House Sitting In Midtown 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
Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Alicia helped us out last minute when we were on a trip visiting Milwaukee and our dog had separation anxiety and couldn't be left alone. She stayed three nigh… (more)

from
$115
per night
Calendar Recently Updated
Ali M.
2.
Ali 
Verified Background Check
I love dogs, cats, and herptiles !Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I would absolutely book with Ali again! We did a meet and greet before and my dog absolutely loved Ali. I got text updates and photos while I was away too which… (more)

from
$50
per night
Calendar Recently Updated
tanya h.
3.
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
Calendar Recently Updated
Jessica Z.
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica’s interest in taking care of, and indeed becoming friends with, all animals is extraordinary. I know cats and dogs have the ability to sense human emoti… (more)

from
$40
per night
Calendar Recently Updated
Marina M.
5.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Dingo and FuzzBob agree that Marina is the most excellent caregiver! They received the best loving care while we were away for the holidays. She had no issues… (more)

from
$65
per night
Calendar Recently Updated
6.
Ready for a puur-fect getaway? 🦮🐈Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sarah was a perfect fit for us and our dogs! She was super energetic and affectionate towards our pups. She sent lots of pictures and videos of our doggies and … (more)

from
$38
per night
Calendar Recently Updated
7.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe was great. She took excellent care of our pets (dog and two cats) and kept us updated during her stay. Great pics with her notes as well. Animals and hous… (more)

from
$44
per night
Calendar Recently Updated
8.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Briana was extremely professional and flexible. As first time users of Rover we were skeptical; however, Briana put our minds at ease. She showed up on time, se… (more)

from
$50
per night
9.
Will spoil your dog as my own!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Paige was absolutely incredible with our dogs. We received plenty of open communication and puppy updates. We could tell that the dogs were in excellent hands. (more)

from
$38
per night
Calendar Recently Updated
10.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was thorough. She loves our dogs (we have a senior and a puppy so we run the gamut of needs) and attended to all their needs perfectly. She took tremendo… (more)

from
$35
per night
11.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie did an amazing job taking care of our dogs! She kept us informed, sent photos and showed them lots of love and attention! We will definitely be asking La… (more)

from
$65
per night
Calendar Recently Updated
12.
The right sitter FUR you ♥️Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits

Shabana stayed in our home with our 2 large dogs for 6 nights while we were on vacation and she did amazing! She gave us updates and pictures every day. One of … (more)

from
$50
per night
13.
Rio 
Verified Background Check
caring & reliable sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Rio went above and beyond! Very good communication and plenty of pictures were sent. We trust Rio completely with our animals and our home. We will definitely b… (more)

from
$30
per night
Calendar Recently Updated
14.
All Breeds WelcomeBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Brittni for a long time and she has always shown a love for caring for dogs. She has had many dogs of her own in the past and they have always been… (more)

from
$35
per night
Calendar Recently Updated
Experienced caregiver and pet loverJuneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Samantha had great communication in our initial discussion to watch Cali. She was kind to my dog when we did a brief meet and greet. I was planning to go out of… (more)

from
$30
per night
Calendar Recently Updated
Your dogs second best friend.Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

When Jennifer came to meet us Mini ran up and couldn't stop wagging her tail - Mini loves meeting new people but it's like she knew Jennifer was a dog person, I… (more)

from
$45
per night
Calendar Recently Updated
17.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor was attentive and responsive. She was great about communicating and kept our pup happy. I would definitely go with Talor again the next time I'm out of to… (more)

from
$95
per night
Calendar Recently Updated
18.
Dog lover with no dogs of my ownJuneau Town, Milwaukee, WI, 53151
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Taylor has watched my 3 min pins frequently. She is attentive to their needs and treated them like they were her own! She exercised them often and sent the cute… (more)

from
$25
per night
19.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jeremy was delight for dog and house sitting, he truly loves being with dogs and it shows. I would highly recommend him for your pet care needs! (more)

from
$38
per night
Calendar Recently Updated
20.
College student, adores dogs :)Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Leona is very kind and loves dogs.She has dog of her own and misses her as she is working and going to School.I am her Father and wr used to have 3 dogs she alw… (more)

from
$30
per night

When it comes to house sitting, dog owners in Midtown, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Midtown may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Midtown house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Midtown, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Midtown house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Midtown, 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: