House Sitting in Mount Olivet, 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

Confirmed availability: 4th of July
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 don't say this lightly -- Carly is a magical dogsitter. Our loveable-but-often-difficult dog absolutely loves her, and Carly took the very best care of her an… (more)

from
$65
per night
Calendar Recently Updated
Daniela & Michael P.
Paws Down, the Best in Town!Bay View, Milwaukee, WI, 53207
House Sitting

We love these two! We know they love our dogs and they treat them like their own. (Sometimes we wonder if our dogs even want to come back home!!) It's so nic… (more)

from
$45
per night
Calendar Recently Updated
Niamh R.
4.
You deserve a summer vacation!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Niamh took great care of our Maggie! I was really nervous because she has only been with us for about 3 months and are working on a training plan for reactivit… (more)

from
$65
per night
Calendar Recently Updated
Ameera E.
5.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
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
$50
per night
Calendar Recently Updated
Detailed, loving + flexible sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Abigail was an amazing sitter for our Maya moo. She sent us regular updates with photos and videos, and she was super quick to respond. Abigail stayed over nigh… (more)

from
$48
per night
Calendar Recently Updated
7.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was so wonderful with our senior Cavalier. Great communication and I came home to a spotless house and a happy well loved pup. I’d absolutely recommend h… (more)

from
$45
per night
Calendar Recently Updated
8.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I cannot recommend Jeremy enough. He is easy to work with, thoughtful and considerate, and has a wonderful way with dogs. We were concerned that our red heeler … (more)

from
$33
per night
Calendar Recently Updated
9.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel went above and beyond house sitting my two pets for the week. When my dog had some unexpected stomach issues, she took great care of him and provided upd… (more)

from
$27
per night
Calendar Recently Updated
10.
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
Calendar Recently Updated
11.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Travis was great with our pets. Our three dogs and two cats were well cared for. The dogs were surprisingly chill when we got home not crazy, barking pups like … (more)

from
$40
per night
Calendar Recently Updated
12.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

As always, Laurie knows how to make our pups feel like we're not on vacation-away from them. She keeps their schedule for walks, play, feeding & bed time :) I t… (more)

from
$50
per night
Calendar Recently Updated
13.
I'll love them like my ownWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Erica is easy going and professional. She makes sure to keep you updated with photos of your furry friends which I greatly appreciate! She has watched our dog a… (more)

from
$27
per night
Confirmed availability: 4th of July
14.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Miranda was great! We've never had her sit for us before, but she was very professional and always alerted me to when she was stopping to walk Jude or hang out… (more)

from
$55
per night
Calendar Recently Updated
Steph's Bay View Dog SpotTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Stephanie was amazing! She really came through for us in a pinch, and connected immediately with my elderly mini schnauzer. Seeing the daily photos of their in… (more)

from
$32
per night
Calendar Recently Updated
16.
St. Francis Dog Walker and Sitter!St. Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Maddie cared for my dog while we were gone over seas for 1 week. She was AMAZING!! She was so relaxed and confident and my dog just loved her. There were no pro… (more)

from
$30
per night
17.
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
Calendar Recently Updated
18.
Every visit will be an adventure!Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Amber was wonderful and Lambeau loved having her stay with her. We planned a “meet and greet” prior to going out of town and Amber showed up very prepared. She … (more)

from
$25
per night
Calendar Recently Updated
19.
I’ll take your dog for a run!Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

This was our first time using an in-home sitter, usually relied on family. We had recently lost Stella's sister and felt it was important for her to stay in he… (more)

from
$25
per night
20.
Love is a Four Legged Word <3Greenfield, WI, 53221
House Sitting, Drop-In Visits, Dog Walking

Valeria is phenomenal person. She made our trip so relxing knowing she was at our home taking care of our furbabies. The big challenge was our babies don't get … (more)

from
$45
per night

Rover also offers House Sitting in:

Pet parents in Mount Olivet, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Mount Olivet house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Mount Olivet, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Mount Olivet, 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: