Pet Sitting & Drop Ins in Fairview, 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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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
166 reviews
54 repeat clients
from
$18
per visit
Profile image

We had Karsyn as our first EVER Rover and she was amazing!! We are stage 5 clingers and hadn’t left our 2 year old puppy overnight before so we were extremely nervous about doing so. Karsyn put all of our concerns at ease with her very first visit. She sent a dozen or more photos/videos and stayed extremely communicative throughout updating us on how our bashful puppy was doing. She continued to do this throughout the next few days, never failing to send tons of photos and videos; we could tell that our pup was having a blast with her! We looked forward to every “Rovercard” she would send on how our puppy was doing. We are so thankful for Karsyn taking extra care of our little puppy and will absolutely be reaching out to her for any future needs. Thank you Karsyn!! Our little furry friend misses you!!

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Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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2. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$15
per visit
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Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜

Confirmed availability: Juneteenth
Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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3. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
13 repeat clients
from
$16
per visit
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She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

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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
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
110 reviews
38 repeat clients
from
$15
per visit
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Leandrea did an incredible job caring for my cat, Star!! I would absolutely highly recommend her to anyone and look forward to booking with her again. I recieved amazing summaries each day along with so many cute pictures; I knew Star was in great hands!!! I appreciate all of the communication from Leandrea so much. Thank you for doing such an incredible job caring for Star!! We appreciate it!!

Confirmed availability: Juneteenth
Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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5. Hillery F.

Happy to help!
West Allis, WI, 53214
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
35 repeat clients
from
$19
per visit
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Hilary did a wonderful job caring for our 4 cats while we were gone for 10 days. I would definitely book her again. Her daily bulletins and photos were very much appreciated.

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Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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6. Katie N.

Star Sitter
Here kitty kitty (and doggies too!)
Greendale, WI, 53129
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
10 repeat clients
from
$20
per visit
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Katie was awesome and our Luna loved her! Luna tends to be shy at first with new people but she warmed right up after a day and loved all the attention and playtime she was getting. Katie was thorough with her updates & sent great photos as well, I highly recommend and will be rebooking!

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Sitter Profile Image: Ashley Y.
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Sitter Profile Image: Ashley Y.
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7. Ashley Y.

Star Sitter
English Bulldog/Catahoula Mom
West Allis, WI, 53214
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$18
per visit
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Ashley was flexible, thorough and when I came home my critters were just as relaxed and comfy as can be! She is a great pet sitter, anyone would be lucky to have her!

Confirmed availability: Juneteenth
Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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8. Michele M.

Star Sitter
15+ yr pet owner & dog foster
Milwaukee, WI, 53221
3.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$20
per visit
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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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Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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9. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
13 repeat clients
from
$16
per visit
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We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

Confirmed availability: Juneteenth
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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10. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
124 reviews
41 repeat clients
from
$13
per visit
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Sarah is awesome! I recently adopted a very high maintenance half Persian cat. I had to leave town to visit family for 4 days. I found Sarah on Rover based on reviews. She came to meet my cat and his routine. She came to the house daily when I was gone. She very willingly, happily, and efficiently followed a long list of to do things (meal times with specific types of foods, food puzzles, setup automatic feeders, play time, litter box maintenance, etc) I Sarah went above and beyond to make me feel better about leaving my cat behind home alone for the first time. She did a wonderful job at taking care of the cat and making him feel safe and loved 🥰 I highly recommend Sarah with your fur babies!

Sitter Profile Image: Allie S.
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Sitter Profile Image: Allie S.
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11. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$18
per visit
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Allie was fantastic! We booked her last minute and she was super accommodating to us. As nervous pup parents we were super unsure about leaving him, but she was so sweet, took extra good care of him, sent us tons of report cards and photos and made us feel as though he was in great hands! We will definitely book with her again in the future. He misses you already!

Confirmed availability: Juneteenth
Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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12. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$25
per visit
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I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.

Confirmed availability: Juneteenth
Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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13. Erica L.

I'll love them like my own
West Allis, WI, 53227
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
44 repeat clients
from
$15
per visit
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Erica has been great with our little puppy, Hazy Rey! She has been very flexible with our last minute requests which we appreciate a ton! Thank you Erica!!

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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14. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
113 reviews
36 repeat clients
from
$14
per visit
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Our first experience with a pet sitter was flawless. Amanda understood our concerns about leaving our cats to her care and went above and beyond to put us at ease. We will be requesting her services in the near future.

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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15. Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
17 repeat clients
from
$25
per visit
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Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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16. Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
16 repeat clients
from
$15
per visit
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Mary is amazing! My pup is my everything and he is in the best care with Mary. She gives a great update with how the visits go! We are beyond lucky to have her in our life!!

Sitter Profile Image: Jessica E.
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Sitter Profile Image: Jessica E.
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17. Jessica E.

Loving Sitter With a Fenced In Yard
West Allis, WI, 53227
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$14
per visit
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Jessica did an incredible job with my furry baby :) Thank you for everything!

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Sitter Profile Image: Angie B.
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Sitter Profile Image: Angie B.
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18. Angie B.

Rover 101
Loving Family to Care for your Dog
West Allis, WI, 53219
1.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
7 repeat clients
from
$20
per visit
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Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!

Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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19. Kevin H.

Star Sitter
Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$19
per visit
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Kevin did a great job walking my not-so-easy to walk dog. He took some photos of my dog and updated me on how their walk and play time went. I really appreciated Kevin's thoroughness about the walk! I have already booked Kevin again for my fluffy boy!

Confirmed availability: Juneteenth
Sitter Profile Image: Stacey M.
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Sitter Profile Image: Stacey M.
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20. Stacey M.

Genuine pet lover
Fairview, Milwaukee, WI, 53219
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
6 reviews
1 repeat client
from
$22
per visit

While I haven't actually hired Stacey, I have known her and her family for many years. I have witnessed Stacey's interactions with her pets as well as pets of family and friends. I would describe Stacey as passionate pet lover! At last count her family included 2 dogs, a cat and 2 guinea pigs. She has often fostered pets and sat for pets of family & friends while on vacation. Stacey is a mature, kind, gentle and caring individual. I don't currently have a pet, but if I did I would definitely feel very comfortable leaving him/her in Stacey's care.

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

Rover also offers other services in Fairview:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1089 owners have reviewed sitters in Fairview, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Fairview, 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 Fairview, 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