Dog Boarding in Brynwood, Milwaukee

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

1. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

166 repeat clients

"Tia was amazing with your 7 month old puppy, butler! I received daily updates of him playing with all If the other dogs and was was given an exhausted dog up... (more)"

2. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

11 repeat clients

"Wendy and her family were absolutely wonderful. We were a little concerned leaving Trigger for the first time with a stranger, but they took the BEST care of... (more)"

3. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

41 repeat clients

"Highly recommend Melissa! Such a great atmosphere for my dog, Suko. I have booked through Melissa twice now and I’m still so thankful I stumbled across her p... (more)"

4. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

8 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)"

5. Terri

Calm environment, work from home

Wauwatosa, WI, 53225

Dog Boarding, Doggy Day Care

1 repeat client

"Our dog had a great stay with Terri ! He was very quick to fall in love with her . She and her husband are absolutely wonderful with dogs. For the first time... (more)"

6. Cindy


Wauwatosa, WI, 53222

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

51 repeat clients

"Lola had so much fun during her four night stay with Cindy! Lola had playmates for the entire weekend, and Cindy sent us daily updates with pictures to show ... (more)"

7. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

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

24 repeat clients

"We could not recommend Jenni enough. We hired Jenni over 6 years ago. She not only forms a bond with our 3 dogs she has allowed us the freedom to leave for ... (more)"

8. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

5 repeat clients

"Lucinda was so great with Fiona. She was very accommodating and attentive to her. Took her on walks, played fetch with her and sent lots of pics :) would def... (more)"

9. 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)"

10. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

6 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 (more)"

11. Amanda

Flexible Schedule, Large Fence Yard

Kops Park, Milwaukee, WI, 53222

Dog Boarding, House Sitting

2 repeat clients

"I can’t say enough about Amanda’s care for my dog! Her and her husband treated Dash like their own pet for the weekend. They sent great pictures and communi... (more)"

12. Michelle

Full Time Care /Fenced in yard

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

14 repeat clients

"So thankful of Michelle to help us out on Christmas Day. We had her watch Ollie for about 5 hours and we picked up one tired pup. Michelle was great and ver... (more)"

13. Lon

Active Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"This was our first time using Rover or leaving Cordelia with anyone who was not family. Lon was absolutely great! His dog and Cordelia got along really, he... (more)"

14. 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)"

15. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

40 repeat clients

"When we first met with Kathy, her love for dogs was completely obvious! We knew our dog Speedy would be in wonderful hands while we were out of town. Kathy... (more)"

16. Emma

Compassionate animal lover

Glendale, WI, 53209

Dog Boarding, Dog Walking

"Emma is a true dog lover and has been since day one. She shows her love of dogs so much, that I truly believe that she loves dogs more than people. She is a ... (more)"

17. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Great (more)"

18. Shannon

Can your dog keep up with ours?


Dog Boarding

2 repeat clients

"I feel that Cyrus was right at home with Shannon. I really love the fact her 2 Great Danes and Cyrus became friends as well. I would definitely recommend Sha... (more)"

19. Pamela

Give your pet a vacation too!

Brown Deer, WI, 53223

Dog Boarding

3 repeat clients

"Pamela was great with our pups while we were out of the country. She emailed pictures, gave us updates on how they were doing, and even welcomed a guest to ... (more)"

20. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding

9 repeat clients

"Amanda took great care of my crazy dog Buffy! When I picked her up, she actually was sad to go! I could tell that she had a busy, active weekend, which I gre... (more)"

Dog owners in Brynwood, Milwaukee, WI love booking dog boarding with sitters on 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. 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: