Dog Boarding in Roosevelt Grove, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Search Results

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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1.

Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
547 reviews
336 repeat clients
from
$40
per night

Macy loved her stay with Cindy. She was well loved and enjoyed playing with other pups while she was there. I got daily photos of Macy playing and enjoying her stay.

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Sitter Profile Image: Kim L.
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Sitter Profile Image: Kim L.
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2.

Kim L.

Caring and experience dog lover
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
9 reviews
2 repeat clients
from
$35
per night

Best choice in my opinion I wouldn't wanted anyone else but Kim to watch my puppy her services were amazing and she was a huge help in finding a last minute dog sitter thank you 😊

Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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3.

Rhonda G.

Love to walk and cuddle.
Whitefish Bay, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
81 reviews
35 repeat clients
from
$30
per night

Rhonda was great with our dog. We explained all of his "quirks" and she was very understanding. She sent us text updates and pictures. It was a great relief to know that he was well taken care of. We'll definitely book future dates with Rhonda again!

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Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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4.

Elizabeth K.

We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
Boarding, Drop-In Visits, Dog Walking
5.0
17 reviews
6 repeat clients
from
$32
per night

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!

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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5.

Kim S.

Never lived a day without a pet
Glendale, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
13 repeat clients
from
$45
per night

Kim took such great care of our pup Finley! She sent us updates with pictures often, and had great attention to detail to his care instructions and some medicines he was on while with her! Finley loved being around her other animals as well!

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Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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6.

Yolanda W.

I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
Boarding, Doggy Day Care
5.0
13 reviews
4 repeat clients
from
$40
per night

From our first encounter at the Meet and Greet we felt completely comfortable with Yolanda. She took our dog in her arms and walked her through her house to make sure our dog felt comfortable. A week later we felt completely at ease with leaving our fur baby with Yolanda and her family. We received pictures and updates about our fur baby all day which we appreciated very much. We already booked Yolanda for the near future. We thank you again!

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Sitter Profile Image: Natalie F.
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Sitter Profile Image: Natalie F.
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7.

Natalie F.

Lover of all animals big or small!
Enderis Park, Milwaukee, WI, 53213
Boarding, Drop-In Visits, Dog Walking
5.0
13 reviews
2 repeat clients
from
$35
per night

Natalie was great! She sent us multiple updates and photos a day throughout the stay. She was also very responsive. Will definitely use her again!

Sitter Profile Image: Gabriel M.
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Sitter Profile Image: Gabriel M.
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8.

Gabriel M.

5 star treatment for your pet
Riverwest, Milwaukee, WI, 53212
Boarding
5.0
16 reviews
8 repeat clients
from
$45
per night

Gabriel did such a nice job keeping my 12 week old puppy overnight. His dog Mel and my puppy got along great. I will definitely book Gabriel again. Thank you Gabriel and Mel!

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Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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9.

Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
28 reviews
3 repeat clients
from
$30
per night

Lou was very kind and took great care of our dog! She sent us pictures and updates, and was easy to communicate with! I’ll definitely be contacting Lou again :) thank you!

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Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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10.

Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
Boarding, Doggy Day Care
5.0
365 reviews
157 repeat clients
from
$35
per night

Dan & his family pampered our little princess teacup poodle and spoiled her so much she almost didn't want to come home with us! They answered all our concerns and questions during the pre-meeting. We'd definitely recommending taking advantage of a pre-meeting. During our trip, they sent us wonderful updates and photos to keep us informed as well as help us not miss our little baby too much. We definitely recommend their great services and will be using them again.

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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11.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
133 reviews
60 repeat clients
from
$45
per night

My husband and I could not be more excited to have found Blythe as a sitter for our two needy pups! Not only was she flexible with us regarding our pick-up and drop off times, but she was SO understanding with our dogs’ specific needs. We have a very energetic & lovable pit bull named Roxy and a very ANXIOUS Vizsla-mix named Romeo. Blythe went above and beyond to keep Romeo calm while we were away, all while fulfilling Roxy’s needs for attention with daily brushing, cuddles and exercise. She kept us updated with photos and gave this worried puppy mom so much comfort to step away and enjoy our one year wedding anniversary weekend getaway! Thanks again Blythe! I know Roxy and Romeo are already looking forward to their next stay with you ???

Confirmed availability: Christmas and New Year's
Sitter Profile Image: tanya h.
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Sitter Profile Image: tanya h.
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12.

tanya h.

Lifelong animal caretaker and lover
Wauwatosa, WI, 53210
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
4 repeat clients
from
$50
per night

Tanya was amazing. She kept us updated and took great care of our pup. She was able to build a great rapport with our dog almost immediately.

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Sitter Profile Image: Angela & Justin M.
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Sitter Profile Image: Angela & Justin M.
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13.

Angela & Justin M.

We're a family of dog lovers!
Wauwatosa, WI, 53226
Boarding, Dog Walking
5.0
23 reviews
7 repeat clients
from
$30
per night

Angela, Justin, and their young child did a fantastic job watching our 3 small dogs while we took our first family vacation. Updates with pictures were sent daily. Will definitely rebook for future vacations!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Brittany H.
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Sitter Profile Image: Brittany H.
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14.

Brittany H.

We all scream for Fur Babies :)
Uptown, Milwaukee, WI, 53210
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
from
$25
per night

What makes Brittany a caregiver well she’s very good with animals she feeds them bath them play with them and walk them. Brittany is a very good teacher to animals to where she trains them to sit and shake and stay etc. she’s very great where she dress them in pet clothes.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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15.

Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
134 reviews
85 repeat clients
from
$35
per night

We’re so grateful for MJ! He’s been boarding our dog Opal at his house for a year now when we’re on vacation or she just needs a little extra attention. So flexible and reliable. Always willing to accommodate us even last minute. Great communication and updates.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Erin K.
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Sitter Profile Image: Erin K.
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16.

Erin K.

Small furry groups, full time care
Cooper Park, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
40 reviews
14 repeat clients
from
$56
per night

This is the second time Erin has watched Pickles and I cannot say enough good things! She is professional, responsive, kind, and laid back. I never have to worry and I aways know my boy is getting lots of love. We will certainly be returning to Erin again and again!

Sitter Profile Image: Karen & Toy
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Sitter Profile Image: Karen & Toy
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17.

Karen & Toy

Rover 101
Ready to play and cuddle
Alverno, Greenfield, WI, 53220
Boarding
5.0
77 reviews
39 repeat clients
from
$35
per night

They provided great last minute care for Jax. Karen and Toy sent great photos and their children kept our dog busy and entertain. My dog was comfortable when he first when there. We did not do the meet and greet since I didn’t have time. But I will definitely book with them again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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18.

Brooke K.

Loving your precious babies
West Allis, WI, 53227
Boarding, Doggy Day Care, Dog Walking
5.0
14 reviews
6 repeat clients
from
$38
per night

Brooke was great! She sent many pictures and videos throughout the stay, and introduced her animals to my dog gradually to make sure they were all comfortable with each other. Extremely responsive and flexible. My dog came home healthy and happy!

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Sitter Profile Image: Ryan & Zari B.
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Sitter Profile Image: Ryan & Zari B.
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19.

Ryan & Zari B.

Big time snuggle/play buddy 🥰🐾
Riverwest, Milwaukee, WI, 53212
Boarding, Doggy Day Care
5.0
2 reviews
from
$40
per night

Ryan & Zari took amazing care of Edison on such short notice. Sent daily updates with pictures & videos and made sure he got plenty of play time with their dog Jax who is such a sweetheart. We will happy to have them watch Edison again

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Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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20.

April & Brad R.

Opening home after losing pet
West Allis, WI, 53214
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
8 repeat clients
from
$50
per night

April & Brad are amazing, they took amazing care of Charlie for our volleyball tournament weekend!! She send me pictures and videos how he was doing And for me that was great since was the first time we left him in a new place with out us. Thank so much!

Search Map

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:

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