House Sitting in Dretzka Park, 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
1.

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!

Calendar Recently Updated
Sitter Profile Image: Kira W.
Verified Enhanced Background Check
Sitter Profile Image: Kira W.
Verified Enhanced Background Check
2.

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.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check
Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check
3.

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.

Calendar Recently Updated
Sitter Profile Image: Jeff G.
Verified Enhanced Background Check
Sitter Profile Image: Jeff G.
Verified Enhanced Background Check
4.

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

So happy we found Jeff. He not only took care of our little fur angels, but he took packages for us. The girls loved him, he stayed the whole weekend. When we returned the girls were calm and content, and Jeff even left a detailed log of their weekend activities. Happy to say we will book again!

Calendar Recently Updated
Sitter Profile Image: Heidi F.
Verified Enhanced Background Check
Sitter Profile Image: Heidi F.
Verified Enhanced Background Check
5.

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: Molly O.
Verified Background Check
Sitter Profile Image: Molly O.
Verified Background Check
6.

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 absolutely crushed it- I can’t say enough good things. Our dogs have huge personalities, some bizarre behaviors, and special needs (and so does our weird old rental house) and she handled all of it with aplomb. Our resident canine klutz tore his paw pad the night before we left, and even though we totally sprung this development on Molly at the last minute, pro that she is, she jumped in and changed his dressings, kept the area clean, AND kept the dog calm to prevent further injury. He was basically fully healed upon our return. Thanks, Molly! We will be back if you’ll have us- with fewer surprises next time, we hope!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Heather C.
Verified Enhanced Background Check
Sitter Profile Image: Heather C.
Verified Enhanced Background Check
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

Heather truly went above and beyond as a house sitter! She stood out from other sitters we've had before. She did an extremely well job but is still affordable. During pre-booking she was very responsive, had great attention to detail and eager to ask questions to ensure both our dog and cat were well taken care of. During the stay she gave great updates about our pets that it was evident she was spending time with and getting to know them. She provided lots of details about her drop-ins and photos. She gave them a good brushing, lots of playtime and attention, and cleaned up after them and herself! It's hard to leave your pets in others' hands and my mind was at ease knowing how dedicated Heather was to not only the job but our pets. This was our first booking with her and it definitely won't be the last!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
8.

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.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amari I.
Verified Background Check
Sitter Profile Image: Amari I.
Verified Background Check
9.

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: Pamela N.
Verified Enhanced Background Check
Sitter Profile Image: Pamela N.
Verified Enhanced Background Check
10.

Pamela N.

Loving & Compassionate Pet Sitter
Mequon, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$41
per night

Pamela is amazing!! She is very responsive, very respectful, and my lab loves her! We returned from a weekend trip to a safe, happy and loved dog. She has been accommodating when plans change and is always so nice.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sara V.
Verified Enhanced Background Check
Sitter Profile Image: Sara V.
Verified Enhanced Background Check
11.

Sara V.

Your family is my family!
Germantown, WI, 53022
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
6 repeat clients
from
$55
per night

About: I've grown up with dogs my whole life! First a Bichon Frise, then a German Shorthaired Pointer puppy who was like my little brother. After he passed away, my parents adopted another German Shorthaired Pointer puppy who I helped care for/train at visits. I also grew up around friends/family cats and dogs whom ranged from small to medium of different breeds. My boyfriend and I have 3 cats, 2 of them I raised since they were kittens. I love fuzzy animals in general (4 legged)! Im pet sitter/walker in the mornings and afternoons and a bartender in the evening. I am available between the times of 9 and 3, Tuesday through Saturday. I am also available for night sittings (just have to check with the boyfriend). As long as they let me, any fur baby I come across will be spoiled with love and cuddles. At home I brush my cats regularly along with cleaning their ears and eye boogies. I vacuum/fur remove the furniture, cat trees (3) and I carpet clean the litter matts. I am naturally an organizational clean freak with 4 1/2 years of hospital housekeeping experience.

Calendar Recently Updated
Sitter Profile Image: Carter K.
Verified Enhanced Background Check
Sitter Profile Image: Carter K.
Verified Enhanced Background Check
12.

Carter K.

Dog lover
Germantown, WI, 53022
House Sitting, Drop-In Visits
1 review
from
$55
per night

Great with dogs and always has been, he has two of his own! I would definitely recommend Carter to take care of your dogs, hes great!

Sitter Profile Image: Mikaella S.
Verified Enhanced Background Check
Sitter Profile Image: Mikaella S.
Verified Enhanced Background Check
13.

Mikaella S.

Grew up with huskies!
Mequon, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$40
per night

Mikaella was awesome to work with. We have a 10 week GSP and we’re nervous leaving her while we attended a family wedding. She sent pictures and video’s which kept us updated on her daily activities with GSP Shelby. Highly recommend.

Sitter Profile Image: Haylie W.
Verified Enhanced Background Check
Sitter Profile Image: Haylie W.
Verified Enhanced Background Check
14.

Haylie W.

You need a sitter i’m your girl!
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits
1 repeat client
from
$45
per night

About: I’ve been around animals since i was young now i want to take care of them and do the caring part of it i hope you choose me I work with animals about everyday so I have worked with them more and more to know more skills daily now I learn new things everyday I’m willing to come check in on them every 4-8 hours and care for what they need done like feeding potty breaks and walks if needed

Sitter Profile Image: Madeline M.
Verified Enhanced Background Check
Sitter Profile Image: Madeline M.
Verified Enhanced Background Check
15.

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.
Verified Enhanced Background Check
Sitter Profile Image: Jenn L.
Verified Enhanced Background Check
16.

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.

Sitter Profile Image: Mackenzie M.
Verified Enhanced Background Check
Sitter Profile Image: Mackenzie M.
Verified Enhanced Background Check
17.

Mackenzie M.

Best Friends with your Best Friends
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
5.0
6 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!

Sitter Profile Image: Megan M.
Verified Enhanced Background Check
Sitter Profile Image: Megan M.
Verified Enhanced Background Check
18.

Megan M.

Best friends with your best friend!
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
from
$35
per night

Megan was amazing with our pup over the holiday weekend! Lots of walks, snuggles, and pictures!

Calendar Recently Updated
Sitter Profile Image: Cassie & Ben O.
Verified Enhanced Background Check
Sitter Profile Image: Cassie & Ben O.
Verified Enhanced Background Check
19.

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
8 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!

Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
20.

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.

Search Map

Dog lovers in Dretzka Park, 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 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 Dretzka Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Dretzka Park, 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 Dretzka Park 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 Dretzka Park, 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 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 Dretzka Park, 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