Dog Boarding in Maitland Park, 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.
1. Alyssa

Doggie paradise near many parks!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

3 repeat clients

"Alyssa and Hunter were awesome dog sitters for Rusty! When we first met them they took the time to get to know Rusty. Once we left for our trip we received p... (more)"

2. Alli

Home full time- fenced in yard

Bay View, Milwaukee, WI, 53207

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

3 repeat clients
No Reviews Yet

About: I own two large friendly dogs of my own and would love to welcome your dog into my house too. I work from home so they will never be unattended, my... (more)

3. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

Dog Boarding, Drop-In Visits, Dog Walking

"Sherry is my sister. We grew up with pets our entire lives. Now we can't be without them! In addition to loving and caring for her own pets, Sherry has been ... (more)"

4. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

48 repeat clients

"Dan and his wife were wonderful to our pup, Abbie. It is obvious they love animals and Abbie had a great vacation there!! Dan did an awesome job sending upd... (more)"

5. Jill

I have two great dogs and a fence

Greenfield, WI, 53228

Dog Boarding

2 repeat clients

"Jill helped me out at the last minute. Her dogs are super friendly and I know my Otis had a great time. (more)"

6. Erin

My dog loves new friends!

River Bend, Milwaukee, WI, 53219

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

"Erin was fantastic! We received updates while we were traveling, letting us know that Harold was having a good time. Highly recommend! (more)"

Confirmed Memorial day Availability
7. Miranda

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Miranda and her husband Mike were very good with my pup. After a previous Rover booking cancelled last minute, Miranda was able to set up a meet and greet an... (more)"

8. Kasey

Dog foster mom turned rover sitter

Oak Creek, WI, 53154

Dog Boarding, Doggy Day Care

"I’m so glad we booked with Kasey. We have two dogs who are used to being watched by people they know. One is easy going and the other is high maintenance. Sh... (more)"

9. Kara

Walker-runner-snugger-ball thrower

Bay View, Milwaukee, WI, 53207

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

3 repeat clients

"Kara has been fabulous with my dog Iggy! He can be a bit anxious when left alone, but has really taken to both Kara and her two dogs and always comes home ti... (more)"

10. Rita

I work close to home

Oak Creek, WI, 53154

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

6 repeat clients

"Rita was very good with our Shadow! I was very hesistant having our pup stay with someone new but I appreciated her patience and gentle manner with him consi... (more)"

11. Amber

Welcome to our home!

Wedgewood, Milwaukee, WI, 53220

Dog Boarding

3 repeat clients

"Amanda was great and so accommodating. i would highly recommend her and will definitely use her again! Her dog Brutus is such a sweathart! :) (more)"

12. Kristina

Dogs are my happiness :)

Bay View, Milwaukee, WI, 53207

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

2 repeat clients

"Kristina was excellent and easy to work with. She was exemplary watching my two trouble making dogs for a week. I will use her again. (more)"

13. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

Dog Boarding

8 repeat clients

"Traci and family cared for our pup while we were gone over spring break on a family vacation. We loved that she only cared for 1 dog at a time, and would ... (more)"

14. Mary & Joe

Large fenced in yard, lots of room

St. francis, WI, 53235

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Mary and Jo were absolutely fantastic to leave Willie with overnight. Their home and fenced in yard work perfect for Willie to rome and run in. Communicat... (more)"

15. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

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

6 repeat clients

"It was great experience. Zhanae is very professional dog sitter and great person. She kept sending pics and messages to show how or puppy was doing. Definite... (more)"

16. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

12 repeat clients

"Valeria watched our dog Otis for 10 days while we were on a long vacation. She gave us regular updates and photos which was so good to see while we were away... (more)"

17. Katherine

Loving, caring & responsible.

Greenfield, WI, 53220

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

1 repeat client

"Katherine has grown up along many different kinds of animals since she was little. She is loving, caring, and very tentative. She has the best personality to... (more)"

18. Lisa

What beats the love of a dog?

Southpoint, Milwaukee, WI, 53221

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

1 repeat client

About: My name is Lisa, and I love dogs! Pretty sure everyone here says that. I would like to watch your dog in your home because the less their world i... (more)

19. Mabeth

Home full-time❤️dog, fenced yard

Bay View, Milwaukee, WI, 53207

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

2 repeat clients

"Mabeth is the epitome of the perfect dog sitter. Following a meet & greet, and home tour, our pup Shadow had a blast running around in the backyard and playi... (more)"

20. Lelia

Always home to love on your dog!

Oak creek, WI, 53154

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

"I can not say enough about Lelia and how she cares for my dogs! We have 3 (9mo, 1yr, and 4yr) she is nothing but patient with the crazy puppy antics of the ... (more)"

Dog owners in Maitland Park, 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 Maitland Park.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Maitland Park dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Maitland Park, Milwaukee, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 Maitland Park, 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: