House Sitting Grand Crossing

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Over 4
pet parents in Grand Crossing have booked house sitting

Grand Crossing, 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.

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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
84 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: Shakira C.
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Shakira C.
from
$75
per night
5.0 out of 5 stars
50 reviews
9 repeat clients
25 years of experience
Chicago, IL, 60619

Shakira is amazing! I feel like she's part of the family. She did an amazing job looking after my Maltipoo, Dash! She sent plenty of pictures and videos throughout the day. I really appreciate the way she made both me and Dash feel comfortable. Before she left, I had already booked her for another sitting for Dash. She's the best!

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Nicole W.
Sitter Profile Image: Tabbie M.
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Tabbie M.
from
$37
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
7 years of experience
Grand Crossing, Chicago, IL, 60619

Tabbie M. was on time, communicative, and professional. She worked well with sweety and sent emails, and pictures to update me. Tabbie M. is very nice and kind as well. I will definitely book her again.

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S C.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 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: Alexis W.
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Alexis W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
5 years of experience
Chicago, IL, 60649

Alexis did such a wonderful job with our dog Murphy. Tons of video and picture updates and Murphy always seemed comfortable with her. Highly recommend!!!

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Alexis P.
Sitter Profile Image: Karen P.
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Karen P.
from
$35
per night
5.0 out of 5 stars
6 reviews
30 years of experience
Beverly, Chicago, IL, 60643

Karen is ABSOLUTELY FANTASTIC! She took care of our cats while we were away for about 2 weeks. Our cats are elderly and are not the easiest to deal with, Karen was attentive to their special needs and just went out of her way to ensure they were comfortable and well taken care of. I would highly recommend her for your pet care needs. We travel often and will use her again and again

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Cindy S.
Sitter Profile Image: artiss m.
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artiss m.
Star Sitter
from
$40
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

About: Animals have been a part of my life for as long as I can remember. I grew up surrounded by dogs of all sizes and breeds, from a beloved Cocker Spaniel to two Giant Schnauzers and later a Pit Bull. Each one helped shape my love and understanding of animals and taught me how unique every pet’s personality can be. Today, I’m the proud owner of a French Bulldog who keeps me on my toes and a pet snake, giving me experience caring for both traditional and exotic pets. I’ve also spent time around cats through friends and family and am comfortable caring for feline companions as well. While attending Ball State University, I volunteered at local animal shelters, helping care for animals and supporting their daily needs. Whether your pet is energetic, shy, playful, or senior, I understand the importance of providing patience, attention, and loving care. I treat every animal as if they were my own and strive to make them feel safe, happy, and loved while you’re away. Pet care is already a part of my daily routine, as I currently care for my own pets and understand the importance of consistency, attention, and reliability. I work as a State Farm agent in Chicago’s West Loop, and because it is a family-owned business that my family manages and operates daily, I have some flexibility within my schedule when needed. During the week, I am available for pet care before work, after work, and during my lunch break. Depending on the day and my workload, I may also have additional flexibility to accommodate specific care needs. On weekends, I typically have more availability and can provide extra time and attention for walks, drop-in visits, overnight care, and companionship. I am careful not to overbook myself because I believe every pet deserves quality care and attention. When I accept a booking, you can trust that I have the time and availability to provide dependable, attentive care and ensure your pet remains safe, comfortable, and happy while you’re away. At this time, I’m unable to offer boarding services in my home due to my own pets. However, I am happy to provide a variety of other services, including drop-in visits, dog walking, overnight stays, and personalized in-home pet care. My goal is to ensure your pets remain comfortable in their familiar environment while receiving the attention, companionship, and care they deserve. Whether your pet needs playtime, feeding, medication administration, exercise, or simply a reassuring presence while you’re away, I am committed to providing safe, reliable, and compassionate care tailored to their needs.

Sitter Profile Image: Alexa B.
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Alexa B.
from
$55
per night
4.8 out of 5 stars
9 reviews
4 repeat clients
3 years of experience
Chatham, Chicago, IL, 60619

Alexa was a very thoughtful, thorough, and kind sitter. She followed all the house rules and Nala rules. She left our home better than when we came back. We will definitely hire her again.

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Chelsey C.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$50
per night
4.9 out of 5 stars
14 reviews
5 repeat clients
6 years of experience
Auburn Gresham, Chicago, IL, 60620

Was great with our 4 cats. We came back home and they were well taken care of. Provided pictures while we were gone and was helpful.

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Charmis D.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per night
4.7 out of 5 stars
78 reviews
43 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique was friendly and a great sitter for my girl Millie! I was only gone for a couple days but she still sent updates throughout the weekend, letting me know what they got up to together and how Millie was doing with her meals and potty time. I appreciated her communication and flexibility as she balanced Millie’s routine with her own dog’s needs. Thank you Dominique!

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Isabel C.
Sitter Profile Image: Christina D.
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Christina D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
13 years of experience
Oakland, Chicago, IL, 60653

Christina took excellent care of our apartment, Casey cat, and Rowdy (a recently adopted 5-month old kitten we were nervous about leaving.) We got plenty of reports and pictures, and the cats were very mellow when we got home.

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Kathleen T.
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: Tara W.
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Tara W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara is outstanding! She goes above & beyond. Tara is very kind to my dogs & treats them like her own babies. I can tell they were so happy and well taken care of. My dogs love her & we appreciate the comfort & walks she provided to them.

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Meghan G.
Sitter Profile Image: Jasmine P.
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Jasmine P.
from
$175
per night
5.0 out of 5 stars
99 reviews
38 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60615

Jasmine was amazing yet again with my dobie, Storm. I had some last minute emergency changes to my trip and her flexibility and understanding really put me at ease during a stressful time, I'm so grateful for her support! Super communicative, Jasmine took great care of my girl and my place too. Also, Storm is reactive to other dogs and I trust Jasmine to know how to deal with that. Highly recommend.

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Michelle S.
Sitter Profile Image: Manuela G.
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Manuela G.
from
$55
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, IL, 60637

Manuela was amazing with Milo! She was always responsive when we wanted to check in or see Milo through the day :) Milo also seemed very comfortable with her around.

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Mahak D.
Sitter Profile Image: Bria S.
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Bria S.
from
$35
per night
5.0 out of 5 stars
1 review
6 years of experience
Woodlawn, Chicago, IL, 60637

About: I genuinely enjoy being around animals and caring for them. I’ve worked with both young and older pets, and I’m patient, attentive, and make sure they feel safe and comfortable. I stick to their routine and give them the care and attention they need. I also keep owners updated so you always know your pet is in good hands. I’m currently work weekends only, so I will be available throughout the week to care for pets. My schedule is flexible and open, to accommodate your needs. I care for pets by keeping them on their normal routine so they feel comfortable and stress-free. In my home or a client’s home, I make sure they’re fed on time, have fresh water, get walks or playtime, and have a clean, safe space to relax. I pay attention to their behavior and adjust to their needs—whether they’re energetic or more calm. I also respect the client’s home, follow all instructions, and send updates so you always know your pet is safe and doing well.

Sitter Profile Image: Danielle K.
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Danielle K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 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: Anyah T.
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Anyah T.
from
$50
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
7 years of experience
East Side, Chicago, IL, 60617

Great house sitting our dog and keeping her company and comforted.

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Danielle B.
Sitter Profile Image: Emily R.
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Emily R.
from
$45
per night
5.0 out of 5 stars
3 reviews
7 years of experience
Woodlawn, Chicago, IL, 60637

Emily was amazing! It was my first time leaving my puppy with anyone and I couldn’t have asked for someone better. She came on time and my pup loved her, I’m pretty sure when I got back my puppy was more bummed she was leaving than she was happy that I came home ? I highly suggest using emily I most certainly will again

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armando m.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$30
per night
4.9 out of 5 stars
31 reviews
15 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

About: Dawggy Paw-Ty is a premium dawggy boarding and training retreat! located in a peaceful rural setting Pembroke Township ill) designed specifically for city dog owners who want to give their dogs the opportunity to get away from the tight over crowded city life and experience freedom, exercise, fresh air, socialization, and structured care in a safe environment. The business includes pickup and drop-off transportation, outdoor play, socialization groups, nature walks, enrichment activities, overnight boarding This is my full time job, so your pups will have my undivided attention!! My mornings start as early as 530 and end as late as 11 Your pooch will be with my family and I in our south shore condo and/or as well as on our Farm that includes our own private Dawg Pawk, while in the city we will visit different dog parks around the city of Chicago and trips to the beach and other dog friendly places to provide proper socialization and public manners. your dawg will be provided with his/her own private kennel to chill and relax during their stay!

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The median cost per night for house sitting in Grand Crossing is $50

Pet parents share their Rover experiences - Grand Crossing

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5.0 out of 5 stars

Clancy and Alice were amazing!! They made sure the pups were well taken care of and provided regular updates and pictures! We already plan to have them come again for a longer stay.

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Farnel M.
House Sitting
5.0 out of 5 stars

Alexis was everything that I could have asked for during a long house sitting stay with our doggo. She was great with communication for over two weeks that we had to be away. She was especially great about taking our dog on very long walks around the city. I'll definitely enlist Alexis anytime that I need to leave my dog in good hands in the future.

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Lauren S.
House Sitting
5.0 out of 5 stars

Pure gold! ⭐️ I felt super at ease with Haley watching my little pup. She was kind, flexible and extremely communicative. She sent regular updates, photos, videos and asked important questions! Would recommend & book again! Thank you Haley!

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Vanessa Castiglione
House Sitting
5.0 out of 5 stars

Victoria was so great with my dog. Mac was immediately comfortable with her during our meet and greet. Victoria was professional and communicated consistently throughout her stay. I would love to have Victoria watch Mac again!

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Jackie B.
House Sitting
5.0 out of 5 stars

Julia is amazing. She's taken our older dog on walks and she's housesat for us when we were out of town for more than a week. Our dog was so calm and happy when we came home from our trip-- it was clear that Julia made him feel so comfortable. And our house was just as we had left it. Julia meets our dog just where he is: when she saw that he didn't want to go far on walks anymore, she went at his pace and just stayed with him, showing more care and patience than we're often able to bring ourselves. She is a gentle and caring soul and we feel so lucky to have had her help!

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John M.
House Sitting
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

Arie is amazing!! This was my first booking with her and she was so great about communicating and sending updates throughout the day, letting me know how Millie was doing eating and stuff, and being flexible fitting visits in with her own dog’s routine and her work schedule. I appreciated having someone so attentive, and I cannot recommend Arie enough!

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Isabel C.
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

Dominique was friendly and a great sitter for my girl Millie! I was only gone for a couple days but she still sent updates throughout the weekend, letting me know what they got up to together and how Millie was doing with her meals and potty time. I appreciated her communication and flexibility as she balanced Millie’s routine with her own dog’s needs. Thank you Dominique!

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Isabel C.
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

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
5.0 out of 5 stars

As usual, Staci was amazing with our cats and dog on our 10 day vacation. Zero complaints, great service, she goes above and beyond.

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Eleanor F.
House Sitting
5.0 out of 5 stars

Emily was an excellent dog sitter and I would hire her again. She was communicative and sent updates throughout the day which gave me great peace of mind. I never had to reach out and ask how my dog was doing because she proactively kept me informed. She was also accommodating with my dog’s feeding routine and mindful of his reactivity to bikes/scooters which I really appreciate. When I returned home everything was exactly as I had left it. I highly recommend Emily.

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Daritza H.
House Sitting
5.0 out of 5 stars

Rahmya was amazing! She was very flexible in setting up a meet and greet and instantly prioritized befriend Stormie. I got lots of updates and update pictures daily of stormie which made the whole process of being out of town much easier. I never felt like Stormie wasn't in good hands. The home was clean and perfectly tidy when we arrived back, which was so appreciated when returning from our trip. I would 100% recommend Rahmya for anyone looking for a pet sitter 💙

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Lillian W.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Lucille is an incredibly kind and attentive cat sitter. She made him feel loved and played with him so much. She even took him for a stroll on his backpack. Would highly recommend. Felt like our baby was in wonderful hands!

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Joanna A.
House Sitting
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