House Sitting in Loop, Chicago, IL

Find a loving house sitter to watch over your pets and your home.

Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Loop house sitters

1 / 1
Sitter Profile Image: Anastasiia M.
Verified Enhanced Background Check
Anastasiia M.
Star Sitter
from
$65
per night
5 out of 5.0 stars
95 reviews
21 repeat clients
1 year of experience
Near North Side, Chicago, IL, 60654

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.

Profile image
Ashley A.
Sitter Profile Image: Emily P.
Verified Enhanced Background Check
Emily P.
Star Sitter
from
$65
per night
5 out of 5.0 stars
23 reviews
9 repeat clients
5 years of experience
Chicago, IL

Emily housesat for me and watched my cat on short notice for 5 days. My cat has anxiety, takes medication, and requires a lot of attention, so I was very pleased when my cat Pumpkin seemed to really bond with Emily and felt comfortable around her. I have never left Pumpkin alone before due to his anxiety (and my own!) and I felt so much better knowing Pumpkin was taken care of. Emily sent lots of updates which assured me Pumpkin was happy, and even cleaned sheets and towels she used before the end of the housesitting. Additionally, Emily was able to accommodate a last minute extension due to some travel issues on my part. I would book Emily again, and trust her to take great care of my boy!

Profile image
Vanessa S.
Sitter Profile Image: Nia A.
Verified Enhanced Background Check
Nia A.
Star Sitter
from
$65
per night
5 out of 5.0 stars
27 reviews
14 repeat clients
10 years of experience
Chicago, IL, 60614

Nia is great! She took wonderful care of my elderly cat and dog while I was traveling for the holidays. I received plenty up pictures and check-in updates. I was very at ease knowing my pets were being cared for by Nia. I would absolutely trust Nia to watch my pets again.

Profile image
Paige K.
Sitter Profile Image: Alison F.
Verified Enhanced Background Check
Alison F.
Star Sitter
from
$57
per night
5 out of 5.0 stars
30 reviews
8 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60611

We were glad to have Alison sit Wrigley in our home for a few days - Alison is communicative, responsible and tidy! Photos throughout the visit verified Wrigley felt super comfortable and we’d be glad to have Alison back again!

Profile image
Chelsea R.
Sitter Profile Image: Alyssa L.
Verified Enhanced Background Check
Alyssa L.
from
$50
per night
5 out of 5.0 stars
29 reviews
12 repeat clients
5 years of experience
Near North Side, Chicago, IL, 60610

I'm incredibly behind in this but it's been a whirlwind since I got back from my vacation. My cats loved Alyssa, very rarely do they automatically come out for new people but they came out and sat with her and enjoyed her company. They arent lap cats so the fact that they were Alyssa adjacent and not hiding says alot! She was super responsive and sent me some pictures through the few days to show how they were doing. I would definitely recommend Alyssa to anyone and would absolutely use her again!

Profile image
Shauna O.
Sitter Profile Image: Victoria M.
Verified Enhanced Background Check
Victoria M.
Star Sitter
from
$50
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
2 years of experience
Near North Side, Chicago, IL, 60610

Victoria was fantastic - professional, punctual, and an excellent communicator. I’ll absolutely use her services again when visiting Chicago and highly recommend her to anyone looking for a reliable pet sitter.

Profile image
Ron F.
Sitter Profile Image: Klara J.
Verified Enhanced Background Check
Klara J.
from
$55
per night
5 out of 4.7 stars
66 reviews
17 repeat clients
20 years of experience
Near North Side, Chicago, IL, 60610

Klara is the best! In addition to being the perfect calm and loving companion for my elderly lab who needs several meds per day and has extreme separation anxiety, she FedEx’d my passport to my hotel when I lost my license at the airport. Definitely went above and beyond — so grateful for her!

Profile image
Erika O.
Sitter Profile Image: Tylisha J.
Verified Enhanced Background Check
Tylisha J.
Star Sitter
from
$40
per night
5 out of 5.0 stars
26 reviews
8 repeat clients
5 years of experience
Chicago, IL, 60605

Tylisha was great at communicating our pup’s needs and kept us updated on our trip. She even came through when we needed to extend our trip. We would definitely love to have her watch Obi again.

Profile image
Priscilla D.
Sitter Profile Image: Pablo V.
Verified Enhanced Background Check
Pablo V.
Star Sitter
from
$70
per night
5 out of 5.0 stars
321 reviews
118 repeat clients
20 years of experience
Chicago, IL, 60661

Pablo was fantastic looking after our dog while we were on vacation. This is our first time using Rover and have anyone dog sitting in our home. We usually board our dog. This was a fantastic experience and Pablo was great. He sent lots of pics and videos and we could see our dog was very happy. Thanks Pablo!

Profile image
Benjamin S.
Sitter Profile Image: Elizabeth  C.
Verified Background Check
Elizabeth C.
Star Sitter
from
$75
per night
5 out of 5.0 stars
36 reviews
16 repeat clients
9 years of experience
Loop, Chicago, IL, 60601

Elizabeth and Quincy had a lovely connection from the moment they met! I felt so relieved knowing she was with him during my business trip. She took good care of my little guy and I’m so grateful.

Profile image
Lauren S.
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Amanda B.
from
$60
per night
5 out of 4.8 stars
18 reviews
10 repeat clients
5 years of experience
Loop, Chicago, IL, 60605

Amanda left our place spotless and well cared for…but more importantly, our dogs seemed relaxed, happy, and clearly well cared for. Communication was great over the entire stay. Thank you Amanda!

Profile image
Jim M.
Sitter Profile Image: Emily N.
Verified Background Check
Emily N.
Star Sitter
from
$65
per night
5 out of 5.0 stars
189 reviews
53 repeat clients
10 years of experience
Chicago, IL, 60605

Emily is great! She checked in often and took excellent care of Maeve and McKenna - we look forward to working with her again soon and will definitely recommend her to friends.

Profile image
Reilly T.
Sitter Profile Image: Jasmine P.
Verified Background Check
Jasmine P.
Star Sitter
from
$100
per night
5 out of 5.0 stars
71 reviews
27 repeat clients
13 years of experience
Chicago, IL, 60607

We couldn’t have been happier with Jasmine. She stayed at our home for a full week while we were out of the country, and she took amazing care of our three senior pups. We got brief daily updates, and came home to happy, relaxed dogs and a spotless house. Truly grateful for the peace of mind - highly recommend.

Profile image
Cynthia H.
Sitter Profile Image: Jordan W.
Verified Enhanced Background Check
Jordan W.
from
$50
per night
5 out of 5.0 stars
20 reviews
2 repeat clients
4 years of experience
Chicago, IL, 60611

Jordan was awesome!! She did a two-week stay in my home with Champ as he was just a few weeks out of surgery and Jordan was meticulous in his care. She followed the routine I set to a T, sent multiple picture updates every day, gave Champ really great walks, played with him, and gave him all the care and attention he could want. I could tell both from the pictures and his demeanor when I got home that he was happy and comfortable during the two weeks with Jordan. Champ and I will definitely be repeat clients!

Profile image
Cecilia W.
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Emily R.
Star Sitter
from
$80
per night
5 out of 5.0 stars
159 reviews
35 repeat clients
13 years of experience
Loop, Chicago, IL, 60601

Emily was great!! Very communicative, punctual, sent pictures throughout, and our dog loved her!!! Couldn't be happier to have found her in our time of need!!!

Profile image
Christian Z.
Sitter Profile Image: molly m.
Verified Enhanced Background Check
molly m.
from
$75
per night
5 out of 4.9 stars
274 reviews
76 repeat clients
7 years of experience
Loop, Chicago, IL, 60607

Molly was wonderful! She has been great with communicating and responding back pretty quickly and sending updates. I could tell that my pup was well taken care of and that he was very relaxed. We booked with Molly again next month! Thank you, Molly!

Profile image
Jasmine S.
Sitter Profile Image: Lauren K.
Verified Background Check
Lauren K.
from
$50
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Lauren watched our dog in our home while we were out of town. She consistently went above and beyond in his care. She was so respectful, responsive, and caring and even spent extra time with him when she noticed him showing signs of loneliness for my husband and I. Highly, highly recommend her!

Profile image
Alyssa S.
Sitter Profile Image: Alex D.
Verified Enhanced Background Check
Alex D.
from
$45
per night
5 out of 5.0 stars
28 reviews
8 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60654

Alex did an amazing job watching Zoey! She kept us updated the entire time about how things were going. Zoey needed a little TLC due to a recent paw pad injury and Alex went above and beyond for our pup. We really appreciate it and would book Alex again in a heartbeat!

Profile image
Jennifer R.
Sitter Profile Image: Bella B.
Verified Enhanced Background Check
Bella B.
from
$50
per night
5 out of 5.0 stars
4 reviews
4 repeat clients
5 years of experience
Chicago, IL, 60604

Bella did a fabulous job taking care of my dog Buster. Buster is an elderly dog and he is cautious with new people. Bella was patient with him and followed his lead until Buster felt comfortable with her.

Profile image
Lisa F.
Sitter Profile Image: Johnathan W.
Verified Background Check
Johnathan W.
Star Sitter
from
$125
per night
5 out of 5.0 stars
69 reviews
20 repeat clients
7 years of experience
Loop, Chicago, IL, 60642

Johnathan is great! Our dog felt immediately comfortable with him and they had a great time together. He was communicative and really great all around.

Profile image
Camille G.
1 / 1
View more sitters

Loving house sitters in your neighborhood

Search Results

Sitter Profile Image: Anastasiia M.
Verified Enhanced Background Check
Sitter Profile Image: Anastasiia M.
Verified Enhanced Background Check

Anastasiia M.
Star Sitter

Trusted Care for Happy Paws and Wag
Near North Side, Chicago, IL, 60654
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
95 reviews
21 repeat clients
Profile image

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.

Availability updated today
Sitter Profile Image: Emily P.
Verified Enhanced Background Check
Sitter Profile Image: Emily P.
Verified Enhanced Background Check

Emily P.
Star Sitter

Love animals of all personalities
Chicago, IL
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
23 reviews
9 repeat clients
Profile image

Emily housesat for me and watched my cat on short notice for 5 days. My cat has anxiety, takes medication, and requires a lot of attention, so I was very pleased when my cat Pumpkin seemed to really bond with Emily and felt comfortable around her. I have never left Pumpkin alone before due to his anxiety (and my own!) and I felt so much better knowing Pumpkin was taken care of. Emily sent lots of updates which assured me Pumpkin was happy, and even cleaned sheets and towels she used before the end of the housesitting. Additionally, Emily was able to accommodate a last minute extension due to some travel issues on my part. I would book Emily again, and trust her to take great care of my boy!

Availability updated 20 days ago
Sitter Profile Image: Nia A.
Verified Enhanced Background Check
Sitter Profile Image: Nia A.
Verified Enhanced Background Check

Nia A.
Rover 101
Star Sitter

Love 4 Love: Quality Care in Chi <3
Chicago, IL, 60614
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
27 reviews
14 repeat clients
Profile image

Nia is great! She took wonderful care of my elderly cat and dog while I was traveling for the holidays. I received plenty up pictures and check-in updates. I was very at ease knowing my pets were being cared for by Nia. I would absolutely trust Nia to watch my pets again.

Availability updated today
Sitter Profile Image: Alison F.
Verified Enhanced Background Check
Sitter Profile Image: Alison F.
Verified Enhanced Background Check

Alison F.
Star Sitter

Your animal's new best friend!
Near North Side, Chicago, IL, 60611
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 5.0 stars
30 reviews
8 repeat clients
Profile image

We were glad to have Alison sit Wrigley in our home for a few days - Alison is communicative, responsible and tidy! Photos throughout the visit verified Wrigley felt super comfortable and we’d be glad to have Alison back again!

Availability updated 13 days ago
Sitter Profile Image: Alyssa L.
Verified Enhanced Background Check
Sitter Profile Image: Alyssa L.
Verified Enhanced Background Check

Alyssa L.

“The Cool Aunt” to fur babies
Near North Side, Chicago, IL, 60610
2.0 mi. away
House Sitting
from
$50
per night
5 out of 5.0 stars
29 reviews
12 repeat clients
Profile image

I'm incredibly behind in this but it's been a whirlwind since I got back from my vacation. My cats loved Alyssa, very rarely do they automatically come out for new people but they came out and sat with her and enjoyed her company. They arent lap cats so the fact that they were Alyssa adjacent and not hiding says alot! She was super responsive and sent me some pictures through the few days to show how they were doing. I would definitely recommend Alyssa to anyone and would absolutely use her again!

Availability updated 2 days ago
Sitter Profile Image: Victoria M.
Verified Enhanced Background Check
Sitter Profile Image: Victoria M.
Verified Enhanced Background Check

Victoria M.
Star Sitter

Pet lover!
Near North Side, Chicago, IL, 60610
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Victoria was fantastic - professional, punctual, and an excellent communicator. I’ll absolutely use her services again when visiting Chicago and highly recommend her to anyone looking for a reliable pet sitter.

Availability updated 2 days ago
Sitter Profile Image: Klara J.
Verified Enhanced Background Check
Sitter Profile Image: Klara J.
Verified Enhanced Background Check

Klara J.

Life long animal lover!
Near North Side, Chicago, IL, 60610
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 4.7 stars
66 reviews
17 repeat clients
Profile image

Klara is the best! In addition to being the perfect calm and loving companion for my elderly lab who needs several meds per day and has extreme separation anxiety, she FedEx’d my passport to my hotel when I lost my license at the airport. Definitely went above and beyond — so grateful for her!

Availability updated yesterday
Sitter Profile Image: Tylisha J.
Verified Enhanced Background Check
Sitter Profile Image: Tylisha J.
Verified Enhanced Background Check

Tylisha J.
Star Sitter

Love animals with patience and care
Chicago, IL, 60605
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
26 reviews
8 repeat clients
Profile image

Tylisha was great at communicating our pup’s needs and kept us updated on our trip. She even came through when we needed to extend our trip. We would definitely love to have her watch Obi again.

Availability updated today
Sitter Profile Image: Pablo V.
Verified Enhanced Background Check
Sitter Profile Image: Pablo V.
Verified Enhanced Background Check

Pablo V.
Rover 101
Star Sitter

Fun walks
Chicago, IL, 60661
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
321 reviews
118 repeat clients
Profile image

Pablo was fantastic looking after our dog while we were on vacation. This is our first time using Rover and have anyone dog sitting in our home. We usually board our dog. This was a fantastic experience and Pablo was great. He sent lots of pics and videos and we could see our dog was very happy. Thanks Pablo!

Availability updated today
Sitter Profile Image: Elizabeth  C.
Verified Background Check
Sitter Profile Image: Elizabeth  C.
Verified Background Check

Elizabeth C.
Rover 101
Star Sitter

Trust the best with your pets
Loop, Chicago, IL, 60601
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
36 reviews
16 repeat clients
Profile image

Elizabeth and Quincy had a lovely connection from the moment they met! I felt so relieved knowing she was with him during my business trip. She took good care of my little guy and I’m so grateful.

Availability updated today
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check

Amanda B.

Reliable Pet Care
Loop, Chicago, IL, 60605
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.8 stars
18 reviews
10 repeat clients
Profile image

Amanda left our place spotless and well cared for…but more importantly, our dogs seemed relaxed, happy, and clearly well cared for. Communication was great over the entire stay. Thank you Amanda!

Availability updated over 1 year ago
Sitter Profile Image: Emily N.
Verified Background Check
Sitter Profile Image: Emily N.
Verified Background Check

Emily N.
Star Sitter

Experience with multiple sized dogs
Chicago, IL, 60605
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
189 reviews
53 repeat clients
Profile image

Emily is great! She checked in often and took excellent care of Maeve and McKenna - we look forward to working with her again soon and will definitely recommend her to friends.

Availability updated 22 days ago
Sitter Profile Image: Jasmine P.
Verified Background Check
Sitter Profile Image: Jasmine P.
Verified Background Check

Jasmine P.
Rover 101
Star Sitter

Beloved dog & cat whisperer, is me!
Chicago, IL, 60607
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
71 reviews
27 repeat clients
Profile image

We couldn’t have been happier with Jasmine. She stayed at our home for a full week while we were out of the country, and she took amazing care of our three senior pups. We got brief daily updates, and came home to happy, relaxed dogs and a spotless house. Truly grateful for the peace of mind - highly recommend.

Availability updated yesterday
Sitter Profile Image: Jordan W.
Verified Enhanced Background Check
Sitter Profile Image: Jordan W.
Verified Enhanced Background Check

Jordan W.

Looking to Make Lots of Fur Friends
Chicago, IL, 60611
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
20 reviews
2 repeat clients
Profile image

Jordan was awesome!! She did a two-week stay in my home with Champ as he was just a few weeks out of surgery and Jordan was meticulous in his care. She followed the routine I set to a T, sent multiple picture updates every day, gave Champ really great walks, played with him, and gave him all the care and attention he could want. I could tell both from the pictures and his demeanor when I got home that he was happy and comfortable during the two weeks with Jordan. Champ and I will definitely be repeat clients!

Availability updated 4 days ago
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Sitter Profile Image: Emily R.
Verified Enhanced Background Check

Emily R.
Star Sitter

Dog lover with Cats!
Loop, Chicago, IL, 60601
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
159 reviews
35 repeat clients
Profile image

Emily was great!! Very communicative, punctual, sent pictures throughout, and our dog loved her!!! Couldn't be happier to have found her in our time of need!!!

Availability updated 2 days ago
Sitter Profile Image: molly m.
Verified Enhanced Background Check
Sitter Profile Image: molly m.
Verified Enhanced Background Check

molly m.

I will love them like my own!
Loop, Chicago, IL, 60607
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 4.9 stars
274 reviews
76 repeat clients
Profile image

Molly was wonderful! She has been great with communicating and responding back pretty quickly and sending updates. I could tell that my pup was well taken care of and that he was very relaxed. We booked with Molly again next month! Thank you, Molly!

Availability updated today
Sitter Profile Image: Lauren K.
Verified Background Check
Sitter Profile Image: Lauren K.
Verified Background Check

Lauren K.

Trustworthy, Punctual Pet Sitter!
Loop, Chicago, IL, 60607
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
Profile image

Lauren watched our dog in our home while we were out of town. She consistently went above and beyond in his care. She was so respectful, responsive, and caring and even spent extra time with him when she noticed him showing signs of loneliness for my husband and I. Highly, highly recommend her!

Availability updated 3 days ago
Sitter Profile Image: Alex D.
Verified Enhanced Background Check
Sitter Profile Image: Alex D.
Verified Enhanced Background Check

Alex D.

Professional and trustworthy
Near North Side, Chicago, IL, 60654
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
28 reviews
8 repeat clients
Profile image

Alex did an amazing job watching Zoey! She kept us updated the entire time about how things were going. Zoey needed a little TLC due to a recent paw pad injury and Alex went above and beyond for our pup. We really appreciate it and would book Alex again in a heartbeat!

Availability updated 11 days ago
Sitter Profile Image: Bella B.
Verified Enhanced Background Check
Sitter Profile Image: Bella B.
Verified Enhanced Background Check

Bella B.

Walking dogs for their love
Chicago, IL, 60604
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
4 reviews
4 repeat clients
Profile image

Bella did a fabulous job taking care of my dog Buster. Buster is an elderly dog and he is cautious with new people. Bella was patient with him and followed his lead until Buster felt comfortable with her.

Availability updated 3 days ago
Sitter Profile Image: Johnathan W.
Verified Background Check
Sitter Profile Image: Johnathan W.
Verified Background Check

Johnathan W.
Star Sitter

A friend that cares
Loop, Chicago, IL, 60642
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$125
per night
5 out of 5.0 stars
69 reviews
20 repeat clients
Profile image

Johnathan is great! Our dog felt immediately comfortable with him and they had a great time together. He was communicative and really great all around.

Availability updated 8 days ago

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover