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
141 reviews
63 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. 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
4 reviews
4 repeat clients
from
$50
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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3. 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
94 reviews
32 repeat clients
from
$59
per night

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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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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4. 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
9 reviews
2 repeat clients
from
$40
per night

Payton did a great job with Izzy!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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5. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
68 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: Ali M.
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Sitter Profile Image: Ali M.
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6. 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
17 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: 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
282 reviews
160 repeat clients
from
$65
per night

Daniela was so great with my dog Joanie. She came over for a meet and greet beforehand, which I really appreciated. She took her for a walk and was great with her. She took lots of photos, sent notes and was really responsive. I will absolutely have her watch Joanie again!

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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8. Katelyn A.

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

Katelyn was friendly and easy to communicate with. She sent us updates and pics of our pups every other day while we were on vacation (she also seemed respectful of wanting to let us truly enjoy our time away). The house was left very clean when we returned and our boys were happy and loved!

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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9. 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
47 reviews
13 repeat clients
from
$75
per night

Incredible, as always. We were so lucky to have found you, and so lucky that you have been able to watch our boys. Thank you thank you thank you!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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10. 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
83 reviews
29 repeat clients
from
$75
per night

Erica is very professional and clearly has a passion for dogs and their happiness. Erica dog sat for our 13 week old puppy who was not fully potty trained and also hadn't had all his shots so wasn't "allowed" outside. She was very responsive to our new puppy-parent demands and requests, sent us daily updates through photos and videos and clearly had everything under control -- she had the initiative to continue what we'd already trained our pup as well as promote positive behaviors around walking on the leash and barking. We appreciated Erica's apparent experience with dealing with puppies and her friendly and relaxed demeanor. Our puppy loved her upon their first meeting! Thank you Erica :)

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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11. 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: Malissa N.
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Sitter Profile Image: Malissa N.
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12. 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
47 reviews
22 repeat clients
from
$78
per night

Malissa took awesome care of Murphy over a long weekend! She spent lots of time with him and was able to handle all his unique quirks with ease. Loved having her stay with him!

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Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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13. 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
10 reviews
3 repeat clients
from
$60
per night

Riley was great with our little anxious dogs. They immediately loved her and seemed very content when we got home! We’ll definitely book with her again!!

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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
56 reviews
20 repeat clients
from
$45
per night

Liz watched our two dogs and cat for a week and she was so kind and communicative! We felt very comfortable leaving our pets in her hands, they were very well cared for! We will definitely be using her again in the future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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15. 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
29 reviews
7 repeat clients
from
$65
per night

Marilia did a great job staying with our pup and walking , feeding, playing and just being there for him. She spent 3 nights and fleas very responsive and respectful of our home . Was thankful she was available, Will hire again .

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Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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16. Kathryn D.

Excited to meet your furry friend!
Milwaukee, WI, 53211
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$35
per night

Kathryn is a very attentive and responsible person. As a pet owner herself, she has all the knowledge and experience to take the best care of every animal she encounters! She has a calm demeanor that puts everyone at ease and is very affectionate and caring for the people and pets around her :)

Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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17. 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.

Sitter Profile Image: Carrianne L.
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Sitter Profile Image: Carrianne L.
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18. Carrianne L.

Passionate About Animals and Work
Shorewood, WI, 53211
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night

Carrianne is a beacon of joy and kindness who strives to ensure that hospitality is at the core of her words and actions. She will brighten your day and provide the best love and care for your dog; it's simply in her nature.

Sitter Profile Image: Yacob B.
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Sitter Profile Image: Yacob B.
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19. 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
9 reviews
5 repeat clients
from
$30
per night

Yacob is a responsive, responsible guy and I have trusted him with my best friend on multiple occasions and have come home to a clean house and a happy dog.

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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

Colleen was absolutely wonderful with our dog! Our dog is young and very high energy, so she can be hard to keep busy. Colleen took her on many walks a day and played with her the whole day! Our dog absolutely loved her! She sent us pictures and updates while we were gone. Our house was so clean when we came back as well. We will definitely book her again in the future!

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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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