House Sitting in Heritage Heights, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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1. Erica L.

I'll love them like my own
West Allis, WI, 53227
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
81 reviews
42 repeat clients
from
$37
per night

Erica is easy going and professional. She makes sure to keep you updated with photos of your furry friends which I greatly appreciate! She has watched our dog and cat overnight over two weekends for us, and we have no complaints!

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Sitter Profile Image: Heather C.
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Sitter Profile Image: Heather C.
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2. Heather C.

Caring & loving Pet owner ❤️
Sussex, WI, 53089
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
7 repeat clients
from
$50
per night

Our Chihuahuas loved Heather instantly when she came for the meet and greet. Heather was excellent at communicating and gave our girls plenty of attention over the 2 days we were gone. The house was tidy when we got home. She was very attentive to their meds and making sure she understood the doses and corresponding meals.

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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3. Jeanee S.

Pets just get me!
Menomonee Falls, WI, 53051
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$40
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.

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
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$30
per night

Rachel was great with communication and understanding of our pets with some special needs/instructions. Sent lots of pictures along the way! Thank you Rachel!

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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
6.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
6 repeat clients
from
$70
per night

Cindy was great with our two dogs. They haven’t ever been watched by anyone other than family, so we were nervous having someone else watch them. Cindy was very communicative and made us feel at ease while being away from them. From the pictures sent, it seems as though they had a great time!

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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 Pet Care
Wauwatosa, WI, 53226
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 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.

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Sitter Profile Image: Ariela M.
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Sitter Profile Image: Ariela M.
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7. Ariela M.

Experienced Veterinary Technician
Grantosa, Milwaukee, WI, 53222
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$55
per night

Ariela is great! She is super kind and knowledgeable about animals! I felt extremely safe and good about leaving my puppy in her care! I highly recommended her!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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8. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
13 repeat clients
from
$60
per night

Wonderful! Molly was great again! Took care of Pearl like she was her own, and had great communication. I always feel comfortable leaving Pearl with Molly

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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9. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
10 repeat clients
from
$68
per night

Jeff was amazing! We were very nervous about a dog sitter having never used one before. Jeff was great at making us feel comfortable and at ease during our week long trip overseas. The daily updates were greatly appreciated. Our dog can take time to warm up but seemed to like Jeff right away. At a certain point we thought our dog was having a better time than us on our trip. He also made our cats very comfortable. When we got home the place was spotless, going above and beyond to give us a nice home to return to. We will definitely use Jeff in the future for any of our pet sitting needs.

Sitter Profile Image: Mackenzie M.
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Sitter Profile Image: Mackenzie M.
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10. Mackenzie M.

Best Friends with your Best Friends
Menomonee Falls, WI, 53051
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$35
per night

Mackenzie was great!! She house-sat for our dog for a last-minute weekend getaway. She is very flexible, accommodating, and responsible. Our dog and home were both well taken care of!

Confirmed availability: Easter Weekend
Sitter Profile Image: Stephanie U.
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Sitter Profile Image: Stephanie U.
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11. Stephanie U.

Dog lover, Adventure seeker
Brookfield, WI, 53005
4.7 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$40
per night

Stephanie was able to watch our dog short notice due to some unforeseen circumstances. She was very accommodating and really nice. She kept us updated throughout the day with pictures of our dog playing with hers. We felt instantly comfortable upon meeting her and would recommend her to anyone who is looking for a dog sitter.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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12. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
0.6 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$30
per night

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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13. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$28
per night

Jessica is an outstanding dog sitter! She has been gracious enough to watch my dog Cowboy several times. :) She is very professional and courteous. Would highly recommend Jessica for any petsitting needs!

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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
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
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.

Sitter Profile Image: Jaclyn O.
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Sitter Profile Image: Jaclyn O.
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15. Jaclyn O.

The Friendly, Neighborhood Pet Lady
Mount Mary, Milwaukee, WI, 53222
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
78 reviews
33 repeat clients
from
$40
per night

Jaclyn did a fantastic job watching our fur babies while we were out of town. She sent pictures and updates, which we really appreciated! She was so nice and also very professional. Would definitely recommend her!

Confirmed availability: Easter Weekend
Sitter Profile Image: Dawn U.
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Sitter Profile Image: Dawn U.
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16. Dawn U.

Laid back furbaby care.
Menomonee Falls, WI, 53051
3.3 mi. away
House Sitting, Drop-In Visits
20 years of experience
from
$35
per night

About: I am currently accepting clients who want in home or drop in care. No cats please. I have been a dog owner for over 25 years, as well as growing up with dogs in my home. I love to follow their lead with their activity needs - whether it be a rowdy romp in the back yard, a energetic walk (weather permitting) or a relaxing day of being a couch potato. I am a registered nurse and a part-time doggy mom. We currently have a medium energy 40# rescue furbaby who gets along with other dogs and likes to interact with our fur guests. Will only be caring for one furbaby family at a timne. No other pets in the home, no children and no smoking. We have a fenced in back yard and are not far from several dog parks, if that is an approved activity by the dog owner. I have a very flexible part-time schedule, so I can usually work around your schedule and care needs. For in home care I will come and go throughout the day with frequent check ins per your preference, as well as meals and overnight care. I am currently offering drop in care for potty breaks and/or meals plus play time, and in your home days and overnight pet care. No cats in the home please.

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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17. Tegra R.

The right Mama to care 4 your baby
Milwaukee, WI, 53223
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
9 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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18. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$50
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! 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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Sitter Profile Image: Olivia W.
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Sitter Profile Image: Olivia W.
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19. Olivia W.

Passionate Pet Enthusiast
Heritage Heights, Milwaukee, WI, 53224
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$29
per night

We cannot give enough praise to Olivia for watching our three dogs over winter break in 2023. We have one rescue, Rex, who was abused before he became part of our family and he is very protective of us and aggressive towards strangers. With her experience and interest in dogs, Olivia knew exactly how to interact with Rex and it only took an hour or so before they were good buddies! I'm sure our mouths dropped in amazement, because that really had never happened before. Throughout or trip, Olivia kept us well informed and sent us pictures of the pups happily hanging out with her. Olivia is always welcome back at our home and I thinks the dogs already adopted her anyway! Olivia is a lovely person who is great with dogs. She is easily 11 out of 10 stars!

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Sitter Profile Image: Cadance T.
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Sitter Profile Image: Cadance T.
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20. Cadance T.

A pet-lover with love to give
Milwaukee, WI, 53225
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night

My husband and I have known Cadance for 13+ years. I've always known she has a fondness to all animals, specifically dogs. When we've had to be out of town or gone for many hours during any given day, Cadance and her Mom always helped us out with meals and potty breaks. Sometimes they have stayed overnight to keep the pooches and kitty comfortable. They actually live across the street from us and live in our previously owned duplex, so it is very convenient for both. I would highly recommend Cadance for any position involving animals, especially for daily walks and timeliness for meals and just alot of loving care she will provide. If can provide additional information, please contact me.

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Dog owners in Heritage Heights, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1089 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.

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