Pet Sitting & Drop Ins in Heritage Heights, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Search Results

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Christina J.
Experienced and attentive!Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Christina crushed it. I am so happy I chose to work with her. My dog was tuckered out and so sleepy even when i got home. I will be using her again in the near … (more)

from
$20
per visit
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Brittany W.
Never met a dog I didn’t like!Brookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking

Brittany was super communicative, sent great reports on Lucy, gave her lots of love and was overall great to work with! Will definitely use Brittany again! (more)

from
$14
per visit
Confirmed availability: Labor Day
Shannon F.
Tail Wagging Walks, Play & More!Brookfield, WI, 53045
House Sitting, Drop-In Visits, Dog Walking

Shannon was so friendly and caring with our two small dogs. They loved her right away! (more)

from
$14
per visit
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Anna L.
4.
Attentive & Caring - ♥️ Senior PetsWauwatosa, WI, 53213
Drop-In Visits, Dog Walking

Professional and flexible. Very impressed! Thanks for all that you do! (more)

from
$17
per visit
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Allison Z.
Trained and Experienced Dog Walker!Germantown, WI, 53022
Drop-In Visits, Dog Walking

Very pleasant to work with, reliable and responded quickly. Will certainly use again! Our pup says"Nice Job Allison" (more)

from
$20
per visit
Confirmed availability: Labor Day
6.
Jen 
Verified Background Check
Experienced Dog & Cat Lover ❤️Menomonee Falls, WI, 53051
Drop-In Visits, Dog Walking

Jen did a fabulous job with our dogs! She showed up on time, sent us pictures and spent lots of time with them. They got plenty of play time with her and she … (more)

from
$19
per visit
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7.
Your Dog’s Next Vacation HomeMenomonee falls, WI, 53051
Dog Boarding, Drop-In Visits, Dog Walking

Justin has always been a good dog watcher for me. With my high energy dog, Justin is always wanting to walk him or play fetch which is extremely great. I can al… (more)

from
$20
per visit
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8.
Your Pet’s NannyMenomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Teresa has done such a wonderful job with my new puppy. Reliable, caring and professional... cannot thank Teresa enough. Has continued to be so helpful stoppi… (more)

from
$17
per visit
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9.
Love all animals like they are mineKops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rachel took great care of our dogs! (more)

from
$20
per visit
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10.
Less Talk, More WalksCalumet Farms, Milwaukee, WI, 53224
Dog Boarding, Drop-In Visits, Dog Walking

Of my three children, first born Angie was always the pet lover of the family. We always had a pet, dogs and cats, and Angie was the dominant "parent" to them. … (more)

from
$14
per visit
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Walks! Dog sitting! Cat care!Kops Park, Wauwatosa, WI, 53222
House Sitting, Drop-In Visits, Dog Walking

Danielle was awesome! She was very attentive, responsive, and gave me peace of mind that our kitty was in good hands while we were out of town. Will definitely … (more)

from
$30
per visit
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12.
Doggy mom and daughter here to helpGolden Valley, Milwaukee, WI, 53222
Drop-In Visits, Dog Walking

My dogs can be a handful, especially with "intruders". Ebonie has been so patient in working to make my boys feel more comfortable. The daily play, potty breaks… (more)

from
$13
per visit
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13.
Happy paws, happy life!Menomonee Falls, WI, 53051
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Nycole did a wonderful job with my toy poodle, Lucky. She was very friendly and personable. I enjoyed the progress note she left for me and she even sent me an … (more)

from
$18
per visit
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14.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy was great with Odin. She came by and met him. When there was a key snafu, she kept checking to see if the door had been unlocked yet. We really felt Cind… (more)

from
$18
per visit
Confirmed availability: Labor Day
15.
Fun/safe environment for any dog!!!Wauwatosa, WI, 53225
Dog Boarding, House Sitting, Drop-In Visits

Breanna is great and she has watched my dog a few times now. She is reliable, flexible and easy to get a hold of. Most importantly, my dog loves her! (more)

from
$14
per visit
Confirmed availability: Labor Day
16.
You got it I can walk itMenomonee falls, WI, 53051
Drop-In Visits, Dog Walking

When it comes to Skyler she goes above and beyond for animals. She is always trying to give them the time of their life. And is very passionate about animals. (more)

from
$10
per visit
Calendar Recently Updated
17.
We’ll Keep Their Tail WagginMenomonee Falls, WI, 53051
Dog Boarding, Drop-In Visits, Doggy Day Care

One of the very first things I realized about Angela is how much love she has for not only her dogs but ALL dogs. First few times we rode in the car together sh… (more)

from
$25
per visit
18.
Trustworthy pet sitter!Maple Tree, Milwaukee, WI, 53224
Drop-In Visits, Dog Walking

Jessica has had dogs ever since I met her. She is very loving and caring for her dogs and is always looking for ways to keep them entertained. She always makes … (more)

from
$25
per visit
19.
Providing Cuddles & CareMack Acres, Milwaukee, WI, 53224
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
1 years of experience

About: I've always dog sat for neighbors and my sister growing up since my family wasn't allowed to have a dog. I love all dogs so much and I want to get my… (more)

from
$20
per visit
20.
Thee Animal Whisperer 🙃Mack Acres, Milwaukee, WI, 53224
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I treat all pets equally, with the same love and respect as any other person or thing. Pets are extended family members that are essential assets to … (more)

from
$22
per visit

Dog lovers in Heritage Heights, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet 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 pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Heritage Heights pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Heritage Heights, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Heritage Heights pet sitters and avoid the kennel.

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 Heritage Heights, 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: