House Sitting Bridgeport

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

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Over 236
pet parents in Bridgeport have booked house sitting

Bridgeport, 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: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$36
per night
5.0 out of 5 stars
24 reviews
18 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.

Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$70
per night
5.0 out of 5 stars
230 reviews
64 repeat clients
10 years of experience
Chicago, IL, 60605

Emily was amazing with my babies and sent marvelous updates & pictures! So glad we found her & will definitely be booking her in the future!

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Hadley V.
Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$63
per night
5.0 out of 5 stars
20 reviews
12 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela was absolutely lovely! She was very communicative with updates, photos and videos to let me know that the kitties were doing well and medication was administered.

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Julia R.
Sitter Profile Image: Nicole D.
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Nicole D.
from
$65
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole came in clutch with a last minute house sitting for our two cats, one of which is sick. She did such a great job looking after them and administering oral medication. Extremely communicative, attentive to detail, and truly caring for our pets. Went above and beyond. Highly recommend and we are excited to work with Nicole again soon!

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mdtcheau1
Sitter Profile Image: Chauntrell W.
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Chauntrell W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
14 reviews
7 repeat clients
1 year of experience
Bridgeport, Chicago, IL, 60616

Chauntrell was great sitting my dog and cat over a week long trip. He sent multiple pictures every day and was very detailed. He even checked on routine and if certain behaviors were expected from the pets. My dog was sad to see him go!

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David A.
Sitter Profile Image: Mairead M.
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Mairead M.
from
$65
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

Mairead is awesome! She’s very communicative and this is my second time booking with her. She’s very very responsible and takes her job seriously. I’m very grateful to lean on her when I need to be out of town.

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

Elizabeth took amazing care of our dog and our home while we were away for a wedding this weekend. She is a great communicator, updated us every day on how our dog was doing, and our dog was in great spirits when we returned! We will definitely ask her to watch our dog again in the future and would highly recommend to a friend.

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

Nicole R. spent 4 days with Sunny and Sunny LOVED her! My house was spotless when I returned and I will definitely book her in the future. (Am working on that happening really soon.). I definitely would recommend her.

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Dawn K.
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
37 reviews
7 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: Allison J.
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Allison J.
Star Sitter
from
$85
per night
5.0 out of 5 stars
80 reviews
34 repeat clients
13 years of experience
Chicago, IL, 60608

Allison was an excellent sitter. She was very responsive, proactive, and dependable. She also handled 2 difficult dogs very well. Would highly recommend her services!

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Andy H.
Sitter Profile Image: Fiona P.
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Fiona P.
from
$35
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Near West Side, Chicago, IL, 60607

Fiona was an all around excellent pet sitter. From the initial consult to the key return she was communicative and professional. She took such good care of my girls and my home, and sent plenty of updates and pictures! She truly went above and beyond for me and my pets and handled every hiccup (on my end) with tact and kindness. I will be booking her everytime I need a sitter! :)

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Amanda S.
Sitter Profile Image: Ericka J.
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Ericka J.
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
2 years of experience
Bridgeport, Chicago, IL, 60608

About: I love animals! I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in pet care is from having my own pets and caring for family, friends and volunteering over the years. I currently work from home Tuesdays and Fridays so I’m available anytime those days for walking and play dates. I am available Monday, Wednesday and Thursday after 3:00 and any time on the weekends. I have a Boston Terrier of my own name Jax – love him so much !! I understand the importance of trusting someone to care for your "fur baby". I couldn't imagine my life without Jax. He brings so much joy and happiness to my life. Seeing his little faces everyday just puts a smile on my face! I will walk and care for you pet as if they are my own. I am trustworthy, reliable and always punctual so if you need someone to a walk your dog while you are at work, working late, venturing on a night on the town or just need someone to check in on them and play I am your girl. I will send pictures and videos to let you know they are in good hands.

Sitter Profile Image: Andres G.
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Andres G.
from
$70
per night
5.0 out of 5 stars
35 reviews
12 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Xena loved her time with Andres. I was regularly updated with pictures and always felt like Xena was well cared for. I came home to a happy pup all thanks to Andres. Highly recommend.

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Oswaldo A.
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
80 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60620

Jayden provided such excellent care to our dog and cat. They were communicative and responsive. They were also very kind towards us and our animals. I would highly recommend Jayden to other rover customers, and hope to book with them in the future.

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Sarah K.
Sitter Profile Image: Tylisha J.
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Tylisha J.
from
$45
per night
4.9 out of 5 stars
39 reviews
10 repeat clients
3 years of experience
Chicago, IL, 60605

I feel very lucky to have met Tylisha. My animals quickly fell in love with her, and she had constant professional communication. Thank you Tylisha!

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Shanna S.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
4.9 out of 5 stars
136 reviews
59 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

Samantha was marvelous! I’m always nervous leaving my 9yo wheaten terrier, as she’s been known to get kind of cranky and snarly around other dogs. However, Samantha assured me she felt comfortable with my high-maintenance fuzzy friend. She sent regular photos and updates throughout my week-long trip, and always responded quickly whenever I’d reach out. My place was very clean when I returned and, most importantly, my dog seemed happy and relaxed. I’ll definitely reach out to Samantha again for upcoming trips!

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Amanda W.
Sitter Profile Image: Faith M.
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Faith M.
from
$50
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60622

Faith was great, I would absolutely use her again. She stayed overnight with Maple and took care of her exactly as promised. She's a sure bet!

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Valerie W.
Sitter Profile Image: Chloe P.
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Chloe P.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Near West Side, Chicago, IL, 60661

Such a sweet and amazing sitter! Super communicative, caring, and made me feel completely at ease the whole time. My dogs were so happy and well taken care of. Would absolutely book again!

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

Jade was amazing as our house sitter. Prompt, attentive, and very professional. Wouldn't hesitate to have her back to watch over our cat, and would recommend her to anyone. 😊

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Nathan G.
Sitter Profile Image: Maritza V.
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Maritza V.
from
$45
per night
5.0 out of 5 stars
33 reviews
7 repeat clients
20 years of experience
Near South Side, Chicago, IL, 60605

Maritza cared amazingly for our dog, Wizard, while staying in our home. She was incredibly respectful of our space, responsive, on time, and generally awesome to work with. We came home to a happy pup. Highly recommend her!

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Laura G.
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The median cost per night for house sitting in Bridgeport is $50

Pet parents share their Rover experiences - Bridgeport

1 / 1
5.0 out of 5 stars

Nadine was fantastic with our poodle and was able to accommodate adding our cat who required eye medication to our booking last minute! She was communicative, thorough, and reliable and we will gladly book with Nadine again next time we are out of town!

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Caitlyn H.
House Sitting
5.0 out of 5 stars

As usual, we felt totally confident leaving our sensitive girl in the very capable hands of Lauren, communication and care was great and our pup was so excited to see her.

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Gemma C.
House Sitting
5.0 out of 5 stars

Symone was the perfect dogsitter for our 5 month old puppy while we were on vacation for a week. She was so kind, communicative, attentive, and caring. We’re so grateful for her wonderful care!

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Wesley D.
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

Anastasiia took such wonderful care of my dog Biscuit! Biscuit is a happy but anxious mini-labradoodle and Anastasiia followed all the instructions, gave such detailed updates and lots of pictures, and left my apartment spotless! Highly recommend Anastasiia to care for your pets, she is the best.

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Lauren W.
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

Natalie came by before the booking to meet my pup and my pup immediately liked her - a very good sign as dogs have a good sense of character. She stayed two nights and by the time we got home, my dog was sad to see her go. She also took good care of our home.

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Kath C.
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

Fiona was a great sitter. She was very responsive and kept me updated throughout the stay, including lots of cute pics. My cat liked her and I would rebook in the future

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Amanda B.
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

This was my first time booking with Mairead so I was a little nervous, but she quickly put my mind at ease. She took the time to do a meet & greet and made an effort to learn my pup’s routine beforehand. She consistently kept me updated while I was away. I never had to wonder how my pup was doing because she was very proactive with communication. She also went above and beyond with his meals, knowing he doesn’t usually like to eat when I’m away and made great effort to ensure he was comfortable and eating. I also came home to my place exactly as I left it. I highly recommend Mairead to anyone looking for a reliable and caring sitter.

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Daritza H.
House Sitting
5.0 out of 5 stars

Jorie was an amazing sitter !! I received detailed updates every day while I was gone and she did a fantastic job following my senior dogs medicine and feeding routine. I will definitely be booking again 😊

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Alex I.
House Sitting
5.0 out of 5 stars

Sofiia truly saved the day for us! We had a pet sitter back out at the very last minute right before an international trip, and she stepped up immediately. She came over for a quick meet-and-greet the same day, and we instantly felt at ease leaving our two dogs, Dre and Rito, with her. Our pups are Covid dogs with some anxiety and reactivity issues, but she handled their routine perfectly, followed all of our apartment instructions seamlessly, and gave them the exact TLC and company they needed. Communication was fantastic, and it gave us total peace of mind while we were away. We cannot recommend her enough and will definitely be booking her again!

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Irie S.
House Sitting
5.0 out of 5 stars

Elizabeth was amazing with my cat. This was my first time using a sitter I didnt know personally and she eased all of my fears. Multiple updates with pictures. Not to mention being great to work with- with a calming personality. Would definitely book her again.

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Joy M.
House Sitting
5.0 out of 5 stars

Ayla was quick to respond to my booking request, attentive to all my requests and my dog’s needs, and was great about sending updates throughout her housesitting stay. I plan to book with Ayla again later this summer.

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Julie A.
House Sitting
5.0 out of 5 stars

Polly helped me out with looking after my senior dog Sammy. She arrived on time and was a huge help in keeping me updated when Sammy had an injury to his nail. I’d recommend Polly if you are looking for a responsible sitter in the downtown Chicago area.

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Cameron S.
House Sitting
5.0 out of 5 stars

Gabriela was absolutely lovely! She was very communicative with updates, photos and videos to let me know that the kitties were doing well and medication was administered.

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Julia R.
House Sitting
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