House Sitting in Maitland Park, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Marjorie F.
Superb care! Bonded and Insured.West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

I and my animals liked Marjorie the minute we met her. She is warm and gentle. She was great about sending pictures and updates over the weekend. I came home to… (more)

from
$40
per night
Confirmed availability: 4th of July
Carly C.
2.
Eat Play Love :)Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I unfortunately had to cancel my trip due to extenuating circumstances. Carly was so kind in re working her schedule to help ME and Jesse adjust to the change. … (more)

from
$65
per night
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Jeremy M.
3.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Jeremy was amazing with our three pups! He house sat for us and watched our dogs over a long holiday weekend. Our dogs are definitely a handful but he handled t… (more)

from
$33
per night
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Blythe R.
4.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was great! She took care of our girls while we were away for a quick weekend trip and when we arrived home they were very happy and content and the house… (more)

from
$45
per night
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Allie T.
5.
Experienced and Flexible SitterBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Allie was great with our pup Frankie. He has a few extra needs (meds, bathroom schedule) and she was able to handle all of that perfectly! Will be using her a… (more)

from
$30
per night
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6.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Travis did a great job. He communicated well throughout the entire process and was easy to work with. He provided photos and updates throughout the 3 days he … (more)

from
$40
per night
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7.
I work from homeOak Creek, WI, 53154
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

she did awesome job. I f you need someone you can trust give her a call (more)

from
$40
per night
Confirmed availability: 4th of July
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Miranda was incredible, she helped me out on such short notice, came by to meet my fur children and myself so I could feel 100% comfortable with her during her … (more)

from
$55
per night
9.
Happy to take orders from your pet!Oak Creek, WI, 53154
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My dogs were so well loved and cared for while we were out of town. Renee did a great job, and my dogs were so happy in all the pictures she sent. I don't think… (more)

from
$35
per night
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10.
Fur mama and dedicated dog snugglerSt. Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Lindsey was wonderful with our fur kids for two nights in our home! We have two dogs, one who is very distrustful of strangers. Lindsey went the extra mile to m… (more)

from
$25
per night
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11.
I’ll take your dog for a run!Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Cassi was great! Pepper loved her to death. Cassi sent me the absolute cutest pictures of her while I was gone. The house was still in order when I got back so … (more)

from
$25
per night
Confirmed availability: 4th of July
12.
Professional Sitter, Fenced YardMorgandale, Milwaukee, WI, 53215
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sara is great. She takes wonderful care of my pets as if they were her own. She is gentle with my blind, almost 16 year old dog and patient with my nervous and … (more)

from
$125
per night
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13.
Open schedule for sitting/walks!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kelsey was WONDERFUL! She sent cute pictures of my dog every day while I was gone, and made me feel like Wren was well taken care of. I will definitely be booki… (more)

from
$30
per night
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14.
Will spoil your animals rotten!!!!!Greendale, WI, 53129
House Sitting

Melissa was GREAT! Will absolutely be asking her to sit in the future. Stayed at our place for 4 nights and even cleaned before we got back! Also she sent tons … (more)

from
$25
per night
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Will treat your animals like my ownCudahy, WI, 53110
House Sitting, Drop-In Visits, Dog Walking

Brooke is seriously awesome! She is timely and reliable, and always makes me feel like my pets are getting the best care possible. Her amount of experience work… (more)

from
$30
per night
Calendar Recently Updated
16.
Dog mom who loves all animals!Greenfield, WI, 53220
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Janice has both walked and watched my dog for a long time now and all I have to say is, she’s awsome with Luca my dog. She is very patient with him as he can b… (more)

from
$55
per night
17.
Love is a Four Legged Word <3Greenfield, WI, 53221
House Sitting, Drop-In Visits, Dog Walking

We can’t say enough how much we appreciate Valeria! While we were out of the country for 7 days Valeria stayed in our home and took exceptional care of our two … (more)

from
$45
per night
Confirmed availability: 4th of July
Steph's Bay View Dog SpotTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, 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
$32
per night
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19.
Flexible dog watcherOak Creek, WI, 53154
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am Wendy, mom to my 11 month Australian Shepherd gal (she loves other dogs)! I love all breeds and sizes of dogs and believe they should be … (more)

from
$26
per night
20.
Part-time vet Tech FT Pet loverMaitland Park, Milwaukee, WI, 53221
House Sitting, Drop-In Visits

Leeana is one of the only people I trust with my animals. She definitely has the love and compassion I look for when it comes to my fur babies. She’s even gone … (more)

from
$30
per night

Rover also offers House Sitting in:

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: