House Sitting in Brynwood, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Alaina B.
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Sitter Profile Image: Alaina B.
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1. Alaina B.

Experienced and active sitter!
Colgate, WI, 53017
11.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$50
per night

Alaina has done a great job looking after my two high energy dogs. I highly recommend her for overnight stays in your home to watch your fur babies!

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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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2. Anna S.

I am an animal lover of all kinds!
Fox Point, WI, 53217
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$42
per night

Anna was great. She offered to come for a meet and greet prior to sitting Cosmo. She was very responsive and super flexible with our times which was greatly appreciated.

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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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3. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$60
per night

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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4. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

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Sitter Profile Image: Heather C.
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Sitter Profile Image: Heather C.
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5. Heather C.

Star Sitter
Caring & loving Pet owner ❤️
Sussex, WI, 53089
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

We recently had Heather watch our dog in our home while we were away on vacation. She did an awesome job of playing and caring for our eight-year-old dog. She shared many pictures of their adventures together, playing frisbee in the yard, going for walks, and just hanging out. This was our first experience having somebody in our home, and we were somewhat leery but she made us away feel very at ease with the care we saw through the pictures she consistently sent. We will definitely be utilizing her services again in the future on our next vacation!

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Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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6. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
80 reviews
22 repeat clients
from
$30
per night

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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7. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$50
per night

Jeanee is amazing! She took the best care of our pets, provided frequent updates, and was honestly a joy to communicate with! She will most definitely be my first choice for future pet sitting needs.

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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8. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
18 repeat clients
from
$65
per night

My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a last-minute holiday booking!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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9. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
22 repeat clients
from
$65
per night

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!!

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Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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10. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$70
per night

Marilia is fantastic! We felt very comfortable leaving our two dogs overnight in our home with Marilia even after meeting her for the first time. Our girls were happy and healthy when we returned, and we feel even better about having Marilia take care of Rae and Frankie sometime in the future! Thanks Marilia!!!

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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11. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
4.3 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
11 reviews
9 repeat clients
from
$65
per night

Katelyn is fantastic! She's incredibly responsive and caring. She came to meet the dogs beforehand, so we could chat which was awesome. One of our dogs in incredibly anxious and wary of strangers, and Katelyn's calm demeanor won her over! We already booked Katelyn for the near future.

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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12. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$50
per night

Katie was amazing! She played fetch with our dogs, snuggled with our new kitten, and took very good care of our home while we were gone. I would highly recommend Katie for your pet care!

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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13. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
7.2 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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14. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$38
per night

Lance has watched my dog Lupe a number of times. My dog loves him! He gets a lot of love, walks, and hang out time. He's very responsible, asks all the right questions and provides updates to make sure my wife and I are never concerned. I highly recommend Lance if you want peace of mind while you're away.

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Sitter Profile Image: Ariela M.
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Sitter Profile Image: Ariela M.
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15. Ariela M.

Experienced Veterinary Technician
Grantosa, Milwaukee, WI, 53222
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$55
per night

Ariela is great! She is super kind and knowledgeable about animals! I felt extremely safe and good about leaving my puppy in her care! I highly recommended her!

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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16. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$68
per night

Jeff was a fantastic pet sitter in my home. My dogs loved him! When I returned home from my trip, I had the opportunity to observe Jeff interact with the dogs. They listened to him, behaved for him and willingly went to him even though their momma was home! They had many tail and full body wags while interacting with him! He stayed in my home, it was neat and tidy upon my return. I will definitely hire Jeff again for “in my home” pet sitting. My endorsement for Jeff’s pet care services is 100%!

Sitter Profile Image: Grace A.
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Sitter Profile Image: Grace A.
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17. Grace A.

Reliable and genuine dog lover!
Menomonee Falls, WI, 53051
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$45
per night

Grace did a great job watching our dog overnight. She sent multiple pictures and he had a great time with her. She was great communicating with us. We will definitely use her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amari I.
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Sitter Profile Image: Amari I.
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18. Amari I.

Quality Care Your Pet Deserves!
Silver Swan, Milwaukee, WI, 53225
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$55
per night

I needed a dog sitter last minute and contacted Amari about taking care of my 70 lb Belgian Malinois rescue. I do not know how many times my dog has been re-homed so I was very anxious about leaving her with a stranger. When I got home after being away for 3 days my dog was happy as a clam and all of the signs of emotional distress she showed after previous trips -- not eating, not defecating, etc. -- were absent. Amari did a wonderful job! I will definitely employ her in the future.

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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19. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$63
per night

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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20. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
9 repeat clients
from
$28
per night

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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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Brynwood:

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1089 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.

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