House Sitting Harbor View

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Harbor View, 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.

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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
22 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was amazing with our 10 year old dog! This was our first time using a sitter and it went so smoothly. We got tons of pictures updates and Keisha left the house in tip top shape. I highly recommend working with her! Best of the best!

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Riely J.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$85
per night
5.0 out of 5 stars
58 reviews
15 repeat clients
11 years of experience
Milwaukee, WI, 53204

Megan was friendly and super communicative the whole time she house sat for us! My dog got sick while I was away and Megan handled it like an absolute pro. I would definitely trust Megan to care for my dog again.

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Amanda J.
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: Julianna W.
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Julianna W.
from
$44
per night
5.0 out of 5 stars
13 reviews
1 repeat client
30 years of experience
Milwaukee, WI, 53204

Julianna Stayed in my house for five nights/six days and took excellent care of my large, high-energy Siberian Husky. It can be hard to find a trustworthy house/dog sitter sitter outside of personal friends and family, but I couldn’t have been more satisfied.

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Josh K.
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: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
4.9 out of 5 stars
295 reviews
166 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

Daniela and Mike were amazing! It was so nice knowing our fur babies were being taken care of while we were away for a few days. We received several pictures each day and our babies always looked so happy and relaxed. If I could I would give them 10 stars!

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Kassandra B.
Sitter Profile Image: Rebecca M.
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Rebecca M.
from
$28
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I’ve been caring for dogs for over 5 years, and I truly love getting to know each pet’s personality and routine. Friends, neighbors, and family have trusted me to walk, feed, play with, and stay with their pets while they’re away. I especially enjoy longer stays because it gives dogs time to feel comfortable and settled, and I love being able to build that trust with them. One of my favorite parts is taking dogs on enriching walks, keeping them active, engaged, and happy, and making sure they feel safe, loved, and well cared for while their owners are away. I work remotely, which gives me a flexible schedule and allows me to give pets plenty of attention throughout the day. I’m able to keep up with walks, feeding schedules, playtime, potty breaks, and companionship, especially during longer stays when consistency and routine are important. I always try to make pets feel as comfortable and relaxed as possible by sticking closely to their normal routine and giving them lots of attention and care. I pay close attention to each dog’s personality, energy level, and needs to make sure they feel safe, happy, and comfortable while their owners are away. I’m attentive on walks, respectful of clients’ homes, and committed to providing reliable communication and updates throughout each stay.

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

Elizabeth was wonderful! Our pups were well loved and safe. She was trustworthy and went above and beyond to make sure the house was left in excellent condition. We look forward to having her back.

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Kimberly P.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$30
per night
10 years of experience
Bay View, Milwaukee, WI, 53207

About: No kids or pets of my own and a big Jeep means my outdoorsy lifestyle is open and flexible for your fur babies. I'm experienced with dogs from all walks of life, from your social butterflies to your shy guys, your runners fetchers swimmers and wrestlers, you name it, I'm down for it. I have calm and confident experience with reactive dogs and big breeds especially. I'm a part time barista, working mostly evenings, so morning and mid-day walks work best for me. I am available for night walks after work as well, if that works for your schedule. Weekend boarding is best with advance notice, as I occasionally pick up Friday and Saturday shifts at the coffee shop. I live on the second floor with access to a fenced in backyard. Hardwood floors in home. No kids or other pets of my own. I do have houseplants if your dog is sensitive to soils, fungus, or has a history of plant eating. Crating is an option I'm comfortable with if that's what helps your furry friend feel safe, though my ideal set up is to share my whole space and enriching lifestyle with your pup, or to visit them in their home where they're already comfortable. I'm mobile with the Jeep as well, so we don't have to stick to my neighborhood if your dog is reactive and needs some extra space.

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 Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

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Toni P.
Sitter Profile Image: Alena H.
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Alena H.
from
$55
per night
4.9 out of 5 stars
7 reviews
16 years of experience
Milwaukee, WI, 53233

Alena did a great job taking care of my pup! I booked on short notice, and she was extremely gracious and accommodating, and even she made time for a meet and greet prior. She was prompt in responses when I reached out and sent check-in updates and photos as well. I would definitely recommend and will be rebooking if the need arises!

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Mandy S.
Sitter Profile Image: Laurie P.
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Laurie P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
117 reviews
49 repeat clients
35 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Laurie was great! She did lovely care of our puppy and older lab. She shared lots of pictures and we felt very comfortable with her attention to our pups and to taking care of our home. Will definitely have her back!

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Ilia W.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
84 reviews
12 repeat clients
11 years of experience
Milwaukee, WI, 53207

Our pup Banzo loved having Lynette care for him. She was very communicative, great with our dog and a super respectful house guest. We will definitely want to use her in the future!

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Samantha & Malcolm K.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
38 reviews
9 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily did a fantastic job watching Tuukka while we were traveling to India for a wedding. She sent daily updates with lots of photos and we knew our pup was well take care of when we were away!

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Anna C.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
57 reviews
22 repeat clients
40 years of experience
Milwaukee, WI, 53202

Melissa watched my kittens for five days while I was away and she was absolutely great! Very dependable and provided updates. She sent me photos and was a great communicator. She took excellent care of my kittens and home. I had peace of mind while away from them for the first time while they were in Melissa’s care. I highly recommend her and I’d love to have her care for them again in the future. Thanks Melissa!

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Elizabeth M.
Sitter Profile Image: Kelli H.
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Kelli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

Kelli was simply excellent! She was so kind to our girls and took excellent care of our home. She understood my nervous nature and sent updates to ease my worrying. Very glad we found her!

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Annika M.
Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$70
per night
4.9 out of 5 stars
270 reviews
111 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.

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Claire L.
Sitter Profile Image: Lauren S.
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Lauren S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Lauren did a great job taking care of the boys while we were away. She gave them plenty of exercise and engagement as well as keeping them on their regular schedule. Very much appreciated and we hope to book again.

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Alex J.
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 took such great care of Daisy for me while I was out of town for several days. I didn't worry about a thing while I was gone, she sent texts with photos and updates. Everything was fantastic and I will definitely call her again!

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Lisa K.
Sitter Profile Image: Madeline R.
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Madeline R.
from
$27
per night
5.0 out of 5 stars
5 reviews
1 repeat client
11 years of experience
Lower East Side, Milwaukee, WI, 53202

Madeline house sat for me for over a week and did a great job with my timid Chihuahua and Cat. She gave me daily updates and handled their daily routine and activity needs effortlessly. My dog who's slow to warm up to new people was actually sad to see her leave by the end of the sitting period. Highly recommended.

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Ryan O.
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The median cost per night for house sitting in Harbor View is $50

Pet parents share their Rover experiences - Harbor View

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5.0 out of 5 stars

Kyla was beyond amazing & wonderful with my 2 cats! She took time to observe & learn how I normally do my pet care; she even came over a day before I left so she could feed, change water, clean litter box, use the vacuum & empty it, etc…. My boys LOVED HER from the first day they met her. She updated me with photos, videos & messages about them which was really fun & much appreciated..Kyla was very respectful of my living space…she even cleaned it and did laundry before I came back home!! She took the cats on walks, took time to acquaint herself with staff & people in my building. She left a lovely card for me. My goodness… I just can’t say enough to describe how pleased & grateful I am for Kyla & her incredible love & care of my cats as well as her respect for me & the whole community I live in. She will be welcomed back in a heartbeat!

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Kimberly S.
House Sitting
5.0 out of 5 stars

Madeline house sat for me for over a week and did a great job with my timid Chihuahua and Cat. She gave me daily updates and handled their daily routine and activity needs effortlessly. My dog who's slow to warm up to new people was actually sad to see her leave by the end of the sitting period. Highly recommended.

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Ryan O.
House Sitting
5.0 out of 5 stars

Alena did a great job. Cosmo seemed to be really well taken care of was very calm when we got back. Alena also left the house in great shape.

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Ronald S.
House Sitting
5.0 out of 5 stars

Lily absolutely exceeded my expectations with her attention to detail, genuine care and concern for my pups, and thoroughness! My dogs were well taken care of with feeding, walking (carefully in a heat wave), fireworks, and just general companionship. I also returned to my home probably looking better than how I left it - well cared for, cleaned, and plants alive and well. The daily updates were fantastic and very reassuring. Lily is amazing and I hope we can book again :)

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K D.
House Sitting
5.0 out of 5 stars

Alex was amazing with my dogs! She sent updates throughout the stay and took great care of my house. My dogs receive medications and she handled it all amazingly!

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Stefanie S.
House Sitting
5.0 out of 5 stars

Elizabeth was awesome, and super flexible when my travel plans got switched up at the last minute. Will definitely rebook!

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Margaret G.
House Sitting
5.0 out of 5 stars

Julianna and her partner were wonderful! Violet loved them and was well taken care of. She was easy to get ahold of as needed and gave daily updates. Would definitely book with her again!

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Kayla U.
House Sitting
5.0 out of 5 stars

I couldn’t have asked for a better experience with Hanna! She was absolutely great and took the time to meet Vincent prior to staying with him for the night, which put my mind at ease immediately. She was wonderful about keeping me updated and asking great questions throughout the stay and sent pictures, which I really appreciated. Most importantly, Vincent loved her! I highly recommend her to anyone looking for a reliable and caring companion for their dog.

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Lilly M.
House Sitting
5.0 out of 5 stars

Ashley took great care of my pet and my home!! She was very reliable and great about sending updates. I would absolutely book her again!

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Kristen H.
House Sitting
5.0 out of 5 stars

Lauren was great! She stayed with my pups while I was at summerfest for the day. She was so responsive, gave updates, and my boys loved her. She was extremely respectful of my space and even sent a video of locking the door and giving the key back since I wasn’t home yet. Will be using her services again!

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Emma P.
House Sitting
5.0 out of 5 stars

Grace took great care of my two cats!! She kept me updated on how they were doing, sent pictures of them, & played with them. My kitties seemed happy and very well taken care of when I got home.

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Megan B.
House Sitting
5.0 out of 5 stars

Nora did a great job taking care of my pup! She provided lots of pics and updates and my dog warmed up to her really quickly!

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Sara E.
House Sitting
5.0 out of 5 stars

Andrea was spectacular! Cooper seemed really happy when we got back from our trip and she too k good care of the house. Andrea will absolutely be our first choice going forward because we would love to book her again for Cooper!

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Tim and Molly H.
House Sitting
5.0 out of 5 stars

Emma was so sweet with my little senior dog! My dog has various quirks and some chronic health and anxiety isssue and Emma was very accomadating with it all! She was also a great communicator and would check in and ask questions to clarify if she needed anything. I would definetely recommend her to anyonne and would trust her again with my furbabies <3 Thanks so much Emma!

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Adriana S.
House Sitting
5.0 out of 5 stars

Keisha was great! She was very communicative and took great care of our pup while we were out of town :)

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Kate W.
House Sitting
5.0 out of 5 stars

Eleanor was extremely communicative and responsible which made us very comfortable leaving the care of our home and our pup with her. She had an instant connection with our cockapoo at the meet & great which was evident in the photos from their time together as well. We’d highly recommend Eleanor to anyone looking for a thoughtful and loving sitter.

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Brianna J.
House Sitting
5.0 out of 5 stars

Lynette took great care of our doggos! She kept us updated the whole time. I would highly recommend her!

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Marie M.
House Sitting
5.0 out of 5 stars

Nina is kind and caring and communicative. She took great care of my dog and kept me updated while I was gone

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Julia S.
House Sitting
5.0 out of 5 stars

Jackie was amazing with my French Bulldog, Hazel. I was out of the country for a week and she stayed at my condo with Hazel. She sent me updates throughout the day and kept Hazel active, which I love. I would highly recommend Jackie for your dog sitting needs and will definitely use her again.

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Lorna D.
House Sitting
5.0 out of 5 stars

Janaia was great, as always, my dog was happy as a clam with her, and the house was left in perfect condition!

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Maria T.
House Sitting
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Sitters in Harbor View average 4
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