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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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

I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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2. 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
38 reviews
16 repeat clients
from
$60
per night

Carole was nothing short of amazing! I have 2 senior dogs, one of whom is very “particular” as far as the people she likes. Carole was able to walk her and care for her without any issues. I received photos and updates and felt completely at ease knowing that they were in good hands.

Sitter Profile Image: Kyleigh H.
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Sitter Profile Image: Kyleigh H.
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3. 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 great! She kept me posted and sent photos throughout her stay. My house was the same way that I left it when I got home, and most importantly, my dog was relaxed and happy.

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Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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4. 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

Daniela is the perfect pet sitter and can handle our great dane! Our dog was on medications while we were away and she did a great job with his extra needs. We will keep booking wjth Daniela!

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Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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5. 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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6. 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
85 reviews
29 repeat clients
from
$59
per night

I had Jessica stay with my 9 year old hound for three weeks while we were abroad. Daily updates, wonderful communication, great pics of our furry family member, a tidy house upon our return and a happy doggo lead me to give her top marks. I feel very lucky to have found her as a dog sitter and believe you would too! Thanks Jessica!

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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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7. 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.

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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

I would absolutely book with Ali again! We did a meet and greet before and my dog absolutely loved Ali. I got text updates and photos while I was away too which was awesome. Ali is great - highly recommend!

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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9. 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!

Confirmed availability: Easter Weekend
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
44 reviews
13 repeat clients
from
$75
per night

Danielle was fantastic. Great communicator and very personable. She was able to step in and help with my two dogs on a rather short notice, and I am truly grateful. I enjoyed receiving some photos and getting occasional updates. I will definitely have her to the house again and again! Thanks Danielle!

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Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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11. 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
2 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: Jeff G.
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Sitter Profile Image: Jeff G.
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12. 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 amazing! We were very nervous about a dog sitter having never used one before. Jeff was great at making us feel comfortable and at ease during our week long trip overseas. The daily updates were greatly appreciated. Our dog can take time to warm up but seemed to like Jeff right away. At a certain point we thought our dog was having a better time than us on our trip. He also made our cats very comfortable. When we got home the place was spotless, going above and beyond to give us a nice home to return to. We will definitely use Jeff in the future for any of our pet sitting needs.

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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13. Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
3.4 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
77 reviews
28 repeat clients
from
$65
per night

If I could give more stars, I would. I was very nervous about leaving Bella and Tuco. Erica made me feel so comfortable with lots of pictures and contacts. She was great help!!

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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14. 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
43 reviews
19 repeat clients
from
$45
per night

Liz treated my dogs like her own and I would gladly trust her to watch over them any time! Strongly recommend!

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Sitter Profile Image: Gabby J.
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Sitter Profile Image: Gabby J.
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15. Gabby J.

College student that loves animals!
Downer Woods, Milwaukee, WI, 53211
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night

Gabby takes excellent care of the dogs she’s in charge of. When walking, she allows for exercise and sniff time so when the dogs return home they are physically and mentally tired. She has taken care of both of our dogs…one is a corgi and one is a goldendoodle so she has experience with all sizes.

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Sitter Profile Image: Malissa N.
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Sitter Profile Image: Malissa N.
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16. Malissa N.

Specialized in House/Dog Sitting
Upper East Side, Milwaukee, WI, 53211
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
21 repeat clients
from
$75
per night

Malissa did a wonderful job watching our furry goofball. Sent us great pictures while we were away. She also took great care of our home. I would definitely recommend Malissa!

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Sitter Profile Image: Jill B.
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Sitter Profile Image: Jill B.
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17. Jill B.

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

I’ve known Jill for many years and she is a wonderful caregiver for both people and animals! When she makes plans, she will be there on time no matter what. I can always count on her! She is hardworking, genuine, fun and has a natural ability to make anyone or any pet feel special and cared for. I recommend her 100%!

Sitter Profile Image: Yacob B.
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Sitter Profile Image: Yacob B.
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18. 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!

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
5 repeat clients
from
$65
per night

Marilia was a fantastic sitter - I recommend her and would definitely trust her with my animals and home again. She did a fantastic job updating us throughout the trip, sending pictures, and calling or messaging with questions. Her reading of our instructions was very thorough and I could tell she cared. When we came home the pups had a fresh bowl of water and we knew they had been taken care of. If you are looking for a trustworthy sitter, hire Marilia!

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Sitter Profile Image: Colleen S.
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Sitter Profile Image: Colleen S.
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20. Colleen S.

Rover 101
Snuggles, Walks and Treats
Whitefish Bay, WI, 53217
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
23 repeat clients
from
$55
per night

We couldn't be more satisfied with Colleen. She was caring and professional when she came to meet our dogs and prompt and thorough with questions. On the 2nd day, one of our labs was chasing a squirrel in our fenced in back yard and hit a branch which left a deep cut. Colleen took Charlotte to our vet who referred her to the 24 hour emergency vet for surgery. Colleen called us immediately, picked up Charlotte, got her meds at Walgreens, suctioned her wound, and took her back to the ER vet for follow-up. Colleen was in touch with us frequently. She truly went above and beyond.

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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:

Rover also offers other services in Whitefish Bay:


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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