House Sitting Douglas

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Over 43
pet parents in Douglas have booked house sitting

Douglas, 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: Anastasiia M.
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Anastasiia M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
162 reviews
37 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60616

Anastasiia is a wonderful dog sitter! This was our first time leaving Ruth with someone we didn’t know personally. She put us at ease from the second we met her. She sent us lots of pictures and updates about Ruth and left the house spotless. Ruth was very well cared for. Actually, I think Ruth loved Anastasiia so much she’d probably trade us in for her.

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Ashley A.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$36
per night
5.0 out of 5 stars
24 reviews
18 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.

Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
15 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

Evan was terrific - great with the dogs, good communicator, and he left the house in wonderful condition. We booked him at the last minute and would definitely book him again. Highly recommended.

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Cynthia H.
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: Gabriela M.
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Gabriela M.
Star Sitter
from
$63
per night
5.0 out of 5 stars
20 reviews
13 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela is great. Sent me pictures, followed all the instructions, very punctual and responsible. I have no complaints and would definitely ask her to take care of Babushka again if I am in need of dog sitter.

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Peirong S.
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 was the absolute best with your boy Chico. He need alot of specialized attention and is reactive with other dogs and she navigated everything like a pro. She left our home spotless and was so respectful while staying. We got so many pictures and updates - it was the first trip I had where I didn’t have anxiety about how Chico was doing. She even trimmed his nails and got him a bandana - can’t say enough great things. Will 1000% book with Nicole again

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Hayley B.
Sitter Profile Image: Nicole D.
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Nicole D.
from
$65
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole came in clutch with a last minute house sitting for our two cats, one of which is sick. She did such a great job looking after them and administering oral medication. Extremely communicative, attentive to detail, and truly caring for our pets. Went above and beyond. Highly recommend and we are excited to work with Nicole again soon!

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mdtcheau1
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$70
per night
5.0 out of 5 stars
230 reviews
64 repeat clients
10 years of experience
Chicago, IL, 60605

Emily was great! We had never had someone house/pet sit before so were a little nervous, but we felt totally at ease leaving Emily in our home with our pups. She sent daily updates and pics which were very appreciated. Thank you Emily!

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Lauren F.
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
38 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: 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 was fantastic! She was so good with my dogs and sent me tons of pictures and updates. My dogs can be a bit anxious the first day with a new person and she handled it perfectly. She was so good about questions if something came up and letting me know how the dogs were doing each day. I never worried that my dogs were in the best hands!

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Anna M.
Sitter Profile Image: Chauntrell W.
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Chauntrell W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
14 reviews
7 repeat clients
1 year of experience
Bridgeport, Chicago, IL, 60616

Chauntrell was great sitting my dog and cat over a week long trip. He sent multiple pictures every day and was very detailed. He even checked on routine and if certain behaviors were expected from the pets. My dog was sad to see him go!

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David A.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
4.9 out of 5 stars
136 reviews
59 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

Samantha was absolutely wonderful! She stayed overnight at my home with my 5-month-old puppy, Barkley, while I was in California, and she made everything so easy—no stress, no worry. She sent frequent updates and really went above and beyond, especially since Barkley developed some digestive issues right before I left. She took such good care of him, and I came home to a happy, healthy, and very tired puppy who had clearly been well loved and played with. We’ll definitely be hoping she’s available every time we go out of town!

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Meghan C.
Sitter Profile Image: Fiona P.
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Fiona P.
from
$35
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Near West Side, Chicago, IL, 60607

Fiona was an all around excellent pet sitter. From the initial consult to the key return she was communicative and professional. She took such good care of my girls and my home, and sent plenty of updates and pictures! She truly went above and beyond for me and my pets and handled every hiccup (on my end) with tact and kindness. I will be booking her everytime I need a sitter! :)

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Amanda S.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
31 reviews
6 repeat clients
1 year of experience
Chicago, IL, 60616

Emily was terrific. She arrived promptly, communicated well, sent us photos and updates about our pup, and was patient with our dog, who takes some time to get used to new people. Highly recommended.

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Todd B.
Sitter Profile Image: Tylisha J.
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Tylisha J.
from
$45
per night
4.9 out of 5 stars
39 reviews
10 repeat clients
3 years of experience
Chicago, IL, 60605

I feel very lucky to have met Tylisha. My animals quickly fell in love with her, and she had constant professional communication. Thank you Tylisha!

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Shanna S.
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

This was Jayden’s second time pet sitting Callie, and they were once again fantastic! Callie can be difficult, but Jayden was very patient with her and knew exactly how to handle things so Callie felt comfortable and warmed up to them. We already have another booking with Jayden, and we’re looking forward to it!

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Kaitlyn B.
Sitter Profile Image: Allison J.
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Allison J.
Star Sitter
from
$85
per night
5.0 out of 5 stars
80 reviews
34 repeat clients
13 years of experience
Chicago, IL, 60608

Allison was great! She was very accommodating and communicative before the stay, and continued to be awesome throughout the stay. She sent pictures and updates throughout the weekend, which I really appreciated. We came home to a super happy pup and a very clean home! I will definitely be using Allison again and can’t recommend her enough! Thank you so much Allison!!

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Chelsea R.
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: Chloe P.
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Chloe P.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Near West Side, Chicago, IL, 60661

Such a sweet and amazing sitter! Super communicative, caring, and made me feel completely at ease the whole time. My dogs were so happy and well taken care of. Would absolutely book again!

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Sabrina R.
Sitter Profile Image: Maritza V.
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Maritza V.
from
$45
per night
5.0 out of 5 stars
33 reviews
7 repeat clients
20 years of experience
Near South Side, Chicago, IL, 60605

Duffy loves Maritza. Maritza is so caring and I know Duffy is in good hands while I am way. Maritza is very professional and I greatly appreciate the communication she provides before and during the visit. Words cant express how much I appreciate all Maritza has to offer.

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Kim M.
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The median cost per night for house sitting in Douglas is $50

Pet parents share their Rover experiences - Douglas

1 / 1
5.0 out of 5 stars

Anastasiia takes such great care of my dog Biscuit! She had to deal with a terrified pup who was scared of the fireworks and took such incredible care of her. She is so communicative and helpful during difficult moments! I absolutely recommend her for watching your pets.

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Lauren W.
House Sitting
5.0 out of 5 stars

Nadine was fantastic with our poodle and was able to accommodate adding our cat who required eye medication to our booking last minute! She was communicative, thorough, and reliable and we will gladly book with Nadine again next time we are out of town!

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Caitlyn H.
House Sitting
5.0 out of 5 stars

As usual, we felt totally confident leaving our sensitive girl in the very capable hands of Lauren, communication and care was great and our pup was so excited to see her.

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Gemma C.
House Sitting
5.0 out of 5 stars

Symone was the perfect dogsitter for our 5 month old puppy while we were on vacation for a week. She was so kind, communicative, attentive, and caring. We’re so grateful for her wonderful care!

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Wesley D.
House Sitting
5.0 out of 5 stars

I am so glad we found Marisa to watch our 19 year old kitty while we were away for a few days. My cat had never been watched by anyone outside the family, and with his age and medical needs I was nervous about leaving him alone. Upon arriving Marisa sent me a video of him crawling into her lap to cuddle, and I immediately felt so much better! Marisa took excellent care of my boy, made sure he got his medication on time, made sure he was well fed, and provided him with great company. I also really appreciate all the updates Marisa gave us throughout her stay, and that she checked in with us about his separation anxiety. After a long few days of travel we came home to a happy, healthy cat, and a clean apartment. Thank you again, Marisa!

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Arin S.
House Sitting
5.0 out of 5 stars

Kristine was great with taking care of my anxious pup- especially during the fourth of july holiday when the fireworks can make him more nervous than normal. I could tell he had been well cared for!

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Laura F.
House Sitting
5.0 out of 5 stars

Allison has helped us with over night stays twice now and she is SO great! Very responsive and Peyton loves her!

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Katie D.
House Sitting
5.0 out of 5 stars

Natalie came by before the booking to meet my pup and my pup immediately liked her - a very good sign as dogs have a good sense of character. She stayed two nights and by the time we got home, my dog was sad to see her go. She also took good care of our home.

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Kath C.
House Sitting
5.0 out of 5 stars

maia was wonderful, very communicative and respectful. peanutis an anxious dog and she was nice and calm when we got home. will definitely be booking her to hang out with peanut again

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Audrey T.
House Sitting
5.0 out of 5 stars

Kexin was absolutely wonderful with Waffles! From start to finish, I felt completely at ease knowing Waffles was in such great hands. Kexin was incredibly attentive, kept me updated, and truly treated Waffles like family. Waffles came home happy, healthy, and completely relaxed. I highly recommend Kexin to anyone looking for a trustworthy, caring sitter, and we will definitely be booking again!

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Luis M.
House Sitting
5.0 out of 5 stars

Grace took exceptional care of our dog, Coco! She was incredibly kind, patient, and attentive, and it was clear that she genuinely cares about the pets she works with. Coco was comfortable and happy with her, which gave us so much peace of mind. Grace went above and beyond to make sure Coco was well taken care of, and her professionalism and warm personality made the entire experience wonderful. We’re so grateful for her excellent service and will definitely be requesting Grace again. Thank you for treating Coco like family!

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ketki P.
House Sitting
5.0 out of 5 stars

Ahriel was communicative, kind, and took great care of my 3 animals on short notice - including a large senior dog and a toothless cat! She asked thorough questions when interviewing her which was reassuring. Since the stay was short notice, she was unable to meet the animals before hand or get a lay of the land (confusing apartment building), but did an incredible job with everything no less. Would recommend her and will hopefully get to use her in the future!

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Madison A.
House Sitting
5.0 out of 5 stars

Fiona was a great sitter. She was very responsive and kept me updated throughout the stay, including lots of cute pics. My cat liked her and I would rebook in the future

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Amanda B.
House Sitting
5.0 out of 5 stars

Bella takes great care of our girl Daisy! We get frequent photos & updates and she’s very respectful of our home as well. Would recommend!

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Holly T.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Mia took good care of Doby while I was away. She kept me updated with photos and she left my house clean and tidy. Knowing Doby was in such good hands made my vacation so much more relaxing. I would absolutely book Mia again for my next trip and highly recommend her to anyone looking for a caring and reliable dog sitter!

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Edie c.
House Sitting
5.0 out of 5 stars

Ava shared pictures and accurately followed all our instructions, we are very grateful for the boarding service provided =)

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Gabriel T.
House Sitting
5.0 out of 5 stars

Jorie was an amazing sitter !! I received detailed updates every day while I was gone and she did a fantastic job following my senior dogs medicine and feeding routine. I will definitely be booking again 😊

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Alex I.
House Sitting
5.0 out of 5 stars

Sofiia truly saved the day for us! We had a pet sitter back out at the very last minute right before an international trip, and she stepped up immediately. She came over for a quick meet-and-greet the same day, and we instantly felt at ease leaving our two dogs, Dre and Rito, with her. Our pups are Covid dogs with some anxiety and reactivity issues, but she handled their routine perfectly, followed all of our apartment instructions seamlessly, and gave them the exact TLC and company they needed. Communication was fantastic, and it gave us total peace of mind while we were away. We cannot recommend her enough and will definitely be booking her again!

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Irie S.
House Sitting
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
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Sitters in Douglas average 4
repeat house sitting clients

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