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
$60
per night
5.0 out of 5 stars
80 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: Ava M.
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Ava M.
from
$55
per night
5.0 out of 5 stars
9 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: 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
4.6 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

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: 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: 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

Tamara did a fantastic job with my 3 dogs and 2 cats! She had such a calm energy. Everyone seemed real relaxed and content when I got home.

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Teresa M.
Sitter Profile Image: Nicole D.
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Nicole D.
from
$45
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole is so sweet and communicative! She was quick to respond from the first message I sent her inquiring about her availability. She took good care of our pups and would be happy to have her watch our girls again!

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

Jasmine did an amazing job house sitting with our pup. She clearly communicated the whole week and left the house spotless. Our dog was well taken care of and very relaxed when we returned. She sent updates and was a pleasure to work with. We would love to rebook Jasmine our next trip and highly recommend her!

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

We moved to Chicago just a few weeks before a two week trip to Australia, so needless to say we were a bit worried about leaving our cat. I got in touch with Nicole before we even moved and she was great right from the start. Throughout our trip, she sent pictures at least twice a day and was very communicative. She asked if her boyfriend could stay with her and since we were gone for two weeks, we agreed to that. They stayed at our apartment for two weeks and treated both our cat and our apartment with care. You could barely tell anyone had stayed there when we got back. I also left them a novel of instructions and they followed it all (although I could've been more clear on how many treats he should get, he got spoiled!). As soon as she got to our house at the start of our booking, our anxieties about leaving our cat were gone. Can't recommend booking Nicole enough.

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Alexandra E.
Sitter Profile Image: Tara W.
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Tara W.
Star Sitter
from
$77
per night
5.0 out of 5 stars
18 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: 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: 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: 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.

Sitter Profile Image: Maia S.
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Maia S.
from
$30
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
Hyde Park, Chicago, IL, 60637

Maia was wonderful! She was communicative, responsible, and very professional. My puppy took to her very well. She even took him on a little adventure, which he sorely needed. As long as Maia is available I think I will continuously book her for house/dog sitting.

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anhri89@yahoo.com
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$88
per night
4.7 out of 5 stars
12 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60653

About: Welcome to my care profile! Thanks so much for your consideration. My name is Jasmine 🌻 I am a plantbased artist from Chicago whose main focus is about reconnecting and interweaving ourselves with nature to cultivate vitality and a cohesive social eco environment in which every being thrives in harmony. I am an enthusiastic world traveler, animal and nature lover committed to sharing joy and my authentic glow everywhere I go. As a seasoned holistic wellness consultant, caregiver, empowerment content creator, and community herbalist I work from home and close to the earth because I love to be outside and nurturing all living creatures. My main personal values center integrity with my inner wisdom, and connecting deeply with all that there is in my environment by sharing love & compassion to every being I encounter. I believe that everyone’s presence is a gift so I take the time to be in gratitude with all living beings I encounter moment by moment. When I was younger I always had a big heart and would care deeply for everyone and everything. I grew up with a guiñea pig, a fish, making friends with trees and babysitting my younger siblings and neighborhood children. I often visited my grandmama’s house to help her play with and care for her German Shepard. As a teenager I attended a rural farming school in Vermont and volunteered on many farms near Boston where I learned how to grow produce and raise livestock namely, cows, ducks, chickens, turkeys, and goats. While In Claremont California, I obtained my BA in Environmental Analysis Africana Studies and a Minor in Studio Art, studying the intrinsic interdependence and the ultimate beauty and creative web connections that support and maintain life. Additionally, I often took care of many of my friends' dogs (chihuahua and other medium mix breeds) while away on extended trips, namely playing with pets, walks, bathing, and poop time. In my 20’s I have had various house sitting opportunities to collect packages and tend for pets, cats, fish and gardens. Currently as a full time dog walker, herbalist and land steward, I feed the local wildlife, tend to an abundant native species garden and perform other domestic duties to maintain the beauty of the home. I believe that we are one with nature so connecting with nature is how we connect with ourselves. Also as an avid world traveler, I look forward to connecting with local animals and plants of any environment. My offering: Providing Premium Care Service Diverse care experiences and utmost dedication to quality care make me the perfect candidate to care for your love one(s) and home. My goal with clients is for us to build a genuine rapport of honesty, trust, and open communication. I am attentive, loving, responsible, nurturing and flexible to fit the needs of everyone I care for. Thanks for your consideration in trusting me in such a sacred opportunity to care for your home, plants, and pets while you're away. I will provide you with the peace of mind and consistent updates to assure you everything is going well at home so you can continue to enjoy your present. What I provide: Safety trust and peace of mind while your away Caring for your all pet needs(play groom, walk, feed) 3 checkin with photos each day Emotional connection with pets Positive Energy I look forward to chatting with you. Messages is the best form of communication for me. Peace ~Goddess Jasmine I currently work virtually as an entrepreneur on part time bases generally less then 10 hrs a week. This give me flexibility and able to sure your needs with the upmost attention. Via consistent messaging, clear communication, reviewing responsibilities and providing updates, I hope to build a genuine rapport of honesty, trust, and open communication with your family 🐶

Sitter Profile Image: Lizbeth H.
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Lizbeth H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
8 years of experience
West Elsdon, Chicago, IL, 60632

Lizbeth is a life saver! She was able to help me take care of my 10 year old German Shepard at a last minute notice and she took such good care of him. She kept in constant communication and send pictures with updates and how my dog was doing. She went out of her way to take very good care of him and I came back home to a happy doggo. She’s highly recommended and I will definitely be using her services in the future.

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Chris H.
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
35 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: Kendyll C.
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Kendyll C.
from
$60
per night
4.8 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Auburn Gresham, Chicago, IL, 60620

Having Kendyll stay with my dogs provided me so much relief! She was great with the dogs, and very communicative. When I asked last minute to come in earlier or stay later she was able to be flexible and accommodating. Most importantly, I felt comfortable leaving my dogs in her hands! I would definitely recommend!

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Logan K.
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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

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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