House Sitting in Calumet Heights, Chicago

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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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1. Jayden Phoenix (They/Them) P.

Star Sitter
Reliable & Inclusive 💛💜🤍🖤
Chicago, IL, 60619
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
49 reviews
16 repeat clients
Profile image

Jayden was an extremely reliable sitter. They were very willing to meet us before booking. Jayden was great about providing us with frequent updates on our pets.

Availability updated today
Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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2. Malcomn F.

Star Sitter
Kind, professional, one of the best
Washington Park, Chicago, IL, 60651
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
36 reviews
15 repeat clients
Profile image

Malcomn is the best. He leaves the house spotless and our pets are extremely happy. We continually refer him to others and recommend you book him.

Availability updated 14 days ago
Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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3. Otis B.

Dog's Best Friend
Chicago, IL, 60616
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.6 stars
75 reviews
32 repeat clients
Profile image

Otis was WONDERFUL. We couldn't have higher praise for him. We originally had another Rover scheduled for boarding, and she canceled on us 3 hours before we were supposed to head to the airport. Otis helped us last minute and arrived right on time to save us. Our Bernese Mountain Dog puppy is a highly energetic handful, and Otis kept her entertained and stimulated the entire weekend. Our dogs loved hanging out with him, and he was great about sending us picture updates throughout the day. The house was also in even better condition than when we left it. Otis was the best dog sitter and house guest, and we would 100% always book him if we could.

Availability updated today
Sitter Profile Image: Alexa B.
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Sitter Profile Image: Alexa B.
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4. Alexa B.

200ccs of love and affection = me
Chatham, Chicago, IL, 60619
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
Profile image

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.

Availability updated yesterday
Sitter Profile Image: Natalie P.
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Sitter Profile Image: Natalie P.
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5. Natalie P.

Animal-loving globe-trotter.
Evergreen Park, IL, 60805
7.1 mi. away
House Sitting, Drop-In Visits
from
$45
per night
4 reviews

Natalie is one of the most caring individual towards pets I have ever known. She truly connects with animals so that she can make them happy by giving them the love and care that they need. She is quick to sense a pet’s personality and treats them with love and respect. She is very trustworthy and considerate and takes great care of the homes she works in. She is very safety conscience also. I highly recommend Natalie as a pet sitter. She has done a great job sitting for our dogs over the years.

Availability updated 5 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Brianna J.
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Sitter Profile Image: Brianna J.
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6. Brianna J.

Expert belly rubber & bum scratcher
Grand Boulevard, Chicago, IL, 60653
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
Profile image

Bre was fantastic watching our Cat! He has some medical that require extra effort/ needs and Bre followed directions and was very communicative in times of doubt. She also took great care of our house. We will hire her again and highly recommend her to watch your pets!

Availability updated 2 days ago
Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
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7. Samantha E.

RoverGO
Star Sitter
Professional Pet Sitter & Pup Lover
Hyde Park, chicago, IL, 60615
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
95 reviews
50 repeat clients
Profile image

Sam did an amazing job watching my dog Josie. Josie is blind and requires help getting around and she can be a little stubborn. Sam was very patient with her and made sure she was very well taken care of. I will definitely book Sam again in the future.

Availability updated today
Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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8. Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
43 reviews
9 repeat clients
Profile image

Shakira is amazing! I feel like she's part of the family. She did an amazing job looking after my Maltipoo, Dash! She sent plenty of pictures and videos throughout the day. I really appreciate the way she made both me and Dash feel comfortable. Before she left, I had already booked her for another sitting for Dash. She's the best!

Availability updated 69 days ago
Sitter Profile Image: Moria S.
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Sitter Profile Image: Moria S.
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9. Moria S.

Star Sitter
Happy fur babies makes happy life!
South Chicago, Chicago, IL, 60617
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

Moria was awesome! We got a lot of pictures and they were clearly thoughtful and considerate of our space.

Availability updated 2 days ago
Sitter Profile Image: Khia S.
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Sitter Profile Image: Khia S.
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10. Khia S.

Rover 101
Star Sitter
Just a caring, animal loving girl!
Chicago Lawn, Chicago, IL, 60629
6.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
21 reviews
4 repeat clients
Profile image

Khia was wonderful. Our animals were excited to see us but sad for Khia to go. She also left the house very neat and followed all our “strict” rules. Would use again

Availability updated today
Sitter Profile Image: Travis P.
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Sitter Profile Image: Travis P.
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11. Travis P.

To err is human—to forgive, canine
Beverly, Chicago, IL, 60643
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
4 reviews
Profile image

Travis did a wonderful job with our dogs. We had all confidence in his abilities from our initial meeting. We kept in touch during the trip through Rover, and Travis was quick to respond, we never had any concerns.

Availability updated today
Sitter Profile Image: Tamara C.
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Sitter Profile Image: Tamara C.
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12. Tamara C.

Animals will always be my life
Chicago, IL, 60620
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
14 reviews
5 repeat clients
Profile image

Tamara was an excellent pet sitter. She showed up for the meet & greet before our scheduled time. Big plus for us! She was communicative during the time we were away & we hope use her again the future.

Availability updated 7 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Anais T.
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Sitter Profile Image: Anais T.
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13. Anais T.

Knowledgeable&Compassionate Sitter!
Chicago, IL, 60637
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.7 stars
22 reviews
2 repeat clients
Profile image

Anais is an incredible dog sitter and she truly went above and beyond, leaving our house so much better than she found it. Maple adores her and we would love to have her back!

Availability updated today
Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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14. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 4.6 stars
60 reviews
36 repeat clients

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime! Im currently working part time so I have plenty of time to care for your pets, it would be my pleasure! Contact me for bookings! I have a fenced yard and other friendly pets to keep your dog company I also have a crate and for your pup if needed and plenty of space in my house.

Availability updated 14 days ago
Sitter Profile Image: Jennifer D.
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Sitter Profile Image: Jennifer D.
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15. Jennifer D.

Caring dogwalker and dogsitter
Woodlawn, Chicago, IL, 60637
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
1 review

I’ve known Jennifer for nearly thirty years. She has always had pets since I’ve known her, and she has always been a loving caregiver to them. I would absolutely recommend her as a responsible caretaker for your pets.

Availability updated 10 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Daniela M.
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Sitter Profile Image: Daniela M.
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16. Daniela M.

Different country, same love 🐾🐾
Avalon Park, Chicago, IL, 60619
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$38
per night
5 out of 4.9 stars
24 reviews
7 repeat clients
Profile image

Daniela did a great job. She was very loving to my dogs and I appreciated that she spent so much time with them. She also left my house very clean! She really had a bond with them and I can tell she really loves animals.

Availability updated 10 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Monique O.
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Sitter Profile Image: Monique O.
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17. Monique O.

I prefer animals to people!
Chicago, IL, 60637
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
4 reviews

What can I saw about this amazing Dog Lover!!! Madam Monique has secured and managed my dogs for over 20 years. Her compassion for animals is unmatched and should be respected and appreciated within the community of Dog Lovers!

Availability updated 12 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Christine S.
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Sitter Profile Image: Christine S.
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18. Christine S.

Home all day. Big gated yard. 🐾
East Side, Chicago, IL, 60617
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 4.8 stars
34 reviews
16 repeat clients

Christine S is one of few individuals that I can honestly say is the very epitome of kindness. She is also the only person I trust with watching my dog when I need someone to. The relationship she has with her dog, chocolatè, can only be described as a motherly loving relationship. The bonds she builds with both people and animals are both amazing and a mystery. I believe the bonds she builds with both pets and people is a trait, all owners of pets, including myself, should aspire to obtain and develop.

Availability updated 3 months ago
Sitter Profile Image: Maya S.
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Sitter Profile Image: Maya S.
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19. Maya S.

i was a tuxedo cat in my past life
South Shore, Chicago, IL, 60649
2.0 mi. away
House Sitting
from
$30
per night
3 reviews

She is very caring to the pets she takes care of. She understands that every pet has an individual personality and accommodates them with that in mind.

Availability updated 39 days ago
Sitter Profile Image: Jaren J.
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Sitter Profile Image: Jaren J.
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20. Jaren J.

Hello
Calumet Heights, chicago, IL, 60617
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$24
per night
6 years of experience

About: I take care of my own 2 dogs for 6 years. I love them so much. I feed, train them, let them go out to the backyard when they need to. I am free all the time pretty much. I don’t have a job yet. Although I have appointments coming up so February 12-14 I’m not available please contact me before I have a fenced yard. I have two friendly dogs to keep your dog company. I can also put your dog in a crate if needed

Availability updated 15 days ago

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  2. 2. Meet & Greet

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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