House Sitting West Englewood

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Over 5
pet parents in West Englewood have booked house sitting

West 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: 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: 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 was absolutely phenomenal! Our dog Calypso is very skittish with new people, and in the past, sitters have struggled to get her outside for potty breaks because she was too scared. Jayden was able to take Callie out a mere four hours after we left. Callie warmed up to them very quickly and snuggled a bunch, which is no small feat on Jayden's part. Jayden was very communicative and sent multiple updates a day, including photos and videos. They were quick to respond to messages, and they left our home spotless. I would love to book with them again for future trips!

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

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

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C A.
Sitter Profile Image: Dylan M.
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Dylan M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
1 year of experience
Portage Park, Chicago, IL, 60641

Dylan was amazing with our Dobermans Storm and Damen!!! He stayed with them in our home and not only was he great with them and they loved him. Thank you and we will definitely be reaching out to Dylan again!!!

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Leslie M.
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: Grace M.
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Grace M.
from
$40
per night
5.0 out of 5 stars
219 reviews
76 repeat clients
6 years of experience
Riverside, IL, 60546

Grace was tremendous in taking care of Cooper! She made sure to give him lots of love and most importantly, she was very careful in putting him in his crate securely so he couldn’t escape. She sent regular updates and we came home to a clean and tidy house. We already have her booked for future stays and will continue to use her!

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Patrick N.
Sitter Profile Image: Kat V.
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Kat V.
from
$66
per night
4.9 out of 5 stars
66 reviews
19 repeat clients
35 years of experience
Cicero, IL, 60804

Kat was great! She kept us updated and sent great pics of our pup throughout. On top of everything else, she even left the house cleaner than it’s been in months!

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

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

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

Haley was an awesome sitter! She was very communicative from the very beginning. She nade sure I was booking the right service, and was able to talk and meet Valkie despite it being a last minute booking. She took great care of Valkie, made sure she had some good walks and play time throughout the sit while accomodating the sit with her schedule. I got daily updates, and she was able to handle an unfortunate reactive behavior with another dog during a walk. I will definitely trust Haley with my dog on the future!

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

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

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

Dom was great with Rani and made us feel comfortable leaving her for the weekend! She sent daily updates and made sure to adhere to the guidelines we had for her. Dom was clean, prompt, and communicative - would definitely work with her again!

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

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

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Natalie M.
Sitter Profile Image: Joanna P.
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Joanna P.
Star Sitter
from
$89
per night
5.0 out of 5 stars
37 reviews
4 repeat clients
20 years of experience
Norridge, IL, 60706

Joanna was great! She sent photos throughout the stay and made sure our babies were taken care of! Gave us peace of mind to know the fur kids had someone around while we were out of town. They love a cuddle and Joanna obliged! :)

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

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

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Brooke S.
Sitter Profile Image: 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 our dog and home while house sitting. Great communication before and during our time away. I’d recommend Alexis to anyone and will look to rebook in the future.

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

Bryan really helped us out by stepping in last minute. We were already out of town when he took over care for Gus, but Bryan ensured easy communication and coordination. Thank you!!

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Nancy M.
Sitter Profile Image: Alexa N.
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Alexa N.
from
$50
per night
4.8 out of 5 stars
53 reviews
20 repeat clients
15 years of experience
Uptown, Chicago, IL, 60640

I always use Alexa. Excellent communication, always on time and sends photos throughout her stay without me having to ask or prompt her. She's a 10/10!

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Brittany O.
Sitter Profile Image: Katalina T.
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Katalina T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
Berwyn, IL, 60402

Katalina was great while watching our dog and cat! She was responsive and left our home spotless! Thank you for helping us get away for a few days… not easy to do with 3 kiddos these days. It was such a relief to not have to worry about the animals. I would def recommend her!

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Jenna G.
Sitter Profile Image: Destiny T.
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Destiny T.
Star Sitter
from
$85
per night
5.0 out of 5 stars
43 reviews
16 repeat clients
4 years of experience
Logan Square, Chicago, IL, 60647

Destiny is a true gem! My dog has separation anxiety and cannot be alone. He is also slow to warm up to strangers. But Destiny had him calm and wanting affection in under two minutes. :) I will definitely call on her again!

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Yurimi G.
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The median cost per night for house sitting in West Englewood is $50

Pet parents share their Rover experiences - West Englewood

1 / 1
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

Lupe is the best! Never have to worry about my babies, always goes above and beyond! best photos too!

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Andie R.
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

Khia reported back to us daily on our cat. She sent pictures. When we returned to our home, everything was spotless.

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Nathan B.
House Sitting
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