House Sitting in Whitefish Bay

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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What size are your dogs (lbs)?

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1. Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
137 reviews
61 repeat clients
from
$55
per night

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

Sitter Profile Image: Kyleigh H.
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Sitter Profile Image: Kyleigh H.
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2. Kyleigh H.

a grad student who loves pets :)
Whitefish Bay, WI, 53217
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
12 repeat clients
from
$60
per night

Kyleigh was super attentive to Fletcher and was great at communicating when she walked him, fed him and was coming and going from the house. I appreciated the communication and felt confident with how she handled my dog . For sure will use again !

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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3. Carole & Shannon C.

east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
17 repeat clients
from
$60
per night

I cannot say enough good things about Carole! She’s amazing with my two senior dogs. I was away for 3 days and one of my dogs had some health issues—Carole kept me updated the entire time. My other dog is very people-selective but she loves Carole and Carole’s family. I feel completely at ease when my dogs are with Carole.

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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.

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

Happy to refer Jessica as a fantastic pet sitter. Communication was on point and we felt confident leaving Bowie in her capable care. Will definitely be working with Jessica again.

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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5. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
3.0 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!

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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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6. Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53211
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$40
per night

Payton did a great job staying with my little girl, Malena. She sent photos and updates and probably spoiled Malena so much that she just said 'oh it's you' when I came home :) I'd love to have Payton sit again.

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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7. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
281 reviews
160 repeat clients
from
$65
per night

Excellent! Very calm and professional. Interacted well with Norman who can take time to warm up. Cats came out quickly which is a sign of comfort, they r often slow to come out. All went very well, will definitely rebook

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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
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
16 repeat clients
from
$65
per night

Ali watched my two cats while I was gone for the day standing up in a friend’s wedding. I had just moved into a new apartment and my cats were still anxious and unsure of what was going on. A terrible time for them to suddenly be alone all day. My cats immediately seemed comfortable around Ali, she definitely has that energy animals trust and fee safe with. I will definitely be requesting her for my future sitting needs!

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Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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9. Riley N.

Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$60
per night

Riley was great overnight watching our dogs and cats. They all seemed happy and healthy when we got home, and the updates while we were gone was so appreciated.

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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10. Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
13 repeat clients
from
$75
per night

Danielle was wonderful! I really appreciated the daily updates and pictures while we were away. We came home to a happy dog and clean home. Prior to her house sitting we arranged a meet and greet and a time for Danielle to pickup the house key. Danielle was prompt both times. We are so happy we’ve found someone to care for our dog and home when we are away!

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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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11. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
2 repeat clients
from
$50
per night

Lily was great with Molly! Very flexible, lots of long walks, and great communication.

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Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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12. Micaela B.

Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

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Sitter Profile Image: Hailey K.
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Sitter Profile Image: Hailey K.
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13. Hailey K.

Here to cuddle your pets
Upper East Side, Milwaukee, WI, 53211
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night

Hailey took great care of Cooper and our home! We will definitely user her again!

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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14. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 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: Yacob B.
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Sitter Profile Image: Yacob B.
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15. Yacob B.

Dog Lover in Shorewood
Shorewood, WI, 53211
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$30
per night

Yacob was professional, and respectful. Took great care of our two pups! He sent lots of photos during his overnight. Followed all instructions. Thanks Yacob!

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Sitter Profile Image: Ben B.
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Sitter Profile Image: Ben B.
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16. Ben B.

I'll be your dog's (2nd)best friend
Milwaukee, WI, 53212
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$50
per night

Ben took fantastic care of our 2 year old dog while we were gone for a week. We came home to hear about all the fun activities he did with our boy, and our house was clean! I can’t say enough about how easy of an experience booking Ben was. I’d highly recommend him if you’re looking!

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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17. Liz P.

Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
19 repeat clients
from
$45
per night

Liz was a great communicator and my dog was happy and well cared for when I got home!

Sitter Profile Image: Jill B.
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Sitter Profile Image: Jill B.
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18. Jill B.

Fun Loving, Honest, and Reliable
Glendale, WI, 53217
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night

Jill is fantastic - she is very communicative and makes me feel comfortable leaving on vacation knowing my cat is in good hands...and my cat adores her!

Confirmed availability: Easter Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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19. Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
6 repeat clients
from
$65
per night

Marilia is an amazing sitter! She truly went above and beyond for our dogs. This was our first time leaving them with someone from Rover and we were a little nervous. But no need to be with Marilia. The dogs immediately took to her at the meet and greet, and she was very on top of all the details. She sent updates, including pictures and videos each time she visited. Upon our return our house looked just as we left it and our animals were very obviously happy and healthy! She will definitely be our first choice in the future!

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Sitter Profile Image: Hanna B.
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Sitter Profile Image: Hanna B.
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20. Hanna B.

Lover of all furry friends
Whitefish Bay, WI, 53211
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$50
per night

Hannah did a great job with an overnight stay carrying for our elderly dog and our puppy. The dogs were happy when we got home and the house was well cared for. Thank you, Hannah!

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Whitefish Bay House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Whitefish Bay are rated on average 4.9 out of 5 stars based on 46 reviews.

Rover also offers House Sitting in:

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Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Whitefish Bay house sitting needs. On Rover, it's easy to find a loving dog sitter in Whitefish Bay who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Whitefish Bay house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Whitefish Bay for your dog — people who'll treat him like family.

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