Pet Sitting & Drop Ins in Lake Park, Milwaukee, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Lake Park pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
189 reviews
54 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

We are so grateful to have Jessica care for our pets while we travel! She came through for us very last minute when we had to leave our cats at home unexpectedly. They were not only well cared for but loved too! We will continue to book Jessica when we travel and highly recommend her to anyone in need of an amazing house/pet sitter while you’re away!

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Puneet G.
Sitter Profile Image: Nevaeh T.
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Nevaeh T.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
6 years of experience
Milwaukee, WI, 53211

10/10 would recommend! Great communication and went above and beyond to entertain our cats.

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John H.
Sitter Profile Image: Hope S.
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Hope S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
41 reviews
19 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

Best sitter ever! Very grateful for all of Hope’s help feeding & playing with my kitty while I’m away. Hope leaves very detailed notes and many photos, which is very helpful knowing my pet is in good hands. My kitty loves Hope and will cuddle with her when she comes to visit, which is a sign of a loving sitter. 1000% rebooking & recommend Hope to all!!

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Sarah R.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$20
per visit
5.0 out of 5 stars
54 reviews
12 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica did a great job running energy off our active Australian Shepherd. She was content when we got home. PLUS she took an amazing picture of Maisy playing tetherball!!

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Eliz G.
Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Jessica took great care of my cat! It was clear from the daily cards that my cat warmed up to her quickly, and they spent good quality time snuggling and playing together.

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Justin C.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$18
per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
12 years of experience
Northpoint, Milwaukee, WI, 53202

Melissa was great! She was flexible and understanding of our puppy’s needs, and we really appreciated her being able to take her on walks and do a midday drop in. She was very communicative and we’d love to use her again if/when we have the need. Thank you so much for your help, Melissa!

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Katie C.
Sitter Profile Image: Ilene G.
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Ilene G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
19 reviews
8 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Ilene was great! We have a foster cat in quarantine with an infection and wanted someone to spend time with him while we were out of town. Ilene was able to give him some quality time and attention, he was a happy camper. The updates we got were good and the photos were perfect. Thank you!

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Nick P.
Sitter Profile Image: Lindsay K.
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Lindsay K.
from
$13
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
4 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I have experience working with both large and small dogs (specifically Belgian Malinois and Dachshunds), rabbits, guinea pigs, and cats. I am able to work with puppies and animals that are very timid and scared, as well as senior dogs that might need more specialized care. I work full time M-F, so I am available for services before and after work; typically before 7am and after 6 pm works best. On Saturdays and Sundays I am available for services all day! However, I am off work December 20-January 4, so I’m available all day for those couple of weeks:) I am experienced in different kinds of play that dogs of different energy levels may enjoy. I am willing to take out/crate your dog if that is your preference.

Sitter Profile Image: Anna B.
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Anna B.
from
$16
per visit
15 years of experience
Murray Hill, Milwaukee, WI, 53211

About: My background for caring for dogs has abled me to become truly passionate about meeting the dogs needs. Those needs being: getting all their energy out, giving them maximum cuddles, and loving them as they're my own. I currently have a 7 year old Australian Cattle dog who is super high energy so lots of walks everyday and lots of play time! I do not have a yard but I am always outside with my dog. I do work full time but always come home during lunch for a walk. I already have one dog so adding another to my schedule would be no problem at all. We go on 3-4 walks a day, typically every 4-6 hours. I do have a full time job but always come home during lunch to walk my dog. I typically do not allow my dog on my bed but they will be allowed on all of the other furniture. I do have a crate if the dog needs. The dog needs to be potty trained.

Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
173 reviews
39 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Little Miss Oaks get so excited when Carole comes over and it just melts my heart! I’m so happy to have found someone who loves my little just as much as I do.

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Whitney P.
Sitter Profile Image: Travis H.
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Travis H.
from
$25
per visit
5.0 out of 5 stars
313 reviews
104 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis sent pics of my kitty playing and having a ball while I was traveling. I had great peace of mind knowing that my kitty was being cared for while I was out.

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Heidi P.
Sitter Profile Image: Alhana S.
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Alhana S.
from
$14
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Murray Hill, Milwaukee, WI, 53211

Alhana was awesome! I would certainly boon with her again ☺️

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Karlee S.
Sitter Profile Image: Avery P.
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Avery P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
48 reviews
13 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Avery was great with my dog! Followed all requests and went above and beyond. She was very communicative and accommodating. I would definitely recommend booking with her and I will again too! :)

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Briana O.
Sitter Profile Image: Lilly P.
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Lilly P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
17 years of experience
Yankee Hill, Milwaukee, WI, 53202

Lilly was so great. She dropped in on my girl twice on a day I had to be in Chicago. Coco was only 4 weeks post-TPLO and needed someone to check on her, chafe her pee pad, checker water, and make sure she spent a few minutes each time doing controlled walking and just generally being with a human. Lilly was prompt and kept me up to date the entire time. I felt like my girl was in the best of hands.

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Christine H.
Sitter Profile Image: Valerie S.
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Valerie S.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
62 reviews
16 repeat clients
11 years of experience
Milwaukee, WI, 53202

Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.

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Rebecca R.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
136 reviews
48 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Our kitty was in great spirits when we returned. It was evident that she had been well taken care of. Jackie was amenable to our requests and provided helpful and frequent updates. Thank you, Jackie!

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Kevin C.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$25
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I am a dog lover, have taken care of my own dogs and my parents for years. I love taking them for walks or especially to the park or beach to play fetch! I am a law student so my schedule is set but should be able to help regularly with any pet. Happy to accommodate most requests if they are within reason. Regular potty and walk breaks as needed and will provide food and water according to instructions given. No other pets in my home so it will be a very relaxed environment.

Sitter Profile Image: Jonathan D.
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Jonathan D.
from
$20
per visit
2 years of experience
Northpoint, Milwaukee, WI, 53202

About: Extensive experience handling large dogs, including leash walking and behavior management. Skilled in caring for dogs with specialty diets and mobility challenges such as hip and leg issues. Confident in safely restraining dogs with aggression concerns as well as managing overly social dogs that require consistent obedience reinforcement (sit/stay). I am available everyday Monday- Friday from 8am-2pm for morning walks and checkups. I’m am also available for overnight stays after 6pm-2pm the following day. This is all dependent on my part time job work schedule. When caring for dogs I find myself tending to their needs. Checking their water bowl is typically the first thing I do. Often I find there is pet hair or other debris in their bowl along with the stagnant water. I change the water and then ask if the girl or boy is ready for a walk. Usually they respond to the word WALK with some sort of energetic reaction and it’s at this point I gather the necessary items like doggie bags, leash, my coat, if needed a coat for the dog. When the walk is over I would wipe down the dogs feet with a moist towel, making sure to remove any salt. If they need to be fed after the walk I would then feed them. All while giving the little girl or guy lots of pets and love in the mean time. Depending on the level of care this would conclude the service and I would lock the home and be on my way.

Sitter Profile Image: Samuel G.
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Samuel G.
from
$14
per visit
10 years of experience
Lower East Side, Milwaukee, WI, 53202

About: Although I currently have two cats, I grew up with dogs and would love to take yours on a walk. I’m well versed with treat administration, petting, throwing balls, and playing tug of war. I pet sit for two of my friends’ dogs when they are out of town here in Milwaukee. I am a 4th year medical student so my schedule is flexible sometimes. I am basically free for the next two weeks every week day. After that my schedule will vary a bit. My kitties are indoor only and we play a lot with toys, laser pointers, and such. They are quite the little snugglers and love attention

Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
155 reviews
39 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrianne was amazing with my cat! My cat has never come out for any sitter before, but with Carrianne he even allowed some pets! She was punctual, reliable and personable, clearly made my cat feel very comfortable! I will definitely be booking her again for my next trip!

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Alexandria L.
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Lake Park pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Leaving our kitty is so much less stressful knowing that Abby will be feeding and spending time with her! Thank you so much!

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Jane T.
Drop-In Visits
5.0 out of 5 stars

Katie was an excellent sitter for our two orange cats! She took time to meet the cats before our travel, spent time playing with the cats during her visits (in addition to the usual tasks), and sent regular updates. We would definitely book with her again!

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Jennifer W.
Drop-In Visits
5.0 out of 5 stars

Hope is awesome with Walter and he warmed up to her right away. She is diligent in her reporting and very reliable.

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Kerry T.
Drop-In Visits
5.0 out of 5 stars

We’ve never used rover or left our Rottweiler alone, so we were very nervous at first, but Allison could not have been any better! She updated us every day and took amazing care of Bowser. We highly recommend her and will be rebooking her in the future :)

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Savannah B.
Drop-In Visits
5.0 out of 5 stars

Abigail always takes such great care of our cats! We look forward to her descriptive and detailed reports and the many many photos each visit!

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Colleen S.
Drop-In Visits
5.0 out of 5 stars

Highly recommend to anyone looking for a trustworthy, compassionate, and professional cat sitter. We will absolutely book again!

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Erica S.
Drop-In Visits
5.0 out of 5 stars

My boys were super well taken care of and the communication was great! I will definitely book them again if needed!

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Rebecca R.
Drop-In Visits
5.0 out of 5 stars

I can't say enough good things about Quinesha. Everything about her service was top tier. Communication was excellent and even though my cat never showed herself, I know she was cared for! I will absolutely be contacting Quinesha again next time my cat needs drop ins!

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Jackie S.
Drop-In Visits
5.0 out of 5 stars

Bria is the sweetest dog lover! She’s so great at communicating so I feel completely at ease leaving my Frenchie with her.

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Jill H.
Drop-In Visits
5.0 out of 5 stars

Being away from Shadow was really hard, but Carrianne was amazing and took great care of Shadow. I felt like Shadow was in good hands and appreciated the thorough notes and photos

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Urielle B.
Drop-In Visits
5.0 out of 5 stars

Really appreciated daily photos and updates from Neveah, as well as her ability to handle minor unexpected issues!

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Katherine H.
Drop-In Visits
5.0 out of 5 stars

Allison was great! Very communicative and kind. My cats were in a great mood after getting back from a long trip and having her watch them.

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Karsen M.
Drop-In Visits
5.0 out of 5 stars

Hope is wonderful! She’s responsive, flexible, and very patient and friendly. We hope to keep using her services, highly recommend!

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Morgan B.
Drop-In Visits
5.0 out of 5 stars

Travis was so great with our older dogs! We’ve been nervous to leave them, even for a night out, due to some of their health concerns and anxiety, and they were obviously very chill with Travis around. And he has been so patient with my over-communication in prep for the first visit! Bonus was the very cute photos :).

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Megan D.
Drop-In Visits
5.0 out of 5 stars

Elizabeth was great at communicating and took great care of my boys while I was away. She made sure they had some playtime and kept them fed and watered. Would definitely book again!

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Rebecca R.
Drop-In Visits
5.0 out of 5 stars

Ilene was incredibly thorough and thoughtful with my cats. I received quality pictures and a paragraph of details each visit. My cats were treated so well I have a feeling they simply made a new human friend as I was away. 10/10 would recommend Ilene for your pet care!

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Ellen B.
Drop-In Visits
5.0 out of 5 stars

Adrienne was amazing! She was so communicative, friendly, and had the best summaries from her visit. Even though I met Adrienne only once, I felt very assured having her take care of our cat. I will absolutely book Adrienne again.

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Lauren H.
Drop-In Visits
5.0 out of 5 stars

I can’t say enough wonderful things about Hannah!! She was extremely attentive, communicative, and genuinely caring. The photos and notes gave me total peace of mind. I knew my little guy was comfortable, happy, and well loved the entire time

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Jessi A.
Drop-In Visits
5.0 out of 5 stars

Maiah is the best!! She took great care of my Smudge and Nova while I was away! She cares and loves your pet like they are her own!

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Samantha M.
Drop-In Visits
5.0 out of 5 stars

Melissa is a wonderful dog sitter and I can’t recommend her enough. She treated our pup as if he was her own and was very communicative with me throughout her visits. Looking forward to working with her again ☺️

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Samantha L.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
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The median cost per night for pet sitting in Lake Park is $19

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Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Lake Park on Rover as of Mar 2026 was about $19 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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

If you have an active request or have booked a service with a pet 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 pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

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

Rover makes it easy to find Lake Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.