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Dog Boarding in Jackson Park, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability
4th of July
1. Deann

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

"She was so great! Very flexible and accommodating. Her kids played with my dog, and I know my dog enjoyed the love and cuddles! Highly recommend and will be ... (more)"

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2. Miranda & Michael

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"Miranda and her husband Mike were very good with my pup. After a previous Rover booking cancelled last minute, Miranda was able to set up a meet and greet an... (more)"

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3. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"As always Julie and family are so great and accomodatjng and i really appreciate the lovin they give to my little girl when I’m away. They will always be my ... (more)"

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4. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Mellisa is great, sending pictures everyday, and really taking care of our really hyper pup. (more)"

Confirmed availability
4th of July
5. Alyssa

Doggie paradise near many parks!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Alyssa and Hunter were awesome dog sitters for Rusty! When we first met them they took the time to get to know Rusty. Once we left for our trip we received p... (more)"

6. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Molly seemed to have a great time! She seemed to be very well taken care of even with her special needs at night time. We will definitely be booking again in... (more)"

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7. Jill

I have two great dogs and a fence

Greenfield, WI, 53228

Dog Boarding

"Jill helped me out at the last minute. Her dogs are super friendly and I know my Otis had a great time. (more)"

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8. Michaelangelo

Full time availability

West Allis, WI, 53219

Dog Boarding, House Sitting, Doggy Day Care

"Michaelangelo was great! He sent me pictures to show how she was doing. He took her for walks and played ball. He was very accommodating to the times I nee... (more)"

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9. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Diver had a fantastic stay with Sherry and her family! It felt great knowing he would be safe in her fenced in yard and he made new friends with Tippy and th... (more)"

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10. Angela

home full time fenced yard

Jackson Park, West Allis, WI, 53219

Dog Boarding, Drop-In Visits

"We would definitely use Angela again. We left our 11 week old puppy with for 5 nights and didn't have a worry. Her own dogs are very friendly and loved that ... (more)"

Confirmed availability
4th of July
11. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Marlena did a great job with Max (11 year old Golden Doodle) - a real dog whisperer. She was friendly, knowledgeable and very caring towards him. She also ma... (more)"

12. Erendira

Outdoorsy dog loving student!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Erendira was able to take Olaf on pretty short notice and was super accommodating of our schedule. She made sure our dogs would get along well and sent a cu... (more)"

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13. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Sandy is wonderful to work with. She was flexible with our drop off and pick up times, and she even helped us by picking up our pup during our wedding ceremo... (more)"

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14. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Once again, Amanda did a wonderful job with Lambeau while we were out of town for our daughter's wedding. She is very easy going and provides photo updates ... (more)"

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15. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

"Ronan and Pippen had a great stay at Aprils home. They were very well taken care of. I did not have to worry about them at all while I was gone. It was a gre... (more)"

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16. Steph

Law student who loves dogs

Avenues West, Milwaukee, WI, 53233

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Steph took great care of Boomer while I was in Milwaukee for the night! She sent me multiple photos and updates and was very professional. She is easy going... (more)"

17. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Andrea was incredible! Our dog is high energy and we were worried that we had to leave her for a week, but as soon as we met Andrea we knew we were in good h... (more)"

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18. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

Dog Boarding

"Absolutely Amazing!!! My dogs and I love Traci and her family!!! Had some last minute changes and she was very accommodating and flexible!!! Will definitely ... (more)"

19. Lisa

What beats the love of a dog?

Southpoint, Milwaukee, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: My name is Lisa, and I love dogs! Pretty sure everyone here says that. I would like to watch your dog in your home because the less their world i... (more)

Confirmed availability
4th of July
20. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Having my furry one stay with Zhanae was a great experience. She was communicative, flexible with drop off and pick up times, and most importantly, took grea... (more)"

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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.