House Sitting in Ridgeview, Milwaukee, WI

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Top rated Ridgeview house sitters

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Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$50
per night
5 out of 5.0 stars
50 reviews
23 repeat clients
20 years of experience
Germantown, WI, 53022

Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!

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Brian or Sarah L.
Sitter Profile Image: Ashley W.
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Ashley W.
Star Sitter
from
$45
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
10 years of experience
Washington Heights, Milwaukee, WI, 53208

As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

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Kristina S.
Sitter Profile Image: Cody C.
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Cody C.
Star Sitter
from
$55
per night
5 out of 5.0 stars
94 reviews
23 repeat clients
5 years of experience
Cedarburg, WI, 53012

Cody is a great caregiver. This was the second time we'd utilized their services. Our dogs were well cared for and communication was excellent. We will definitely be booking again soon.

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Randall T.
Sitter Profile Image: Tegra R.
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Tegra R.
Star Sitter
from
$40
per night
5 out of 5.0 stars
44 reviews
15 repeat clients
30 years of experience
Milwaukee, WI, 53223

Tegra made me feel comfortable with leaving my senior pup. She provided photos and communicated with me when the many times I reached out to check in on Tedi. I came home to a happy pup!

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Jeanee S.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$28
per night
5 out of 5.0 stars
60 reviews
11 repeat clients
17 years of experience
Fox Point, WI, 53217

Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!

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Vicki W.
Sitter Profile Image: Jeanee S.
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Jeanee S.
from
$65
per night
5 out of 5.0 stars
18 reviews
8 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Jeanee is amazing! She took the best care of our pets, provided frequent updates, and was honestly a joy to communicate with! She will most definitely be my first choice for future pet sitting needs.

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Molly J.
Sitter Profile Image: Katelyn A.
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Katelyn A.
Star Sitter
from
$85
per night
5 out of 4.9 stars
22 reviews
14 repeat clients
8 years of experience
Bayside, WI, 53217

Katelyn was friendly and easy to communicate with. She sent us updates and pics of our pups every other day while we were on vacation (she also seemed respectful of wanting to let us truly enjoy our time away). The house was left very clean when we returned and our boys were happy and loved!

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Ryan H.
Sitter Profile Image: Jasmine T.
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Jasmine T.
Star Sitter
from
$55
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
5 years of experience
Timmerman West, Milwaukee, WI, 53225

Jasmine watched our 3 month old puppy and was awesome! She provided plenty of updates (lots of pictures!), was able to let her out regularly, and kept her entertained all day while we were gone! Would definitely recommend her to anyone looking for a reliable puppy sitter!

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Madison W.
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
Milwaukee, WI, 53216

Lenys did a fantastic job watching my dog Miles. She was very attentive to him, and she provided transparent communication as well as pictures throughout the week. I would highly recommend her.

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Benjamin J.
Sitter Profile Image: Jaclyn O.
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Jaclyn O.
from
$50
per night
5 out of 4.9 stars
82 reviews
36 repeat clients
25 years of experience
Park Knoll, Milwaukee, WI, 53225

Jax was phenomenal! Our pup can be a handful at times and she handled him so well. She took the time to not only take him out but to play with him and get him tired out. Not to mention our pup absolutely loves her. I will be booking with her again!

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Sami B.
Sitter Profile Image: Whitney H.
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Whitney H.
from
$50
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: Anne K.
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Anne K.
from
$50
per night
5 out of 4.8 stars
16 reviews
6 repeat clients
10 years of experience
Menomonee Falls, WI, 53051

Anne took great care of my boys while I was away for 5 days. I never worried that they weren't having a good time with her there!

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Jimmy Z.
Sitter Profile Image: Jeff G.
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Jeff G.
from
$72
per night
5 out of 4.9 stars
53 reviews
13 repeat clients
15 years of experience
Glendale, WI, 53209

We are so grateful to have met Jeff! He treated our dogs like his own, was so easy to coordinate with, and very respectful and accommodating. Jeff stayed with our dogs in our home for about 10 hours. He gave frequent updates with pictures and brought us so much peace of mind that our dogs were in such caring hands.

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Claudia S.
Sitter Profile Image: Jenn L.
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Jenn L.
from
$60
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
30 years of experience
Mill Valley, Milwaukee, WI, 53224

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

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Michelle P.
Sitter Profile Image: Elexsis G.
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Elexsis G.
from
$25
per night
5 out of 5.0 stars
1 review
20 years of experience
Parkway Hills, Milwaukee, WI, 53225

Elexsis was amazing with our quirky doggo. We couldn't have asked for a better experience. Elexsis provided updates and loved on our pup while we were away for a weekend getaway. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Elexsis again.

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Bret K.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$90
per night
5 out of 5.0 stars
150 reviews
60 repeat clients
35 years of experience
Brown Deer, WI, 53223

About: Animals have always been a part of my life. They show us so much love. Who are we not to give it back in return. Since the passing of our long time dog (Roc,15) we’ve been watching our friends and family dogs while they’re out of town. In each case the owners return with their dogs a little hesitant about wanting to return home. LOL. I work from home and I have no plans of switching to another job that would require me to go into the office. Therefore, I have plenty of time to play with your big and little babies. I also like to take walks at minimum twice a day. This is a perfect time for your fur babies to stretch their legs. After a nice long walk I clean their paws to make sure they leave the yucky stuff outside. I have a designated area where they can sleep. However, I like to keep them close to me during the day while I’m working. I think it sets them up for a positive visit. They immediately become part of the family. I also have the flexibility to take them out throughout the day. There is a highly recommended veterinarian within a two minute driving distance and maybe a ten minute walk in the event of an emergency.

Sitter Profile Image: Selena M.
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Selena M.
from
$28
per night
1 repeat client
8 years of experience
Calumet Farms, Milwaukee, WI, 53224

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

Sitter Profile Image: Angelina H.
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Angelina H.
from
$25
per night
5 out of 5.0 stars
3 reviews
18 years of experience
Menomonee River Hills, Milwalkee, WI, 53224

Angelina was amazing! Very communicative before and during the trip. Also very flexible with any changes. She stayed in our home and the place was very clean when ww got back. My pets loved having her here.

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Erin L.
Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$28
per night
40 years of experience
Mequon, WI, 53092

About: I have many years of pet care experience, I grew up on a farm,I have a calm caring approach I'm dependable and full of heart! I'm currently in between jobs so I have plenty of time for your fur baby for walks , belly rubs, treats & tail wags everything we're together! Safety is always a priority!! Love and affection & pets happiness is very important to me - treat them like family - because they are!

Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$85
per night
5 out of 5.0 stars
38 reviews
8 repeat clients
15 years of experience
Milwaukee, WI, 53223

About: 🐾 Buddy’s Boarding — Where Pets Feel at Home Hi! We're Percy and Darik — two experienced pet lovers offering premium dog boarding from our home in Brown Deer. One of us is home full-time, giving us the flexibility to provide reliable, personalized care for every pup we host. 🐶 Why pet parents love Buddy’s Boarding: • Spacious yard with a partially fenced area for play and potty breaks • Flexible pick-up/drop-off times with clear communication • Convenient location — just 10 minutes from I-43 and Hwy 41 • Quiet, dog-friendly neighborhood with sidewalks and green space • Two attentive, dog-experienced sitters under one roof • Access to a dog-friendly pool (summer months only, supervised, optional) ✨ Our Story Buddy’s Boarding is named after the dog that started it all. At 10 years old, I found Buddy as a stray near my dad’s business and begged my mom to let us keep him. She said yes — and from that moment on, my bond with animals was sealed. That connection still fuels the love and care we give every dog who stays with us. Whether your pup is active and playful or chill and cuddly, we tailor each stay to their needs. Let us know your dog’s routine and preferences — we’re happy to accommodate. We can’t wait to welcome your dog into our home. 🐾 👉 Send us a request to get started — we’d love to meet your pup! Pet care fits seamlessly into our daily routine. My partner Darik works from home as a graphic designer, so there’s always someone present to supervise and care for the dogs. I work part-time as a dog handler in the mornings, which means I bring both experience and structure to our day. Between the two of us, we’re able to give pets plenty of attention, play, and potty breaks throughout the day — with flexibility for early drop-offs, midday walks, and evening wind-downs. It’s a rhythm that’s built around making dogs feel safe, happy, and at home. Safety We prioritize safety by pet-proofing our home, keeping hazardous items out of reach, and supervising pets at all times. Whether it’s backyard play or a leashed walk, we ensure dogs are always in secure, pet-friendly environments. We also tailor safety measures to each dog’s personality, energy level, and needs. Trust Building trust with both pets and their people is at the heart of what we do. We take time to understand each dog’s routine and preferences, and we maintain regular communication with pet parents — sharing updates and photos so they always feel connected and confident in our care. Environment Our home is clean, cozy, and designed with dogs in mind — with plenty of space to move, comfy spots to rest, and loving attention throughout the day. We create a calm, positive environment and adjust our approach to meet each dog where they’re at. If we’re caring for pets in their home, we follow their routine closely to ensure they feel safe, secure, and comfortable in their own space.

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Sitter Profile Image: Paul S.
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Sitter Profile Image: Paul S.
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Paul S.
Star Sitter

Home full time, flexible schedule
Germantown, WI, 53022
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
50 reviews
23 repeat clients
Profile image

Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!

Availability updated 16 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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Ashley W.
Star Sitter

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
Profile image

As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

Availability updated 9 days ago
Sitter Profile Image: Cody C.
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Sitter Profile Image: Cody C.
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Cody C.
Star Sitter

Great Pyrenees lover
Cedarburg, WI, 53012
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
94 reviews
23 repeat clients
Profile image

Cody is a great caregiver. This was the second time we'd utilized their services. Our dogs were well cared for and communication was excellent. We will definitely be booking again soon.

Availability updated 2 days ago
Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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Tegra R.
Star Sitter

The right Mama to care 4 your baby
Milwaukee, WI, 53223
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
44 reviews
15 repeat clients
Profile image

Tegra made me feel comfortable with leaving my senior pup. She provided photos and communicated with me when the many times I reached out to check in on Tedi. I came home to a happy pup!

Availability updated 5 months ago
Sitter Profile Image: Charles B.
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Sitter Profile Image: Charles B.
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Charles B.
Star Sitter

Pet lover ready 2 watch your bestie
Fox Point, WI, 53217
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
60 reviews
11 repeat clients
Profile image

Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!

Availability updated 29 days ago
Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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Jeanee S.

Pets just get me!
Menomonee Falls, WI, 53051
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
18 reviews
8 repeat clients
Profile image

Jeanee is amazing! She took the best care of our pets, provided frequent updates, and was honestly a joy to communicate with! She will most definitely be my first choice for future pet sitting needs.

Availability updated 5 days ago
Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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Katelyn A.
Star Sitter

Eat. Play. Love.
Bayside, WI, 53217
5.0 mi. away
House Sitting, Dog Walking
from
$85
per night
5 out of 4.9 stars
22 reviews
14 repeat clients
Profile image

Katelyn was friendly and easy to communicate with. She sent us updates and pics of our pups every other day while we were on vacation (she also seemed respectful of wanting to let us truly enjoy our time away). The house was left very clean when we returned and our boys were happy and loved!

Availability updated 17 days ago
Sitter Profile Image: Jasmine T.
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Sitter Profile Image: Jasmine T.
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Jasmine T.
Star Sitter

🐈‍⬛Caring for your furry family🐕
Timmerman West, Milwaukee, WI, 53225
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
Profile image

Jasmine watched our 3 month old puppy and was awesome! She provided plenty of updates (lots of pictures!), was able to let her out regularly, and kept her entertained all day while we were gone! Would definitely recommend her to anyone looking for a reliable puppy sitter!

Availability updated 3 days ago
Sitter Profile Image: Lenys H.
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Sitter Profile Image: Lenys H.
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Lenys H.

Pets don’t need us, we need them!!
Milwaukee, WI, 53216
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.8 stars
13 reviews
5 repeat clients
Profile image

Lenys did a fantastic job watching my dog Miles. She was very attentive to him, and she provided transparent communication as well as pictures throughout the week. I would highly recommend her.

Availability updated today
Sitter Profile Image: Jaclyn O.
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Sitter Profile Image: Jaclyn O.
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Jaclyn O.

The Friendly, Neighborhood Pet Lady
Park Knoll, Milwaukee, WI, 53225
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.9 stars
82 reviews
36 repeat clients
Profile image

Jax was phenomenal! Our pup can be a handful at times and she handled him so well. She took the time to not only take him out but to play with him and get him tired out. Not to mention our pup absolutely loves her. I will be booking with her again!

Availability updated 23 days ago
Sitter Profile Image: Whitney H.
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Sitter Profile Image: Whitney H.
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Whitney H.

Bring on the snuggles 😍
Mequon, WI, 53092
2.4 mi. away
Boarding, House Sitting, Drop-In Visits
from
$50
per night
3 reviews

Whitney is one of the most trustworthy people you'll ever meet. The only issue that you would potentially encounter with her being your dog sitter is that your dog may end up loving her more than you, and I speak from experience. A solid 10/10 candidate.

Availability updated today
Sitter Profile Image: Anne K.
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Sitter Profile Image: Anne K.
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Anne K.

Providing walks and cuddles
Menomonee Falls, WI, 53051
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.8 stars
16 reviews
6 repeat clients
Profile image

Anne took great care of my boys while I was away for 5 days. I never worried that they weren't having a good time with her there!

Availability updated today
Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$72
per night
5 out of 4.9 stars
53 reviews
13 repeat clients
Profile image

We are so grateful to have met Jeff! He treated our dogs like his own, was so easy to coordinate with, and very respectful and accommodating. Jeff stayed with our dogs in our home for about 10 hours. He gave frequent updates with pictures and brought us so much peace of mind that our dogs were in such caring hands.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
Verified Enhanced Background Check

Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Elexsis G.
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Sitter Profile Image: Elexsis G.
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Elexsis G.

Social worker who LOVES fur babies
Parkway Hills, Milwaukee, WI, 53225
4.4 mi. away
House Sitting, Dog Walking
from
$25
per night
5 out of 5.0 stars
1 review
Profile image

Elexsis was amazing with our quirky doggo. We couldn't have asked for a better experience. Elexsis provided updates and loved on our pup while we were away for a weekend getaway. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Elexsis again.

Availability updated 4 days ago
Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter

I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$90
per night
5 out of 5.0 stars
150 reviews
60 repeat clients

Yolanda has been phenomenal. She has made herself available to help accommodate our travel plans…which took all of the stress and worry about finding a caregiver away. Most importantly, she took excellent care of our Kobi! She sent us pictures throughout his stay and communicated frequently about how he was doing. We are very grateful to have Yolanda care for our dog! We already have her booked for future vacations!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Selena M.
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Sitter Profile Image: Selena M.
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Selena M.

I can help with your fur babies.
Calumet Farms, Milwaukee, WI, 53224
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
4 reviews
1 repeat client

Selena is an amazing pet caregiver! She took such great care of my Maltese, Bentley, giving him lots of love and attention. I felt completely at ease knowing he was in her hands. She’s responsible, kind, and truly cares for pets as if they were her own. Highly recommend!

Availability updated 15 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Angelina H.
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Sitter Profile Image: Angelina H.
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Angelina H.

Trustworthy, hard working
Menomonee River Hills, Milwalkee, WI, 53224
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per night
5 out of 5.0 stars
3 reviews
Profile image

Angelina was amazing! Very communicative before and during the trip. Also very flexible with any changes. She stayed in our home and the place was very clean when ww got back. My pets loved having her here.

Availability updated today
Sitter Profile Image: Cynthia E.
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Sitter Profile Image: Cynthia E.
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Cynthia E.
Rover 101

Loving Care when you're not there!
Mequon, WI, 53092
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
2 reviews

Cynthia is a wonderful human being who loves all animals, specially dogs. I've known her for almost 30 years and have seen her with her dogs and other people's dogs. You wouldn't know which one was hers because she spoiled them all. Cynthias energy is calm and patient, which is great energy around dogs, but she is also goofy and fun in a way that every dog would love. I've trusted her with every dog I've had.

Availability updated 20 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Perseus M.
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Sitter Profile Image: Perseus M.
Verified Enhanced Background Check

Perseus M.
Rover 101
Star Sitter

Caring & Respectful Animal Lover
Milwaukee, WI, 53223
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$85
per night
5 out of 5.0 stars
38 reviews
8 repeat clients

When I needed someone to care for my two dachshunds, two cats, and even my turtle while I was out of town for a work trip, Perseus stepped up without hesitation. I was initially nervous about leaving my pets, but knowing Perseus would be watching my babies put my mind at ease. He took the time to understand each animal’s unique needs—the dachshunds' love for belly rubs and short walks, the cats' different personalities and feeding schedules, and even how to properly care for my turtle’s tank. Not only was everything spotless when I returned, but my pets seemed calm and happy, which is the ultimate testament to how well they were cared for. Perseus has a natural connection with animals and goes above and beyond to ensure their comfort and safety. I wouldn’t hesitate to trust him again and would wholeheartedly recommend him to any pet parent looking for someone dependable, kind, knowledgeable, and attentive.

Availability updated today
Confirmed availability for Labor Day Weekend

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