House Sitting Havenwoods

Find a loving house sitter to watch over your pets and your home.

End
Search

Havenwoods, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Alyssa B.
Verified Enhanced Background Check
Alyssa B.
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Glendale, WI, 53209

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

Profile image
Paulo A.
Sitter Profile Image: Evita E.
Verified Enhanced Background Check
Evita E.
from
$50
per night
5.0 out of 5 stars
15 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

While Evita watched our pup Molly overnight at our house, she was punctual and communicated well. She also took Molly on a nice long walk each day that pleasantly tuckered her out. Molly seemed calm and happy when we returned home.

Profile image
Alia E.
Sitter Profile Image: Margaret D.
Verified Enhanced Background Check
Margaret D.
from
$45
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

She was amazing with Russell and Cora! I felt so comfortable leaving them for so long when she was caring for them!

Profile image
Beth G.
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Tegra R.
from
$40
per night
5.0 out of 5 stars
50 reviews
16 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!

Profile image
Jeanee S.
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Keisha P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
48 reviews
22 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha is wonderful! Our pups are very shy but Keisha did a great job helping them warm up. She is sweet, communicative and flexible, and even sent us pics of the girls while she was watching them!

Profile image
Julianne S.
Sitter Profile Image: Alexandra I.
Verified Enhanced Background Check
Alexandra I.
Star Sitter
from
$80
per night
5.0 out of 5 stars
27 reviews
5 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex is great with animals, respectful, kind, caring and compassionate. She is great with communication and made me feel like my pets were being well cared for. Highly recommend!

Profile image
Kristina P.
Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check
Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

It was our second time hiring Elizabeth, another positive experience. My pooch likes his walks and we are grateful she is ok with taking him. She is great with giving updates and sending photos. Upon return the house was just as we left it.

Profile image
Carol M.
Sitter Profile Image: Katelyn A.
Verified Enhanced Background Check
Katelyn A.
from
$85
per night
4.9 out of 5 stars
38 reviews
17 repeat clients
8 years of experience
Bayside, WI, 53217

Kate was excellent!! Will definitely use her again. One of my dogs has high anxiety and they did great together. I can't say enough good things about her.

Profile image
Denna S.
Sitter Profile Image: Rebecca M.
Verified Enhanced Background Check
Rebecca M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

Profile image
Kristina P.
Sitter Profile Image: Nariya W.
Verified Enhanced Background Check
Nariya W.
from
$28
per night
5 years of experience
Garden Homes, Milwaukee, WI, 53209

About: I am a former dog handler that worked at a doggy day care where I cared for multiple dogs daily, managing different temperaments and energy levels. I’m experienced in supervising play, maintaining safety, and keeping dogs calm, comfortable, and well cared for. I’ve also owned dogs and cats in my lifetime as well! Genuinely an animal lover. I’m available for morning and evening visits on weekdays, and I have open availability on weekends. I offer flexible scheduling for walks, drop ins, and pet sitting, and I do my best to accommodate each pet’s routine. I prioritize a safe, calm, and clean environment. I’m attentive to each pet’s behavior and needs, follow routines closely, and make sure every pet feels comfortable, secure, and well cared for.

Sitter Profile Image: Margaret M.
Verified Enhanced Background Check
Margaret M.
from
$55
per night
5.0 out of 5 stars
2 reviews
35 years of experience
Bluemound Heights, Milwaukee, WI, 53213

Wow! What can I say? Margaret exceeded every expectation I had for Uecker’s care today! As a new puppy mom who’s only had him for three weeks, leaving him with someone for the first time was a little nerve-wracking. But Margaret made me feel completely at ease. She didn’t just watch him—she played with him, loved on him, reinforced the commands we’ve been working on, and treated him like he was her own. The best part? Walking through the door and finding Uecker snuggled up right next to her. My heart absolutely melted. It was obvious he felt safe, loved, and completely comfortable. I truly couldn’t be happier with the care Margaret provided. Book her before I do, because with my busy schedule, I’ll definitely be calling her again! Thank you so much, Margaret. Uecker already adores you, and so do I!

Profile image
Jackie G.
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
214 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was great! Super communicative and sent lots of pictures! My boys are a handful and don't like strangers, so if she can handle them she can handle any high maintenance pups!

Profile image
Josie H.
Sitter Profile Image: Catherine R.
Verified Enhanced Background Check
Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
27 reviews
12 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Catherine did a great job house sitting and pet sitting my golden retriever for 5 nights. She was extremely professional throughout the entire process and left my home clean and tidy. I would not hesitate to book with her again!

Profile image
Kirstyn W.
Sitter Profile Image: Ashley S.
Verified Enhanced Background Check
Ashley S.
from
$50
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley was So responsive and Wonderful with my boys! Thankful she was able to watch them in their house!! Will definitely book again if she is willing to watch them!!

Profile image
Dena K.
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
Yolanda W.
Star Sitter
from
$90
per night
5.0 out of 5 stars
212 reviews
88 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: Riley N.
Verified Enhanced Background Check
Riley N.
from
$60
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
10 years of experience
Milwaukee, WI, 53212

Our boys are crabby old men and pretty high maintenance. Riley won them over though! She was so patient and they eventually started warming up to her. Will definitely rebook!

Profile image
Josie H.
Sitter Profile Image: Montserrat R.
Verified Enhanced Background Check
Montserrat R.
from
$63
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Golden Valley, Wauwatosa, WI, 53222

About: I’m the designated dog walker for family and friends because I love going on walks, and dogs love coming with me! I grew up with a dog but only have two cats of my own— so I miss having that four-legged friend to go with me! I’d love to take your dog out for a walk/run, or just let them stretch their legs. Cat owners, I’m happy to give your kitties as much or as little space as they need while making sure they feel the love :) I don’t work Fridays or Saturdays, so I am free to help anytime then! Definitely looking to fill my Fridays up with some time outside, and I’d love to take your dog with me - or check in on your cat! I usually walk my parent’s and brother’s dogs (about 80 lbs each) so I know how to handle bigger dogs on leashes who tend to stray from the sidewalk. I can clean up after them, feed them, and give them all the pets! For my cats at home, I love to play with strings or catnip - and can cater to their personality as need be.

Sitter Profile Image: Joseph D.
Verified Enhanced Background Check
Joseph D.
from
$28
per night
4.8 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Wauwatosa, WI, 53213

Joe was great with our Fifi, he was really a lifesaver! He stayed at our house as our rescue dog can be a little clingy. I received the cutest pictures and was really able to enjoy myself on vacation knowing she was at home!

Profile image
Candy P.
Sitter Profile Image: Jamila M.
Verified Background Check
Jamila M.
from
$65
per night
4.9 out of 5 stars
97 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Jamila is a reliable, caring sitter. Our dogs looked happy cuddled up with her while we were out of town. She left our house in very good shape. We welcome her back into our home the next time we need an overnight sitter.

Profile image
STEPHANIE R T.
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
150 reviews
55 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

Profile image
Jimmie H.
1 / 1
View more

The median cost per night for house sitting in Havenwoods is $50

Pet parents share their Rover experiences - Havenwoods

1 / 1
5.0 out of 5 stars

Katie had great communication and took wonderful care of our 2 dogs. I’d highly recommend her services.

Profile image
Sarah R.
House Sitting
5.0 out of 5 stars

Tegra cared for my dogs in my home while I had a very important weekend hosting my parents 50th wedding anniversary party. She cared for them and made them feel secure and happy making me feel secure and happy so that I could focus on ensuring my parents had a wonderful time! I came home to a tidy house and happy pets. I’ll definitely use her again. Thank you Tegra!

Profile image
Kala C.
House Sitting
5.0 out of 5 stars

Cristin was a great dog sitter while we were out of town, our dogs loved having her. She played with each of them in their own special ways and sent photo updates everyday!

Profile image
Sarah R.
House Sitting
5.0 out of 5 stars

Rachelle was a very nice, considerate and tidy sitter to have in my home. She let us know all was well and responded quickly to our texts. When we returned home Kikki came downstairs to greet me and went and sat near Rachelle ‘s feet. So she was definitely Kikki approved.

Profile image
Janet W.
House Sitting
5.0 out of 5 stars

Jeff did a great job taking care of Franzia and Bella. We were lucky he was available at the last minute and on a holiday. He sent pictures and was very good at communicating with us.

Profile image
Stephanie B.
House Sitting
5.0 out of 5 stars

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.

Profile image
Erin L.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Havenwoods

Select a filter and find qualifying sitters offering house sitting.

Sitters in Havenwoods average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge