Dog Boarding in Hillside, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Search Results

Confirmed availability: Labor Day
Talor G.
1.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Taylor was awesome! She accepted my last minute request ASAP! I was in a crunch and she saved the day ! She even allowed me to drop my dog off sooner! (more)

from
$75
per night
Calendar Recently Updated
Quinesha F.
Dogs are the best friends, EVER! 🐾Riverwest, Milwaukee, WI, 53212
Dog Boarding, Doggy Day Care

Quinesha always had an awesome love for furry friends. I went off to the academy and needed to leave my little guy and she was willing with open arms to take hi… (more)

from
$30
per night
Calendar Recently Updated
Cindy T.
3.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Molly had a great time and came home very happy. Cindy was so good at keeping us updated throughout our trip and was flexible with drop off/pick up times. Molly… (more)

from
$35
per night
Calendar Recently Updated
Jill F.
4.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

It was our dogs first time away from us for a whole week!!! I was very nervous, but Jill was amazing! Send me pictures and kept me updated! Definitely recommend… (more)

from
$45
per night
Calendar Recently Updated
Michelle M.
Enthusiastic animal lover!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Michelle and her dogs and cats were fabulous. She has a great dog-friendly attitude she takes all the dogs for a long walks. Her completely fenced in is an ad… (more)

from
$40
per night
Calendar Recently Updated
6.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I was so nervous to leave my dog for the first time! He's a 100 lb. Puppy with energy for days, whose also very dog reactive! He is family and I wanted to make … (more)

from
$35
per night
Confirmed availability: Labor Day
7.
Great sitter, lots of experienceBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, House Sitting

Flor has cared for our pets and home on several occasions. She is one of the few people we trust to take care of our cat and dog and be in our home when we are … (more)

from
$65
per night
Calendar Recently Updated
8.
Guaranteed walks, dog parks, & loveMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

This was our first time using Rover. Process was very easy. We selected Lilly and couldn’t be happier. She took lots of photos during our dog’s stay, including … (more)

from
$40
per night
Confirmed availability: Labor Day
9.
Your pet will feel right at home!Lower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have had a dog around my house since I was 10 years old. My family recently adopted a puppy and have gone through the whole training process oursel… (more)

from
$50
per night
I love dogs!!!!Clarke Square, Milwaukee, WI, 53204
Dog Boarding, Dog Walking

Jennifer W. Was absolutely awesome and she took care of my baby Scooter. She always replied quickly to any questions or concerns I had regarding Scooter. She l… (more)

from
$30
per night
Confirmed availability: Labor Day
Dogs are happiness 😊West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our 2 year old puppy had a great day and a good play date. I would highly recommend them and would definitely bring my pup here again! (more)

from
$50
per night
Confirmed availability: Labor Day
12.
A fun, yet safe place for your pup!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

This is the 2nd time Deann has cared for my puppy while I was on vacation and once again she was awesome. She sent pictures of him every day even at pick up Dea… (more)

from
$35
per night
Calendar Recently Updated
13.
Fun and active friend for your pet!Riverwest, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I could not recommend Kaity more for your pet sitting needs! She previously worked at a dog daycare facility, so she has a lot of experience working with dogs o… (more)

from
$35
per night
Confirmed availability: Labor Day
14.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

Go ahead and read the 200+ positive reviews and then feel confident booking Dan. All the reviews are spot on. Dan makes a real effort to learn about you and you… (more)

from
$35
per night
Confirmed availability: Labor Day
15.
Dog walker/Home VisitsLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Dog Walking
2 years of experience

About: I have two dogs both around 2 years old and have had them since they were puppies. I love dogs and would love to help and others and be able to meet … (more)

from
$30
per night
Calendar Recently Updated
16.
Love to walk and cuddle.Whitefish Bay, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

YES! Rhonda is amazing! We really can't thank her enough. Our little dog Penny can be a little picky and doesn't always warm up to people. But not the case her… (more)

from
$30
per night
east side dog-whisperersMurray Hill, Milwaukee, WI, 53211
Dog Boarding

Carole and Shannon were absolutely wonderful sitters for Lola! we left her overnight, and it was our first time boarding her somewhere else. I left a note with… (more)

from
$35
per night
Confirmed availability: Labor Day
18.
River walks w 2 Pet LoversLower East Side, Milwaukee, WI, 53202
Dog Boarding
15 years of experience

About: I have been a pet owner since 10 years old. We live in a friendly neighborhood in front of the Milwaukee River. I have years experience in house sit… (more)

from
$45
per night
Confirmed availability: Labor Day
19.
WHO let the 🐕 🐩 🐕 dogs out ???!?Bay View, Milwaukee, WI, 53207
Dog Boarding, Doggy Day Care, Dog Walking

Becca is a great pet sitter! She had watched our pets multiple times and each time is so in tune with their needs and wants. Becca goes above and beyond to mak… (more)

from
$90
per night
Confirmed availability: Labor Day
20.
I’m a dog lover! ?Lincoln Creek, Milwaukee, WI, 53216
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She was amazing very helpful had lots of experience with a special needs puppy . Worked with my schedule and took us in last minute and was able to pick up 3 am… (more)

from
$50
per night

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1,089 owners have reviewed sitters in Hillside, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Hillside dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Hillside, Milwaukee, WI, 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. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Hillside, 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: