Dog Boarding in Jackson Park, Milwaukee

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

Calendar Recently Updated
Sitter Profile Image: Blythe R.
Sitter Profile Image: Blythe R.
1.
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was friendly, available and so very patient with my shy dog. She was able to drop her off before work to save time for me later in the day. She made acco… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Cindy T.
Sitter Profile Image: Cindy T.
2.
TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy was very nice and flexible with drop off/pick up times. The pups were worn out from all the playing at Cindy’s! They seemed to have a really good time ?? (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Kathy & Brad K.
Sitter Profile Image: Kathy & Brad K.
Your Dog's Home Away from Home
Greendale, WI, 53129
Boarding, Doggy Day Care

Benny has been at Kathy's before for daycare. This was his first overnight stay. Kathy is so good about keeping me updated with pictures and treats Benny like h… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Anne B.
Sitter Profile Image: Anne B.
4.
It’s a YES from me, dog
Fair Park, Milwaukee, WI, 53214
Boarding

For years, Annie has provided a second home for our dog when my family is out of town. Annie provides Rudy (our dog) with plenty of exercise and a calming home … (more)

from

$27

per night
Calendar Recently Updated
Sitter Profile Image: Deann R.
Sitter Profile Image: Deann R.
5.
A fun, yet safe place for your pup!
Washington Heights, Milwaukee, WI, 53208
Boarding, Doggy Day Care

Deann was very accommodating with pick up/drop off times. She sent pictures of the kiddos each day and they look like they had a blast with her! (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Stephanie  G.
Sitter Profile Image: Stephanie  G.
Steph's Bay View Dog Support
Tippecanoe, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie was great! She sent photos of my dog every day to keep me updated. I wasn't worried about leaving him because I could tell he was having a great time! (more)

from

$48

per night
Calendar Recently Updated
Sitter Profile Image: Dan B.
Sitter Profile Image: Dan B.
7.
Dan 
Verified Enhanced Background Check
Lover of all animals
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking

Dan was great with my dog! He took her for walks and was even going to take her the dog park but it was closed unfortunately. He also sent daily pictures and up… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Crystal H.
Sitter Profile Image: Crystal H.
Our animals are family members too!
Wauwatosa, WI, 53210
Boarding, Doggy Day Care

Crystal is an amazing sitter for my senior dog. She cared for him as if he were her own and sent daily updates and photos. I highly recommend her for your pet s… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Katherine B.
Sitter Profile Image: Katherine B.
Dogs are happiness 😊
West Allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We can tell that our dog Bubba certainly enjoyed his stay because he passed out as soon as he got home! The sitter kindly updated throughout the stay with lots … (more)

from

$55

per night
Calendar Recently Updated
Sitter Profile Image: Marina F.
Sitter Profile Image: Marina F.
10.
I will take care and love your pet.
Wauwatosa, WI, 53213
Boarding, Drop-In Visits, Doggy Day Care

Marina and her family took fantastic care of my family’s dog Lacey. She was great with communication and sent pictures that were fun. I would definitely have Ma… (more)

from

$38

per night
Calendar Recently Updated
Sitter Profile Image: Kayla L.
Sitter Profile Image: Kayla L.
11.
Passionate and trustworthy care!
Southpoint, Milwaukee, WI, 53221
Boarding

Kayla did a phenomenal job with my 13 year old pup, Soleil. Kayla went above and beyond with her care. I greatly appreciated her communication, pictures, and up… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Eric P.
Sitter Profile Image: Eric P.
12.
Experienced dog sitter and foster
Hales Corners, WI, 53130
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Eric was great to work with for our first time experience away from our pup. Appreciate the daily communication, custom care and daily pictures. Would definite… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Rachel & Matt C.
Sitter Profile Image: Rachel & Matt C.
Active animal lovers here to help!
Tippecanoe, Milwaukee, WI, 53207
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I’m super grateful to Rachel and Matt. They were such kind, attentive sitters to Chloe. They have a large, enclosed back yard in a safe neighborhood and two swe… (more)

from

$40

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Leighe  Lily M.
Sitter Profile Image: Leighe  Lily M.
Loving, stay at home dog mom!
Tippecanoe, Milwaukee, WI, 53207
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Romi was so happy when we picked her up! She was obviously well taken care of, and we got lots of photos and updates. We’ll definitely board her with Leighe aga… (more)

from

$45

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sabrina Q.
Sitter Profile Image: Sabrina Q.
15.
Come, sit, play, and stay!
Northpoint, Milwaukee, WI, 53202
Boarding, Doggy Day Care

Sabrina is an amazing person took very good care of sophia and kept me in the loop with everything she did and pictures . Thank you Sabrina I’d definitely bring… (more)

from

$40

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sarah K.
Sitter Profile Image: Sarah K.
16.
Rover user, dog lover, Frenchie mom
Johnson's Woods, Milwaukee, WI, 53214
Boarding, Doggy Day Care

Great stay, Sarah made sure our pup was comfortable with her dogs, shared status and pictures of her stay, and made sure they all had fun! Highly recommended! (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Jill F.
Sitter Profile Image: Jill F.
17.
Dog lover work from home
West Allis, WI, 53214
Boarding, Doggy Day Care

Jull did a great job, and it was her first time watching an Australian Shepherd who loves to play. The home is small but the large fenced backyard gave our dog … (more)

from

$55

per night
Calendar Recently Updated
Sitter Profile Image: Erin K.
Sitter Profile Image: Erin K.
18.
Small furry groups, full time care
Cooper Park, Milwaukee, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care

Thank you for taking good care of Ajax. Always some trepidation when leaving him with someone new but you inspired confidence at the outset so we had no worries… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: April & Brad R.
Sitter Profile Image: April & Brad R.
Opening home after losing pet
West Allis, WI, 53214
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

April & Brad are THE best! They cared for our dog Remi like he was there own. They sent us videos & pictures throughout the whole trip! They even took our dog o… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Carina K.
Sitter Profile Image: Carina K.
20.
Big or small we love them all🥰
Lincoln Village, Milwaukee, WI, 53215
Boarding, Doggy Day Care

I went to Nashville for a week and of course had Carina watch Olly! He just loves it there! Thank you for taking such good care of my baby! ❤️ (more)

from

$45

per night

Dog owners in Jackson Park, Milwaukee, WI love booking dog boarding with sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Jackson Park.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Jackson Park dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Jackson Park, Milwaukee, WI who can provide the care your dog needs, when they need it.

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 Jackson 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:

Dog Boarding