House Sitting in Lincoln Square, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Search Results

Sitter Profile Image: Damarius G.
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Sitter Profile Image: Damarius G.
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1. Damarius G.

Dogs are just furry children.
Edgewater, Chicago, IL, 60660
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$45
per night

Damarius was great - our Reggie had a great time hanging with him while we were out. Damarius was responsive, provided regular updates, and was very knowledgeable about puppy care. We look forward to booking him to spend time with Reggie again!

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Sitter Profile Image: Eleanor Y.
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Sitter Profile Image: Eleanor Y.
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2. Eleanor Y.

I've been called a cat whisperer!
Chicago, IL, 60625
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
16 repeat clients
from
$50
per night

Eleanor is a fantastic dog sitter. She communicated with me consistently throughout her entire visit and sent many pictures of my pup Springer. She left my apartment the same way she found it, which was an added bonus! Will definitely be booking Eleanor again in the future.

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Sitter Profile Image: Katy R.
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Sitter Profile Image: Katy R.
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3. Katy R.

Experienced pet sitter in Uptown
Uptown, Chicago, IL, 60640
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$50
per night

Katy was an amazing house/dog sitter for our two pups! Very punctual and great communication. My dogs loved her. I would definitely recommend her for house sitting!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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4. Megan W.

Megan W. Of Chicago area
Irving Park, Chicago, IL, 60641
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
55 reviews
16 repeat clients
from
$65
per night

Megan was awesome with our pup, who struggles with anxiety. She was communicative, understanding, personable, and professional. Overall outstanding and great to work with!

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Sitter Profile Image: Andre H.
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Sitter Profile Image: Andre H.
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5. Andre H.

Energized, pet-loving professional
Uptown, Chicago, IL, 60640
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
16 repeat clients
from
$45
per night

Andre was phenomenal! He was extremely attentive to our two pups and very communicative as well. He noticed when Griffy wasn’t finishing his meals and went the extra mile to make sure he got his medications every day. We loved the picture updates as well. He even stayed a little longer due to our return flight being delayed! Highly recommend :) Thank you so much!

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Sitter Profile Image: Marin B.
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Sitter Profile Image: Marin B.
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6. Marin B.

Reliable & Responsible Pet Sitter
Lake View, Chicago, IL, 60613
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
6 repeat clients
from
$50
per night

Marin did a fabulous job. We were out of town and totally trusted her, watching after our dog, and taking care of our apartment as well. She is definitely someone that I would book again in the future, very responsible and extremely communicative throughout the process.

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Sitter Profile Image: Cate S.
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Sitter Profile Image: Cate S.
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7. Cate S.

Medication Wizard & Pet Butler! 🚁
Lincoln Square, Chicago, Illinois, United States, IL, 60625
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
5 repeat clients
from
$60
per night

10 out of 5 stars. Cate is incredible and I feel so lucky to have found her and that I know how well taken care of the pups are. She goes above and beyond.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ismy S.
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Sitter Profile Image: Ismy S.
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8. Ismy S.

Loving, nurturing purfect sitter 🤍
Edgewater, Chicago, IL, 60660
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
3 repeat clients
from
$60
per night

Terrific communicator and incredible with dogs! Great vibes all around and really appreciated all the updates and pics sent throughout the experience. Highly recommend Ismy and will absolutely use again in the future.

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Sitter Profile Image: Sarah & Walter M.
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Sitter Profile Image: Sarah & Walter M.
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9. Sarah & Walter M.

Rover 101
Dog lovers, WFH
North Center, Chicago, IL, 60618
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
65 reviews
36 repeat clients
from
$85
per night

Sarah was great, staying at our apartment and handling our senior dog (with all his medications!) with ease. We appreciated her communication and photo updates!

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Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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10. Ana G.

Devoted pet lover
Chicago, IL, 60660
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$70
per night

Ana and Carlos were very communicative and you can tell they are lovers of animals and compassionate towards dogs that may be a little rough around the edges (Rescue Pups). They gave us regular updates, were patient with our senior dog who had some general confusion in the beginning of the stay, and they took our dogs for many walks and it seems they gave them a lot of love. Ana was sweet to offer to get groceries for us which we could pay her for via Zelle so that we could have something waiting in the fridge when we got home (although we did not need to use her additional assistance, we really appreciated the notion). We were gone for just about one week and we came back to a clean home, linens stripped and in the washer/dryer, and tired and happy dogs. We hope to utilize Ana (and Carlos) again - if they'll have us :-)

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Sitter Profile Image: AnneMarie P.
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Sitter Profile Image: AnneMarie P.
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11. AnneMarie P.

Animal Lover 🫶🏼
North Center, Chicago, IL, 60618
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
64 reviews
27 repeat clients
from
$98
per night

Annemarie is incredible! She was able to watch my boy Malcolm on relatively short notice and took excellent care of him and my home. She provided constant updates and photos and I knew he was in great hands. You can sense her genuine love for animals. Everything was perfect - can’t wait to book her again!

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Sitter Profile Image: Miranda & Elise C.
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Sitter Profile Image: Miranda & Elise C.
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12. Miranda & Elise C.

I like big mutts and I cannot lie.
Lake View, Chicago, IL, 60613
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$100
per night

Miranda & her partner were nothing but amazing! It was the most intense 2 weeks of my now husband & I’s life, they only made it less stressful for us. Our dog & cat both have special needs. Crash our dog has to stay away from other dogs- biscuit our cat has kidney failure. I was worried about how things would go but they went very well! She made sure crash would have no issues on walks and avoided other dogs. This also gets tricky in our building bc all the dogs use the same elevator- it was no issue for her to be patient & avoid riding with other dogs. Communication was great from her and she understood our communication would be lacking in our end bc we were out of the country getting married. Our place was in the exact same condition as we left. So no need to be concerned about having her in your home- it’s completely safe! We will be using her again & we’re really looking forward to it bc that only means another stress free vacation for us! Thank you for everything Miranda!

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Sitter Profile Image: Kaira L.
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Sitter Profile Image: Kaira L.
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13. Kaira L.

Full-time cat/dog sitter available
Uptown, Chicago, IL, 60640
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$50
per night

This was my first time leaving my dog for a couple of days as well as my first time using Rover and Kaira made it such an easy and positive experience. She asked great questions, was very communicative the entire time, and I came home to a very happy dog. I highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Santos S.
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Sitter Profile Image: Santos S.
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14. Santos S.

—I work with ALL dogs—
Lincoln Square, Chicago, IL, 60625
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
15 repeat clients
from
$70
per night

Santos is great with our fur babies! He sent us pictures and kept us informed. We will book him in the future for sure and we totally recommend him!

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Sitter Profile Image: Hannah L.
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Sitter Profile Image: Hannah L.
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15. Hannah L.

Fur momma to 3 corgis!
Irving Park, Chicago, IL, 60618
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$40
per night

Hannah is really good at taking care of fur babies. Her communication is on point, she is very prompt and very caring. Very highly recommended.

Sitter Profile Image: Adam S.
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Sitter Profile Image: Adam S.
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16. Adam S.

Amateur Dog Whisperer
Albany Park, Chicago, IL, 60625
1.3 mi. away
Boarding, House Sitting
5.0 out of 5 stars
22 reviews
8 repeat clients
from
$50
per night

Adam stayed with my pooch this weekend and and did a superb job. Harry was well cared for plus Adam kept me updated (with texts/photos) which was very nice. I'll definitely use Adam again!

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Sitter Profile Image: Victoria M.
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Sitter Profile Image: Victoria M.
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17. Victoria M.

Pet-loving House-Sitter!!!
Lincoln Square, Chicago, IL, 60625
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
14 repeat clients
from
$50
per night

I was able to relax and enjoy my honeymoon knowing Victoria was taking great care of our pets! She is very responsive and sent a daily update with pictures. We got back to happy pets and a clean home. We will definitely have her again!

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Sitter Profile Image: Zoë V.
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Sitter Profile Image: Zoë V.
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18. Zoë V.

Pet Parent Extraordinaire
Lincoln Square, Chicago, IL, 60625
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$35
per night

Zoe was great! Communicative and INSTANTLY got along with our pup and cats. We got some fantastic pictures from the weekend and it felt great knowing our pawed friends were in outstanding hands.

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Sitter Profile Image: Serena H.
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Sitter Profile Image: Serena H.
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19. Serena H.

Experienced pet-sitter of 10+ years
Lincoln Square, Chicago, IL, 60625
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$36
per night

Serena and her husband Adam took wonderful care of our two dogs for four nights. She sent great pictures and updates each day. The girls got a lot of love and attention and our home was well taken care of too. Another great experience. Would ask them back for sure.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jinni B.
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Sitter Profile Image: Jinni B.
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20. Jinni B.

Rover 101
9-Year 5-Star Rover Sitter!
Lincoln Square, Chicago, IL, 60640
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
97 reviews
43 repeat clients
from
$80
per night

Jinni was an excellent house sitter. Both Nala and Sammie enjoyed her company. I came home to 2 happy, healthy pups and an orderly house. Would highly recommend!

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Lincoln Square:


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

House Sitting