Pet Sitting & Drop Ins In Red Oak Heights

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 Red Oak Heights pet sitters

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Sitter Profile Image: Katie N.
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Katie N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
62 reviews
14 repeat clients
20 years of experience
Greenfield, WI, 53220

Katie is wonderful. She took great care of our shy kitty. Sat and played with her. She noted that she drank much water and put out another bowl for her. Pictures and updates put us at ease. Will definitely use Katie again.

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Marie P.
Sitter Profile Image: Mallory S.
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Mallory S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
47 reviews
15 repeat clients
30 years of experience
West Allis, WI, 53719

Mallory was great with our fur babies! She was on time for each drop in and very communicative. She took some pretty awesome pictures as well. We feel comfortable with her watching over our pets. We recommend her to anyone looking for a pet sitter :)

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Chandell H.
Sitter Profile Image: Mary C.
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Mary C.
from
$18
per visit
5.0 out of 5 stars
72 reviews
23 repeat clients
30 years of experience
GREENFIELD, WI, 53220

Mary is wonderful. I am so glad to have come across her service and connected. Her service is exactly what I needed. Also, she is very prompt with communication which I really appreciate.

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Amanda L.
Sitter Profile Image: Kelly M.
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Kelly M.
from
$20
per visit
5.0 out of 5 stars
41 reviews
12 repeat clients
15 years of experience
Greenfield, WI, 53227

Kelly was thorough and cared well for our baby dog! She is so professional and kind.

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Lauren P.
Sitter Profile Image: Justine R.
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Justine R.
from
$20
per visit
5.0 out of 5 stars
6 reviews
20 years of experience
Euclid Park, Milwaukee, WI, 53227

About: I’ve been a devoted animal lover and pet owner for as long as I can remember. From dogs and cats to caring for pets with unique personalities and needs, animals have always been a huge part of my life. Currently, I share my home with a lovable, mischievous hound mix who keeps me on my toes and a cat who completely stole my heart. A few years ago, I lost my soul dog, Jersey, and that experience deepened my understanding of the special bond we share with our pets. I know firsthand how difficult it can be to leave them behind and trust someone else with their care. That’s why I treat every pet as if they were my own—with patience, affection, attention, and plenty of love. Whether your pet needs a quick drop-in visit, playtime, cuddles, a walk, or simply a friendly face while you’re away, my goal is to make them feel safe, happy, and cared for. I also know how important peace of mind is for pet parents, so you can expect regular updates, photos, and communication throughout my visits. Because I work from home, I have a flexible schedule that often allows me to accommodate drop-in visits and pet care needs throughout the day. I’m committed to providing dependable, compassionate care and building a trusting relationship with both you and your pets. I look forward to meeting your furry family members and becoming someone you can count on whenever you need a helping hand! 🐾❤️ I work from home and have a decently flexible schedule. I have a young son and pets of my own but thankfully I share these responsibilities with my rockstar husband so I will be able to care for your fur babies. I understand that having a stranger in your home can be a little uncomfortable. I will 💯 respect your space and keep things clean in order for your while you are gone. Please let me know your preferences for my stay.

Sitter Profile Image: Julie T.
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Julie T.
from
$19
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
6 years of experience
Greendale, WI, 53129

Gave my dog a lot of attention . Was good with him

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Julie R.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$20
per visit
5.0 out of 5 stars
509 reviews
90 repeat clients
5 years of experience
West allis, WI, 53219

Sarah has become part of our family. She's an awesome communicator and is so good with my dog who has anxiety issues among other things. He just loves her, and she makes him feel safe and happy. On her own she introduced him to doggy puzzles which I hadn't thought of.

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Cheryl H.
Sitter Profile Image: Ashling I.
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Ashling I.
from
$20
per visit
25 years of experience
Root Creek, Milwaukee, WI, 53220

About: Hi, I’m Ashling! Animals have been a central part of my life for as long as I can remember. I grew up with a Soft Coated Wheaten Terrier, spent my teenage years as the go-to neighborhood babysitter and pet sitter, and today, I’m a proud pet parent to two wonderful Wheatens of my own. ​Because of my personal experience with dogs of all backgrounds, I understand that every animal is unique. My philosophy is to always meet animals where they are at—building trust at their pace while providing a safe, confident, and structured environment. I'm currently accepting weekday appointments for now and will accept some overnights and weekends. I have a flexible schedule at this point and will be able to care for pets multiple times throughout the day and night. I will treat your home and your pets with the utmost respect and try to follow the schedule and routine to make sure your pet is comfortable in their home while you're away. Their safety and comfort is my highest priority.

Sitter Profile Image: Nikolas T.
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Nikolas T.
from
$18
per visit
3 years of experience
Woodland Court, Milwaukee, WI, 53220

About: Happy to have walked and worked with many animals and breeds of dogs in day care and hospital settings. Excited to walk and work with many more. I am currently available to work with pets Monday to Sunday during the day and possibly nights if needed. Schedule as needed I am able to help. I have no other pets in home currently ensuring that all focus is on your pet. Daily walks and feeding as instructed will be guaranteed.

Sitter Profile Image: Michele M.
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Michele M.
from
$22
per visit
5.0 out of 5 stars
39 reviews
15 repeat clients
21 years of experience
Greenfield, WI, 53221

Michelle is a saint! Every time we leave our biggest girl gets sick and Michelle is a trooper and makes sure she is taken care of and cleans up the messes. 🤢 Both our girls love her and would always check her availability first when in need.

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Rachel S.
Sitter Profile Image: Stephany N.
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Stephany N.
from
$20
per visit
15 years of experience
Milwaukee, WI, 53219

About: I am new to Rover and looking forward to providing the best care for your loved one. I have worked with dogs through shelters and personal pet sitting for family and friends. I am new to Rover and work part-time with animals. I am available for pet sitting, walks and drop-ins during the weekends all day and with some flexibility during weekdays. I will follow the owner's guidelines and treat your house and pets with respect. I use a common sense approach to safety and will stay vigilante when spending time with your loved one. I believe in clear communication and am happy to update you as much as needed. Thank you for allowing me the opportunity to help you relieve some of the petcare duties for your dog or cat. My personal goal is to keep your pet comfortable and happy while you are away!

Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
119 reviews
34 repeat clients
40 years of experience
West Allis, WI, 53227

Jenn cared for our cats just as if they were her own. She clearly loves cats, as evidenced by the meticulous details she communicated to me about her daily visits with them. We came home to happy cats! I will definitely ask Jenn to care for our cats again in the future.

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Emmy S.
Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya was excellent with Rosie and Rudy. I knew they were well cared for while I was away, which gave me peace of mind during my travels!

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Emily A.
Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$18
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
2 years of experience
West Allis, WI, 53227

Kelsey was so great keeping in contact with me before and asking questions and information I forgot to let her know. Very pleased! Got lots of cute check ins!

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Sara S.
Sitter Profile Image: Lilly C.
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Lilly C.
from
$18
per visit
5.0 out of 5 stars
80 reviews
20 repeat clients
5 years of experience
Milwaukee, WI, 53227

Lilly is our go to person to watch our 2 cats when we are out of town! She communicates clearly, follows all instructions, responds to any questions or requests we have, and takes amazing care of our cats. We feel so comfortable leaving them in her care!

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Haley G.
Sitter Profile Image: Angie B.
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Angie B.
from
$20
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
30 years of experience
West Allis, WI, 53219

Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!

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Becky D.
Sitter Profile Image: Hailey I.
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Hailey I.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
54 reviews
9 repeat clients
10 years of experience
Mitchell West, New Berlin, WI, 53151

Hailey took such excellent care of our dog Buddy. I would absolutely 💯 recommend her. She is natural with pets! Knowing she took such great care of Buddy, made our vacation so much more relaxing, enjoyable and worry-free. We are looking forward to booking with Hailey again soon.

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Olivia R.
Sitter Profile Image: Courtnee S.
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Courtnee S.
from
$17
per visit
4.0 out of 5 stars
3 reviews
19 years of experience
Woodland Court, Milwaukee, WI, 53220

About: I have 16+ years pet care experience with Dogs, and 20+ years experience with dogs. I treat my pet companions like family, always. My dog Marley gets walked, bathed and has daily playtime. My cat Katara has daily playtime and even plays with me and my pup. They are two peas in a pod and love each others time. I have experience administering pets meds as well as bathing cats and dogs. Pet care falls into my daily routine naturally. My pet babies know when I get home they get 1 treat, Marley knows he goes out to use the bathroom and goes for his daily walk. When Marley and I get back from our walk its playtime for all three of us. I have a very nice pet friendly apartment complex, as well as many safe areas for us to explore! I can provide animal care services on an as needed basis, I will just need to be notified ahead of time of meds, allergies, pet specific foods etc.

Sitter Profile Image: Maiah D.
Verified Enhanced Background Check
Maiah D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
91 reviews
27 repeat clients
16 years of experience
West Allis, WI, 53214

Maiah is my go to sitter, she is amazing with Terra. Maiah does a great job with communicating and leaving a detailed review of the visit. Maiah is very trustworthy.

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Juan L.
Sitter Profile Image: Kristin D.
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Kristin D.
from
$18
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
West Allis, WI, 53227

About: Hi, I’m Kristin! I work my “day job” from home, so I’m available for drop-in visits during your workday. 😊 I serve up to about 5 miles from West Allis, and only during the weekdays (usually no weekends - but you can ask!). I have two dogs of my own (Shiba Inus), so I’m very comfortable with daily routines and all kinds of pet personalities! I work from home and can provide mid day drop-in visits for potty breaks, feedings and enrichment or play. Contact me about your pup! I work from home and can provide mid day drop-in visits for potty breaks, feedings and enrichment or play. Contact me about your pup!

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Over 18
pet parents in Red Oak Heights have booked pet sitting

Red Oak Heights pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

She was professional and very kind. Provided great updates regularly as well. Would recommend to anyone!

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

Liz is always my top choice for taking care of my boys, whether for one night or a long vacation. Great communication and she truly cares about the kitties.

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

Have nothing but great things to say about Katherine. All of our pets love her! Great with communication.

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

Vanessa is so incredibly attentive and sweet to our pets. We know they are always well cared for and loved when we have to get away. She’s a blessing!

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

Michele was great with Pekoe. His photos showed my stranger-averae parrot to be calm and happy. She did a great job respecting his space and personality while keeping his bedtime routine intact. I've already booked her for my next 2 trips. 🙂

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

So glad everyone got along for the first drop-in. Leandrea was very good with communication. Look forward to next time.

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

Another great drop in day with Sarah! Spent time playing and being outside. Came home to a happy pup!

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Jenna Z.
Drop-In Visits
5.0 out of 5 stars

Was able to accommodate a last-minute booking due to unexpected surgery and was super-accommodating over the weekend hospital stay updates. The pups looked super happy in every pic! Thanks so much.

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

Katie always goes above and beyond to make us comfortable while we’re away. In addition to taking great care of our kitty, she grabbed packages on our stoop for us to help with peace of mind. Will continue to have her in the future!

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

Maya was excellent with Rosie and Rudy. I knew they were well cared for while I was away, which gave me peace of mind during my travels!

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

Cosmo was in really great shape. Emily gave lots of feedback, and really eased my concerns. Cosmo had Diarrhea when she started taking care of him, but Emily was very good at taking care of him, and he was fine when we got home. She was great at giving me updates.

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

Lilly did a fantastic job of checking in on our cat Marvin while we were away! She provided great updates and was very professional & communicative overall. Thank you Lilly!

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Nick P.
Drop-In Visits
5.0 out of 5 stars

Amanda was great as always- our cats quickly became comfortable with her, and it was wonderful to know they were well taken care of!

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

Stephanie was great! She was responsive and communicative and I was able to be worry-free when out of town!

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Cheryl E.
Drop-In Visits
5.0 out of 5 stars

Caitlyn is an amazing cat sitter! I hired her while I was away for a work trip and she dropped in multiple times a day and medicated one of my cats (who gets several meds throughout the day). On top of that, her updates were phenomenal! She gave me up descriptions of my cats activities that were very consistent with their personalities, so I could tell she was really paying attention to their moods and needs. One of the best cat sitters on here and I would easily hire her again! So flexible to work with, sends amazing photos, and responds quickly.

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

I have used her multiple times for my first dog, and with my second now. She is wonderful especially since I am night shift and she is able to accommodate those night time hours. She is wonderful with the dogs. I recommend her 100%🤗

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

Amanda has been helping us since we first got our puppy last November. She has been GREAT with her. Communicative, flexible, and caring are just a few words that describe Amanda! Couldn't have asked for better help.

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Emily P.
Drop-In Visits
5.0 out of 5 stars

Khersa was just so nice to have. Our cat loved her and the care Khersa gave to our fur baby was just superb. Def will be going back to her for future trips.

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Delanie F.
Drop-In Visits
5.0 out of 5 stars

Faith helped out while we were gone for a long day and was a great communicator and also sent us photos of the fur babies! We plan to use her again for future needs!

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

Tess is absolutely phenomenal with the way she cares for my little man and the love she has for him shows beautifully. Her photos and stories about their walks makes me smile and know he is in excellent hands while I'm at work!

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Michelle D.
Drop-In Visits
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  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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  3. 3. Book & Pay

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The median cost per night for pet sitting in Red Oak Heights is €20

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Sitters in Red Oak Heights average 6
repeat pet sitting clients

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 Red Oak Heights on Rover as of Jun 2026 was about €20 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.

As of Jun 2026, there are 2,340 pet sitters in Red Oak Heights. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Red Oak Heights pet sitters respond in under an hour.

Pet sitters in Red Oak Heights have an average of 16 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Red Oak Heights.

Rover makes it easy to find Red Oak Heights 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

There are 2,340 pet sitters in Red Oak Heights on Rover, so you’re sure to find the perfect match for your pet! In Red Oak Heights, 95% of pet sitters offer daily exercise, 97% offer medication administration, and 92% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

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.