Dog Boarding in Brynwood, Milwaukee

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

Available this weekend
1. Michelle

Loving dogs day by day

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

9 repeat clients

"Michele was very welcoming and I felt very comfortable leaving my dog in her hands. She had a great dog if her own for mine to play with and she had a lovel... (more)"

2. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

23 repeat clients

"Our Bucky had a great time at Cindy's house. He got lots of exercise, which makes him a happy boy! She did a great job with him, and we will definitely ask... (more)"

3. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

25 repeat clients

"Melissa and her husband are dog lovers and easy to work with. It is all about peace of mind-- we want our dog be well taken care of while we are traveling! (more)"

4. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

9 repeat clients

"Phoebe had a great stay at Wendy's house. She was very easy to work with and treated our pup like one of the family. We have two kids at home so it was grea... (more)"

5. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

22 repeat clients

"Brian and Becky were amazing! It was our first time using Rover and our first time boarding our dog. Brian and Becky asked us some great questions to learn a... (more)"

6. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Kristen and family are wonderful dog sitters! They made me feel comfortable with leaving my 6 month old puppy with them for his first time being away. He had... (more)"

7. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Lucinda is amazing! So gentle and caring towards our senior dog Susie. Lucinda kept us informed and sent pics to tell us how Susie was doing. Highly recommen... (more)"

8. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

"Shannon has a big heart for "fur babies" of all types, ages, and sizes. She has prior experience dog sitting and takes the commitment seriously. She is alway... (more)"

9. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Thank you, Jazmine! We knew Sherman would be well cared for with his special needs while we were on vacation. Thank you to your son for playing with Sherman,... (more)"

10. Kayla

Dog Mom

Wauwatosa, WI, 53072

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

"Riggins, our 4 month old Golden had a great stay with Kayla and her husband! We highly recommend using them for all of your pet needs! (more)"

11. Jason

Fur Baby Friendly

Wauwatosa, WI, 53213

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

1 repeat client

"Jason and his wife were wonderful with Sunny. I could tell right away they would make her feel right at home. She got so much play time and really enjoyed he... (more)"

12. Aspen

We'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

7 repeat clients

"We left Wilson for the first time in 4 years. Aspen and Chris could not have been better!!! We were looking for someone that matched our personality and we... (more)"

Available this weekend
13. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Dexter had a great time playing with Chloe's two dogs and came home ready to sleep all day. Nothing more you can ask for than a tired pup. She was also super... (more)"

14. Katie

Stay at home mom dog LOVER!

Fox Point, WI, 53217

Dog Boarding, Doggy Day Care

4 repeat clients

"Katie was fantastic! She made us feel a lot better about leaving our dog for the first time. I would definitely trust her and her family again. (more)"

15. Carissa

more than pets, they're family

Kops Park, Milwaukee, WI, 53222

Dog Boarding, Dog Walking

1 repeat client

"Daisy had a great stay with Carissa and her pup, Pluto. I loved that she had a high energy dog and I felt comfortable with Carissa handling Daisy. We got som... (more)"

16. Karissa

Fenced in Yard with a friend

Brown Deer, WI, 53223

Dog Boarding

"Karissa is patient, kind, and absolutely passionate about her dogs and their well-being. Having Karissa care for my dogs is the next best thing to caring fo... (more)"

17. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

39 repeat clients

"I had to leave the country with my entire family, so this was the first time I left my pooch with someone he didn't know. And this was the first time I was ... (more)"

Available this weekend
18. Cassidy

I can provide training sessions!

Park Knoll, Milwaukee, WI, 53225

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

"Cassidy was great with our dog (Haley) who has very high anxiety. At the meet & greet, you could see she was comfortable. Haley also has a large tumor on her... (more)"

19. Stephanie

Dogs all breeds and sizes welcome!

Menomonee River Hills, Milwaukee, WI, 53224

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

"Stephanie is really great with my dog and cats. She has always been really caring and compassionate towards my pets. She really goes off her way to make sure... (more)"

20. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding, Doggy Day Care

8 repeat clients

"Amanda watched our two dogs while we went on a spring break vacation for a week. She was very responsive and easy to work with and took fantastic care of our... (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

Dog owners in Brynwood, 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 Brynwood.

Rover.com is the simple, savvy way to find and book Brynwood dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Brynwood, Milwaukee, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Brynwood dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Brynwood, 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: