House Sitting Englewood

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

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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.

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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 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: Ava M.
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Ava M.
from
$55
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
11 years of experience
Chicago, IL, 60621

Ava was wonderful with our 3 pups. She knew how to manage their chaos and treated them so sweetly. She left the place looking great and really just went above and beyond. We will definitely be using her services again.

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Gail S.
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: Alexis W.
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Alexis W.
Star Sitter
from
$73
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
5 years of experience
Chicago, IL, 60637

Alexis was a fantastic sitter. She was very attentive to our pups. One requires meds in her food twice a day and was well taken care of. She stayed with them and kept them comfortable with their separation anxiety from us and played in the yard every day. The house was clean and well maintained when we arrived home. I would highly recommend Alexis, she truly cares about animals and was a great house guest as well

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Kyle A.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per night
4.6 out of 5 stars
73 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique did a great job with my 2 cats and 1 dog. She also took good care of my apartment. She sent me numerous of pictures and videos and also followed my instructions well especially pertaining to one of my cats who needs a little extra supervision. Thank you and I would book again.

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Cornelius D.
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

They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!

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Alexis H.
Sitter Profile Image: Mia L.
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Mia L.
from
$45
per night
5.0 out of 5 stars
27 reviews
5 repeat clients
7 years of experience
Hyde Park, Chicago, IL, 60615

Mia was incredible with my cat Stormie! We were able to quickly schedule a meet and greet for her to meet Stormie and I could already tell she genuinely cared. She asked questions about feeding, whether Stormie likes to sleep in the bed, daily routine, and took notes when I explained some food changes due to Stormie's sensitive stomach. It is VERY clear she does truly love and care for animals. We had Mia watch Stormie for the weekend and came back to the apartment being clean, litterboxes were empty and freshly cleaned, etc. Mia sent regular updates as well with photos and videos of Stormie so I knew that everything was going smoothly. She also sent messages regularly about how they were playing with toys, how Stormie was doing, etc. I 100% will book with Mia again as I truly never felt more comfortable with someone watching my baby before now.

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Lillian W.
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 has taken care of our golden+corgi combo for 4 days and she's done an amazing job! Sending frequent updates and taking them on walks was great for our separation anxiety. We will certainly continue requesting for her in the future!

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Gabriel 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: Jasmine P.
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Jasmine P.
from
$175
per night
5.0 out of 5 stars
97 reviews
38 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60615

We couldn’t have been happier with Jasmine. She stayed at our home for a full week while we were out of the country, and she took amazing care of our three senior pups. We got brief daily updates, and came home to happy, relaxed dogs and a spotless house. Truly grateful for the peace of mind - highly recommend.

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Cynthia H.
Sitter Profile Image: Tara W.
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Tara W.
Star Sitter
from
$77
per night
5.0 out of 5 stars
19 reviews
7 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: artiss m.
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artiss m.
from
$30
per night
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: Danielle K.
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Danielle K.
from
$50
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

About: I have pet sit all kinds of loving dogs. Since I was 15 My family, friends and neighbors have trusted me to walk, feed, play with and care for their pets. I work full time virtually, so I am flexible and can care for your beloved pups while at home. I only have availability to do overnight boarding on weekends. I have a spacious place for your dog to have plenty of room to play and be comfortable. In addition, I have a dog park and a spacious park/field a walk away from my home. There also is a trail for us to walk as well. I am equipped to feed, walk and sing to your pup.

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: Olivia H.
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Olivia H.
from
$50
per night
15 years of experience
Hyde Park, Chicago, IL, 60615

About: I have had 4 small dogs my whole life, but have also been a neighborhood pet sitter for dogs of all sizes for many years! I love all pups! I have Tuesdays and weekends off so I can spend the entire day with your pup while you’re away! We will go on walks and hang out outside :) I live in a dog friendly apartment. My apartment has a patio with access to a whole outdoor area where your pup can go potty and run around and sun bathe!

Sitter Profile Image: Maia S.
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Maia S.
from
$35
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
Hyde Park, Chicago, IL, 60637

Maia is the best pet sitter we’ve had. She is communicative and professional and seems like a genuine animal lover. We felt completely at ease leaving our pets in her care. She sent plenty of pictures while we were gone which we really appreciated. Our pets seemed really content when we got home which I think is the biggest sign that they were well taken care of. We hope to have Maia stay every time we go out of town now.

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Talisa B.
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: Jozelin R.
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Jozelin R.
from
$37
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

HIGHLY RECOMMEND! Joz watched my dogs for two weeks and she was great! The communication was perfect! She sent me videos and pics which really helped. She was also very tidy. My home looked nice and neat when I returned. I’m very happy and will definitely be asking her again!

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Amy V.
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 an amazing sitter. She took such great care of my dog who had just gotten diagnosed with cancer. Another sitter cancelled on me with 18 hours’ notice. I reached out to Mairead and she swooped in like Superman. I couldn’t be more grateful. She was diligent and communicative. Look no further than Mairead for all your sitting needs.

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Agnes R.
Sitter Profile Image: Victoria A.
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Victoria A.
from
$50
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
16 years of experience
Englewood, Chicago IL, IL, 60621

About: I'm an interactive sitter that will care for your dog or cat like I did my own. I have over 5 yrs of personal experience caring for cats and had my 16yr old dog from puppy to passing. I also have experience with birds and small furry caged animals and fostered a guinea pig for over 4 months. I currently have flexible pickup/drop off times. I can walk dog(s) twice a day or just let them out in the yard if dog isnt active. I try my best to accommodate the feeding schedule the dog is already on. I have a secure outside play area but still check on dog or just stay and watch. As for sleeping or when I'm away arrangements, I have a large crate but don't require dogs that came together to be locked away if they get along. I also have secure room just for pets which can be seen in my pictures.

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

Pet parents share their Rover experiences - Englewood

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5.0 out of 5 stars

Niayla was wonderful. It was my first time leaving my cat, Camille, at home by herself for two weeks and Niayla clearly gave her so much love, attention, and cuddles while I was gone. It really put my mind at ease to have someone in my home who so obviously truly cared for Camille. I could tell in all the photos and from the updates that they really enjoyed each other’s company and could not be more grateful to have found Niayla on this app!

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Sabrina M.
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
5.0 out of 5 stars

Christopher was perfect! Very accommodating and my dog seemed very happy. Everything was exactly as I left it. I would definitely hire Christopher again anytime!

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Audrey B.
House Sitting
5.0 out of 5 stars

I booked with Ash to watch my kitten for Labor Day weekend and they did an AMAZING job with little Stormie. They were able to plan a meet and greet with us and to see the apartment and immediately did great with Stormie. I got picture updates and always knew she had her breakfast/dinner, playtime, etc. My apartment was clean upon our return as well, so absolutely zero complaints 💙😊 10/10 would recommend to anybody needing someone kind and trustworthy to pet sit for them.

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Lillian W.
House Sitting
5.0 out of 5 stars

Malcolmn was fantastic with my two dogs. He sent me regular updates and took great care of them. He cared for my home and my dogs as if they were his own. I would love to have him watch them again in the future.

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Dan M.
House Sitting
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Sitters in Englewood average 4
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