House Sitting in Maitland Park, 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

Calendar Recently Updated
Blythe R.
1.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

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!! (more)

from
$45
per night
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Hillery F.
Happy to help!Greendale, WI, 53129
House Sitting, Drop-In Visits, Dog Walking

Hillery was wonderful with our two high energy terrier mixes and our two cats. She was super patient with them and took excellent care of them while we were awa… (more)

from
$75
per night
Patricia N.
Love them all!Franklin, WI, 53132
House Sitting, Drop-In Visits, Dog Walking

My girls really took to Patricia and love playing with her! She's patient and kind and I was at ease being away from them, knowing they were in great hands! Tha… (more)

from
$30
per night
Ameera E.
4.
Can't Wait to Meet Your Fur Baby!South Milwaukee, WI, 53172
House Sitting, Drop-In Visits, Dog Walking

Ameera did a fantastic job caring for our fur babies while we were out of town! She did an excellent job communicating with us while we were away and she sent u… (more)

from
$60
per night
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Emily R.
5.
Pawsitively excellent pet sitter!Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

You couldn't ask for a better pet sitter. Emily is responsible, friendly, and caring, and will treat your pets like family. Her own animals are much loved and w… (more)

from
$30
per night
6.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel was absolutely great! She stayed at my house and watched my dog who always does better at home in her own space. She sent photos throughout the weekend a… (more)

from
$27
per night
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Stephen’s puppy paradiseWalker's Point, Milwaukee, WI, 53204
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephen is the greatest pet-sitter in the world! He is amazing when it comes to getting your pet the exercise, nutrition, and love that they deserve. You can te… (more)

from
$40
per night
Experienced and Reliable Pet CareGreen Moor, Milwaukee, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Crystal is very caring and compassionate when it comes to not only her pets but others. I had her look after my 2 cats when I was on vacation in Florida for ab… (more)

from
$65
per night
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If dogs were kids, I’d be supermom!St Francis, WI, 53235
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Felicity is a great caregiver to pets and people alike. She is extremely responsible and mainly very passionate about animals in general. She always has a posit… (more)

from
$50
per night
10.
Trustworthy All-Animal LoverRiver Bend, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Dog Walking

Vesna watched our 2 dogs this past weekend and everything went smoothly. Such a great feeling to know I can leave my dogs for the weekend and not have to worry … (more)

from
$125
per night
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Home is where the love isMilwaukee, WI, 53219
House Sitting

Michaelangelo was great to work with! He is a good communicator from initial contact, confirming before scheduled pet sitting, updates with pictures during our… (more)

from
$50
per night
12.
I ❤️ ANIMALS and ANIMALS ❤️ Me!Franklin, WI, 53132
House Sitting, Drop-In Visits, Dog Walking

Peter was great! Friendly, took pics, followed directions, communicated well with quick response times, was flexible with my schedule & kept my home just as I l… (more)

from
$42
per night
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13.
Your Pet's Best FriendBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Julia was terrific with our two dogs! Would def recommend her. She helped us on short notice and was seamless with our fur boys. Thanks Julia! ?‍?? (more)

from
$75
per night
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Let me love your fur baby!South Milwaukee, WI, 53172
House Sitting, Drop-In Visits, Dog Walking

Courtney took great care of our animals while we were out of town. They all warmed up to her so quickly! It’s nice knowing someone is taking good care of them… (more)

from
$30
per night
15.
Lifelong animal caretaker and loverMilwaukee, WI, 53204
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tanya is the best! We recently went on an international trip and we were dreading having to put our dogs in a boarding facility. The thought of them being locke… (more)

from
$100
per night
16.
Have loved animals since birth.Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Amanda was excellent! She was very responsive to my messages and questions before booking, and came over twice so the pups and kitty could become familiar with … (more)

from
$28
per night
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17.
Caring, loving and cat dad!Cudahy, WI, 53110
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I’ve known Jordan for about a dozen years now and he’s the most loyal person I’ve met. He’s very reliable and generous. There have been many times that he has… (more)

from
$27
per night
Calendar Recently Updated
18.
All the walks and all the cuddlesBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

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… (more)

from
$50
per night
Calendar Recently Updated
19.
My dog is 170lb!Bay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Natalie truly has a passion for caretaking, especially when it comes to animal friends. Being a dog mom herself, she understands the huge responsibility she is … (more)

from
$28
per night
Steph's Bay View Dog SupportTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie took fantastic care of our dog, Berklee, while my wife and I were out of town. She is bubbly, energetic and a real dog lover that cared about our dog … (more)

from
$40
per night

When it comes to pet care and house sitting, pet owners in Maitland Park, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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 Maitland Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Maitland Park, Milwaukee, WI 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 Maitland Park 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 Maitland Park, Milwaukee, WI for your dog: people who'll treat him like family.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Maitland Park, 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