Dog Boarding in Highwood Estates, Milwaukee

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

Search Results

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Kristina F.
Hikes with your pup!West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kristina was amazing and I will definitely be booking her every time I need a puppy sitter. She was great at communicating and provided pictures and updates. He… (more)

from
$35
per night
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Scott H.
2.
Dog lover and frequent sitterFairview, Milwaukee, WI, 53219
Dog Boarding, Doggy Day Care, Dog Walking

Scott was incredible! He even handled our pup, who’s literally scared of a dog dish (among other things), with the expertise and know-how that you’d dream of in… (more)

from
$39
per night
Jill M.
3.
Caring Animal-Loving Vegan 💜West Allis, WI, 53227
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jill is the BEST! She watched my 1 year old Springer for a week while I was on vacation. She made sure that she knew every detail of Ruby’s routine and was so a… (more)

from
$38
per night
Confirmed availability: Labor Day
Daniel L.
4.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

Daniel did a great job with watching the pups. He sent nice updates and pictures. I would highly recommend him to watch any dogs and will definitely use him aga… (more)

from
$30
per night
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Karen & Toy
Ready to play and cuddleTippecanoe, Milwaukee, WI, 53207
Dog Boarding, Doggy Day Care

Karen and Toy were great. Our dog seemed to have a great time and came home happy and tuckered out. She kept us updated and feeling comfortable. (more)

from
$28
per night
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6.
Will love yours like I loved my ownWest Allis, WI, 53219
Dog Boarding, Dog Walking

My dog Duke loves to play fetch and take walks. Marc was kind enough to make sure Duke got his favorite past times taken care of during his stay, and sent me p… (more)

from
$30
per night
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my priority is in your pets.West Allis, WI, 53227
Dog Boarding, Doggy Day Care, Dog Walking

Leandrea was amazing with my only 2 month old puppy! She has an older pup who played really well with him and she was amazing at keeping me updated on how he wa… (more)

from
$30
per night
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8.
Young or Old, All Dogs are WelcomeTown Of Lake, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Erin was super nice and took wonderful care of my old dog. I did a trial run of a one night stay to see if it was a good match for a longer stay next month. R… (more)

from
$35
per night
Confirmed availability: Labor Day
Caring Vet TechWest Milwaukee, WI, 53214
Dog Boarding, Drop-In Visits

Caitlin did an amazing job watching my 90 pound lab. She sent me pictures/videos of him and updates throughout his stay, which he looked incredibly happy in. Sh… (more)

from
$35
per night
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10.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

Deann took great care of our cat, Fuji! She was a great communicator, sent pictures, and was super flexible with our changing travel plans. She was patient with… (more)

from
$35
per night
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11.
Dog mom and plant momFairview, Milwaukee, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

CC had such a good time at Ashley's house- I'm pretty sure she was actually sad to be home the next day. Either that or she was tired from all of the walks, out… (more)

from
$30
per night
Confirmed availability: Labor Day
12.
Let me care for your furry babies!Brookfield, WI, 53005
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Baylee was great to work with — so responsive and kind. More important, she took great care of our little Buddy and kept us posted on how he was faring during … (more)

from
$45
per night
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13.
Dog mom who loves all animals!Greenfield, WI, 53220
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

We were visiting family in the area and took a chance on rover.com for some doggie daycare for a couple days. Janice was extremely easygoing, flexible, and trul… (more)

from
$45
per night
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14.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy’s always the best! She’s so flexible, and Sterling absolutely adores staying with her. She always shows him such love and - best of all - he always has d… (more)

from
$35
per night
Confirmed availability: Labor Day
15.
Soulmate love giver,Milwaukee, WI, 53214
Dog Boarding, Doggy Day Care

Amparo did a great job boarding our puppy Jack over the weekend! We had a good meet and greet prior to booking, and we could tell by the tail wags that Jack wo… (more)

from
$45
per night
Confirmed availability: Labor Day
16.
I am a avid pet lover.West Allis, WI, 53214
Dog Boarding

Dawn was great, our Maggie Moonpie enjoyed spending time with her & I’m not sure Moonpie was ready to come home at pick up. We received updates and pictures of … (more)

from
$35
per night
Calendar Recently Updated
Dog Loving Family in Franklin!Franklin, WI, 53132
Dog Boarding

We couldn’t have asked anyone better to watch our two young pups while we were away for a week! Danielle and her family were so loving and our girls even looked… (more)

from
$35
per night
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18.
A caring place for your pet to stayBrookfield, WI, 53005
Dog Boarding

Valerie was very responsive and so sweet. I immediately trusted her and my dogs were very happy in every picture she sent. Got them home and they are pooped out… (more)

from
$30
per night
19.
Wauwatosa's Wag More MotelWauwatosa, WI, 53213
Dog Boarding

Andrea and her family are awesome!!:). We feel so comfortable every time our pup goes there! Winston also loves coming and gets so excited...:) (more)

from
$35
per night
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20.
Best Friend BoardingNew Berlin, WI, 53227
Dog Boarding, Drop-In Visits, Doggy Day Care

Kari was the perfect choice for sitting our dog. It was our first time leaving him with anyone besides family and Kari made us feel like he was still with famil… (more)

from
$38
per night

Rover also offers Dog Boarding in:

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: