Pet Boarding in Bayside

Find a loving Bayside pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Bayside pet boarders

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Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5 out of 5.0 stars
202 reviews
63 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria took excellent care of my little guy. He must have played a lot as he slept the entire next day. Pictures and video were greatly appreciated, too.

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Laurie B.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
136 reviews
45 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!

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Katie W.
Sitter Profile Image: Doreen C.
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Doreen C.
from
$37
per night
5 out of 5.0 stars
142 reviews
47 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

Our puppy had a great first time with Doreen. She sent daily updates and photos to keep us up to date with how he was doing. We felt very comfortable leaving our puppy with Doreen for the weekend

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Kristina S.
Sitter Profile Image: Lillian T.
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Lillian T.
Star Sitter
from
$35
per night
5 out of 5.0 stars
16 reviews
5 repeat clients
5 years of experience
Polonia, Milwaukee, WI, 53215

Lillian was wonderful and attentive to my dog. She sent videos and messages often to keep me updated on their adventures. Would love to book her again in the future!

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Jennifer A.
Sitter Profile Image: Gwyn W.
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Gwyn W.
Star Sitter
from
$38
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
30 years of experience
Germantown, WI, 53022

Gwyn and her family made my dog comfortable and took away my anxiety of leaving her. She updated me throughout my trip so I wouldn't worry. I could tell from the photos my dog felt like one of the gang and adapted well. She has a fabulous setup with room to keep dogs separate when needed and a fenced in area in her yard.

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Katie V.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$40
per night
5 out of 4.9 stars
44 reviews
26 repeat clients
20 years of experience
West Allis, WI, 53214

Dawn and her husband were great while watching my dog over the weekend. Got multiple updates throughout the weekend, and everything went smoothly.

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Andy T.
Sitter Profile Image: Giovanna Z.
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Giovanna Z.
from
$40
per night
5 out of 5.0 stars
13 reviews
1 repeat client
7 years of experience
Menomonee Falls, WI, 53051

Giovanna is awesome! I was concerned about my pups because sometimes they can be a handful. Giovanna didn’t even bat an eye at my high energy herding dogs. She sent pics and kept them busy. Every pic had big happy smiles.

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Dona H.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per night
5 out of 5.0 stars
9 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.

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Rebecca Z.
Sitter Profile Image: Cortney T.
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Cortney T.
Star Sitter
from
$45
per night
5 out of 5.0 stars
29 reviews
7 repeat clients
8 years of experience
Cedarburg, WI, 53012

Cortney was great! This was our first time using Rover and Sunny was VERY well taken care of. Cortney texted and sent pics every day. We will definitely use her again!

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Jennifer M.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5 out of 5.0 stars
34 reviews
7 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry Z. Is fantastic! We left our pup, Juneau, with her for the weekend while we traveled out of town. She was warm and attentive to our pet, and sent updates and photos throughout the weekend. We will definitely book Sherry again the next time we travel.

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Sandy M.
Sitter Profile Image: Sonia E.
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Sonia E.
from
$45
per night
5 out of 5.0 stars
6 reviews
18 years of experience
Northpoint, Milwaukee, WI, 53211

Sonia took such amazing care of our dog while we were having our wedding! Our baby was very happy to hang out with her and her pups, enjoyed some good outdoor adventures, and was sad to leave! Thank you Sonia!

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Kate G.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$28
per night
5 out of 5.0 stars
3 reviews
10 years of experience
Cambridge Heights, Milwaukee, WI, 53211

About: Have grown up taking care of dogs/pets whether it was my family’s or one of my neighbor’s. For awhile I was the neighborhoods designated dog sitter lol but I have moved recently and would love to care for more pets <3 I typically have classes in the morning and/or work during the week at night but I keep my weekends off from work including Fridays. My classes are never more than 2hours and work is pretty flexible so if I have enough heads up I should be able to get some extra days off The care definitely varies from animal to animal since each one has their own specific needs and personalities. I treat every animal as if it were my own, or even how I would like to be treated if I were a pet. So there’s definitely play times, walks, lots of pets, fresh water, and whatever food they normally have from home.

Sitter Profile Image: Samantha H.
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Samantha H.
from
$50
per night
5 out of 5.0 stars
36 reviews
13 repeat clients
40 years of experience
Whispering Hills, Milwaukee, WI, 53223

Sam was beyond amazing. She watched our doggie for a week while we were on vacation. From the moment I met her I knew our dog would be in great hands and she did NOT disappoint. She took him on so many adventures, even in rainy weather he got spoiled. When I picked him up at the end of his visit, he didn't know who to stay with, he got so attached to her. She will be our #1 doggie sitter in the future. Thanks Sam for taking such good care of him, and for the daily updates on his adventures.

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Maya S.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$27
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

Stephanie took great care of Kola and kept us up to date on how she was doing.

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Crystal M.
Sitter Profile Image: Whitney H.
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Whitney H.
from
$30
per night
30 years of experience
Mequon, WI, 53092

About: I provide attentive, compassionate, and reliable care for dogs of all breeds and sizes. I specialize in creating a safe, comfortable environment—whether in your home or mine—ensuring pets receive plenty of exercise, affection, and individualized attention. With strong communication skills and a genuine love for animals, I keep pet parents updated and at ease throughout every stay. Whether it’s daily walks, overnight stays, or special care routines, I’m committed to treating every dog like family. I have a flexible work schedule so I’m able to provide breaks and attention as needed throughout the day. I work from home at least 2 days a week. I have a large back yard that the dogs can play in. I also have the Oak Leaf trail next to my house we can go on frequent walks!

Sitter Profile Image: Nicole & Scott G.
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Nicole & Scott G.
from
$50
per night
5 out of 5.0 stars
6 reviews
4 repeat clients
30 years of experience
Glendale, WI, 53209

Nicole and Scott (and kids) took great care of our dog! He came back very happy. They communicated throughout the stay and sent pictures. We appreciated them taking such great care of our dog!

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Kailee P.
Sitter Profile Image: Jessica s.
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Jessica s.
from
$35
per night
5 out of 5.0 stars
37 reviews
6 repeat clients
10 years of experience
Whispering Hills, Milwaukee, WI, 53223

Jessica was awesome, great with communication and also sent me pics and videos of my pup. Treated him as if he was her own!! Highly recommend!!

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Lisa B.
Sitter Profile Image: Aubry W.
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Aubry W.
from
$35
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53217

Aubry took the best care of our pup while staying with her for a couple of nights. He felt right at home, and we could tell he was in great hands. Aubry is a wonderful — we’d absolutely book with her again!

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Clara M.
Sitter Profile Image: Katie C.
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Katie C.
Star Sitter
from
$55
per night
5 out of 5.0 stars
36 reviews
18 repeat clients
20 years of experience
Fox Point, WI, 53217

This stay was great! Our dog seemed super happy and wasn’t sure he wanted to come home. Katie and her family took great care of him and made all the arrangements super easy. We look forward to another stay!

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Michael B.
Sitter Profile Image: Lenys H.
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Lenys H.
from
$50
per night
5 out of 4.8 stars
13 reviews
5 repeat clients
12 years of experience
Bayside, WI, 53217

About: I have had pets basically my entire life and it ranges more than having a dog or a cat. I am an extremely flexible person and I would love to babysit your fur babies when needed. I have experience with all types of breeds of dogs and cats as well. I am a very outdoorsy person and would love to go on walks and the dog park frequently. I enjoy playtime and cuddle time with my fur babies too!! I am 22 y/o and have recently graduated from UWM with a Bachelors degree in criminal justice. I work part time at a coffee shop and am usually pretty flexible with my availability. When I am with your fur baby, I will send as many pictures as you’d like. No such thing as too many! I know I would want pictures of my babies while I was away. Depending on what is needed to take care of your fur babies, I follow all rules and make sure they are cared for! No such thing as too much love!

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Sitter Profile Image: Maria & Nayibe B.
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Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter

The Best Vacation for your Dogs!
Brookfield, WI, 53005
14.4 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
202 reviews
63 repeat clients
Profile image

Maria took excellent care of my little guy. He must have played a lot as he slept the entire next day. Pictures and video were greatly appreciated, too.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter

Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
14.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
136 reviews
45 repeat clients
Profile image

Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!

Availability updated today
Sitter Profile Image: Doreen C.
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Sitter Profile Image: Doreen C.
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Doreen C.
Rover 101

A Tail to Tell
Menomonee Falls, WI, 53051
11.9 mi. away
Boarding
from
$37
per night
5 out of 5.0 stars
142 reviews
47 repeat clients
Profile image

Our puppy had a great first time with Doreen. She sent daily updates and photos to keep us up to date with how he was doing. We felt very comfortable leaving our puppy with Doreen for the weekend

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lillian T.
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Sitter Profile Image: Lillian T.
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Lillian T.
Star Sitter

Experienced and playful dog lover!
Polonia, Milwaukee, WI, 53215
13.3 mi. away
Boarding, House Sitting, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

Lillian was wonderful and attentive to my dog. She sent videos and messages often to keep me updated on their adventures. Would love to book her again in the future!

Availability updated 17 days ago
Sitter Profile Image: Gwyn W.
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Sitter Profile Image: Gwyn W.
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Gwyn W.
Star Sitter

Furbaby playground!
Germantown, WI, 53022
10.3 mi. away
Boarding, Doggy Day Care
from
$38
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Gwyn and her family made my dog comfortable and took away my anxiety of leaving her. She updated me throughout my trip so I wouldn't worry. I could tell from the photos my dog felt like one of the gang and adapted well. She has a fabulous setup with room to keep dogs separate when needed and a fenced in area in her yard.

Availability updated today
Sitter Profile Image: dawn s.
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Sitter Profile Image: dawn s.
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dawn s.
Rover 101
Star Sitter

I am a avid pet lover.
West Allis, WI, 53214
11.7 mi. away
Boarding
from
$40
per night
5 out of 4.9 stars
44 reviews
26 repeat clients
Profile image

Dawn and her husband were great while watching my dog over the weekend. Got multiple updates throughout the weekend, and everything went smoothly.

Availability updated 20 days ago
Sitter Profile Image: Giovanna Z.
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Sitter Profile Image: Giovanna Z.
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Giovanna Z.

Pawsome Dog Sitter: Trusted Care!
Menomonee Falls, WI, 53051
9.9 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
13 reviews
1 repeat client
Profile image

Giovanna is awesome! I was concerned about my pups because sometimes they can be a handful. Giovanna didn’t even bat an eye at my high energy herding dogs. She sent pics and kept them busy. Every pic had big happy smiles.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check

Sarah K.

Dog lover with lots of experience!
Wauwatosa, WI, 53213
9.4 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.

Availability updated 26 days ago
Sitter Profile Image: Cortney T.
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Sitter Profile Image: Cortney T.
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Cortney T.
Star Sitter

Care that makes a best friend!
Cedarburg, WI, 53012
8.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
29 reviews
7 repeat clients
Profile image

Cortney was great! This was our first time using Rover and Sunny was VERY well taken care of. Cortney texted and sent pics every day. We will definitely use her again!

Availability updated 10 days ago
Sitter Profile Image: Sherry Z.
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Sitter Profile Image: Sherry Z.
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Sherry Z.
Rover 101
Star Sitter

25+ years vet clinic experience!
Pheasant Run, Milwaukee, WI, 53224
7.3 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
34 reviews
7 repeat clients
Profile image

Sherry Z. Is fantastic! We left our pup, Juneau, with her for the weekend while we traveled out of town. She was warm and attentive to our pet, and sent updates and photos throughout the weekend. We will definitely book Sherry again the next time we travel.

Availability updated today
Sitter Profile Image: Sonia E.
Verified Enhanced Background Check
Sitter Profile Image: Sonia E.
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Sonia E.

Reliable Dog Care, Rain or Shine
Northpoint, Milwaukee, WI, 53211
7.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
6 reviews
Profile image

Sonia took such amazing care of our dog while we were having our wedding! Our baby was very happy to hang out with her and her pups, enjoyed some good outdoor adventures, and was sad to leave! Thank you Sonia!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Brianna B.
Verified Enhanced Background Check
Sitter Profile Image: Brianna B.
Verified Enhanced Background Check

Brianna B.

Here for them when you’re away :)
Cambridge Heights, Milwaukee, WI, 53211
7.4 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$28
per night
5 out of 5.0 stars
3 reviews

I would highly recommend Brianna for any pet watching needs. She watched our dog multiple times and always did a fantastic job. Brianna is a sweet young lady that has always loved animals. Leah (our pup) was always so happy to see her.

Availability updated 2 days ago
Sitter Profile Image: Samantha H.
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Sitter Profile Image: Samantha H.
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Samantha H.

Attentive animal lover
Whispering Hills, Milwaukee, WI, 53223
5.1 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
36 reviews
13 repeat clients
Profile image

Sam was beyond amazing. She watched our doggie for a week while we were on vacation. From the moment I met her I knew our dog would be in great hands and she did NOT disappoint. She took him on so many adventures, even in rainy weather he got spoiled. When I picked him up at the end of his visit, he didn't know who to stay with, he got so attached to her. She will be our #1 doggie sitter in the future. Thanks Sam for taking such good care of him, and for the daily updates on his adventures.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Stephanie K.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie K.
Verified Enhanced Background Check

Stephanie K.

Dependable Animal Caregiver
Silver Spring, Milwaukee, WI, 53218
6.6 mi. away
Boarding, House Sitting, Doggy Day Care
from
$27
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Stephanie took great care of Kola and kept us up to date on how she was doing.

Availability updated 22 days ago
Sitter Profile Image: Whitney H.
Verified Enhanced Background Check
Sitter Profile Image: Whitney H.
Verified Enhanced Background Check

Whitney H.

Bring on the snuggles 😍
Mequon, WI, 53092
4.0 mi. away
Boarding, House Sitting, Drop-In Visits
from
$30
per night
3 reviews

My dog Zoe can be quite spicy and difficult to deal with. Whitney was patient and able to get her to come around. After a while, she grew to be very trusting with her which is something Zoe rarely does.

Availability updated today
Sitter Profile Image: Nicole & Scott G.
Verified Enhanced Background Check
Sitter Profile Image: Nicole & Scott G.
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Nicole & Scott G.

Dog loving family
Glendale, WI, 53209
4.0 mi. away
Boarding, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
6 reviews
4 repeat clients
Profile image

Nicole and Scott (and kids) took great care of our dog! He came back very happy. They communicated throughout the stay and sent pictures. We appreciated them taking such great care of our dog!

Availability updated 15 days ago
Sitter Profile Image: Jessica s.
Verified Enhanced Background Check
Sitter Profile Image: Jessica s.
Verified Enhanced Background Check

Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
37 reviews
6 repeat clients
Profile image

Jessica was awesome, great with communication and also sent me pics and videos of my pup. Treated him as if he was her own!! Highly recommend!!

Availability updated today
Sitter Profile Image: Aubry W.
Verified Enhanced Background Check
Sitter Profile Image: Aubry W.
Verified Enhanced Background Check

Aubry W.

Let’s get physical!
Milwaukee, WI, 53217
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
Profile image

Aubry took the best care of our pup while staying with her for a couple of nights. He felt right at home, and we could tell he was in great hands. Aubry is a wonderful — we’d absolutely book with her again!

Availability updated 27 days ago
Sitter Profile Image: Katie C.
Verified Background Check
Sitter Profile Image: Katie C.
Verified Background Check

Katie C.
Star Sitter

Stay at home mom dog LOVER!
Fox Point, WI, 53217
2.2 mi. away
Boarding, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
36 reviews
18 repeat clients
Profile image

This stay was great! Our dog seemed super happy and wasn’t sure he wanted to come home. Katie and her family took great care of him and made all the arrangements super easy. We look forward to another stay!

Availability updated 11 days ago
Sitter Profile Image: Lenys H.
Verified Enhanced Background Check
Sitter Profile Image: Lenys H.
Verified Enhanced Background Check

Lenys H.

Pets don’t need us, we need them!!
Bayside, WI, 53217
0.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.8 stars
13 reviews
5 repeat clients

About: I have had pets basically my entire life and it ranges more than having a dog or a cat. I am an extremely flexible person and I would love to babysit your fur babies when needed. I have experience with all types of breeds of dogs and cats as well. I am a very outdoorsy person and would love to go on walks and the dog park frequently. I enjoy playtime and cuddle time with my fur babies too!! I am 22 y/o and have recently graduated from UWM with a Bachelors degree in criminal justice. I work part time at a coffee shop and am usually pretty flexible with my availability. When I am with your fur baby, I will send as many pictures as you’d like. No such thing as too many! I know I would want pictures of my babies while I was away. Depending on what is needed to take care of your fur babies, I follow all rules and make sure they are cared for! No such thing as too much love!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn't happen often, but if your pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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