Pet Sitting & Drop Ins in Arlington Heights, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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1. Anna S.

I am an animal lover of all kinds!
Fox Point, WI, 53217
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$25
per visit

Anna was responsible and great with my dog! She consistently provided updates and photos, which were reassuring. I would highly recommend Anna, and I will definitely use her in the future!

Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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2. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
20 repeat clients
from
$20
per visit

Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.

Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$20
per visit

Jessica took wonderful care of our cats while we were on a long trip! She went above and beyond helping us with taking care of the house too. Her communication and response is excellent. I am so grateful for her help and I really hope she’ll come help us again when we need it! :)

Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
106 reviews
37 repeat clients
from
$15
per visit

Great communication always on time if there were any questions she asked. Very friendly and very good with the dog. Would highly recommend her for taking care of your dogs. Always sent pictures and an update on what was going on.

Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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5. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
2.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
3 repeat clients
from
$14
per visit

Emily was wonderful during our drop in visit! She took Pickles for a walk and played with Brownie! We look forward to her next drop in visit and appreciate her help taking care of our little ones!

Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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6. Emily Z.

Star Sitter
Help me help you help your pet
Milwaukee, WI, 53211
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
19 repeat clients
from
$20
per visit

Emily was timely, easy to work with, trustworthy, friendly, and provides great updates.

Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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7. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
62 reviews
20 repeat clients
from
$23
per visit

Kim is prompt, communicative, and accommodating to our cats’ needs. Thank you, Kim, for providing peace of mind when we need to go out of town.

Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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8. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
20 repeat clients
from
$18
per visit

Liz is this wonderful. She took excellent care of our dog, provided timely updates, and sent us pictures during the visit. We will definitely ask her back next time we need a pet sitter.

Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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9. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$22
per visit

Marilia was communicative and accommodating for a last minute drop in request. She was on time, took plenty of photos and followed instructions perfectly. I knew my pup was in great hands and will absolutely book again!

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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10. Olivia G.

Star Sitter
I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
11 repeat clients
from
$18
per visit

Olivia is so amazing!! What a way to take the nerves away as this was our first time using rover. She was able to do everything we asked while we were gone. Thank you Olivia!

Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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11. Hannah R.

Star Sitter
Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
86 reviews
20 repeat clients
from
$20
per visit

Hannah was amazing and very flexible! She was very courteous, prompt and caring heart for the fur butts! I plan on using her in the future!!

Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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12. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
2.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
87 reviews
41 repeat clients
from
$15
per visit

Rhonda saved the day with a last minute service. She solved problems (getting in to our place) and went above and beyond to care for our two pups. We are very grateful for her flexibility and good care. Will definitely ask for her again!

Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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13. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$20
per visit

Kennedy is a lovely human and a great sitter— very responsive, communicative, kind, and dependable. I’ve rebooked once and will plan to again :) Highly recommend!

Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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14. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
189 reviews
77 repeat clients
from
$25
per visit

Travis stopped by for a short meetup and walkthrough before my trip. He became fast buddies with my kitty, and also put me at ease knowing my kitty would be in great hands while I was away!

Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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15. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$17
per visit

Kathryn did a great job with my cats and went above and beyond when my flights got delayed, coming back for additional visits beyond our originally scheduled time frame.

Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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16. Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53211
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$20
per visit

Payton is such an amazing dog sitter! She stayed at our house for a weekend while we were out of town and she watched my 3 y.o Aussie as well as my parents 1 y.o Border Collie. She did a great job following our routine with the dogs & took them on lots of walks. Even when my dog got sick overnight she communicated with me & did what was best to clean my house & help my dog feel safe and comforted. Payton is a very trustworthy person and does her best to give dogs the care they deserve! Thanks P :-)

Sitter Profile Image: Annabelle L.
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Sitter Profile Image: Annabelle L.
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17. Annabelle L.

lifelong animal lover!
Milwaukee, WI, 53212
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Annabelle is incredibly kind, gentle and passionate! Her love of animals is clear upon meeting her and this shows in her care for her own pets. Along with being passionate about animals, she works well with people, making them feel comfortable in her presence.

Sitter Profile Image: Cindy X.
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Sitter Profile Image: Cindy X.
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18. Cindy X.

I love all dogs! Large to small!
Cambridge Heights, Milwaukee, WI, 53211
2.2 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$16
per visit

Cindy is an excellent loving pet caregiver known for her patience, ability to read pet body language, and determination for training. She cared for my dog Draco, a king doberman weighing nearly 80lbs. He warmed up to her quickly, she was very affectionate and really intune with his needs. I believe her patience allows her to work with even the most challenging dogs; I was impressed with her knowledge on handling large, domineering stubborn breeds. She is a skilled and compassionate person who genuinely cares for the well-being of the dogs she works with. I think she'd be a fantastic addition to the rover crew.

Sitter Profile Image: Quinesha F.
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Sitter Profile Image: Quinesha F.
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19. Quinesha F.

Dogs are the best friends, EVER! 🐾
Riverwest, Milwaukee, WI, 53212
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
4 repeat clients
from
$18
per visit

Quinn was great! She was thorough, thoughtful and communicative.

Sitter Profile Image: Jessica F.
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Sitter Profile Image: Jessica F.
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20. Jessica F.

Work from home dog mom :)
Shorewood, WI, 53211
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$25
per visit

Jessica was wonderful and we will definitely use her again.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Arlington Heights:

Pet parents in Arlington Heights, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Arlington Heights, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Arlington Heights, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits