Dog Boarding in Maitland Park, Milwaukee

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

1. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

34 repeat clients

"Daniel and his family did a wonderful job caring for our dog. They accommodated our request for boarding with short notice. Daniel quickly responded to all... (more)"

2. Gail

Safe, secure and lots of TLC!

Town Of Lake, Milwaukee, WI, 53207

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

8 repeat clients

"We love Gail!!! I am very fortunate to have found a great sitter who takes care of my dog with as much love as I would. I get daily pictures of their activit... (more)"

Available this weekend
3. Mary & Joe

Large fenced in yard, lots of room

St. francis, WI, 53235

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Mary and Joe were the best! They treated Dash like she was their own pet. I received a lot of pictures, and Dash was able to go on long walks every day, p... (more)"

4. Jaime

Franklin's Peaceful Retreat.

Franklin, WI, 53132

Dog Boarding, Doggy Day Care, Dog Walking

8 repeat clients

"Jamie and Jeff were wonderful people. They have 2 dogs that loved Stella and quickly accepted our Stella into their pack. She came home clean, well fed, safe... (more)"

5. Dana + Justin

Fenced in yard-bring to work!

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"Dana and Justin are so nice and Fiona felt right at home right away. They have a beautiful home, are very accommodating , and I would definitely go back to t... (more)"

6. Jasna

Take a Paws

College Heights, Milwaukee, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

3 repeat clients

"Jasna was awesome with Bucky and he loved his stay with her!! She was very flexible with drop off and pick up times, which is a huge plus with us!!! We will ... (more)"

7. Alisia

Like dogs better than people mostly

South Milwaukee, WI, 53172

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

1 repeat client

"Alisia was very nice and understanding! She took my pup in last minute even though we needed 3 days covered. Her dogs were very sweet and friendly! Thank you... (more)"

8. Rebecca

Daily walks to park!

Holler Park, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"Becky is a responsible and caring person. She is great with animals and they enjoy being with her as well! We have 2 dogs and a cat, Becky is always there if... (more)"

9. Kara

I love dogs and the outdoors!

Cudahy, WI, 53110

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

2 repeat clients

"Kara was great! This was my first time having my dog stay with a sitter and I was worried at first. However, Kara took amazing care of my dog! She sent me a ... (more)"

10. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

1 repeat client

"Matt and Jackie were AWESOME! They came to meet Marvin and even offered to let us drop him off the evening before our appointment instead of super early the ... (more)"

11. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

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

31 repeat clients

"Nick was great with my dog Paisley, put me at ease during my time away with updates daily and even sent a cute picture of her chilled out and happy. Would bo... (more)"

Available this weekend
12. Elba

Let's spend time walking together.

Cudahy, WI, 53110

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

"Elba is amazing, she has cared for my Dachshund and Labrador for a few weeks now. My Dachshund can be a bit stubborn and Elba has shown great patience and h... (more)"

13. Aimee

Great arm for fetch

Greendale , WI, 53129

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

"Aimee was a fantastic sitter! I have used Rover/DogVacay for many years and had some tremendous sitters. I can honestly say that Aimee, is the best sitter I ... (more)"

14. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

7 repeat clients

"Lola and Watson lived thier stay! They were tired from playing with duke in the awesome big backyard. Will definitely recommend and stay again. (more)"

15. Rita

I work close to home

Oak Creek, WI, 53154

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

1 repeat client

"Rita took wonderful care of Winston, I will definitely use her again. Thanks Rita! (more)"

16. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

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

4 repeat clients

"Having my furry one stay with Zhanae was a great experience. She was communicative, flexible with drop off and pick up times, and most importantly, took grea... (more)"

17. 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)"

18. Iris

Iris's NestingPups

Saveland Park, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"We were extremely nervous leaving our dog for the first time. Iris sent pictures everyday and updated us on how she was doing. It was perfect! We felt com... (more)"

19. Stephanie

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

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

"I can't offer enough stellar recommendations for Stephanie. She's cared for our family Shepherd/Husky mix on a variety of short- and long-term occasions. Not... (more)"

20. Emily

Pet lover! Work schedule flexible

Greenfield, WI, 53221

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

About: I've had pets all my life! Currently I have two cats and we recently rescued a beagle/German shepherd mix puppy from a local shelter. My work sched... (more)

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Learn About Premier

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: