House Sitting in Fair Park, Milwaukee, WI

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Top rated Fair Park house sitters

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: Rachel H.
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Rachel H.
Star Sitter
from
$30
per night
5.0 out of 5.0 stars
95 reviews
24 repeat clients
11 years of experience
West Allis, WI, 53214

Rachel has been wonderful every time she has stayed with our pup. She gives daily check ins, and has even kept an eye on our guinea pig too. I know I can always trust her with our animals and our house. Thanks, Rachel!

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Erin F.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
18 reviews
3 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup — we couldn’t ask for more! Highly recommend Elizabeth and would absolutely book with her again.

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Monique M.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$64
per night
5.0 out of 5.0 stars
105 reviews
30 repeat clients
40 years of experience
West Allis, WI, 53227

Jenn stayed at our house for a weekend away. One of our dogs recently went blind and we felt in-home care was our only option. Jenn didn't seem concerned about managing our blind dog, senior greyhound, and cat. I appreciated that she came out twice to the house to meet us and talk through our routine. I was also impressed that she read up a bit on greyhounds since Leo was the first greyhound she watched. She was great about communicating her schedule and sending us pictures. We would definitely try to schedule with Jenn again.

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Dori C.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$65
per night
5.0 out of 5.0 stars
42 reviews
13 repeat clients
15 years of experience
Brookfield, WI, 53005

My pups were so happy to stay at home with a friendly person like Katie than they would be boarding somewhere. I am quite satisfied with how she took care of the house and the pups. I will definitely reach out to her for future travel plans.

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Sara S.
Sitter Profile Image: Ivy G.
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Ivy G.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
27 reviews
8 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Ivy was simply the best! Our house was absolutely spotless when we returned and our doggos were absoutely thrilled with their newfound friend. Ivy was really easy to work with, communicative before and during our stay, and sent us photos and updates for the week we were gone. Would absolutely recommend!!!

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Joseph B.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5.0 stars
17 reviews
4 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

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Lauren S.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$77
per night
5.0 out of 5.0 stars
89 reviews
22 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

Emily is incredible with my senior dog, Bernie. She's gentle and patient and is understanding of the unfortunate accident or 2 requiring clean up on some visits. I have peace of mind knowing she will be there for Bernie!

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Kim A.
Sitter Profile Image: Caitlyn M.
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Caitlyn M.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
21 reviews
5 repeat clients
20 years of experience
Lyons Park, Milwaukee, WI, 53219

Caitlyn did a wonderful job house sitting for our family of 3 furr babies! She was prompt and responsive leading up to our vacation, and then through out our time away kept me very informed and shared lots of pictures! Our babies seem super happy- even though our Dog Veda takes a minute to warm up, I knew right away Caitlyn was a keeper because Veda ran right up to her! Caitlyn is flexible, easy going, truth worthy, reliable, and as sweet as can be!

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Amanda S.
Sitter Profile Image: Tarah & Firaas F.
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Tarah & Firaas F.
from
$30
per night
5.0 out of 5.0 stars
30 reviews
11 repeat clients
8 years of experience
Bluemound Heights, Milwaukee, WI, 53213

Tarah was amazing with our quirky doggo. We couldn't have asked for a better experience. Tarah provided updates and loved on our pup while we were away for a family getaway. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tarah again.

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Bret K.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
9 reviews
4 repeat clients
7 years of experience
Wauwatosa, WI, 53213

Libby was wonderful with taking care of my cat and dog! She made sure they were both safe, fed and exercised. She also did extra house needs, like taking in the mail, watering the flowers and attending to my garbage cans on weekly pick-up! Highly Recommended!

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Barbara B.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5.0 stars
34 reviews
15 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

As always, Keisha did a wonderful job taking care of my little fur babies! She made sure my walk-crazy dog had many miles under his belt, snuggled my velcro cat, and sent many photos along the way! Not to mention, she did the dishes and made sure my home was clean :) will absolutely book again!

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Kate C.
Sitter Profile Image: Kimberly M.
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Kimberly M.
from
$30
per night
5.0 out of 5.0 stars
72 reviews
14 repeat clients
4 years of experience
Cannon Park, Milwaukee, WI, 53226

Kim was absolutely perfect! She communicated very consistently while I was away & made a creative effort to get my anxious dog to eat when he wouldn’t. She also left a really cute card for me when I returned home. I felt like Tino was in very safe & capable hands. We can’t wait to book with Kim again!

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Brittany W.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
440 reviews
85 repeat clients
5 years of experience
West allis, WI, 53219

Sarah was awesome with my puppies and they both seems to love her. She gave them medications and hugged then as they need too. Thank u for your attention and for being patient with their needs, Sarah! I recommend Sarah for every pets and pet parents.

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Natiely Lima M.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$45
per night
4.9 out of 5.0 stars
48 reviews
26 repeat clients
6 years of experience
West Allis, WI, 53227

Emily was absolutely incredible. She went above and beyond while caring for Bruster and kept me updated with thoughtful messages and great photos, which gave me so much peace of mind while I was away. It was clear how much attention and care she gave him, he was happy and clearly very well loved when I got home. I will for sure be booking with her again! Highly recommend!

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Samantha B.
Sitter Profile Image: Molly O.
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Molly O.
from
$65
per night
5.0 out of 5.0 stars
53 reviews
18 repeat clients
18 years of experience
Wick Field, Milwaukee, WI, 53208

Molly is a pro and a delight, as always! Our geriatric dogs have a lot of behavioral quirks and hurdles, and Molly always handles their needs with great aplomb. The house is in great order. She’s courteous, reliable, and downright friendly. Honestly, I can never say enough good things about Molly! The dogs adore her, too!

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Lily S.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$80
per night
5.0 out of 5.0 stars
80 reviews
24 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

Maiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didn’t get lonely! Amazing!

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Will S.
Sitter Profile Image: Julia M.
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Julia M.
from
$45
per night
5.0 out of 5.0 stars
35 reviews
8 repeat clients
15 years of experience
Enderis Park, Milwaukee, WI, 53210

This was our first time using a pet sitter and we were very happy with Julia! Our animals were very comfortable with her and we felt relaxed on our vacation knowing she was there watching them. We got regular updates. We would book with Julia again! We have already recommended her to our family.

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Kathryn E.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$75
per night
5.0 out of 5.0 stars
16 reviews
5 repeat clients
8 years of experience
Milwaukee, WI, 53213

Amanda was great to work with! She was prompt to respond and set up a meet and greet. She had a questionnaire for me to fill out covering all bases about Theo’s care and house sitting which I thought was really helpful! Theo seemed to like her a lot and was quite relaxed when I returned from my trip. I got daily updates with pictures. Would definitely like to work with her again :)

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krupa s.
Sitter Profile Image: Jamila M.
Verified Background Check
Jamila M.
Star Sitter
from
$65
per night
4.9 out of 5.0 stars
94 reviews
27 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Jamila is the Best! Repeat dog walking and in-house sitting and she is consistently great with our now 9year old dog and cat. She is a part of the pack now :)

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Jennifer H.
Sitter Profile Image: Emma W.
Verified Background Check
Emma W.
from
$65
per night
5.0 out of 5.0 stars
9 reviews
3 repeat clients
9 years of experience
Uptown, Milwaukee, WI, 53210

Emma was fantastic. She took extra special care of our little pups. She takes pics of what their doing. I totally feel comfortable with Emma watching our day gs!

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Denise C.
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Over 50
pet parents in Fair Park have booked house sitting

Fair Park pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Rachel has been wonderful every time she has stayed with our pup. She gives daily check ins, and has even kept an eye on our guinea pig too. I know I can always trust her with our animals and our house. Thanks, Rachel!

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Erin F.
House Sitting
5.0 out of 5.0 stars

Hands down best dog sitter and will use her services again. Very friendly, loves dogs, good communicator, detail oriented. I get very anxious leaving my anxious dog who can be quite a bit to handle with all his quirks, but was not worried leaving him with Margit. She is laid back and easy to work with yet professional and clearly has experience with dogs. Really appreciate her and how well she cared for our dog with separation anxiety.

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Elise J.
House Sitting
5.0 out of 5.0 stars

Tarah did great, took excellent care of my pups, even when one of them tried to test the waters. Super appreciative of her care for them.

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Christy J.
House Sitting
5.0 out of 5.0 stars

Alexis saved the day when we had a last-minute cancellation for a long trip. She was wonderful and spent lots of time with our pets, sending updates and giving them lots of love!

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Cassandra D.
House Sitting
5.0 out of 5.0 stars

Melissa was a HUGE help, stepping in over the holidays for a long house-sitting service when a previous sitter had to cancel last-minute. She is personable and communicative, shared lots updates during the stay, and took good care of our house. Our dog and cat were in great hands, and it felt wonderful to come home to relaxed happy pets. Happy to recommend!

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Marcella M.
House Sitting
5.0 out of 5.0 stars

Elizabeth was wonderful! She arrived on time, kept the housing looking neat, and took excellent care of our sweet dog! We would gladly have her come back!

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Kristen A.
House Sitting
5.0 out of 5.0 stars

Isabelle and her boyfriend took great care of our puppy. They followed our house rules and went the extra mile to give our high energy puppy plenty of activity while they were house sitting. I would definitely work with them again!

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James P.
House Sitting
5.0 out of 5.0 stars

Caitlyn is a fantastic petsitter! At the last minute, our cat had to be started on two meds, and Caitlyn was super accommodating. She handled our leash reactive dog amazingly too. Both of our pets were happy and healthy when we got back and she left our home very clean. Super respectful and professional, highly recommend!!

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Riley H.
House Sitting
5.0 out of 5.0 stars

Cass took great care of my Abby girl with lots of attention and lovings. Very responsible and left my house clean and tidy. Highly recommend cass your your dog/housesitting needs!

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Sean P.
House Sitting
5.0 out of 5.0 stars

Madelyn was a great sitter. She communicated well with me and sent photos of my dachshund so that I could check in with my baby. Very easy to book, does a meet a greet in advance to make things easier!

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Sheri T.
House Sitting
5.0 out of 5.0 stars

Caitlyn checks in once a day with pictures, which I really appreciate, and is super communicative. She’s catsit for me twice now and does a great job - I will absolutely continue to schedule with her!

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Tressa S.
House Sitting
5.0 out of 5.0 stars

We were so lucky to have Jamila watch our pups for the past two Christmases. She is a trustworthy sitter, and I appreciate the pictures and updates she provided. We will be using her again!

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STEPHANIE R T.
House Sitting
5.0 out of 5.0 stars

Riley was great with my pets. Very responsive when I asked how they were doing and made sure to communicate with us if she had any questions. Definitely recommend!

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Lexi K.
House Sitting
5.0 out of 5.0 stars

Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!

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Jeremiah W.
House Sitting
5.0 out of 5.0 stars

Samantha was great. The dogs loved her from the meet and greet and she was in constant communication sending lots of pictures. Had complete piece of mind with her watching them.

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Scott B.
House Sitting
5.0 out of 5.0 stars

Emily was absolutely incredible. She went above and beyond while caring for Bruster and kept me updated with thoughtful messages and great photos, which gave me so much peace of mind while I was away. It was clear how much attention and care she gave him, he was happy and clearly very well loved when I got home. I will for sure be booking with her again! Highly recommend!

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Samantha B.
House Sitting
5.0 out of 5.0 stars

I always feel so comfortable leaving my dog and my home in Holly's care. Communication is excellent, as is reliability and a willingness to go the extra mile.

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Anne T.
House Sitting
5.0 out of 5.0 stars

We love having Cindy to house sit our dog ! Besides taking care of the dog, she does so many other little things to show how much she cares for the people and animals she takes care of!

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Kemmy S.
House Sitting
5.0 out of 5.0 stars

Heidi was wonderful. She communicated well about our pups and gave them lots of attention. They loved her. We will definitely be using her again!

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Sara S.
House Sitting
5.0 out of 5.0 stars

Kim was wonderful, responsive, and left our house in great shape! Thanks for taking such great care of our pup!!

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Kristen A.
House Sitting
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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

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

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Fair Park house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Fair Park.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Fair Park house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.