House Sitting in Fernwood, 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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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
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
116 reviews
59 repeat clients
from
$55
per night

Blythe was awesome with my Aussie! My dog even wanted to sleep in bed with her, which is reserved only for people she really likes :) thank you so much!!

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Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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2.

Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
House Sitting, Drop-In Visits
5.0
20 reviews
7 repeat clients
from
$50
per night

Felicity was amazing! Great communication, super friendly, and kept us in the loop while she watched our two big dogs and our house while away. We will definitely be rebooking!

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Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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3.

Emily R.

Rover 101
Pawsitively excellent pet sitter!
Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
40 reviews
16 repeat clients
from
$72
per night

Emily is incredible with my senior dog, Bernie. She's gentle and patient and is understanding of the unfortunate accident or 2 requiring clean up on some visits. I have peace of mind knowing she will be there for Bernie!

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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4.

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

Dani was an excellent sitter for my puppy! She gave me prompt updates, lots of pictures and was so understanding when I needed to come home earlier than I anticipated. I would absolutely recommend Dani to anyone! Thanks so much, we appreciate you!!

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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

Great first weekend having Maggie care for our two dogs! They seemed happy when we returned home and everything was kept so neat. It means so much to have total peace of mind when leaving for a few days.

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Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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6.

Markita H.

Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking
5.0
57 reviews
4 repeat clients
from
$45
per night

Markita sent pictures and videos assuring me my babies were safe thank you so much!

Sitter Profile Image: Kathleen B.
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Sitter Profile Image: Kathleen B.
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7.

Kathleen B.

CATS & DOGS! Love them all! 🐱🐶🐰
Greenfield, WI, 53219
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
123 reviews
59 repeat clients
from
$50
per night

Katie was great. She responded quickly to questions while we were initially setting things up. She stayed at our house and took care of our old and recovering dog for a weekend. This included medication distribution and timed feedings. Katie sent updates so we knew things were going well. Our dog was well taken care of, our house was clean upon return. What else could you ask for. We will defiantly use Katie as our go to for future dog boarding/walking. Highly recommended.

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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8.

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 did a great job watching our three bulldogs for a long weekend. She sent lots of pics and responded quickly any time I sent a question or note. Two of our girls have had some weird behaviors around meal time right before we left and she rolled with it with ease (and everyone ate all meals under her care). Definitely would hire her again!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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9.

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

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: Jackie C.
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Sitter Profile Image: Jackie C.
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10.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
10 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: Jessica H.
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Sitter Profile Image: Jessica H.
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11.

Jessica H.

The best care in Bay View!
Bay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits
5.0
36 reviews
10 repeat clients
from
$75
per night

Jessica was fantastic! She stayed with our pup, Bruin and cared for him and his many quirks/needs perfectly. Made our weekend away relaxing, knowing he was in great hands!

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Sitter Profile Image: Samantha B.
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Sitter Profile Image: Samantha B.
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12.

Samantha B.

Animal lover for both dogs or cats
White Manor, Milwaukee, WI, 53219
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
3 repeat clients
from
$45
per night

Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.

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Sitter Profile Image: Megan R.
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Sitter Profile Image: Megan R.
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13.

Megan R.

Loving Pet Sitter, Works from Home.
Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Megan is a dog lover! She is friendly with dogs and their owners. She is focused on the best care she can give pups when she is taking care of them. She is kind, caring and energetic. Megan is very active, and enjoys walking,running and hiking. Megan has taken care of many dogs at the owners homes and at her home and continues to get requests from dog owners. I highly recommend Megan as a pet caretaker.

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Sitter Profile Image: Miri D.
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Sitter Profile Image: Miri D.
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14.

Miri D.

The purrfect lady for you
Shorewood, WI, 53211
House Sitting
5.0
3 reviews
1 repeat client
from
$35
per night

Miri was so great taking care of my two dogs while I was out of town for work. She was very communicative and I loved seeing pictures of them while I was gone. We'll definitely be booking with her again!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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15.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
81 reviews
30 repeat clients
from
$60
per night

Leandrea was absolutely amazing! We left for a week vacation and throughout the entire time Leandrea updated with text, photos and videos. Communication was so easy and Leandrea responded immediately!! I felt so relaxed leaving knowing my dogs were in amazing hands. We are definitely going to book Leandrea again!!! Could not recommend enough!!

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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16.

Jenn S.

Animals❤️me-Available all holidays!
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
8 repeat clients
from
$60
per night

Jenn is amazing!! I have 2 cats and an anxious dog. She treated them all with so much love and cared for them while I was out of town.Updates and pictures every day!!

Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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17.

Stephanie R.

Lots of freetime=More time with dog
South Milwaukee, WI, 53172
House Sitting, Drop-In Visits, Dog Walking
5.0
33 reviews
13 repeat clients
from
$50
per night

Stephanie is an amazing dog sitter who is my favorite person to ask for quick visits or whole weekends! She provides great communication and excellent care.

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Sitter Profile Image: Sydney J.
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Sitter Profile Image: Sydney J.
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18.

Sydney J.

Trustworthy dog and cat lover
St Frances, WI, 53235
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
2 reviews
1 repeat client
from
$70
per night

About: I’ve taken care of many types of dogs, small puppies, large dogs and seniors. Many friends and family have relied on me to walk and feed their dogs and am excited for the opportunity to care for yours! I work from home Monday’s, Tuesday’s and Friday’s, so I have more flexibility of short visits/walks in the morning or on my lunch. I am available any day of the week after 5:30pm and some weekends if scheduled in advanced. When meeting a new dog, I will make sure it feels comfortable with me before petting it or putting a leash on. I am very aware of my surroundings while going for walks and making sure the dog is hydrated or walking in the shade when it is hot.

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Sitter Profile Image: Lilly H.
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Sitter Profile Image: Lilly H.
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19.

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: Kayla A.
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Sitter Profile Image: Kayla A.
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20.

Kayla A.

Caring and Trustworthy Pet Services
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
51 reviews
25 repeat clients
from
$60
per night

Kayla did a great job of housesitting our two big dogs and kept us up to date on how things were going while we were away. When we came back Charlie and Rosie were obviously happy and well cared for. Kayla also watered our garden to keep our vegetables from dying. Highly recommended!

Search Map

Dog owners in Fernwood, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Fernwood house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Fernwood, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Fernwood house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Fernwood, 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