Pet Sitting & Drop Ins in Downer Woods, 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
4.5 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
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
20 repeat clients
from
$20
per visit

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.

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
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$20
per visit

She was great and got along, so well, with Blue. Sent all the pictures and all the updates. And gave awesome feed back. Will be using Jessica again

Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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4. Emily Z.

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

Emily was so great with my kittens!

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
2.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 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: Kim S.
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Sitter Profile Image: Kim S.
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6. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
2.6 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

This is the second time Kim has taken care of our pups - it won't be the last!! She is super quick to respond, very easy to work with, and the dogs love her!!

Sitter Profile Image: Keelyn M.
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Sitter Profile Image: Keelyn M.
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7. Keelyn M.

All dogs are my friends!
Shorewood, WI, 53211
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$15
per visit

Keelyn is wonderful…sends great update pictures of our cat Chip, and even helped us out with a little issue we were having with our furnace when we were out of town.

Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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8. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
11 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: Olivia G.
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Sitter Profile Image: Olivia G.
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9. Olivia G.

Star Sitter
I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
2.4 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: Kathryn D.
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Sitter Profile Image: Kathryn D.
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10. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 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: Liz P.
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Sitter Profile Image: Liz P.
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11. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
57 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: Casey R.
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Sitter Profile Image: Casey R.
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12. Casey R.

Star Sitter
Let me love your pet!
Murray Hill, Milwaukee, WI, 53211
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$15
per visit

As always, Casey is a fabulous caretaker for Buttercup. She is attentive to her needs, super responsive and flexible, and even rolled with the punches when emergency construction happened on the house while I was away. Just the best!

Sitter Profile Image: Alec B.
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Sitter Profile Image: Alec B.
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13. Alec B.

Third generation dog lover
Milwaukee, WI, 53211
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$16
per visit

Alec and his family have been our neighbors for many years. He has always been an enthusiastic and sincere person in all that he does. He has watched our dogs on more that one occasion and is always very good and taking care of them. I highly recommend Alec for this position!

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
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
188 reviews
77 repeat clients
from
$25
per visit

We have never used a service like this before and were apprehensive but Travis was excellent with our pups!! He sent us photos and was a pleasure to work with. Will def be asking for his services again!!

Sitter Profile Image: Liza T.
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Sitter Profile Image: Liza T.
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15. Liza T.

Animals are my LIFE!
Riverwest, Milwaukee, WI, 53212
1.0 mi. away
Drop-In Visits, Dog Walking
7 reviews
from
$15
per visit

Whenever I go out of town, Liza always watches my pets. I can't think of someone I'd trust more with caring for my pets outside of my immediate family. She has a huge heart and literally every animal I've ever seen her interact with loves her. On top of being a great caregiver to animals, she's also a wonderful person and super easy to work with. If you're looking for someone special to take care of your pets, look no further.

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
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$20
per visit

Finding caregivers for your pet - especially a new puppy - can be stressful and worrisome but we were very happy with Payton! She was timely and instantly bonded with "Poppie" providing us a carefree evening out! I would (and will) contact her again in the future to care for our loved one. Terri

Sitter Profile Image: Isabel R.
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Sitter Profile Image: Isabel R.
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17. Isabel R.

Star Sitter
Long walks, cuddles, and playtime!
Milwaukee, WI, 53211
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$15
per visit

Isabel has been so great with my almost 12 week old puppy rocky. I had contacted her in short notice and now she has been helping take him out when I’m stuck at work. She leaves great details on what she did with him when she does the check ins. I know rocky is in great hands, especially with her experience with dogs. I’m very happy that he can get the attention he needs when I’m at work and It puts my mind at ease knowing he is getting wonderful care from her!

Sitter Profile Image: Kasey W.
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Sitter Profile Image: Kasey W.
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18. Kasey W.

Animal Lover, Vet Assistant
Shorewood, WI, 53211
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$18
per visit

Kasey is amazing! She kept in touch with us throughout our trip and was always on time. She has great knowledge and love for dogs. Highly recommend her!

Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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19. Danielle A.

Star Sitter
Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
12 repeat clients
from
$25
per visit

Danielle was wonderful and communicative. She even went out of her way to find and feed my very shy boy. Will definitely trust her for my future pet sitting needs!

Sitter Profile Image: Cindy X.
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Sitter Profile Image: Cindy X.
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20. Cindy X.

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

Cindy is excellent with our dog. We have a senior dog she has watched for us. She is always patient and gentle with him. All his needs are always met when she takes care of him. I would recommend her to anyone who wants a trustworthy, loving pet caregiver!

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

Rover also offers other services in Downer Woods:

When it comes to pet care and pet sitting, pet owners in Downer Woods, Milwaukee, WI trust their pets with sitters on Rover.com. Over 08 pet owners have reviewed pet sitters in Downer Woods, Milwaukee, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Downer Woods pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Downer Woods, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Downer Woods pet sitters and avoid the kennel.

Drop-In Visits