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.
Dismiss
Confirmed Holiday Availability
1. Gayle

We like long walks on the beach! :)

Yankee Hill, Milwaukee, WI, 53202

Dog Boarding

About: Many of my friends have dogs along with myself, and I love them all! We have birthday parties and events for them all of the time. I truly can't im... (more)

2. April

A dog lover missing my own doggies

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"I am so happy that we found April to watch our dog! She took incredible care of him and he was so happy and comfortable in their home. We received updates ev... (more)"

3. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

8 repeat clients

"Sandy is amazing! She really went above and beyond, and this was the first time she took care of Jackson. He has separation anxiety and needed someone to... (more)"

4. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

2 repeat clients

"We felt at ease leaving Willie with the girls for a few days. Communication was timely and easy. They were very accommodating in scheduling drop off and pick... (more)"

5. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

"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)"

6. Amy

A fun, caring & loving dog sitter!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding

1 repeat client

"Amy was so accommodating taking Benji last minute. She made him feel right at home and me at ease and sent me lots of pictures. She had lots of space, a back... (more)"

7. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding, Doggy Day Care

2 repeat clients

"We left our dog with Sarah and her family for a week while we were on vacation and it was a great choice. Sarah sent us many updates which made us feel bett... (more)"

8. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

18 repeat clients

"Penny had such a fun time staying with Kathleen! She came home and slept for quite a while and even seemed a bit tired the next day too. I know Penny enjoyed... (more)"

9. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Wonderful experience!!! I felt completely comfortable leaving Penny with Jennifer who is very knowledgeable about dogs. I really appreciated getting pictures... (more)"

10. William

Friendly,caring person ,loves pets

Franlin, WI, 53132

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

4 repeat clients

"Bill was a wonderful dog-sitter. He was so excited to have my dog stay with him, and he took very good care of him. My dog is a 14-year old Shih Tzu and does... (more)"

Confirmed Holiday Availability
11. Micha

Garden District Bed & Biscuit

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"Micha and her fiance were great. They were flexible with the drop off/pick up and very responsive to messages. Penny had a fun stay and I would happily use t... (more)"

Confirmed New Years Availability
12. 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

15 repeat clients

"Nick is a cool guy (he clearly loves dogs) and took great care of my greyhound - he kept me informed on how he was doing, sharing updates and pictures. Asimo... (more)"

Confirmed Holiday Availability
13. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

1 repeat client

"For it been our first time using this service, Loni put us at ease about leaving our dogs with her. (more)"

14. Hannah

A fun, loving, and active couple

Franklin, WI, 53132

Dog Boarding

1 repeat client

"We're so happy we left Ozzy with Hannah and Bennett. After our first experience with Rover ended poorly we were nervous about trying again but had no other o... (more)"

Confirmed Holiday Availability
15. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"Katherine has been a friend to many large dogs over the years, both her own and her friend's dogs; pitbulls, dobermans, great danes, afgan wolfhounds, etc. S... (more)"

16. Aleisha

Nothin but Smooches for your Pooch!

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"I asked Aleisha, last minute, to watch my Corgi 'Rose' so that I could attend a family get together. She had no issues with the short notice and I was able t... (more)"

Confirmed Holiday Availability
17. Victoria

Who RESCUUED who?....

St. Francis, WI, 53235

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

2 repeat clients

"Victoria was a great dog sitter. She was very accommodating of me needing to drop Stella off early in the morning and texted to let me know how Stella was do... (more)"

Confirmed Holiday Availability
18. Peter

Experienced animal caretaker.

Greenfield, WI, 53221

Dog Boarding, Doggy Day Care

About: Hi! I'm Peter, your dog's second best friend! I've never met a dog I didn't like. They provide unconditional love, loyalty and friendship, and I wa... (more)

19. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

3 repeat clients

"Heather and her husband took excellent care of our pup Stig! It was the first time he stayed with someone that wasn't an immediate family member so I worrie... (more)"

Confirmed New Years Availability
20. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

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

8 repeat clients

"Lauren was great with Athena, very understanding and friendly, with an obvious knowledge of dogs! I would definitely have her watch Athena again! (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 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: