Dog Boarding in Williamsburg, Milwaukee

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

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1. Tia

❤️Professional Dog Lover❤️

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

"Tia was so wonderful and accommodating. I would highly recommend her. Ellie was so happy after spending some time with her! Thank you for a perfect stay! (more)"

2. Megan

I love your dog already!

Lower East Side, Milwaukee, WI, 53202

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

"Adele was the best sitter we have found on rover to days. She was very flexible with meeting us before the trip, asked us questions, and sent lots of pics du... (more)"

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3. Samantha

Home full time & love to walk!

Northpoint, Milwaukee, WI, 53211

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

"I can't say enough good things about Sam! She has been dog sitting for my puppy for the past 3 weeks. She is caring, responsible, and fun. Oliver (my pup) li... (more)"

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4. Hannah

Home full-time, love long walks!

Downer Woods, Milwaukee, WI, 53211

Dog Boarding

"Hannah was great with my little Maya. She sent photos of her having a good time and Maya seemed upset to leave! I’ll certainly bring her back. (more)"

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5. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

"Lucy had a great time, and we're happy that she has such a great home away from home! We love the pictures of Lucy and her friends - thank you, Steve! (more)"

6. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

"My dog had a great time with Matt and his dogs. He got to spend a lot of time out in Matt's yard and I loved the pictures he sent. Matt was also great with t... (more)"

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7. Alexis

Dog, hikes and walks lover

Upper East Side, Milwaukee, WI, 53211

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

"Alexis was wonderful! It was my first time using Rover and she exceeded all expectations. She kept us up to date with how our dog was doing, and sent lots of... (more)"

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8. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

"Jim was the best dog sitter! I would recommend him for anyone. He was always updating me and sending me pictures of Charlie while I was away. Charlie had so ... (more)"

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9. Christy & Lucas

Flexible availability!

Riverside Park, Milwaukee, WI, 53202

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

"I’ve never met anyone who loves dogs as much as Christy. I haven’t cared for many dogs, and Christy is my go-to for any knowledge related to dogs: be it trai... (more)"

Confirmed availability
Thanksgiving
10. Nina

I will love your dog like my own.

Juneau Town, Milwaukee, WI, 53202

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

"Nina and her mom seemed so thrilled to have Logan’s company. When she sent me a picture, Logan looked like he was in absolute heaven which is all that any ma... (more)"

11. Gabriella

I’ll treat your dog like my family

Avenues West, Milwaukee, WI, 53233

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

"Gabriella was great! She was really accommodating with my last minute boarding request and Olly loved his time with her. I picked up one happy pup after a 2 ... (more)"

Confirmed availability
Thanksgiving
12. Rita

I LOVE LONG WALKS!

Whitefish Bay, WI, 53217

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

"Rita was great! Easy to work with. I will use her in the future. (more)"

13. Amanda

Spacious apartment with a dog park

Lower East Side, Milwaukee, WI, 53202

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

"Amanda is an extremely loving dog sitter and I would trust her with my dog any day. She keeps them busy, but does lots of cuddling to make sure that every pu... (more)"

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14. Auria

Home full time, LOVE dogs!!!

Glendale, WI, 53209

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

"My dog seemed to enjoy himself and be comfortable the whole time. Auria was very flexible with me when it came to pick up and drop off times and sent updates... (more)"

15. Hayden

Home full-time, flexible

Riverwest, Milwaukee, WI, 53212

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

"Hayden was great! Zuzu loved him, and he was easy to communicate with. (more)"

16. Carrie Ann

Moore's Dog Sitting

Shorewood, WI, 53211

Dog Boarding, Doggy Day Care

"Carrie Ann was a very pleasant and welcome host four our three dogs. After a last minute change in plans, Carrie Ann was willing to accommodate and care for ... (more)"

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17. Jennifer

Large fenced yard,flexible schedule

Riverwest, Milwaukee, WI, 53212

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

"Jennifer was great with mr boo radley. Will definitely use again. Loved her pictures she sent, her great communication, and her fenced in backyard! (more)"

18. Sara

Long walks and a fenced in yard

Downer Woods, milwaukee, WI, 53211

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

"My pup had a great time! She is very sweet and accommodating. (more)"

Confirmed availability
Thanksgiving
19. Anne

Home full time-constant enrichment

Riverwest, Milwaukee, WI, 53212

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

About: I've had dogs my entire life and I frequently dog sit for extended periods of time for my own friends' dogs. I love making it a small get away for ... (more)

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20. Regina

I’ll love your dog like my own

Riverwest, Milwaukee, WI, 53212

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

"I don’t trust many people to take care of Ceili, but I do trust Regina. Ceili loves Regina and the time she spends with her. Regina goes out of her way to ma... (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: