Dog Boarding in Cold Spring Park, 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: Blythe R.
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Sitter Profile Image: Blythe R.
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1.

Blythe R.

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

I was so nervous to leave my dog for the first time! He's a 100 lb. Puppy with energy for days, whose also very dog reactive! He is family and I wanted to make sure wherever he stayed he was treated the way I would treat him at home. Blythe gave me comfort in leaving him there. Even before his stay, I found myself having tons of questions, she responded quickly and never made me feel like a bother. While I was gone, she sent me pictures every day with an update! She took him for walks, played in her fenced in yard and gave him loads of snuggles! I truly am thankful for Blythe! If she's available when you need a sitter, I promise your pooch won't be in better hands!!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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2.

Cindy T.

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

Cindy took wonderful care of my 6 month Doodle puppy over the holidays . I know Stella is well taken care of at her house and has other dogs to play with. Thank you!

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Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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3.

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
27 reviews
3 repeat clients
from
$30
per night

Lou took care of my dog Ellie last weekend, and I couldn't be happier with the stay she provided! She kept me posted with their activities (lots of walks) including sending some update photos which was greatly appreciated. I plan on using her services again, and would recommend to others.

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
16 reviews
6 repeat clients
from
$32
per night

Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

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Sitter Profile Image: Crystal H.
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Sitter Profile Image: Crystal H.
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5.

Crystal H.

Our animals are family members too!
Enderis Park, Milwaukee, WI, 53210
Boarding, Doggy Day Care
5.0
34 reviews
8 repeat clients
from
$45
per night

Crystal is so kind, easy going, great communicator and loving. She sent us daily updates and pictures. Oreo found a home away from home. I highly recommend her. Thank you Crystal for being so welcoming.

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Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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6.

Daniel & Holly L.

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

Daniel and Holly are the best. We went on a quick weekend trip and they were available to watch Chewie. He must of had an awesome time because he came home very tired. Will definitely use them again.

Sitter Profile Image: Gabriel M.
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Sitter Profile Image: Gabriel M.
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7.

Gabriel M.

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

Gabriel is an amazing dog sitter. Every day he sent multiple photos and was always extremely responsive. My dog is very odd, and doesn’t normally make friends with other dogs, but Gabriel’s dog Mel is extremely friendly and they became great friends. Gabriel will be our first choice the next time we need a sitter.

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Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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8.

Rhonda G.

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

Rhonda did a great job watching Lucy over night. When I came to pick Lucy up, she was very happy and contented. I would definitely have Lucy stay with Rhonda in the future.

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Sitter Profile Image: Kim L.
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Sitter Profile Image: Kim L.
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9.

Kim L.

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

Ranger had a great time, as evidenced by how tired she was the next day :)

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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10.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
31 reviews
6 repeat clients
from
$50
per night

Lexie had an awesome stay with Kelle while I was on vacation! Lexie was smiling in every picture Kelle sent and happy and rested when I picked her up. We’ll definitely rebook with Kelle☺️

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Sitter Profile Image: Rachel K.
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Sitter Profile Image: Rachel K.
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11.

Rachel K.

Pets, cuddles and walks galore!
Enderis Park, Milwaukee, WI, 53210
Boarding, House Sitting
5.0
13 reviews
9 repeat clients
from
$38
per night

Great experience with Rachel. We received frequent pictures/updates and communication was quick and and easy both leading up to and during our stay. We felt our dog was well cared for and we would be very comfortable having Rachel care for our dog again.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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12.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
16 reviews
6 repeat clients
from
$25
per night

Sarah and her family is so amazing. They took care of my pet with least notice and shown so much love towards my pet. I would definitely recommend her to any customers.

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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13.

Kim S.

Never lived a day without a pet
Glendale, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
4 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: Julia C.
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Sitter Profile Image: Julia C.
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14.

Julia C.

Puppy raiser who works from home 🐕
Golden Valley, Milwaukee, WI, 53222
Boarding, Doggy Day Care
5.0
4 reviews
2 repeat clients
from
$27
per night

Wow! What can I say- but thank you so much to you Julia and Luna for taking such good care of our grandpuppy Satch while his Dad is in the hospital! Thank you for all the wonderful pictures and updates and especially the cute video of Luna and Satch playing in your wonderful backyard! You treated him like such a royal guest and a member of the family and that touched our hearts so much! We can't wait to see you again soon and hope you are enjoying your vacation! Thank you also for letting us borrow the "doggy apartment"as it worked wonderfully for Satch! See you again soon and God bless you and Luna! Angels around you both! We truly appreciate you from the bottom of our hearts and thank you so much again! Hugs,Oma Mary Pat&Opa Scott&Brian &Satch

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Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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15.

Kathy & Brad K.

Your Dog's Home Away from Home
Greendale, WI, 53129
Boarding, Doggy Day Care
5.0
26 reviews
12 repeat clients
from
$40
per night

Kathy and Brad are fabulous. This was our first time leaving Bandit and will say we were a little nervous. She made sure to text us several times a day and included pictures. They really seem to care and Bandit was none the worse when we came home. They are the next best thing to Mommy and Daddy. We have already set up our next overnight with them.

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Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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16.

Kevin H.

Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
Boarding, Drop-In Visits, Dog Walking
3 reviews
from
$30
per night

I have 2 high energy dogs that are a handful. Kevin does great with them and takes care of them as if they were his own. Sometimes I feel like they love hanging out with him more than me.

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Sitter Profile Image: Kelly R.
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Sitter Profile Image: Kelly R.
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17.

Kelly R.

Stress free care for your pup
Lower East Side, Milwaukee, WI, 53202
Boarding, Doggy Day Care
5.0
18 reviews
3 repeat clients
from
$40
per night

I felt the most comfortable I ever have leaving my baby somewhere, especially him being a pitty (people judge)- I just knew he would be safe, feel safe, and have fun. Kelly kept me updated everyday. They kept him nice and busy and he was nice and exhausted when he got home. Kelly and her bf have all my trust! Thank you guys! ??

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Sitter Profile Image: Mira E.
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Sitter Profile Image: Mira E.
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18.

Mira E.

Your Pet's Home Away From Home
Bluemound Heights, Milwaukee, WI, 53213
Boarding, Doggy Day Care, Dog Walking
5 reviews
from
$40
per night

Mira has been taking care of dogs for most of her life, most recently walking dogs for a rescue group in Redondo. She's kind, caring and loving to all animals and would make the perfect friend to any pet.

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Sitter Profile Image: Lilly H.
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Sitter Profile Image: Lilly H.
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19.

Lilly H.

Guaranteed walks, attention, & love
Murray Hill, Milwaukee, WI, 53211
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
18 reviews
6 repeat clients
from
$40
per night

This was our first time using Rover. Process was very easy. We selected Lilly and couldn’t be happier. She took lots of photos during our dog’s stay, including every time she took her out, fed her, during playtime and nap time. Highly recommend her.

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Sitter Profile Image: Natalie F.
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Sitter Profile Image: Natalie F.
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20.

Natalie F.

Lover of all animals big or small!
Enderis Park, Milwaukee, WI, 53212
Boarding, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$28
per night

I have know Natalie for over 10 years and I cannot recommend her enough. She has cared for my dog, Bear (a kelpie), on numerous occasions. Bear loves her unconditionally and is always excited to see her! I know that if she is taking care of him I do not have to worry about him at all. She is caring, responsible, and respectful. Anyone would be lucky to have Natalie as their pet caretaker!

Search Map

Pet parents in Cold Spring Park, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? 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 Cold Spring Park 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 Cold Spring Park, 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 Cold Spring Park, 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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