House Sitting In Havenwoods

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Top rated Havenwoods house sitters

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Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
110 reviews
20 repeat clients
17 years of experience
Fox Point, WI, 53217

Charley was amazing with our pup Maisy! She was calm and happy when we got home from an 8 day trip. PLUS - our house was spotless! Fantastic job, we will use him again.

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

About: I’ve been looking after fluffy frens of all shapes and sizes from a young age. My time doing a full house/dog sitting gig was for my grandparents and their French bulldog, Sugar (miss you, Sugs!). Since then I have been the go-to for my friends and family for taking care of their for legged family. I make sure your fury family gets the love and care they need, whether you just have one smol dog or a pack of greyhounds. I currently had a stretch of rough health luck, but my ails are your pups gain! I’m currently on the mend, and it’s going well, but between jobs, so my schedule is wide open. I’ll have the time to give your pups the TLC they deserve! Currently unavailable to board pets at my house, but I will make sure to treat all pets in a safe and caring way. I’ll treat them like a newborn baby, because hey, in a way they are!

Sitter Profile Image: Alexandra I.
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Alexandra I.
from
$50
per night
5.0 out of 5 stars
14 reviews
1 repeat client
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!

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Kristina P.
Sitter Profile Image: Montserrat R.
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Montserrat R.
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$95
per night
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Amelie provided exemplary care for our dogs, Cameron and Colby. Their kindness, coupled with their commitment to regular exercise and clear communication, put us completely at ease. They frequently updated us with photos and videos, and their prompt responses to our questions were much appreciated. In addition to taking great care of our dogs, they kept our house in perfect condition. We wholeheartedly recommend Stephen and Amelie to anyone needing reliable and loving pet sitters. We can't thank them enough for their top-notch service!

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Elliott R.
Sitter Profile Image: Alyssa B.
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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.

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Paulo A.
Sitter Profile Image: Camila S.
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Camila S.
from
$50
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53209

Camila is delightful to work with. She took good care of our two small dogs and communicated well. Trustworthy, smart, and easy to work with.

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Elizabeth E.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
4.9 out of 5 stars
45 reviews
20 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future

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Amy G.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
6 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.

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Carol M.
Sitter Profile Image: Tegra R.
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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 was amazing with our quirky doggo. We couldn't have asked for a better experience. Tegra provided updates and loved on our pup while we were away for almost two weeks. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tegra again.

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Bret K.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
27 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53212

Riley continues to be our first choice - our high maintenance and not super friendly boys love her, and we really appreciate the extra stuff she does for us like watering the plants!

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Josie H.
Sitter Profile Image: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
25 reviews
10 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Catherine did a great job. She took great care of our dog and two cats. She asked a lot of great questions that I wouldn’t have even thought about. Very thoughtful and thorough. We will definitely be asking her to petsit again.

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Douglas S.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$90
per night
5.0 out of 5 stars
197 reviews
83 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: Lenys H.
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Lenys H.
from
$50
per night
4.9 out of 5 stars
27 reviews
11 repeat clients
12 years of experience
Kyle Canyon, Bayside, WI, 53217

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: Jlene B.
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Jlene B.
from
$50
per night
4.8 out of 5 stars
18 reviews
2 repeat clients
18 years of experience
Silver Spring, Milwaukee, WI, 53218

The best! She was able to come last minute and took such good care of my dog Pretzel. She sent me photos and kept me updated. Will definitely book again!

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Marsha S.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$35
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

About: Having pets all my life has given me pet care knowledge and ability to care for pets of all ages and abilities. I have had cats, dogs, bunnies and fish (currently a single cat household) throughout the years. While in college I worked as a Vet Tech and did pet sitting for clients of the vet clinic. Your pets will be loved and cherished in your home or in mine. I provide all levels of service from dog walking, drop-in daily visits, boarding or medical care visits. Currently working full-time as a pet sitter/dog walker. Available all day for all levels of service from daily walks, drop-in and medical care visits and boarding. My home is a smoke-free, fenced in yard, single cat household in the Milwaukee/Wauwatosa area. Willing to travel to provide boarding services in your home if needed. Any location in the Milwaukee area and within 30 miles.

Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
147 reviews
51 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie was great. This was our first time having someone come to our house to watch our (almost) 11 year old chocolate lab. He can be finicky and has pretty strong anxiety, but Jackie was great with updates, and when we came home, Otis seemed in great shape...much better than taking him somewhere else. Would highly recommend Jackie, especially to anyone who is new to Rover and unsure of whether or not to book.

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Joe S.
Sitter Profile Image: Nikita G.
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Nikita G.
from
$45
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Saint Joseph, Milwaukee, WI, 53210

Nikita was amazing with our puppy sent us pictures she kept me updated an was very kind would definitely use her again

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Jasmine T.
Sitter Profile Image: Lily S.
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Lily S.
from
$125
per night
5.0 out of 5 stars
62 reviews
18 repeat clients
25 years of experience
Milwaukee, WI, 53212

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

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Shiloh F.
Sitter Profile Image: Ruby M.
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Ruby M.
from
$65
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
13 years of experience
Milwaukee, WI, 53223

Ruby is wonderful to work with! She is great with our dog Howie and communicating with me about him while we are gone. I trust her and would recommend her!

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Amanda R.
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Havenwoods pet parents share their Rover experiences

1 / 1
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!

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Sarah R.
House Sitting
5.0 out of 5 stars

Katie was wonderful with our little puppy. We felt very comfortable having her watch our little one for a few days. She arrived on time, shared updates and photographs with us, and genuinely seemed to enjoy playing with our puppy. She even washed her bedding and ran the dishwasher which was very welcome since we returning from a trip. We would definitely use Katie again.

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Kerry H.
House Sitting
5.0 out of 5 stars

Amazing stay! Perfect communicator, right on time and sent great photos. Will definitely ask to sit in the future.

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Ben I.
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.

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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.

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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.

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Erin L.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and 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!

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

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 house 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.

Sitters in Havenwoods average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Havenwoods on Rover as of Jun 2026 was about €50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

As of Jun 2026, there are 1,279 house sitters in Havenwoods. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Havenwoods house sitters respond in under an hour.

House sitters in Havenwoods have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Havenwoods.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Havenwoods house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.