House Sitting in Brynwood, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Delaney R.
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Sitter Profile Image: Delaney R.
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1.

Delaney R.

Lots of pet sitting experience!
Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
3 repeat clients
from
$30
per night

Delaney was an amazing sitter for our dog and 2 cats. I felt like they were in such great hands that I could fully relax the whole weekend I was away. She really cared for them like they were her own. I got plenty of updates and when I got back our dog was exhausted from all the fun he had over the weekend.

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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2.

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
10 repeat clients
from
$69
per night

Jeff was a wonderful sitter!! We will absolutely be asking him to dogsit again soon! He came to meet us a week ahead of time to learn about Winnie’s routine, confirmed the sitting the day before, and maintained great communication throughout her care. She has separation anxiety but she calmed down very quickly with Jeff and snuggled him all night. He ensured that timing was flexible and we felt so confident leaving our disabled pup with Jeff! Definitely recommend!

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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3.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$75
per night

We had the best house sitting experience with Danielle! I was nervous as this is the first time we’ve used a Rover for our dog, but she exceeded our expectations in every way. Danielle is attentive, compassionate, responsible, communicative, and really went the extra mile for us. Can’t thank her enough for giving us peace of mind during our trip knowing our boy was well looked after!!

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Sitter Profile Image: Sashanel A.
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Sitter Profile Image: Sashanel A.
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4.

Sashanel A.

Taking care of business:)
Grasslyn Manor, Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
from
$30
per night

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

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Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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5.

Maggie P.

Will love your pet like my own :)
Riverwest, Milwaukee, WI, 53221
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
12 repeat clients
from
$50
per night

Maggie was a dream to work with! She had a big task...to watch our 3 dogs over our wedding weekend and she did a fantastic job. The boys all seemed to love her, she left our home clean when she left and we're so thankful for all her hard work. Each dog has their challenges /unique qualities and she was able to take care of them all and gave lots of updates. We can't thank her enough!

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Sitter Profile Image: Jennifer T.
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Sitter Profile Image: Jennifer T.
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6.

Jennifer T.

Your dogs second best friend.
Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
89 reviews
26 repeat clients
from
$45
per night

Jennifer was awesome! Super responsive, personable, and made sure to send picture updates of our happy pup. We had her stay in our house while we were gone and she made a point to clean up everything to make it look just as we left it. Booking a new person can sometimes be stressful, but she made it very easy!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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7.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
24 repeat clients
from
$55
per night

Jessica was so wonderful with our husky. She provided excellent care, great communication, and lots of updates. We felt very relaxed knowing our dog was in such good hands!

Sitter Profile Image: Yazmin G.
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Sitter Profile Image: Yazmin G.
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8.

Yazmin G.

Dog-Walker! Cat-Host! Let’s talk!:)
Harambee, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
1 repeat client
from
$45
per night

Yazmin is responsible, professional, and very kind. I feel confident that our pup will be safe and well cared for given Yazmin’s thoughtful questions about our care expectations, and high regard for safety. Yazmin’s demeanor quickly put our dog Lilly at ease as well. Lilly (typically exceptionally anxious), warmed quickly to Yazmin, and seemed comfortable almost immediately. We greatly appreciate Yazmin’s work with our pup!

Sitter Profile Image: Casey V.
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Sitter Profile Image: Casey V.
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9.

Casey V.

I love animals more than humans! :)
Mount Mary, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$45
per night

Casey was great, she took great care of my pup and sent updates. I would definitely recommend her!

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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10.

Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$28
per night

Jenn is so great with our enthusiastic pup! They have a special bond now and Fig is THRILLED to see Jenn every time she comes over.

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Sitter Profile Image: Malissa N.
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Sitter Profile Image: Malissa N.
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11.

Malissa N.

Specialized in House/Dog Sitting
Upper East Side, Milwaukee, WI, 53211
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
43 reviews
21 repeat clients
from
$75
per night

Malissa was absolutely wonderful! She watched our pups Wednesday - Saturday overnight and took great care of them! You could tell they were super comfortable with her and when we got home they were happy as can be! She sent pics during her stay; and kept us updated. Thanks Malissa!

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Sitter Profile Image: Skyler S.
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Sitter Profile Image: Skyler S.
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12.

Skyler S.

You got it I can walk it
Cedarburg, WI, 53012
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
11 repeat clients
from
$35
per night

When it comes to Skyler she goes above and beyond for animals. She is always trying to give them the time of their life. And is very passionate about animals.

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Sitter Profile Image: Drew & Jacki R.
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Sitter Profile Image: Drew & Jacki R.
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13.

Drew & Jacki R.

Animal Friendly Home- very spacious
Wauwatosa, WI, 53225
Boarding, House Sitting, Drop-In Visits
1 review
from
$28
per night

Drew is a very caring and attentive pet caregiver! He has watched our family/friends dogs and cats in the past and is the true pet whisperer. From constantly playing with them and giving them all the attention they need, Drew always loves getting to be around dogs & cats. He also has a great backyard space for dogs to run around and stay active! You would be in great hands with him as your pet caregiver.

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Sitter Profile Image: Mikaella S.
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Sitter Profile Image: Mikaella S.
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14.

Mikaella S.

Grew up with huskies!
Mequon, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$33
per night

About: I grew up with husky dogs my whole life. I just recently moved out, but still take care of my big, all white, very fluffy husky boy, named Polar every Wednesday and some weekends. I am an active person and can handle taking care of and walking large, strong dogs. I am a full-time dentist but love dogs, cats and animals of all kinds. I am flexible on Wednesday during the week and most weekends. I love to play with pets and be attentive with them. I know most dogs need to be active and walked; I like to spend time with dogs outdoors no matter the weather and make sure they get their exercise!

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Sitter Profile Image: Lilly H.
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Sitter Profile Image: Lilly H.
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15.

Lilly H.

Guaranteed walks, attention, & love
Murray Hill, Milwaukee, WI, 53211
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
18 reviews
6 repeat clients
from
$40
per night

We felt so comfortable leaving our very pampered pup with Lily!! She is so kind and accommodating!! Will definitely be using her again. Thank you, Lily

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Sitter Profile Image: Amari P.
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Sitter Profile Image: Amari P.
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16.

Amari P.

🐾💛 The Pawfect Pal 💛🐾
Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$75
per night

Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations.

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Sitter Profile Image: Jessi B.
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Sitter Profile Image: Jessi B.
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17.

Jessi B.

We love our fur babies of all kinds
Hampton Heights, milwaukee, WI, 53218
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$50
per night

Jessi and her children are simply amazing! They have watched for me a few times with my puppy and they are just great. I can tell every time I drop him off he’s so excited to see them. She’s very good and sending pictures and keeping him on a schedule to ensure he stays consistent. We switched to having her come to our house in which I always welcome her girls too. They are perfect for Rover and good luck Jessi to you and your girls. Scar will see you all soon again.

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Sitter Profile Image: adriana l.
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Sitter Profile Image: adriana l.
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18.

adriana l.

Hello my name is Adriana!
Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$25
per night

About: I have taken care of my neighbors cats and dogs for the past few years! I also have three cats and a dog at home :) I have a very flexible schedule! I work part time as when my boss needs help. I would love to help during the week as well as during the week! I care for my own pets daily such as taking my golden on walks, runs or hikes! I love taking love walks with my own dog.

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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19.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$55
per night

Molly was awesome. She walked our dogs every day, managed their complicated medication schedule, snuggled with them, and sent us daily updates. We couldn't asked for better care!

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Sitter Profile Image: Cassie & Ben O.
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Sitter Profile Image: Cassie & Ben O.
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20.

Cassie & Ben O.

Rover 101
Animal Loving Full Time Pet Sitter
Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
21 reviews
7 repeat clients
from
$75
per night

We were able to book Cassie with very short notice for a last minute getaway. She took excellent care of our two dogs while we we were away--she sent updates and pictures and even brought a fun puppy puzzle for them to play with! Absolutely recommend her for your dog care/walking needs!

Search Map

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1,089 owners have reviewed sitters in Brynwood, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Brynwood house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Brynwood, Milwaukee who can provide the care your dog needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Brynwood, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

House Sitting