

Find a loving house sitter to watch over your pets and your home.

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Top rated Grand Boulevard house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jade T.
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Jade T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
11 years of experience
Lower West Side, Chicago, IL, 60608

Jade did a wonderful job. She clearly really cared about my dogs and sent plenty of updates. My apartment was incredibly clean after she left. Would hire again in a heartbeat.

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John L.
Sitter Profile Image: Gianni B.
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Gianni B.
from
$55
per night
5.0 out of 5 stars
24 reviews
1 repeat client
10 years of experience
Near West Side, Chicago, IL, 60612

Gianni was amazing with our two dogs, Joy and Biscuit! You can tell right away how much she truly cares. Joy is usually pretty nervous around new people, but Gianni was so patient and gentle that she warmed up to her quickly and felt completely at ease—which meant everything to us. Both dogs clearly loved their walks and cuddle time with her, and it was such a relief knowing they were in such good hands. This was our first time using Gianni, and we’ll definitely be using her again. Highly recommend her if you’re looking for someone reliable, kind, and great with dogs!

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Ethel C.
Sitter Profile Image: Brianna J.
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Brianna J.
Star Sitter
from
$60
per night
5.0 out of 5 stars
59 reviews
18 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Could not recommend Brianna enough!! She house sat for my cat Marvin while I was having surgery out of town and was super accommodating to last minute travel changes, gave great updates, and my apartment was so clean when I got back which made traveling a breeze! Already booking my next sitting :)

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Lindsey S.
Sitter Profile Image: Nicole R.
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Nicole R.
Star Sitter
from
$50
per night
4.9 out of 5 stars
48 reviews
19 repeat clients
3 years of experience
Bridgeport, Chicago, IL, 60616

We moved to Chicago just a few weeks before a two week trip to Australia, so needless to say we were a bit worried about leaving our cat. I got in touch with Nicole before we even moved and she was great right from the start. Throughout our trip, she sent pictures at least twice a day and was very communicative. She asked if her boyfriend could stay with her and since we were gone for two weeks, we agreed to that. They stayed at our apartment for two weeks and treated both our cat and our apartment with care. You could barely tell anyone had stayed there when we got back. I also left them a novel of instructions and they followed it all (although I could've been more clear on how many treats he should get, he got spoiled!). As soon as she got to our house at the start of our booking, our anxieties about leaving our cat were gone. Can't recommend booking Nicole enough.

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Alexandra E.
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
214 reviews
61 repeat clients
10 years of experience
Chicago, IL, 60605

Emily took great care of my pup Lily and made her feel at ease when I was gone. She was very flexible in accommodating my change in schedule,

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Melissa S.
Sitter Profile Image: Mia L.
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Mia L.
from
$40
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
7 years of experience
Hyde Park, Chicago, IL, 60615

Mia is a wonderful dog sitter! Charlie and Cooper had a great time with her while we were out of town and she was very communicative with a check in and pictures every day.

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April H.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

Evan was terrific - great with the dogs, good communicator, and he left the house in wonderful condition. We booked him at the last minute and would definitely book him again. Highly recommended.

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Cynthia H.
Sitter Profile Image: Linda D.
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Linda D.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Linda was great with our pooch. Good communication too.

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Rodney D.
Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
74 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60620

They did an amazing job with my boys, and my boys loved them so much. They were super responsive and kept me updated throughout. I will definitely book them again in the future.

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Cassie J.
Sitter Profile Image: Patricia F.
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Patricia F.
from
$40
per night
4.8 out of 5 stars
66 reviews
21 repeat clients
9 years of experience
Brighton Park, Chicago, IL, 60632

Patricia is fantastic! She took such good care of our kitten and sent photos along the way. She left our apartment in perfect condition too. Highly recommend, would definitely book again!

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Katherine K.
Sitter Profile Image: Annie X.
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Annie X.
from
$65
per night
4.9 out of 5 stars
147 reviews
110 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Amazing!!! Annie is great with out shy dog and went out above to build trust with our dog. Annie was very good about communicating with us. We will definitely be using Annie as a pet sitter again!

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Angelina L.
Sitter Profile Image: Zoe R.
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Zoe R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
7 reviews
5 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

Zoe watched our sweet pup and her cousin for an evening. She was on time (early), friendly, and sweet.

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Colleen S.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per night
4.6 out of 5 stars
63 reviews
37 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

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! Im currently working part time so I have plenty of time to care for your pets, it would be my pleasure! Contact me for bookings! I have a fenced yard and other friendly pets to keep your dog company I also have a crate and for your pup if needed and plenty of space in my house.

Sitter Profile Image: Connie C.
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Connie C.
from
$45
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
15 years of experience
Chicago, IL, 60616

Connie was wonderful! She was very upfront and communicative leading up to our booking which made us feel more and more comfortable as we got closer to our trip. She sent us the perfect amount of updates and our dog Ralph, who is your classic dramatic and clingy dachshund, warmed up to her very quickly. She kept our place very clean and would be happy to book her again/recommend her to our community!

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Jessica K.
Sitter Profile Image: Brianna S.
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Brianna S.
from
$50
per night
4.9 out of 5 stars
25 reviews
12 repeat clients
4 years of experience
McKinley Park, Chicago, IL, 60609

Brianna was such an amazing sitter! She took great care of my two cats while I was out of town for a week, and sent multiple daily photo updates, making it clear she is a true animal lover. I highly recommend using her services, thank you so much Brianna!

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Samantha D.
Sitter Profile Image: Mairead M.
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Mairead M.
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

Mairead is fantastic! She was patient and loving with our pets and took amazing care of our home while we were out. Wholeheartedly recommend!!

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Ben F.
Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
96 reviews
37 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60615

Jasmine did an amazing job house sitting with our pup. She clearly communicated the whole week and left the house spotless. Our dog was well taken care of and very relaxed when we returned. She sent updates and was a pleasure to work with. We would love to rebook Jasmine our next trip and highly recommend her!

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Amber G.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$45
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Douglas, Chicago, IL, 60609

Elizabeth was so great! We were able to meet before the house sitting and went over the specifics of my dog. She gave me daily updates and let me know he was doing well which I really appreciated!! I would definitely book again ?

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Kennedy C.
Sitter Profile Image: Jaden K.
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Jaden K.
from
$70
per night
7 years of experience
Grand Boulevard, Chicago, IL, 60615

About: I’ve been caring for dogs of all kinds since I was around 10 years old, and for the past year I’ve consistently dog walked and dog sat for multiple families. I’ve also had my own dog for 7 years, so I understand the daily care, attention, and responsibility pets need. I’m comfortable with different breeds, sizes, and temperaments, and I always make sure each dog gets the exercise, routine, and care they deserve. Whether it’s long walks, feeding, or just keeping them company, I treat every pet like my own and make sure they feel safe and happy while you’re away. I’m a part-time dog walker and student, looking to fill my summer with wagging tails, fresh air, and more furry adventures! I have lots of free time during the week, so I’m very flexible. The pet’s safety and comfort are my top priorities. I always follow any given instructions and take time to build trust with every pet. I keep their water fresh, clean up any messes, and make sure pets feel safe, happy, and comfortable at all times.

Sitter Profile Image: Maya C.
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Maya C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
109 reviews
42 repeat clients
8 years of experience
Kenwood, Chicago, IL, 60615

Maya did an incredible job and our 4 month old puppy absolutely loved her. Very kind and knowledgeable. Took the initiative to incorporate training during his walk and play time. Provided pictures from throughout her stay. Extremely thorough. M

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Joel T.
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Grand Boulevard pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Emily was great with our anxious, cranky little girl. She sent updates and pictures that made me feel so much better about being away. She was wonderful and we can’t wait to have her back!

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Anisah M.
House Sitting
5.0 out of 5 stars

Nothing but glowing things to say. I felt confident that Penny was in good hands from the jump when I saw how Bri interacted with her during out meet and greet. Penny is a high energy young dog and Bri sent plenty of updates while I was away. She took my notes about Penny's care and ran with them giving Penny enrichment, practicing commands on walks, and in the end I had cute photos of a tired pup! Would definitely recommend.

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Kelcie B.
House Sitting
5.0 out of 5 stars

Jade did a wonderful job. She clearly really cared about my dogs and sent plenty of updates. My apartment was incredibly clean after she left. Would hire again in a heartbeat.

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John L.
House Sitting
5.0 out of 5 stars

Tori was on time for the sitting and Lexi loved her. She send me a picture so I could see how content Lexi was, which I really appreciated. I would definitely rebook with her in the near future.

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Ann M.
House Sitting
5.0 out of 5 stars

We have two senior felines each preferring to be the center of the universe. Both boys seem to enjoy her company. Since they are the center of our universe that makes me very happy.

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Mary & Stephen B.
House Sitting
5.0 out of 5 stars

Mia was great with Nova during a bad thunderstorm- was so glad she was there to help her terrible anxiety!

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Madeline W.
House Sitting
5.0 out of 5 stars

Nicole was communicative, send lots of pictures and videos and left the house very clean when we arrived back home. We’d definitely book with her again!

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Cavya & Greg S.
House Sitting
5.0 out of 5 stars

Phenomenal. Anais took great care of our doges and home. She was extremely responsive to our messages and sent update pictures every day.

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Gabriel L.
House Sitting
5.0 out of 5 stars

Bart loved being with Alexis! Most importantly, she made me feel comfortable by sending pics and videos throughout the day.

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Erika R.
House Sitting
5.0 out of 5 stars

Diana did an amazing job watching my dog while I was away. Highly recommend for your pet sitting needs.

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Jommel M.
House Sitting
5.0 out of 5 stars

Jozelin did a great job with our two cats. Lots of pictures of them hanging out together. She left everything in order after her stay at our place, and we will definitely book with her again.

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Charles K.
House Sitting
5.0 out of 5 stars

He was so amazing!! Followed all of my puppy’s care instructions perfectly. I felt very comfortable leaving her with Xavier. I am definitely going to be rebooking with him soon!

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Catie K.
House Sitting
5.0 out of 5 stars

We were very fortunate to have Bella watch our senior dog Luna for a week. She did an amazing job keeping us updated with pictures and was very responsive whenever we checked in. She took great care of our home and also our dog that requires a lot of love and attention. Would 100% rebook in the future!

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Andrew R.
House Sitting
5.0 out of 5 stars

Lindsey was such a joy taking care of our dogs while we were away for the weekend! She sent us lots of photos and was always happy to ask if anything was unclear while she was here.

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Brandon H.
House Sitting
5.0 out of 5 stars

Kexin did a great job looking after Xena over the weekend. I was a fan of the daily updates and pictures. Kexin took the time to meet Xena and make sure she had all the notes needed for a smooth weekend with Xena. I’m always a little nervous leaving Xena with new sitters because of her reactivity but Kexin handled her well and even helped her practice on walks. Will be booking again.

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Oswaldo A.
House Sitting
5.0 out of 5 stars

Marisa started overnight to house and dogsit. Our puppies seemed very well cared for and our home was exactly as we left it. Marisa was on time and responsive. Will definitely book with Marisa again!

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Gabriela N.
House Sitting
5.0 out of 5 stars

Allison was incredibly patient, calm, and thoughtful with my very fearful dog. She handled slow trust-building, medication, and accidents with total professionalism and genuine kindness, always respecting my dog’s boundaries. Her consistent updates gave me so much peace of mind. I’m so happy she was available to book for my last trip and she will absolutely be my first choice in the future.

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Jordan M.
House Sitting
5.0 out of 5 stars

Jasmine is the epitome of caring combined with professionalism. She took care of my small shorkie for an extended stay and when i returned my pet was calm and well cared for. Jasmine checked in every day with a quick message update and pics to let me know how things were coming along. She even checked in on the plants as well. Highly recommend this sitter and will use her again

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yvonne b.
House Sitting
5.0 out of 5 stars

Honestly, one of the best sitters we’ve ever had from Rover. Without even being asked, she brushed my pup, took great care of my place, and he seemed so happy the entire time. She was incredibly attentive to his needs and sent thoughtful updates along the way. I couldn’t have asked for a better experience.

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Rich S.
House Sitting
5.0 out of 5 stars

Sarah was BEYOND wonderful with our baby. Constant communication and just provided so much comfort to us knowing she was in good hands. If you haven’t hesitation on booking Rover, she makes it all go away! Truly the best.

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Ally M.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Grand Boulevard house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Grand Boulevard.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Grand Boulevard house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.