House Sitting in Greendale

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: Blythe R.
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Sitter Profile Image: Blythe R.
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1. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
147 reviews
65 repeat clients
from
$55
per night
Profile image

Blythe was great! She took care of our girls while we were away for a quick weekend trip and when we arrived home they were very happy and content and the house was clean and neat. There’s no doubt we’ll be booking with her again!

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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
9.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$60
per night
Profile image

Lily was a blessing for our family!! This was the very 1st time we have used rover. We ended up adopting a dog 2 weeks before a preplanned vacation. Lily was so patient and understanding with us as we had very little information about our new family member when we booked with her. We were able to leave her with notes on training our new dog had and we gave her the ability to address and immediate concerns with positive training as she saw fit to help her week go smoothly. Lily was able to help bridge the gap with consistent training while we were gone to ensure we didn’t lose precious training time. She was also able to pivot and help address any behavioral issues or quirks that arose that we were unaware of. She even sent us videos and a great description of how she addressed them. She sent updates everyday and didn’t hesitate to reach out with questions. She put away our grocery order before we arrived and made sure to have the house cleaned up and even washed the towels I left out for her. We definitely will be booking with her again.

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Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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3. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
13 repeat clients
from
$28
per night
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Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.

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Sitter Profile Image: Ashlee J.
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Sitter Profile Image: Ashlee J.
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4. Ashlee J.

Lover of all animals 🐕
Milwaukee, WI, 53214
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$45
per night

Ashlee is an amazing woman. She deeply cares for animals and has always been trustworthy. She is very familiar with pups and how to care for them. I personally contract Ash for my pup business and she has been nothing less than the best to work with. 10/10 recommend Ashlee!

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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5. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
23 repeat clients
from
$30
per night
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Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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6. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
6.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
137 reviews
51 repeat clients
from
$45
per night
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This was not only my first time using a pet sitter, but a sitter that doesn’t know my two boys. We have always been spoiled having family watch my two, but not so much anymore. My two boys are a pain in many ways and Elba was absolutely wonderful with them! She stayed an evening with them and gave them all the attention in the world and took them on a car ride! Elba is such a lovely person who has great advice on pets too! I am definitely sticking with Elba as my primary sitter!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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7. Erica L.

I'll love them like my own
West Allis, WI, 53227
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
88 reviews
46 repeat clients
from
$37
per night
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Erica did a great job with my two dogs. They seemed happy and healthy when I returned from the holiday. She also did a great job cleaning up after herself before she left and even ran the dishwasher. A+

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Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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8. Patricia N.

Star Sitter
Love them all!
Franklin, WI, 53132
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
16 repeat clients
from
$30
per night
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Patricia was very attentive and detail oriented, and she made sure to cover all of her bases when preparing to care for our pup. She is experienced and professional. I would absolutely hire her again and recommend her to others!

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Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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9. Kelsey S.

Star Sitter
Dogs over People
Mitchell West, Milwaukee, WI, 53221
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$65
per night
Profile image

I would recommend Kelsey for dog sitting and house sitting 1000%. She stayed in my home for 6 days and looked after my nervous, skittish dog so well that I actually enjoyed my trip and never worried about him or the house while I was gone. She kept my dog on his meal, med, and walk schedule, made adjustments based on a dangerous heatwave, and kept him company while giving him the space he needed to relax. I got photos and updates everyday and Kelsey was always quick to respond to any communication. I came home to a healthy and happy puppy and a well cared for house. I am looking forward to leaving things in Kelsey's very capable hands on my next trip!

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Sitter Profile Image: Alyssa Z.
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Sitter Profile Image: Alyssa Z.
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10. Alyssa Z.

Dogs are a person's best friend
Franklin, WI, 53132
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$28
per night

About: I have been taking care of dogs since I was 15. I have more experience with senior dogs, but I have worked with all ages. I would take them on walks, go to the park/lake, give them baths, feed them, admission medication, even help those senior dogs to the bathroom, clean up any accident they might have and of course give them lots of love and attention. Dogs are just so amazing, they make me so happy. I have yet to meet a dog that didn't like me. Most dogs will run right up to me, they can definitely tell I love them. I can't wait to take care of your fur babies! I currently do not have a job, I am hoping this can be a great job for me! I have alot of free time and flexibility. I unfortunately can't care for pets in my home, but I can come to your house. I have 10 years of house sitting, and animal sitting for friends and family. I will make sure to follow your rules and expectations that you set. If I have any questions, I will make sure to ask them!

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Sitter Profile Image: Michelle W.
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Sitter Profile Image: Michelle W.
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11. Michelle W.

Teacher trying to make extra $$$
Greenfield, WI, 53220
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

Michelle has had a special ability to care for and relate to animals all her life and this has resulted in other people asking her to care for their pet when they needed to be away. This has included house sitting with a pet for an extended period of time. Michell will be a great addition to Rover!

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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12. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
13 repeat clients
from
$60
per night
Profile image

Jenn stayed at our house for a weekend away. One of our dogs recently went blind and we felt in-home care was our only option. Jenn didn't seem concerned about managing our blind dog, senior greyhound, and cat. I appreciated that she came out twice to the house to meet us and talk through our routine. I was also impressed that she read up a bit on greyhounds since Leo was the first greyhound she watched. She was great about communicating her schedule and sending us pictures. We would definitely try to schedule with Jenn again.

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Sitter Profile Image: Marissa R.
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Sitter Profile Image: Marissa R.
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13. Marissa R.

Furry friend companion
West Allis, WI, 53227
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$45
per night
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Marissa did a fantastic job taking care of our dog. She was very responsive and communicated well with us overall. Just really good.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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14. Sarah J.

Star Sitter
I’m awkward with humans.
West allis, WI, 53219
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
152 reviews
47 repeat clients
from
$40
per night
Profile image

Sarah was awesome with my puppies and they both seems to love her. She gave them medications and hugged then as they need too. Thank u for your attention and for being patient with their needs, Sarah! I recommend Sarah for every pets and pet parents.

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Sitter Profile Image: Lauren Y.
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Sitter Profile Image: Lauren Y.
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15. Lauren Y.

Fur-tastic pet care services!
Greendale, WI, 53129
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$35
per night

Lauren has watched my baby (Addicus) many times. She comes stay at the house, which is awesome. She is reliable, trustworthy, and a great gal all around. Your baby will love her the minute she meets him.

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Sitter Profile Image: Holly H.
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Sitter Profile Image: Holly H.
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16. Holly H.

Animal lover since 1994!
West Allis, WI, 53219
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$60
per night
Profile image

This was our first time working with Holly, and she was fantastic! I'm so thankful we met her, and she was willing to work with us. She is an excellent communiator, connected easily with our pups, and helped us feel confident that our dogs were in good hands while we were away. She stayed at our house and we felt at ease with her in our home. We would definitely like to work with Holly again in the future and I'd confidently recommend her to our friends and family. Thank you Holly!!

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Sitter Profile Image: Victoria F.
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Sitter Profile Image: Victoria F.
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17. Victoria F.

Victoria, pets favorite visitor!
Franklin, WI, 53132
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$40
per night
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Victoria was amazing. Super professional and she was available for me when I had some last minute plans. She was wonderful with my pups, including my elderly dog. Would highly recommend her.

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Sitter Profile Image: Joely Stella F.
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Sitter Profile Image: Joely Stella F.
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18. Joely Stella F.

An animal lover who loves pets!
Milwaukee, WI, 53129
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$30
per night
Profile image

Joely was amazing with our baby Charlie! Great communication, sent us photos to keep us updated and even adjusted to our schedule when our trip ended a little earlier than planned. Will definitely be utilizing her services again!

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Sitter Profile Image: Anna G.
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Sitter Profile Image: Anna G.
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19. Anna G.

Trusted Lifelong Animal Lover
Greendale, WI, 53129
1.2 mi. away
House Sitting, Drop-In Visits
1 review
from
$23
per night

Anna is the best pet-sitter I have ever used. I have very particular dogs (when it comes to food, playing, walking, etc.) and Anna handled them beautifully. She does more than is expected of her always. Anna makes sure to include plenty of enrichment time and snuggles for any pets you have!

Sitter Profile Image: Anya B.
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Sitter Profile Image: Anya B.
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20. Anya B.

Rover 101
Experienced with flexible schedule!
Milwaukee, WI, 53221
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$50
per night
Profile image

Anya is great with my boys. I was comfortable leaving her in our home. Trusted her with administring meds. She made us feel enough trust that at I didn't feel the need to be consistently ask for updates. She is awesome 👍🐕🐕🐕🐕

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Rover also offers House Sitting in:

Rover also offers other services in Greendale:


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 Greendale house sitting needs. On Rover, it's easy to find a loving dog sitter in Greendale 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 Greendale 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 Greendale for your dog — people who'll treat him like family.

House Sitting