House Sitting in Haymarket, Milwaukee

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

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Travis H.
1.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Travis is phenomenal! We have three big dogs and a cat and he cared for all of our pets as though they were good own. When we got back from vacation I'm pretty … (more)

from
$38
per night
Confirmed availability: Memorial day
Abigail L.
LOVE long walks more than your pup.Murray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Abby was amazingly willing and calm to manage my two dogs while I was out of town and took excellent care of them. She is a natural caretaker and very responsi… (more)

from
$42
per night
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Rachel H.
3.
** Mission: meet ALL the dogs **Lower East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Rachel was absolutely amazing! She was really great at communicating and sending lots of pictures throughout the stay. Most notably, she went above and beyond t… (more)

from
$27
per night
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Niamh R.
4.
Available to help through Covid!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Niamh was so great!! Couldn’t have picked a better person to come to our house for the weekend while we were away to watch our high energy boy. Kept us fully up… (more)

from
$50
per night
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Colleen S.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Nothing but good things to say. She always kept me updated on Pillsbury with photo's. She always messaged me if she had a question. I never had any worries with… (more)

from
$30
per night
6.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Jeremy was extremely professional! You can tell he truly loves animals and spends time getting to know them so that everything goes smoothly. I had just gotten … (more)

from
$33
per night
Confirmed availability: Memorial day
Your dogs second best friend.Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jennifer was awesome! Super responsive, personable, and made sure to send picture updates of our happy pup. We had her stay in our house while we were gone and … (more)

from
$40
per night
Confirmed availability: Memorial day
8.
your pets are my pets :)Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Thaya shows the love of animal since she was very young, and has been taking care my dogs before rover. She is a reliable and kind young lady. She is the fi… (more)

from
$28
per night
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9.
Dog lover with flexible scheduleYankee Hill, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Taylor always takes great care of our pups! Often when she sends us pictures of our dogs, they’re curled up next to her, so I can tell that they’re happy with h… (more)

from
$37
per night
Confirmed availability: Memorial day
10.
Less talking more walking!Downer Woods, Milwaukee, WI, 53201
House Sitting, Drop-In Visits, Dog Walking

About: I am more than willing to walk your four legged friend around, check in on them, provide comfort and fun, and stay with them throughout the day or ni… (more)

from
$35
per night
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11.
caring for your pets through covid!Yankee Hill, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Hanna exceeded my expectations while she watched my dog, Leo. Hanna sent me updates, replied to my messages promptly, and made sure he got lots of love while I … (more)

from
$35
per night
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12.
I’ll run with your dog!Upper East Side, Milwaukee, WI, 53211
House Sitting, Dog Walking

Sadie was was good with Brodi. Other than being 15 minutes late I think she did a good job of keeping my Brodi happy. I will use her services again. (more)

from
$40
per night
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13.
Pawesome, Detail-Oriented SitterCambridge Heights, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Kaitlyn is extremely reliable when it comes to taking care of my two dogs. I get great updates as she communicated with me throughout the stay and feel relieved… (more)

from
$35
per night
Confirmed availability: Memorial day
14.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I’ve had dogs & cats growing up since I can remember. Both of my sister’s have dogs & though I cannot commit to having my own, I absolutely love watc… (more)

from
$25
per night
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15.
Care for your furry or scaly friendNorthpoint, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Alyssa was seriously the best sitter we’ve ever had! Our dog, Lea, loved her! We came back to a very happy dog. House and everything was just as we left it. Wil… (more)

from
$35
per night
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16.
Your Pets are my Passion!Juneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I booked Hailey at the last minute to house sit and to sit for my dog and she did such an amazing job!!! She sent me pictures and communicated with me daily whi… (more)

from
$25
per night
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17.
Your dog's "other" best friend!Harbor View, Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rachel was great! We were very nervous leaving our 14 week old puppy and she made us feel at ease. She followed our written schedule and took a ton of notes.… (more)

from
$55
per night
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18.
Dog whisperer and ice cream loverRiverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jack is a loyal and committed worker and dog-lover. He can work with all dogs, big and small, and will be able to accommodate for any additional needs that the … (more)

from
$25
per night
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19.
Looking for more dogs to snuggle 🥰Kilbourn Town, Milwaukee, WI, 53205
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Marissa is very punctual, respectful, and timely. She always made sure to text me when she arrived and left my apartment and would also send me photos of my pet… (more)

from
$25
per night
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20.
Dogs are better than people, mostlyAvenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Devon is a true animal lover and an intuitive caregiver. She has done a great job with our dogs; they definitely seem happier and calmer when she has spent time… (more)

from
$25
per night

Rover also offers House Sitting in:

Dog lovers in Haymarket, Milwaukee, WI love house sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

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 Haymarket, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Haymarket, 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 Haymarket 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 Haymarket, 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 Haymarket, 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: