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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Deann R.
1.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

I had a wonderful experience working with Deann! She sent me photos and even gave my puppy a thorough bath! He looked like a cotton ball when I got him back. We… (more)

from
$35
per night
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Cindy T.
2.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy was the best pet sitter! We were new to the area and traveled out of state frequently. She took fantastic care of our pups, Claude and Betty. When we move… (more)

from
$35
per night
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Andrea C.
3.
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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Lilly H.
4.
Guaranteed walks, dog parks, & loveCambridge Heights, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lillie did a wonderful job of keeping me informed about Archie-she sent photos and a video. He was very tired when he came home. I will book with Lillie again s… (more)

from
$35
per night
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Kelly B.
5.
Endless cuddles & play timeStory Hill, Milwaukee, WI, 53208
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kelly was great with our dog CC, and we will definitely be using her again in the future when we go out of town. She arranged for us to meet beforehand so CC co… (more)

from
$40
per night
Confirmed availability: 4th of July
Love as you want to be lovedLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Doggy Day Care

Mohamed was awesome! Took our pup on walks and sent tons of pictures. Will definitely book with him again!! (more)

from
$45
per night
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Must Love DogsLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lauren and Derek were amazing. I had a very last minute trip I did with my kids and their response rate was remarkable. They kindly kept me updated and Baby Or… (more)

from
$30
per night
Confirmed availability: 4th of July
8.
Home full time, LOVE dogs!!!Glendale, WI, 53209
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Auria is absolutely amazing.. my dog loves her and loves staying with her! Would fully recommend to anybody, trustworthy and updates us with daily photos :) (more)

from
$45
per night
Confirmed availability: 4th of July
For the Love of the Dog-WI™Pheasant Run, Milwaukee, WI, 53224
Dog Boarding

Michelle is obviously great with dogs. Our Westie Molly had a great time at her home, with her little Brad and some other large breeds. Thanks Michelle! (more)

from
$35
per night
Confirmed availability: 4th of July
Mom, Dog Mom and Foster Pup MomGlendale, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rest assured, Amy Lynn will take great care of your pets! She is an amazing human being with a huge heart for animals. She is one of the best dog mom's I know a… (more)

from
$40
per night
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11.
Run! Don't walk (with your pup!)Lower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This Dahlia's (my dog) first overnight stay using Rover, and the care that Brianna and Roscoe provided couldn't have been better. Dahlia can be somewhat shy aro… (more)

from
$37
per night
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Couple that really just loves dogsMurray Hill, Milwaukee, WI, 53211
Dog Boarding, Drop-In Visits, Dog Walking

Was nervous about boarding my dog at someone’s house, but everything went smoothly and I was able to enjoy my time away. Updates and pictures of my dog were sen… (more)

from
$32
per night
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13.
Here for man’s best friend!Whitefish Bay, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I had a dog growing up and now I often dog sit for my sister’s 2 dogs as well as a few of my coworkers’ dogs. I am currently working from home so my… (more)

from
$35
per night
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14.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Wilbur loves his time at Miranda’s! She sends me the best pictures and eases my puppy mommy anxiety while I’m away! Wilbur can’t wait to go stay with Miranda ag… (more)

from
$40
per night
Friendly, Fun and Faithful CareWauwatosa, WI, 53213
Dog Boarding, Drop-In Visits, Dog Walking

I am so happy to have found such a wonderful dog sitter! Karen (and Michael) are very quick to respond to messages and I received great updates while we were a… (more)

from
$35
per night
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16.
Your dog needs a vacation too! 🐶Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Una looked liked she had a great stay with Shelby and Gilly for the week. Shelby always is great with pictures, updates and communication. I was very thankful… (more)

from
$50
per night
17.
home full time-dog lover sitter!Wauwautosa, WI, 53226
Dog Boarding

Chrissy took great care of our pup and provided daily updates/pictures. We would definitely book with her again! (more)

from
$36
per night
Confirmed availability: 4th of July
18.
MJ 
Verified Background Check
They'll be loved while you're gone!Grasslyn Manor, Milwaukee, WI, 53216
Dog Boarding, Doggy Day Care

MJ is truly a dogowner's kind of sitter. Extremely well attuned to a dog's needs & feelings, whenever I drop off my Abby girl, I know she is staying with someon… (more)

from
$30
per night
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Responsible & ExperiencedYankee Hill, Milwaukee, WI, 53202
Dog Boarding, Doggy Day Care, Dog Walking

I have known Mairin for years and enthusiastically recommend her! Mairin has helped care for my golden retriever puppy Ginnie and my parents' energetic aussie C… (more)

from
$30
per night
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I love dogs!Wauwatosa, WI, 53222
Dog Boarding

I absolutely loved my experience with Sarah, William and Chewy! They took really good care of my munchkin while I was out of town for thanksgiving. I was sent d… (more)

from
$30
per night

Rover also offers Dog Boarding in:

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: