Dog Boarding in Williamsburg, 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.
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1. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

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

"My friends and I call Kylie the Dog Whisperer. She is one of the kindest and caring people I know. She also is very knowledgeable when it comes to caring for... (more)"

2. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

11 repeat clients

"Monica was wonderful with my two pups! They both felt comfortable the second they met her!! She sent multiple pictures throughout their stay which was great.... (more)"

3. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

10 repeat clients

"We were very happy with our experience with Andrea. Wrigley loved playing in the backyard and got along great with Molly. It was evident from the meet and gr... (more)"

4. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

1 repeat client

"Melainie did a great job watching Buddy. She sent lots of picture updates and was very patient with him. He is an older dog and can sometimes be very needy, ... (more)"

5. Jonathon W. & Kelsey

Great for last minute requests!

Harambee, Milwaukee, WI, 53212

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

9 repeat clients

"Penny absolutely loved staying with Jon and Kelsey for the weekend! They sent plenty of photos - which I really appreciated. It looked like she had so much f... (more)"

6. Rebecca

Loves long walks on the Riverwalk!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding

"Rebecca was a wonderful sitter. She took care of my dog as I would have, he came home happy, and she reassured me that he was ok the whole time I was out of ... (more)"

Available this weekend
7. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Carolina was was very sweet and caring for my dog (who is very shy). She sent me regular text updates that made me feel secure about leaving my dog with some... (more)"

Available this weekend
8. Abigail

Saving the world by snuggling dogs

Riverwest, Milwaukee, WI, 53212

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

"Abby is my go-to person for when I need a sitter for my special-needs senior fur baby! My dog cannot be left alone for long periods of time and requires medi... (more)"

9. Nicole

Trust-worthy, dog lover!!

Shorewood, WI, 53211

Dog Boarding

"I have known Nicole as an animal lover and advocate for many years. She is a compassionate person that shows kindness to all animals. She is a very respons... (more)"

10. Jo Ann

I want to connect with your pet!

Riverwest, Milwaukee, WI, 53212

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

6 repeat clients

"Thank you JoAnn for watching my dog for 3 nights in a row, walking him, and letting him be comfortable where ever he wanted in your home. Love your backyard ... (more)"

11. Carrie Ann

Moore's Dog Sitting

Shorewood, WI, 53211

Dog Boarding, Doggy Day Care

31 repeat clients

"Carrie and her sons took very good care of our little Mini Schnauzer. He seemed to enjoy being around a couple extra dogs to keep him busy. He was definitely... (more)"

12. Quinn

Home 90%, will take swim&hike

Avenues West, Milwaukee, WI, 53233

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

2 repeat clients

"Quinn was very good with our dog (55 lb Lab "Ame"). We can tell she was given plenty of attention, exercise, and care. She sent photos and updates regularly.... (more)"

Confirmed Holiday Availability
13. Sarah

Responsible animal loving family

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Doggy Day Care, Dog Walking

"Sarah is kind, attentive, and loving toward Lola and welcomed her into her lovely family. Couldn’t ask for a better dog sitter! (more)"

14. Mckenzi

lots of walks/ playing

Lower East Side, Milwaukee, WI, 53202

Dog Boarding

"McKenzi has watched my two dogs numerous times She has her own dog, and us very caring and responsible She takes the dogs for walks morning and nights. An... (more)"

Confirmed New Years Availability
15. Sophie

My dog snuggles are award winning

Lower East Side, Milwaukee, WI, 53202

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

"Sophie would be a wonderful pet parent because she truly cares about animals and sees them as part of the family! She is very responsible and reliable. I hav... (more)"

Available this weekend
16. Eric

Fenced in back yard!

Glendale, WI, 53217

Dog Boarding, Drop-In Visits, Dog Walking

About: I am free nights and weekends. Smaller house but great fenced in backyard. You dog will stay with myself and my lovely wife Alissa. We also have ... (more)

17. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

4 repeat clients

"Wanda cared for my dog Elway for the last 5 nights while I was out of town. She was so very compassionate and kind ....Elway is a "Senior " at age 15 .....ca... (more)"

18. Dyionesious

Active and Loving!!!

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Dog Walking

About: Hello, I am a lover of all animals (dogs especially) and have had an absolute blast loving and caring for my own pup that I want to spread the love... (more)

19. Abbey

the reason u can escape 4 a weekend

Murray Hill, Milwaukee, WI, 53211

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

"On multiple occasions Abbey has watched my dog Charlie for me. He is an energetic dog that needs a lot of time to run around and play and Abbey always makes... (more)"

20. Jenny

Fenced yard & pup to play w/ yours

Shorewood, WI, 53211

Dog Boarding

1 repeat client

"Our dog Ginger had a fantastic time with Jenny and her pup Rita. The dogs got a long great and Jenny and her husband made us feel very comfortable leaving he... (more)"

Pet parents in Williamsburg, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Williamsburg dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Williamsburg, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Williamsburg.

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 Williamsburg, 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: