House Sitting in Heritage Heights, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
78 reviews
26 repeat clients
from
$55
per night

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 good hands!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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2.

Erica L.

I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
76 reviews
37 repeat clients
from
$37
per night

Erica was awesome! We had her come over to meet our pups ahead of time and was excellent with putting us at ease. During our trip away, she was communicative and sent lots of pics. She let us know of her plans and the dogs loved her! We will definitely be asking her to stay over again.

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Sitter Profile Image: Kira W.
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Sitter Profile Image: Kira W.
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3.

Kira W.

Flexible Scheduling, Cats and Dogs
Lenox Heights, Milwaukee, WI, 53210
House Sitting
5.0
3 reviews
1 repeat client
from
$40
per night

Kira was amazing with our quirky doggo. We couldn't have asked for a better experience. She provided daily updates and loved on our pup while we were away for a long weekend. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Kira again.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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4.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
73 reviews
22 repeat clients
from
$27
per night

Rachel was great with our two crazy dogs and her ability to watch them in our home was priceless. Our beagle has anxiety and does best in her own environment. Rachel kept us informed with texts and pictures and really provided peace of mind that our pups were in good hands.

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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5.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
2 repeat clients
from
$55
per night

Cindy was delightful to meet and work with. She gave me many updates during the day which I so appreciated, and shared her knowledge as a dog trainer with me, too! Leila took to her immediately and I was relieved all day. I highly recommend her!

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Sitter Profile Image: Heidi F.
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Sitter Profile Image: Heidi F.
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6.

Heidi F.

Sit Stay Dog Care
Wauwatosa, WI, 53226
House Sitting, Dog Walking
5.0
4 reviews
from
$63
per night

House sat for me while I was away and watched my dog Hadley. Checked in frequently and communicated with me with any questions she had. Was a great guest and would have her watch my dog again.

Sitter Profile Image: Heather C.
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Sitter Profile Image: Heather C.
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7.

Heather C.

Caring & loving Pet owner ❤️
Sussex, WI, 53089
House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
5 repeat clients
from
$50
per night

When I say heather is the literal best, please know I don’t hand out that compliment lightly. She helped us very last minute with my sick Aussie and house sat for us for 4 days. My fiancé was skeptical about using rover and having someone we didn’t know stay in our house, but Heather was so amazing that we are already looking at when we can book her next. She is genuine, caring, respectful, knew how to care for our Aussie & kitten, and even framed a picture of them she took.

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Sitter Profile Image: Delaney R.
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Sitter Profile Image: Delaney R.
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8.

Delaney R.

Lots of pet sitting experience!
Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
4 repeat clients
from
$30
per night

Delaney was an amazing sitter for our dog and 2 cats. I felt like they were in such great hands that I could fully relax the whole weekend I was away. She really cared for them like they were her own. I got plenty of updates and when I got back our dog was exhausted from all the fun he had over the weekend.

Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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9.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
10 repeat clients
from
$55
per night

Molly did a great job watching our three bulldogs for a long weekend. She sent lots of pics and responded quickly any time I sent a question or note. Two of our girls have had some weird behaviors around meal time right before we left and she rolled with it with ease (and everyone ate all meals under her care). Definitely would hire her again!

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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10.

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
32 reviews
10 repeat clients
from
$70
per night

Jeff was very caring and loving towards both our dogs. The house was left, super tidy and clean! Tons of pictures and updates… I highly recommend Jeff as a pet sitter. He was so thorough about getting the house ready for our arrival, he even removed the PostIt notes I left him, off my kitchen cabinets doors LOL. Thank you Jeff!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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11.

Ashley M.

Dog mama, teacher, pet lover
Menomonee falls, WI, 53051
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 reviews
from
$30
per night

Ashley is the best with my pets! She has cared for my two pups on several occasions. I feel at ease knowing they are in good hands. I highly recommend Ashley for your pets safety and needs. I promise you won’t be disappointed.

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Sitter Profile Image: Teresa O.
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Sitter Profile Image: Teresa O.
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12.

Teresa O.

One Dog At A Time
Menomonee Falls, WI, 53051
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
65 reviews
20 repeat clients
from
$65
per night

I felt so comfortable leaving on our trip with Teresa staying with our doggies. She sent so many photos & her communication was top notch! Teresa has a real gift of reading our dogs signals and knowing what they wanted. She’s a blessing to us!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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13.

Jeanee S.

Your dogs new best friend!
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$36
per night

Amazing! Amazing! Amazing! Jeanne is just absolutely incredible. She cared for our pups as if they were her own: snuggling them, walking them, and taking good care of our house. We received frequent updates and pics/ videos. Jeanee is one of a kind and we will def rebook with her.

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Sitter Profile Image: Joan P.
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Sitter Profile Image: Joan P.
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14.

Joan P.

Dogs are my BFF!
Grantosa, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
from
$25
per night

Joan stayed for 3 days with my dog Charlie at my house. She was timely, responsive and took excellent care of both my home and my dog. I would absolutely ask Joan to pet/house sit for me again. Charlie is an old guy who can have separation anxiety causing him to pee in the house. Joan did such a great job making him feel safe and happy.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amari I.
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Sitter Profile Image: Amari I.
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15.

Amari I.

🐾💛 The Pawfect Pal 💛🐾
Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
2 repeat clients
from
$55
per night

I needed a dog sitter last minute and contacted Amari about taking care of my 70 lb Belgian Malinois rescue. I do not know how many times my dog has been re-homed so I was very anxious about leaving her with a stranger. When I got home after being away for 3 days my dog was happy as a clam and all of the signs of emotional distress she showed after previous trips -- not eating, not defecating, etc. -- were absent. Amari did a wonderful job! I will definitely employ her in the future.

Sitter Profile Image: Madeline M.
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Sitter Profile Image: Madeline M.
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16.

Madeline M.

Evry tail needs a PawPurfect sitter
Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$28
per night

Madeline is wonderful with caring for my dog Honey. Honey loves her! I have a set walking schedule for Honey and Madeline was nice enough to walk her 3x a day. She is reliable and trustworthy. What I appreciate most are the updates to reassure me that Honey is doing well. I have built a relationship with Madeline and feel comfortable leaving Honey overnight. She cared for Honey for two weeks while I was overseas. Highly recommend!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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17.

Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
Boarding, House Sitting
5.0
2 reviews
1 repeat client
from
$28
per night

Jenn is so great with our enthusiastic pup! They have a special bond now and Fig is THRILLED to see Jenn every time she comes over.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Drew & Jacki R.
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Sitter Profile Image: Drew & Jacki R.
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18.

Drew & Jacki R.

Animal Friendly Home- very spacious
Wauwatosa, WI, 53225
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$66
per night

Drew is a very caring and attentive pet caregiver! He has watched our family/friends dogs and cats in the past and is the true pet whisperer. From constantly playing with them and giving them all the attention they need, Drew always loves getting to be around dogs & cats. He also has a great backyard space for dogs to run around and stay active! You would be in great hands with him as your pet caregiver.

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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19.

Tegra R.

The right Mama to care 4 your baby
Milwaukee, WI, 53223
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
6 repeat clients
from
$28
per night

About: I've taken care of pets since I was 13 years old. I have always been a pet lover. My neighbors pets loves the entire family. I currently work from home so I will have plenty of time to care for your fur babies. No need to worry about attention for your babies they have all my attention. I have a semi-fenced yard and my fur babies will keep your pet company if they need to. They also know when not to mess with other pets as well.

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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20.

Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
20 years of experience
from
$28
per night

About: I’ve taken care of neighbors cats for as long as I can remember. Not only that but looking after their garden and outdoor wildlife as well! I have less experience with dog sitting, but with any animal I make that they are loved and well cared for. Meeting new people is scary. They don’t always understand what work or vacations are. So I like to make sure they’re as comfortable as possible while their owners are away. I’m working as a freelance designer, so my schedule is very flexible to meet your pets needs! Please give me a day in advance to discuss plans and I’m sure we can make something work! My home is currently not available for pets to come stay at because I have two cats of my own and they aren’t accustomed to other people or animals quite yet.

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Dog owners in Heritage Heights, Milwaukee, WI love booking house sitting 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 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Heritage Heights.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Heritage Heights, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Heritage Heights, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Heritage Heights house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Heritage Heights, Milwaukee, WI for your dog: people who'll treat him like family.

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:

House Sitting