House Sitting in Triangle, 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: Labor Day
Stephanie V.
Your cat or dog's next best friend!Hawthorne Glen, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Stephanie was a perfect dog sitter! I had to get a new sitter at the very last minute and Stephanie was so flexible and willing to jump in and save the day. She… (more)

from
$42
per night
Calendar Recently Updated
Sarah K.
2.
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
Jessica Z.
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica was so wonderful with our husky. She provided excellent care, great communication, and lots of updates. We felt very relaxed knowing our dog was in such… (more)

from
$40
per night
Calendar Recently Updated
Paige R.
4.
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
Confirmed availability: Labor Day
Alicia S.
5.
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
$110
per night
Calendar Recently Updated
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Malissa is great, she's watched our high energy pitbull a few times now and does a great job. She sends good updates and has kept our place and pup in great sha… (more)

from
$65
per night
7.
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
8.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

We were very nervous about booking a Rover to watch our rescue boxer/pittie mix for the first time, but Bri eased all of our worries by taking amazing care of o… (more)

from
$50
per night
Confirmed availability: Labor Day
9.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

If you are looking for a stress-free getaway knowing that your pet is in great hands, I truly cannot recommend Marina enough! Marina stayed 3 nights with our do… (more)

from
$65
per night
Confirmed availability: Labor Day
10.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor is an amazing human that really cares about the dogs she sits for and the people she is helping out. She rescued us when our previous dog sitter failed to… (more)

from
$95
per night
Calendar Recently Updated
11.
Can care for cats, dogs, and more!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Sage could be considered an excellent caregiver with only the love she shows to her adorable cat, Fiona, but that is only about 20% of the love she gives to ani… (more)

from
$50
per night
Confirmed availability: Labor Day
Experienced caregiver and pet loverJuneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Sam was great. Lots of photo updates, asked great questions, and chilled all weekend with my needy older dogs and cat. I will definitely use her again in the fu… (more)

from
$30
per night
Calendar Recently Updated
13.
Stephen’s puppy paradiseWalker's Point, Milwaukee, WI, 53204
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Stephen for many years and he is one of the kindest, most attentive pet sitters I have ever seen. He gives constant love and attention, and he alwa… (more)

from
$40
per night
Confirmed availability: Labor Day
14.
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
$45
per night
15.
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
$65
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

Jennifer did a wonderful job caring for my pups, one of whom has only been with us for 4 months and has some quirky behaviors. She adjusts to their needs (and o… (more)

from
$45
per night
Calendar Recently Updated
Dog-loving college student :)Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Isabelle has a special way with dogs, an empathy that seems to allow her to know what they need. The care and the love that she shows the dogs she cares for as … (more)

from
$50
per night
Calendar Recently Updated
I’m a teacher with all summer off!!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jordanne is great! We have a disabled pug that needs a lot of attention. She was up for the task and very attentive of our dogs needs. We received updates and p… (more)

from
$40
per night
Calendar Recently Updated
19.
Let me help you out!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Kristia was great to work with! Very responsive and timely with communication and our dog seemed to have a great day with her. (more)

from
$37
per night
Calendar Recently Updated
20.
"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

When it comes to pet care and house sitting, pet owners in Triangle, 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.com is the simple, savvy way to find and book Triangle 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 Triangle, 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 Triangle 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 dog sitter. 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 Triangle, 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: