House Sitting Grand Boulevard

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Over 109
pet parents in Grand Boulevard have booked house sitting

Grand Boulevard, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Audrey A.
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Audrey A.
Star Sitter
from
$88
per night
5.0 out of 5 stars
422 reviews
16 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60611

Thank you!

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James C.
Sitter Profile Image: Shakira C.
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Shakira C.
from
$75
per night
5.0 out of 5 stars
49 reviews
9 repeat clients
25 years of experience
Chicago, IL, 60619

This is the second time I’ve asked Shakira to watch my Doberman, Laila and could not be more pleased. My dog can be super energetic and Shakira does a great job with her. I’ve even received compliments from my neighbors of how good she is when I’m away. Shakira is very responsive , detail oriented and sends daily updates and photos. HIGHLY recommend!

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Ronald J.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
141 reviews
61 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

Samantha is amazing. She took care of my two Frenchies for 8 days in my home. She took over new training techniques for the puppy with no problem (with very little notice I might add). She took amazing care of my babes and left my apartment just as I’d left it. Love her!

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C A.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
51 reviews
17 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: Zoe R.
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Zoe R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
15 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60615

Zoe was so great with Mac and communicated well while I was away. I can’t thank her enough and would love to have her watch Mac again next time I’m out of town!

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Jackie B.
Sitter Profile Image: Nicole R.
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Nicole R.
from
$50
per night
4.9 out of 5 stars
60 reviews
21 repeat clients
3 years of experience
Bridgeport, Chicago, IL, 60616

Our pup with separation anxiety was so relaxed with Nicole! She did a great job with our puppy too! Will absolutely book her again, highly recommend!

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Christa R.
Sitter Profile Image: Acoya & Nicole R.
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Acoya & Nicole R.
from
$95
per night
4.9 out of 5 stars
339 reviews
139 repeat clients
11 years of experience
Chicago, IL, 60605

Acoya took great care of our pets. We appreciate her being here with our fur babies while we went on vacation. Thank you again for taking good care of our babies.

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Anetra T.
Sitter Profile Image: Allison D.
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Allison D.
from
$75
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
11 years of experience
Near West Side, Chicago, IL, 60661

My goodness Alli is seriously THE BEST sitter I've ever had on this platform!! Her communication style is unmatched and exactly what I'm looking for when it comes to providing updates on my little one while I'm away. She provided detailed check-ins at/around the same time each day, which gives me so much peace of mind (I can still enjoy my time away while also knowing I'll receive a check-in at specific times that day). She followed all care instructions to the letter, kept my home spotless, and overall had an awesome time with Atlas. Without a doubt I will be booking her services again in the future! Thank you Alli!!

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Rachel W.
Sitter Profile Image: Claire P.
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Claire P.
from
$70
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
12 years of experience
Woodlawn, Chicago, IL, 60637

Claire was fantastic. From the moment we met her, she was warm, professional, and clearly experienced with dogs. She took exceptional care of my anxious dog, Balu, and we were so relieved to come home to a relaxed, happy dog. Claire kept us updated with photos and messages throughout our trip, which gave us real peace of mind while we were away. She stayed in our home and left everything spotless. We couldn’t have asked for a better dog sitter and wouldn’t hesitate to book her again if she’s available.

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Jay N.
Sitter Profile Image: Haley W.
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Haley W.
Star Sitter
from
$25
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Haley did so great work our pack. She communicated clearly and frequently. She even went above and beyond to rescue our dog when he jumped the fence and went into a creek. It was obvious she cared for them, snuggled them, and loved them.

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Robyn C.
Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$66
per night
5.0 out of 5 stars
82 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60620

Jayden always does such a phenomenal job with my senior cat. My kitty is rather incontinent and very old, so naturally it is difficult to leave her with many people, but Jayden always treats her so well. They always ask specifically what my cat needs, keep me well updated, and my house cleaner than I left it. I never feel like I'm bothering them when I text and ask for updates. They really understand how hard it can be to leave your pet and that makes it so much easier to relax on vacation. Jayden is the only pet sitter we will use!!

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mello y.
Sitter Profile Image: Dominique P.
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Dominique P.
Star Sitter
from
$76
per night
5.0 out of 5 stars
84 reviews
44 repeat clients
7 years of experience
West Town, Chicago, IL, 60622

Dominque was so kind and communicative. We have two large dogs and she handled them so well! We will definitely rebook with her in the future

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Betty T.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$37
per night
5.0 out of 5 stars
37 reviews
16 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

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.
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$68
per night
5.0 out of 5 stars
234 reviews
66 repeat clients
10 years of experience
Chicago, IL, 60605

Emily was great with my senior pup, Bailey! She kept me updated and sent great photos the entire time I was out of town. On top of the great care she took with both Bailey and my place, she was amazingly flexible and able to extend her stay when we had to stay out of town an extra day. Definitely recommend Emily and plan to book again with her!

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Annie H.
Sitter Profile Image: Olesia A.
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Olesia A.
Star Sitter
from
$75
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

My dog Sadie loves Olesia so much! She always takes such great care of her and it puts my mind at ease knowing she is in good hands while I’m away. We will definitely continue booking with Olesia whenever possible.

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Carmen G.
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
50 reviews
10 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine was great with my cats! Super communicative and sent lots of pictures. Everything was clean and kept up with. Will definitely book with her next time I need a sitter!

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Natalie M.
Sitter Profile Image: Danielle K.
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Danielle K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

Danielle took great care of Lavender during her sit. She was patient and followed all of the instructions. Really appreciate her looking after Lavender.

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Danielle B.
Sitter Profile Image: Annie X.
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Annie X.
from
$75
per night
4.9 out of 5 stars
159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Annie watched our French Bulldog, Fiona, for 7 days. It was also a holiday weekend which is a big deal. She did a great job with Fiona! She would send pictures and Fiona looked like she was in her element at home. I felt so comfortable with Annie taking care of Fiona that I didn't feel the need to check in constantly (which is a big thing for me). She also left the apartment just as clean as we had left it! She was great!

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Brooke S.
Sitter Profile Image: Kieanji W.
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Kieanji W.
Star Sitter
from
$25
per night
5.0 out of 5 stars
24 reviews
2 repeat clients
20 years of experience
Chicago, IL, 60604

Kieanji was an amazing sitter! She was communicative, responsive and attentive. My cat was quite glad to have her company. I felt assured that Kieanji had it all covered so that I could relax and enjoy my time away. Kieanji upheld my pet’s needs and routine. Kieanji also took the time and care to clean my home and restore order so that I arrived home to a clean house. Such a nice touch! Thank you Kieanji! Would absolutely recommend!

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Chelsea B.
Sitter Profile Image: Bryan S.
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Bryan S.
from
$45
per night
5.0 out of 5 stars
66 reviews
27 repeat clients
15 years of experience
Lake View, Chicago, IL, 60657

Bryan did an excellent job taking care of RB and Frida. He was on top of everything, making sure the girls had their meals, walks, potty breaks etc. He is not afraid to ask anything (which we prefer rather than assume). Girls seems very happy and our apartment was spotless and well taken care of when we returned back. Definitely recommended for when you are away!! ❤️🐶

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Josue Alejandro P.
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The median cost per night for house sitting in Grand Boulevard is $50

Pet parents share their Rover experiences - Grand Boulevard

1 / 1
5.0 out of 5 stars

We went out of town for 10 days and Zoe took care of our two whippets, Sammy and Bleu. We got updates and pictures each day, and know they got at least two long walks daily (they have Fi collars, so we can see their daily steps). Zoe also took great care of our home and left it cleaner than when she arrived! I could not recommend her enough!

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Aleisha K.
House Sitting
5.0 out of 5 stars

Danielle was fabulous! Terrific with our animals and left our home in great shape. We had a wonderful trip knowing our animals were in her calm and professional hands.

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Darcy H.
House Sitting
5.0 out of 5 stars

Victoria house-sat for our golden retriever and cat over a week long vacation. She did a wonderful job - very communicative, good with the pets, regular photos/updates, and kept our place in great shape!

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Allyson R.
House Sitting
5.0 out of 5 stars

Alexis was great with Kaya! We got lots of updates including videos and photos, and we could tell Kaya was well taken care of. She seemed very happy while Alexis was staying with her!

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Megan & Trevor H.
House Sitting
5.0 out of 5 stars

Jozelin was a delight. I had daily updates and photos and my apartment was clean and tidy when I returned. Will definitely book with Jozelin again!

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Kelcie B.
House Sitting
5.0 out of 5 stars

Chauntrell is a lifesaver! Our sitter backed out the day before our trip, and he was immediately available. He sent us picture updates of our sweet Lola, followed our instructions on Lola’s care, and was very communicative! You can tell he loves animals and wants to provide the best care for our furry friends. I would book Chauntrell in a heartbeat! Thank you again, Chauntrell!

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Cori W.
House Sitting
5.0 out of 5 stars

Nicole is amazing! She watched my 2 dogs in-house for an extended weekend and I felt so comfortable leaving them. They both LOVED her and she took lots of pics for me. I would super duper high recommend Nicole! She also groomed my golden retriever at my house while I was gone and that was beautiful. Best cute my golden's ever had. I can't wait to go out of town again!

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Heidi B.
House Sitting
5.0 out of 5 stars

Niayla did an amazing job watching my dog while I was out of town. She sent daily photos and kept me updated throughout the sitting. Highly recommend for your pet sitting needs!

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Jommel M.
House Sitting
5.0 out of 5 stars

She's a great care taker of your dog or in my case my Son Ghost💙💙. My son enjoys hisself. She took him to the lake and some long walks. Also, my son got his chicken nuggets and went to the bank with her. I will definitely use her again. Amiyah Ghost says he loves you and thank you. He can't wait to see you again🐶🐶🐶🐶

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Lisa M.
House Sitting
5.0 out of 5 stars

Sarah helped us with our dog when we were out for a few days. She confirmed the booking at short notice, came for a meet-and-greet, and was super flexible with timings and booking modifications. I am very likely to ask Sarah to house sit and walk our dog again!

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Ramanujan S.
House Sitting
5.0 out of 5 stars

I am so glad we found Marisa to watch our 19 year old kitty while we were away for a few days. My cat had never been watched by anyone outside the family, and with his age and medical needs I was nervous about leaving him alone. Upon arriving Marisa sent me a video of him crawling into her lap to cuddle, and I immediately felt so much better! Marisa took excellent care of my boy, made sure he got his medication on time, made sure he was well fed, and provided him with great company. I also really appreciate all the updates Marisa gave us throughout her stay, and that she checked in with us about his separation anxiety. After a long few days of travel we came home to a happy, healthy cat, and a clean apartment. Thank you again, Marisa!

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Arin S.
House Sitting
5.0 out of 5 stars

Kristine was great with taking care of my anxious pup- especially during the fourth of july holiday when the fireworks can make him more nervous than normal. I could tell he had been well cared for!

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Laura F.
House Sitting
5.0 out of 5 stars

Allison has helped us with over night stays twice now and she is SO great! Very responsive and Peyton loves her!

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Katie D.
House Sitting
5.0 out of 5 stars

maia was wonderful, very communicative and respectful. peanutis an anxious dog and she was nice and calm when we got home. will definitely be booking her to hang out with peanut again

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Audrey T.
House Sitting
5.0 out of 5 stars

Kexin was absolutely wonderful with Waffles! From start to finish, I felt completely at ease knowing Waffles was in such great hands. Kexin was incredibly attentive, kept me updated, and truly treated Waffles like family. Waffles came home happy, healthy, and completely relaxed. I highly recommend Kexin to anyone looking for a trustworthy, caring sitter, and we will definitely be booking again!

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Luis M.
House Sitting
5.0 out of 5 stars

Grace took exceptional care of our dog, Coco! She was incredibly kind, patient, and attentive, and it was clear that she genuinely cares about the pets she works with. Coco was comfortable and happy with her, which gave us so much peace of mind. Grace went above and beyond to make sure Coco was well taken care of, and her professionalism and warm personality made the entire experience wonderful. We’re so grateful for her excellent service and will definitely be requesting Grace again. Thank you for treating Coco like family!

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ketki P.
House Sitting
5.0 out of 5 stars

Ahriel was communicative, kind, and took great care of my 3 animals on short notice - including a large senior dog and a toothless cat! She asked thorough questions when interviewing her which was reassuring. Since the stay was short notice, she was unable to meet the animals before hand or get a lay of the land (confusing apartment building), but did an incredible job with everything no less. Would recommend her and will hopefully get to use her in the future!

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Madison A.
House Sitting
5.0 out of 5 stars

Bella takes great care of our girl Daisy! We get frequent photos & updates and she’s very respectful of our home as well. Would recommend!

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Holly T.
House Sitting
5.0 out of 5 stars

Mia took good care of Doby while I was away. She kept me updated with photos and she left my house clean and tidy. Knowing Doby was in such good hands made my vacation so much more relaxing. I would absolutely book Mia again for my next trip and highly recommend her to anyone looking for a caring and reliable dog sitter!

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Edie c.
House Sitting
5.0 out of 5 stars

Ava shared pictures and accurately followed all our instructions, we are very grateful for the boarding service provided =)

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Gabriel T.
House Sitting
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