Dog Boarding in Roosevelt Grove, 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.

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Cindy T.
1.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy was great and so accommodating for our 5-month old Bernedoodle. He unfortunately got a bit sick during his stay and Cindy handled it like a pro and kept u… (more)

from
$35
per night
Confirmed availability: 4th of July
Deann R.
2.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

Deann was very accommodating with pick up/drop off times. She sent pictures of the kiddos each day and they look like they had a blast with her! (more)

from
$35
per night
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Kim M.
3.
Kim 
Verified Enhanced Background Check
Fenced yard and lots of love!Timmerman West, MILWAUKEE, WI, 53225
Dog Boarding

Kim was very accommodating. My dog suffered a minor foot injury right before she was supposed to stay with Kim and Kim was great about it, making sure the cone … (more)

from
$27
per night
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Blythe R.
4.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe took care of my dog, Reba, over a long, holiday weekend and she provided multiple daily updates and pictures for me! Reba seemed to be very well taken ca… (more)

from
$35
per night
Mae V.
5.
Mae 
Verified Background Check
Welcome to Our Pawsome Family!Washington Park, Milwaukee, WI, 53208
Dog Boarding, Drop-In Visits, Dog Walking

Mae was awesome! She updated me with my boys, communication was great! My boys had a good time with her and definitely bringing the boys back to her whenever. (more)

from
$55
per night
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6.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Jill was amazing! She let our very cuddly and no-concept-of-personal-space chocolate lab sleep next to her and sit with/on her on the couch all weekend. Our dog… (more)

from
$45
per night
Confirmed availability: 4th of July
7.
Leave your pet in good hands!Murray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sierra did a wonderful job taking care of our 1 year-old Labradoodle. She took our dog on plenty of walks and even on a special outing to the pet store to get a… (more)

from
$45
per night
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8.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor was a great sitter for my little pup Gigi. She was always giving updates and sending pictures, took her on multiple walks!! , and gave her a lot of love. … (more)

from
$75
per night
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9.
Love to walk and cuddle.Whitefish Bay, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rhonda was amazing! She would send my wife and I daily updates of her and Bella's adventures. When we pulled up to Rhonda's house, Bella was chilling on her lap… (more)

from
$30
per night
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10.
Jen 
Verified Background Check
Unoffended by slobber & muddy pawsEnderis Park, Milwaukee, WI, 53210
Dog Boarding, Doggy Day Care

Jen was an amazing sitter for my chug Izzy! She was patient with my somewhat shy dog, who quickly grew close with the family. Thank you again! We’ll be in touch… (more)

from
$27
per night
AVID DOG LOVERS AND FOSTERINGLong View, Milwaukee, WI, 53218
Dog Boarding, Doggy Day Care

Rebecca has watched my Bullseye a few times. Her home is very dog friendly. She has 2 small dogs who are so sweet and love trying to play with my big guy. She t… (more)

from
$64
per night
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Opening home after losing petWest Allis, WI, 53214
Dog Boarding, Dog Walking

April and Brad were very welcoming to Carson and gave him lots of TLC. When we stopped for the meet and greet, I immediately felt comfortable about leaving Cars… (more)

from
$50
per night
Confirmed availability: 4th of July
13.
WFH Dog lover with dog park !Lower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
10 years of experience

About: I have grown up with dogs for my entire life. I have always had the pitter patter of paws running around and have had dogs of my own for the past 6 y… (more)

from
$80
per night
Confirmed availability: 4th of July
your pets are my priority.West Allis, WI, 53227
Dog Boarding, Drop-In Visits, Doggy Day Care

Top notch! Leandrea sent so many pictures while we were gone. I was nervous for about a day, but after seeing how our dog was adapting I realized I had made the… (more)

from
$40
per night
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I love dogs!!!!Clarke Square, Milwaukee, WI, 53204
Dog Boarding, Dog Walking
10 years of experience

Jennifer was really responsive the two weeks my dog was at her house and I received updates and pictures during that time. (more)

from
$30
per night
Calendar Recently Updated
16.
I love pets! Pets are family :)Avenues West, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Jayla had so much fun hanging out with Megan for the weekend! She enjoyed walks and snuggles. I even received pictures and updates on Jayla! (more)

from
$40
per night
Calendar Recently Updated
17.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

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 update… (more)

from
$35
per night
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18.
Animal kindness=Mark of a good soulKilbourn Town, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

We were delighted to meet Sabrina and discover how at ease she was with our dog Flush. Sabrina prepared a gift from Santa for Flush and walked her a lot, makin… (more)

from
$50
per night
Confirmed availability: 4th of July
For the Love of the Dog-WI™Pheasant Run, Milwaukee, WI, 53224
Dog Boarding

Michelle is absolutely amazing!! I have 3 big dogs, one of which has high anxiety and another who on occasion marks in the house. When meeting Michelle, I told … (more)

from
$38
per night
We’ll meet your dog's needs!Grasslyn Manor, Milwaukee, WI, 53216
Dog Boarding, Drop-In Visits, Dog Walking

Elizabeth took such great care of Chip. She sent us a really sweet update as well. Looking forward to using her and her family again in the future! (more)

from
$32
per night

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1,089 owners have reviewed sitters in Roosevelt Grove, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Roosevelt Grove dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Roosevelt Grove, Milwaukee, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Roosevelt Grove dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Roosevelt Grove, 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: