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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What size are your dogs (lbs)?

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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.

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
137 reviews
61 repeat clients
from
$55
per night

I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!

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Sitter Profile Image: Abigail B.
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Sitter Profile Image: Abigail B.
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2. Abigail B.

Your pets are in good paws with me
Muskego, WI, 53150
7.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
4 repeat clients
from
$35
per night

Abigail was wonderful to work with - she was prompt and communicative, and demonstrated that she was taking watching our pup Leila who has separation anxiety seriously. She asked great questions, and accommodated my request to stay with her for the entire visit. I trusted Leila was in great hands, which was such a relief. She even sent pictures and left us a kind note. We highly recommend her and will definitely be booking with her in the future!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
9.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
85 reviews
29 repeat clients
from
$59
per night

I had Jessica stay with my 9 year old hound for three weeks while we were abroad. Daily updates, wonderful communication, great pics of our furry family member, a tidy house upon our return and a happy doggo lead me to give her top marks. I feel very lucky to have found her as a dog sitter and believe you would too! Thanks Jessica!

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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4. Jenn S.

Dog 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
34 reviews
10 repeat clients
from
$60
per night

Always a great experience having Jenn watch our cats. She always sends updates and is very attentive. She is very reliable and always at our house when she says she will be. Highly recommend!

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Sitter Profile Image: Jillian G.
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Sitter Profile Image: Jillian G.
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5. Jillian G.

your go-to cat girl
Bay View, Milwaukee, WI, 53207
6.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$50
per night

Jillian is the best! We are so lucky to have found her to care for our two cats while we are away. She’s so thorough and a great communicator, and our cats absolutely love her!

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Sitter Profile Image: Bret H.
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Sitter Profile Image: Bret H.
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6. Bret H.

Work from home and reliable
Bay View, Milwaukee, WI, 53207
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$50
per night

Our dog, Granger felt right at home with Bret. He loved relaxing, having walks, and playtime. Prior to pickup, Bret administered medication for us to Granger for his car anxiety which was greatly appreciated. Great communication with pictures was a bonus too. I would definitely recommend Bret to anyone. Thanks again.

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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
81 reviews
42 repeat clients
from
$37
per night

Erica gave me the comfort of using this for the first time and gave me all the help and questions I had! My babies seemed so happy the entire time and are truly blessed to have had her just down the same block as us! She was great and will definitely use her again for any of our needs! Our 3 cats and baby tortoise were in the best hands with her!

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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8. Elba M.

Rover 101
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
122 reviews
47 repeat clients
from
$45
per night

Elba was amazing. She took great care of our boys, and kept us in the loop of everything they were doing. A ton of pictures were taken, and I think our boys are excited to be watched by her again. Thank you!

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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9. Rachel H.

** 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
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: Bianca R.
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Sitter Profile Image: Bianca R.
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10. Bianca R.

Loving Dog Mom
New Berlin, WI, 53151
5.3 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
$40
per night

Bianca went above and beyond in caring for our 2 dogs. We can tell they enjoyed her company and all the attention she gave them!! Definitely will be booking with her again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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11. Patricia N.

Love them all!
Franklin, WI, 53132
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
12 repeat clients
from
$30
per night

Pat did a wonderful job sitting for my house & 2 dogs. She provided frequent updates, followed directions, & was very respectful of our place. I would definitely hire her again without hesitation.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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12. Jessica R.

All dogs are good babies
Woodland Court, Milwaukee, WI, 53220
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night

Jessica is a pet lover like no other! She is constantly available for not only her best friends fur babies but also for her families. She will care for and treat your babies like her very own, her sweet spot for any Angel will make you so glad you booked her ❣️

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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13. Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
5.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
99 reviews
36 repeat clients
from
$60
per night

Leandrea exceeded our expectations! She stayed at our house with our two dogs and cat while we were out of the country for our destination wedding. She communicated with us everyday by sending updates and pictures of all the pets. Our dogs loved her and Crista!!! We will definitely rehire!

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Sitter Profile Image: Dena F.
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Sitter Profile Image: Dena F.
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14. Dena F.

All pets receive love and attention
West Allis, WI, 53227
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$48
per night

She was amazing, we came home to some happy and tired pups. Thank you!

Sitter Profile Image: Samantha B.
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Sitter Profile Image: Samantha B.
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15. Samantha B.

Animal lover for both dogs or cats
White Manor, Milwaukee, WI, 53219
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$60
per night

Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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16. Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night

I could not say enough great things about katie! As a new dog mom to a puppy, she was so patient and so attentive to my boy. Katie sent tons of pictures, videos and kept me updated routinely on anything that had changed. She was a respectful house guest and provided excellent care to my dog while I was working very long hours for three consecutive days. My mama heart was at ease knowing I had such an excellent person taking the best care of my dog!!

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Sitter Profile Image: Anya B.
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Sitter Profile Image: Anya B.
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17. 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
4.5 out of 5 stars
7 reviews
5 repeat clients
from
$47
per night

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 👍🐕🐕🐕🐕

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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18. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
100 reviews
33 repeat clients
from
$28
per night

Amanda was great! She sent me photos of my pup, and I felt secure knowing she was taking good care of her. We will definitely book with Amanda again.

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

College student who loves animals!
Milwaukee, WI, 53129
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$25
per night

Joely did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!

Sitter Profile Image: Kathleen B.
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Sitter Profile Image: Kathleen B.
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20. Kathleen B.

CATS & DOGS! Love them all! 🐱🐶🐰
Greendale, WI, 53129
0.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
125 reviews
61 repeat clients
from
$70
per night

It was a very hot several days and Katie made sure Rylie had great care. Not only with her pets gone and then hot weather Rylie was out of her usual schedule and Katie worked with the situation. Katie made sure Rylie had her walks during cooler times. Thank you to Katie for Rylie’s wonderful care

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Greendale House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Greendale are rated on average 5 out of 5 stars based on 10 reviews.

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.

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