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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Available this weekend
1. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

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

62 repeat clients

"I was a little worried leaving my pup with a stranger for the first time, but Daniela was fantastic! She texted me updates and photos multiple times a day. B... (more)"

Available this weekend
2. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Drop-In Visits

85 repeat clients

"Our 5 month old puppy, Remi, stayed on his first overnight with Tia. He had a great time - as verified by the pictures that Tia sent to us! He got to play ... (more)"

3. Kalie

Passion for helping pups!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Kalie has grown up around dogs all her life. She has great patience with them and loves to work with them in teaching them new tricks and the important skill... (more)"

Confirmed Holiday Availability
4. Gayle

We like long walks on the beach! :)

Yankee Hill, Milwaukee, WI, 53202

Dog Boarding

About: Many of my friends have dogs along with myself, and I love them all! We have birthday parties and events for them all of the time. I truly can't im... (more)

5. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

8 repeat clients

"Sandy watched my 5 year old Shih Tzu, Gizmo for three days and did an excellent job. He can be a diva so we didn't know what to expect. The second we arrived... (more)"

6. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

2 repeat clients

"We felt at ease leaving Willie with the girls for a few days. Communication was timely and easy. They were very accommodating in scheduling drop off and pick... (more)"

7. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

9 repeat clients

"Brian and Becky are outstanding caregivers! Communication throughout the booking process was extremely prompt, and we received lots of updates and pictures o... (more)"

8. Amy

A fun, caring & loving dog sitter!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding

1 repeat client

"Amy was so accommodating taking Benji last minute. She made him feel right at home and me at ease and sent me lots of pictures. She had lots of space, a back... (more)"

Confirmed New Years Availability
9. Stephanie

Friendly, Experienced Dog Foster!

Milwaukee, WI, 53211

Dog Boarding, Dog Walking

1 repeat client

"Stephanie did a great job taking care of Gordon while I was away for five nights. He can be shy with strangers but he warmed right up to her! She took him to... (more)"

10. Trevor

Active dog loving couple downtown

Brewer's Hill, Milwaukee, WI, 53212

Dog Boarding, Doggy Day Care

2 repeat clients

"Travel and Kristen took great care of Zuma, and we're very conscientious to ask about his car instructions. He was all brushed and soft when we picked him u... (more)"

11. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

3 repeat clients

"Wanda was fantastic! She was kind and communicative. Our dog was happy and so am I. Thank you Wanda! (more)"

12. Staci

Calling all East Side Pets!

Lower East Side, Milwaukee, WI, 53202

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

5 repeat clients

"Staci's dog and my own got along very well. My dog was happy and TIRED after leaving. Staci was also flexible with my pick up time. If I travel to Milwauk... (more)"

13. Matt

Dogs get all my care and love

Lower East Side, Milwaukee, WI, 53202

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

"Matt was fantastic! Very polite and courteous. He responded anytime I text or called and he was great with my dogs. I received pictures from Matt everyday a... (more)"

14. Rebecca

Can I pet your dog?

Juneau Town, Milwaukee, WI, 53202

Dog Boarding

1 repeat client

"Our sweet pea felt perfectly at home. Rebecca was very acomodating and such a (more)"

Confirmed New Years Availability
15. Aspen

I'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

1 repeat client

"Aspen took care of my dog for over a week when I was out of town. My dog, Austin, got along well with her sweet dog and had a blast hanging out in her back y... (more)"

16. Megan

Patient, Responsible, Dog Lover!

Whitefish Bay, WI, 53217

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

1 repeat client

"I can not say enough good things about our experience with Megan. She is a kind and caring person who obviously loves dogs. It was easy to communicate with h... (more)"

Available this weekend
17. Krista & Scott

Dogs are members of the family!

Murray Hill, Milwaukee, WI, 53211

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

"In my four years of knowing Krista, I can confirm that she is a great professor, a really good friend, and a responsible mother to her greyhound Texas. I am ... (more)"

18. Angie

Your pet is in good hands!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Angie took great care of dog. She was sad to leave and enjoyed her stay. Thank you again (more)"

19. Amanda

I'll be best friends with your pet!

Murray Hill, Milwaukee, WI, 53215

Dog Boarding, Drop-In Visits, Dog Walking

"She is a great sitter! Would book again... (more)"

20. Scott

Not your Grandpa's Dog sitter

Lower East Side, Milwaukee, WI, 53202

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

"Flexible. Good job with my dog (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: