House Sitting in Rolling Green, 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

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 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
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
Calendar Recently Updated
Lisandra V.
Your pet's are family 🐶❤West Allis, WI, 53227
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lisandra was great! She stayed a weekend with my two dogs, a two year old and a three month old, and was amazing! She sent tons of updates, took them to the par… (more)

from
$28
per night
Calendar Recently Updated
Alison W.
4.
I love all fluff ballsNew Berlin, WI, 53151
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alison is someone I'd feel comfortable leaving anything with. She is compassionate, loving, caring, and thoughful. Her personality and constant smiling face put… (more)

from
$50
per night
Calendar Recently Updated
Ali M.
5.
Ali 
Verified Background Check
I love dogs, cats, and herptiles !Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a … (more)

from
$50
per night
Calendar Recently Updated
6.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Laura was a fantastic fit for our needs and with our dog, Wally. She stayed at our home for an extended period of time and let him out as needed. She went above… (more)

from
$40
per night
Calendar Recently Updated
7.
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
$30
per night
8.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every… (more)

from
$27
per night
Calendar Recently Updated
9.
♡ A home away from home! ♡West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Our boys loved Sabina! She house and dog sit for us for a week while we were out of town and took very good care of our boys. She did so well with our elderly d… (more)

from
$60
per night
10.
Have loved animals since birth.Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Amanda was awesome - she came to the house to meet us and Hutch about a month ahead of our trip; was very communicative- sent daily notes and photos and spoile… (more)

from
$28
per night
11.
I'll love them like my ownWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Erica was great! She kept me updated and sent pictures and videos and my dog looked happy and well cared for. Would not hesitate to book her again! (more)

from
$27
per night
Calendar Recently Updated
12.
Just an animal lover❤️Hales Corners, WI, 53130
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
7 years of experience

About: Hello! I’ve lived with all types of dogs (Ex.: German shepherds, Golden retrievers, Labs, Yorkies, Mini Australian Shepards) and cats my whole life! … (more)

from
$25
per night
Calendar Recently Updated
13.
I love dogs. That’s all :)Honey Creek Parkway, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Jessica watched greyhound and pitbull and was so so amazing with them! She is definitely what you would call a “dog person”. My dogs were well taken care of and… (more)

from
$50
per night
Calendar Recently Updated
14.
Let me love your baby like my own!Milwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

April is the only person I can fully trust when it comes to dog sitting my sweet pitbull. She truly cares for all pets as her own and gives them unconditional l… (more)

from
$50
per night
Calendar Recently Updated
All fur babies welcome!West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
12 years of experience

About: I've been around animals all of my life (descended from farmers on both sides), including dogs of all shapes and sizes, cats, horses, chickens, and r… (more)

from
$28
per night
Calendar Recently Updated
16.
Experienced dog person availableWest Allis, WI, 53227
Dog Boarding, House Sitting, Dog Walking

Ellen did a great job watching our dogs for 5 nights, one of which has sever separation anxiety. She sent daily updates and pictures, which really helped us enj… (more)

from
$100
per night
Calendar Recently Updated
17.
Dog mom who loves all animals!Greenfield, WI, 53220
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Janice is by far my first choice when I've needed a dog sitter. Janice is friendly, trustworthy and the dogs always love her. I've never had to worry a minute a… (more)

from
$75
per night
Calendar Recently Updated
18.
D. 
Verified Background Check
Devoted Pet-giver/Animal LoverWest Allis, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi! I am available from 7o'clock a.m. until 8 o'clock p.m. Monday through Friday and most holidays and weekends... I currently except last minute dr… (more)

from
$33
per night
Calendar Recently Updated
Pup CrawlGreenfield, WI, 53220
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have my own business, Pup Crawl, WWW.MILWAUKEEPUPCRAWL. COM. I do this additionally, to spend more time with animals. I have two dogs. Beetlejuice,… (more)

from
$40
per night
Calendar Recently Updated
I love to scratch ears and bellies!West View, Milwaukee, WI, 53227
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jennifer did a great job house sitting. She sent me pictures of my doggies, followed all my instructions and communication was really good. I will definitely us… (more)

from
$28
per night

When it comes to pet care and house sitting, pet owners in Rolling Green, 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.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Rolling Green house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Rolling Green, Milwaukee who can provide the care your dog needs, when they need it.

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 Rolling Green, 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: