Dog Boarding in Highwood Estates, Milwaukee

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

1. Elizabeth

Specializing in Small/Medium Dogs

New Berlin, WI, WI, 53151

Dog Boarding, Doggy Day Care

3 repeat clients

"Elizabeth (and family) could not have been a more perfect fit for our needs. We have a 5 lb. Chihuahua (Ruby) and I always struggle when I have to leave her ... (more)"

2. 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)"

3. Julie

Dogs complete the family!

Wauwatosa, WI, 53226

Dog Boarding, Doggy Day Care

"I would give Julie 10 stars if I could! I highly recommend anyone needing dog overnight services to book with Julie and her family. My Blackberry had a great... (more)"

4. Teena

Peaceful village fence work at home

Elm Grove, WI, 53122

Dog Boarding, Doggy Day Care

7 repeat clients

"The service Teena offers is excellent!!! Being empty nesters, my husband and I think of our dog Stella as our baby now. Teena understands this and goes abo... (more)"

5. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

13 repeat clients

"Our doggie's second stay with Brian and Becky - and we could not be more content. Love, love, love the one-on-one attention for our girl Olive! Brian confi... (more)"

6. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

3 repeat clients

"Highly recommend Camry! She was flexible with drop-off and pick-up times (even when the pick-up was delayed by hours while I was traveling), sent adorable p... (more)"

7. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

6 repeat clients

"Mya (our dog) LOVED staying with April and Matt. They loved Mya like their own dog. She send me pictures and updates throughout the weekend, and I already bo... (more)"

8. Vanessa

Great Home in BayView w/Fenced Yard

Bay View, Milwaukee, WI, 53207

Dog Boarding, Dog Walking

9 repeat clients

"Ivan's stay with Vanessa went great. Vanessa was easy to work with throughout the entire process. She was flexible with her schedule and allowed us drop Iv... (more)"

9. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

9 repeat clients

"I have taken my three dogs to Sandy several times. I have a Golden named Molly and two Shih Tuz named Georgie and Gacie. Sandy gives them the run of the hous... (more)"

10. Micha

Garden District Bed & Biscuit

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"Lucy's stay with Micah was our first experience with Rover and it couldn't have been better! I was able to book pretty last minute in a pinch, and Micah was ... (more)"

11. Laci

A dog lover and animal enthusist

Red Oak Heights, Milwaukee, WI, 53220

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

About: I grew up around dogs. My first dog was a greyhound rescue. As he got older his joint went bad so I have plenty of experience caring for large olde... (more)

12. Macaulay

We are lifetime dog lovers.

Walker's Point, Milwaukee, WI, 53204

Dog Boarding

"Bogey had such a great time and was all tuckered out from playtime with Belle! Also, the photos were much appreciated and made being away from our fur baby a... (more)"

13. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

25 repeat clients

"Katie did an excellent job with our two mini dachshunds! She is patient, relaxed, and willing to go above and beyond to make the dogs feel comfortable. We ... (more)"

14. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding

6 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)"

15. Kari

Best Friend Boarding

New Berlin, WI, 53227

Dog Boarding, Doggy Day Care

25 repeat clients

"Madison had a wonderful time staying with Kari and her family. She loved all the freedom in the fenced in yard - and I loved knowing she was having a great t... (more)"

16. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

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

1 repeat client
No Reviews Yet

About: Robert and I have had dogs on and off all of our lives. Combined we've had large breeds and small ones so we are very comfortable loving and taking... (more)

17. Tarah

Loving home for your fur baby!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

"I am so glad Tarah could watch over Koda while I was gone for a few days. She is very caring and kind. She sent me pictures and updates daily. Definitely... (more)"

18. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

2 repeat clients

"Loni was great, would definitely use her to watch Monk again. (more)"

Confirmed Easter Weekend Availability
19. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

2 repeat clients

"Daniel and his family were far above what I'd hoped for. My Dill is an anxious dog, but Daniel was exceedingly patient and after a short time, Dill got more ... (more)"

20. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I have two Cavalier King Charles Spaniels and a cat, all little ladies. I also foster dogs and cats through local rescues. My dogs get along with a... (more)

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Learn About Premier

When it comes to dog boarding, dog owners in Highwood Estates, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of dog boarding in Highwood Estates may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

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 Highwood Estates 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 Highwood Estates, 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 Highwood Estates, 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: