House Sitting Englewood

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Over 17
pet parents in Englewood have booked house sitting

Englewood, 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: 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: Alexis W.
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Alexis W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
32 reviews
10 repeat clients
5 years of experience
South Shore, Chicago, IL, 60637

Alexis took wonderful care of Cooper while I was away! She kept me updated with photos and videos throughout his stay, which gave me so much peace of mind. It was clear that Cooper was happy, comfortable, and well cared for. When I returned, my apartment was just as neat and clean as I had left it, which I really appreciated. Alexis was reliable, communicative, and treated both Cooper and my home with great care. I would absolutely recommend her to anyone looking for a trustworthy pet sitter, and I would gladly book with her again!

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Byron 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: 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: Dominique F.
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Dominique F.
from
$40
per night
4.7 out of 5 stars
76 reviews
41 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: 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: 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: artiss m.
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artiss m.
from
$35
per night
5.0 out of 5 stars
8 reviews
3 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: 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
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: Tatyanna E.
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Tatyanna E.
from
$65
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
1 year of experience
Chicago, IL, 60632

Tatyanna, took such good care of our girls! She had great communication with us throughout our entire stay and really went above and beyond to make the pups comfortable and well looked after.

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Marie G.
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: Eliana B.
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Eliana B.
from
$40
per night
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I've taken care of dogs for my neighbors and family friends throughout middle school and into high school! I have experience walking dogs and taking care of them when their people were on vacation! I am happy to send pictures or videos updates of your pup and will gladly play with them! I am excited to have wide availability to take care of animals! I am open to mornings, evenings, and would be more than happy to stay overnight! I really enjoy spending time with animals! It's important to me to get to know your pet! I would love for you to share with me how you care for your pets, so that I can care for them as well as you do! I love to cuddle, play, and engage with all dogs and cats!

Sitter Profile Image: Jack H.
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Jack H.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
19 years of experience
Kenwood, Chicago, IL, 60615

Jack was the perfect choice for taking care of our senior dog. He spent lots of time with her, taking her out for walks and administering her medication. He sent us pictures each day, and was so responsive, kind and easygoing throughout the whole process. We will definitely contact him again for a future services!

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

Jasmine is fantastic. She is unfailingly kind, calm and easygoing. She leaves our dogs calm and our house spotless - both of which leave us feeling stress-free for our travel and return.

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Cynthia H.
Sitter Profile Image: Tara W.
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Tara W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara is fabulous with my cat. I appreciated how much time and energy she spent playing with Jim Catsby. She sent me awesome photos and a video of their time together. Tara really cares about Jim, and leaving him happy. I’m grateful for her passion for pets and their care. She is motivated to give our pets the best experience possible.

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Colleen D.
Sitter Profile Image: Ian H.
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Ian H.
from
$30
per night
4 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve always been the go-to among family and friends to watch their animals when they are gone for trips or vacations or need extra help. I’m an avid walker in general, and a walk is always better with a pet! I’ve volunteered for two years at animal shelters, trained and raised a puppy, and have experience caring for pets young and old. I’m currently a writer, remote copy-editor, and substitute teacher with an incredibly flexible schedule at the moment. I can watch, walk, and care for dogs and cats pretty much 24/7 at the moment. The only thing I cannot do is host animals in my home due to my apartment’s lease. Every pet is different and every pet owner cares for their pet differently. Let me know all your animals quirks and needs and I’ll meet them happily! I’d love to walk your dog around the park or neighborhood, give them them their special treats, respect your cat’s weird boundaries and quirks, etc, etc. :)

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

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.
Sitter Profile Image: Jorie S.
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Jorie S.
from
$70
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
15 years of experience
Chicago, IL, 60605

Jorie was absolutely amazing! This was my first time using Rover for an overnight stay, and she made the entire experience so easy and comforting. We met in person for a meet-and-greet, and she was incredibly friendly and truly engaged in getting to know my pup, which meant so much to me. I left detailed instructions, and she followed everything perfectly. She also left my home exactly how she found it, which I really appreciated. Jorie kept me consistently updated with texts, photos, and messages after every walk, which gave me so much peace of mind. Leaving my puppy is always hard, and the worry is real but Jorie completely eased my anxiety. I’m so grateful for her care and would absolutely recommend her to anyone looking for someone trustworthy, attentive, and kind. ❤️

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Azure D.
Sitter Profile Image: Maniyah F.
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Maniyah F.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
New City, Chicago, IL, 60609

Maniyah was responsive and caring for our pup Pete! She sent us photos (which we always love to see) and helped us feel comfortable when leaving our best friend at home.

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August F.
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The median cost per night for house sitting in Englewood is $50

Pet parents share their Rover experiences - Englewood

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

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

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

Maniyah did an amazing job caring for my Yorkie, Major, while I was away. From the very beginning, she was professional, communicative, patient, and genuinely caring. Major is very emotionally attached to me and normally takes time warming up to people, but he became extremely comfortable with her throughout the stay, which gave me a huge sense of peace while traveling. She consistently kept me updated with messages, photos, and videos, which I truly appreciated. I could tell Major was receiving attention, love, playtime, and comfort while I was gone. She also followed his routines closely and treated both Major and my home with care and respect. Overall, Maniyah made this entire experience smooth and stress-free for me. I would absolutely book with her again and highly recommend her to anyone looking for someone trustworthy, attentive, compassionate, and reliable to care for their pet. Thank you again for taking such great care of my little guy!

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Shondell C.
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
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

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

Dahlia was fantastic to work with. She was great at communicating and sent daily updates of our pups while we were out of town. I felt confident our pets were well cared for. She was respectful of our home as well. I would definitely recommend Dahlia for any housesitting and pet needs.

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Sarah H.
House Sitting
5.0 out of 5 stars

Marlicia is the best!!! She is a wonderful dog sitter and home sitter as well. My husband and I have used her three times now and will continue to do so whenever possible, she is attentive to the dogs schedules and routines, sends multiple updates and is always easy to get a hold of if needed. We can tell our dogs enjoy their time with her as well, when we come home they are relaxed and happy, which is truly the piece of mind we need. She also has had to manage random scenarios that came up and is so go with the flow. For example The first time we used her services she had to facilitate our movers dropping off all our stuff while we were on a cruise and not reachable for some time 😱 she also even gave us a present when we came back from our wedding trip, which meant a lot to us! she is excellent at long stays as well, all three times we have had her stay with the dogs we were gone for 8-10 days. Plus she is able to walk our 90lb Doberman and 50lb Aussie at the same time (not easy to do at all!) and we could tell she had experience with all different dog breeds and sizes. I cannot recommend her enough!

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Alyssa B.
House Sitting
5.0 out of 5 stars

Ava was awesome! She took great care of our three dogs and our house and sent lots of photos. We will definitely have her stay with our dogs again in the future!

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Jeremiah B.
House Sitting
5.0 out of 5 stars

Laurel was so sweet and dog sat for us while we were in Chicago and we couldn’t be more pleased with the experience. I wouldn’t hesitate to book with her again and I think Gram would say the same. :)

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Miranda H.
House Sitting
5.0 out of 5 stars

Leah was great. Communication with her was easy and she was very accommodating to my busy schedule. Sent me plenty of pics of my babies while I was away. Would definitely work with her again!

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Jasmine M.
House Sitting
5.0 out of 5 stars

An incredible Rover to work with! Sent so many pictures and updates, and you could see how happy the dog was!

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Brian J.
House Sitting
5.0 out of 5 stars

As always, Torin takes amazing care of our pup & gives us peace of mind while we’re out of town. Can’t recommend her enough!!

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MaryGrace M.
House Sitting
5.0 out of 5 stars

Vanessa did an amazing job looking after my senior dogs in my home while I was away for several days. She sent me daily updates and pictures so I knew my dogs were well taken care of. She also left my apartment clean.

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Lizette A.
House Sitting
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