House Sitting in Florist Highlands, 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: Delaney R.
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Sitter Profile Image: Delaney R.
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1.

Delaney R.

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

Delaney was lovely and we would rebook in a heartbeat :)

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2.

Jessica Z.

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

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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3.

Jenn S.

Animals❤️me-Available all holidays!
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
8 repeat clients
from
$60
per night

Jenn was awesome with our pets, we had no worries or anything while we were away. She made us feel very comfortable and took great care of our babies! We would definitely use her again, and would highly recommend!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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4.

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
9 repeat clients
from
$55
per night

Molly was awesome. She walked our dogs every day, managed their complicated medication schedule, snuggled with them, and sent us daily updates. We couldn't asked for better care!

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Sitter Profile Image: Tabitha K.
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Sitter Profile Image: Tabitha K.
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5.

Tabitha K.

Student Sitter!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

We love Tabitha! She has watched our dog overnight in our home, and stopped in to let him out during the day when we have been away. She is caring, reliable, and trustworthy. She quickly bonded with Tucker and provided excellent care.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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6.

Rachel H.

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

Rachel watched our (needy) French bulldogs and kitty in-home for a full week. She was amazingly attentive, sending photos and updates 1-2 times daily. Our boys are a bit of a challenge, and she cared for their needs without hesitation. We had a couple of unexpected incidences come up with the Frenchie boys, and she handled things just as if they were her own. Additionally, it was an unexpected surprise to come home to a tidy home despite being gone so long. Rachel really did go the extra mile! I would absolutely recommend Rachel to anyone looking for a sitter with experience, intuition, and compassion. We will certainly be contacting Rachel for future pet sitting.

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Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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7.

Katelyn A.

Eat. Play. Love.
West allis, WI, 53214
House Sitting, Dog Walking
5.0
7 reviews
7 repeat clients
from
$65
per night

Katelyn was absolutely amazing with my dogs. She even came to meet them and learn their personalities prior to spending her weekend with them! I would use her again without a doubt?

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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8.

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
10 repeat clients
from
$69
per night

Jeff was a wonderful sitter!! We will absolutely be asking him to dogsit again soon! He came to meet us a week ahead of time to learn about Winnie’s routine, confirmed the sitting the day before, and maintained great communication throughout her care. She has separation anxiety but she calmed down very quickly with Jeff and snuggled him all night. He ensured that timing was flexible and we felt so confident leaving our disabled pup with Jeff! Definitely recommend!

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Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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9.

Amanda K.

Big pet lover with a big heart!
Kops Park, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$28
per night

Amanda has been fantastic caring for both my dogs and cat! She provides very personalized service and goes above and beyond. Amanda is absolutely my go to when I need my fur babies cared for!!🐾🐾

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Sitter Profile Image: Drew & Jacki R.
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Sitter Profile Image: Drew & Jacki R.
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10.

Drew & Jacki R.

Animal Friendly Home- very spacious
Wauwatosa, WI, 53225
Boarding, House Sitting, Drop-In Visits
1 review
from
$28
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.

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Sitter Profile Image: Casey V.
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Sitter Profile Image: Casey V.
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11.

Casey V.

I love animals more than humans! :)
Mount Mary, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$45
per night

Casey was great, she took great care of my pup and sent updates. I would definitely recommend her!

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Sitter Profile Image: Caelan D.
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Sitter Profile Image: Caelan D.
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12.

Caelan D.

I’ll love them like my own!
Mount Mary, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$28
per night

Caelan has been walking my dogs and house sitting for a few years! She is reliable, trustworthy, and responsive. She sends great updates so I am never worried about my fur babies! You should definitely book her for all of your pet needs!

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Sitter Profile Image: Sashanel A.
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Sitter Profile Image: Sashanel A.
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13.

Sashanel A.

Taking care of business:)
Grasslyn Manor, Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
from
$30
per night

Sasha 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 week. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Sasha again.

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Sitter Profile Image: Marina M.
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Sitter Profile Image: Marina M.
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14.

Marina M.

Rover 101
You deserve a worry free getaway!
Arlington Gardens, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
84 reviews
17 repeat clients
from
$65
per night

This was our first time having a pet sitter and we were very happy with our decision. Marina took very good care of our dog and house. She is detail oriented and professional. Her communication was excellent, sending us texts with questions, photos, videos, and a nightly summary. I wouldn't hesitate to recommend Marina. She was awesome.

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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15.

Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Dog Walking
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.

Sitter Profile Image: Joshua K.
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Sitter Profile Image: Joshua K.
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16.

Joshua K.

Dog Loving Care Taker!
Menomonee falls, WI, 53051
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$28
per night

Joshua was so kind and caring when taking care of my pets! He was attentive to their needs, gave them a lot of attention, and kept them happy while we were away! He has also done dog walking for us and it keeps my pups happy during the day while we are away. Highly recommend him!

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Sitter Profile Image: Mary Kate E.
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Sitter Profile Image: Mary Kate E.
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17.

Mary Kate E.

Cat & chicken mama, and dog lover!
Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$25
per night

About: I'm the person who will be petting a friend's cat under the bed, finding a stranger's dog's "special" scratching spot, and connecting with most pet types in general. I grew up with labs, I've had a cat for five years, and I also have chickens (and have had parakeets and fish and a hamster in the past). I'm happy to cuddle on the couch, go for a jog with your pup, or do whatever best fits your pet's needs. And I don't mind cleaning up messes or giving medication! I do work full time in person but can adjust my schedule as need be for potty breaks, food, medicine, or whatever your pet needs. Mostly I just thinking walking dogs is really fun but I can’t have one right now, so here we are! In your home, I will follow whatever rules and preferences you have. In my own home, my cat has free range, and my family's dog that I sometimes care for is limited to certain areas of the home. I’m mildly obsessed with walking and feel a lot of personal satisfaction from tiring a dog out after a good work out.

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Sitter Profile Image: Cindy F.
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Sitter Profile Image: Cindy F.
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18.

Cindy F.

Loving Care For Your Fur Baby
Wauwatosa, WI, 53222
Boarding, House Sitting
5.0
5 reviews
from
$40
per night

Cindy is amazing! She is a wonderful and sweet human being and a genuine dog lover. She took great care of our beloved Cleo for long periods. She sent frequent updates and pictures and always went beyond to make Cleo feel happy and keep her healthy. She would even buy her favorite food when they run out of it! I completely trust Cindy and I absolutely recommend her! Any pet would love being with her and you will have peace of mind because she is awesome! Thank you, Cindy! Will definitely ask for your help again!

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Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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19.

Hannah E.

Animal Lover Pet Sitter/Walker!
Wauwatosa, WI, 53225
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$50
per night

Hannah walks my dog, when I am at work and am unable to take a break to walk him myself. She’s my cousin so I’m a bit biased but she is truly an awesome person and falls in love with any animal she comes in contact with. She loves Smokey as much as I do! I can always rely on her to help me out!

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Sitter Profile Image: Cassie & Ben O.
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Sitter Profile Image: Cassie & Ben O.
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20.

Cassie & Ben O.

Rover 101
Animal Loving Full Time Pet Sitter
Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
21 reviews
7 repeat clients
from
$75
per night

We were able to book Cassie with very short notice for a last minute getaway. She took excellent care of our two dogs while we we were away--she sent updates and pictures and even brought a fun puppy puzzle for them to play with! Absolutely recommend her for your dog care/walking needs!

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

Rover.com is the simple, savvy way to find and book Florist Highlands house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Florist Highlands, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Florist Highlands house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Florist Highlands, 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:

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