House Sitting Havenwoods

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

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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
111 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: 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
$45
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53209

I couldn’t have picked a better place to leave my dog. I needed a last minute dog sitter and luckily for me Camila was available. When we arrived we were welcomed by Camila and her mom and my dog rushed over happily. Their home is lovely and my dog loved the backyard. Camila makes sure to send updates and pics so I knew my dog was having a great time. I can’t thank Camila and her mom enough for helping us short notice and giving my dog a wonderful stay. I would highly recommend them to anyone!

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Lynne K.
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 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: 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 Wipawee watched our dog for the second time. They took excellent care of him. They kept us informed with pictures and updates throughout our trip. They were very respectful of our home and even brought in our mail and took our trash out to the curb. 100% recommend them and will definitely ask them to dog sit again in the future!

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Kristin L.
Sitter Profile Image: Audrey F.
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Audrey F.
from
$70
per night
5.0 out of 5 stars
1 review
12 years of experience
River Hills, WI, 53217

About: As a lifelong dog owner and lover, I'm well attuned to reading and handling the signals dogs give off regarding their comfort, fear and territorial/aggressive behaviors. I'm physically strong and I trust dogs, but I know that triggers can come up anytime and I'm always equipped to take control and safely defuse anxiety inducing situations with grace and care. I pride myself on my ability to form loving and trusting relationships with dogs of all personality types. I've had endless experience walking dogs, had a beloved family dog (Cinco!) for 12 years, lived with and cared for a roommates dog for 7 months, and as a personal assistant, cared for a dog (Gracie!) daily/weekly for 12 months. I take being in charge of another person's beloved animal with the utmost seriousness and look forward to getting to know your amazing dog! I’m home in Milwaukee until August 31st and have enormously flexible availability up until then! Would love to establish and weekly schedule with you and your pet, or come on a need basis. Apart from just bathroom breaks, meals, and walks, I also find it personally important to keep your pet stimulated and calm! Love to play games, have a nice scratch sesh, or go for long walks. I also know where your pet is in my accommodation or yours.

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.
Star Sitter
from
$70
per night
5.0 out of 5 stars
22 reviews
4 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!

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Kristina P.
Sitter Profile Image: Evita E.
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Evita E.
from
$50
per night
5.0 out of 5 stars
12 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

Great to communicate with and our pups love her!

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Carley M.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
47 reviews
21 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was great! She watched our 2 doodles, one with a bit of an attitude! She sent texts when she had questions and sent us pictures. Will definitely book with her again!

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Marie G.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$90
per night
5.0 out of 5 stars
202 reviews
86 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: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!

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Jeremiah W.
Sitter Profile Image: Jamila M.
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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

Jeremy was great with our dogs and our home. He encouraged play, comforted them, and ensured they were fed and watered appropriately. His intuition to our dogs behavior was also spot on, it’s obvious he is a great care giver. I would highly recommend him!

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Andrea B.
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
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.

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

We could not have asked for a better dog sitter. Catherine stayed at our home with our dog for 12 days and took exceptional care the entire time. She sent daily updates with photos, which gave us peace of mind. Our dog was happy and healthy when we returned. We would absolutely book Catherine again and recommend her to family and friends.

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Meghan M.
Sitter Profile Image: Nariya W.
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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: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
208 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

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Nicole W.
Sitter Profile Image: Katelyn A.
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Katelyn A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
38 reviews
17 repeat clients
8 years of experience
Bayside, WI, 53217

Katelyn did a wonderful job with Camber! He can be a little leery in the beginning and Katelyn did great with him and letting him lead the way. We will definitely be using her again!

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Lyndsey R.
Sitter Profile Image: Tishara M.
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Tishara M.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

Tishara was a wonderful and caring pet sitter. She stayed at our home and ensured our pups were loved on while we were gone. She was quick to communicate with us when needed and shared great photos. One of our dogs requires medicine 2x daily so Tishara made sure she understood how to administer it as well as any emergency contacts she might need while we’re gone. It is so reassuring to know someone is looking after your pets with that much care and concern.

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Megan T.
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
54 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie was amazing with the dogs and you could tell by how calm they were when I got home that they had a great weekend. I would recommend and will have her watch my dogs again.

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

Pet parents share their Rover experiences - Havenwoods

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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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Sitters in Havenwoods average 4
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