Dog Boarding in Clayton Crest, Milwaukee

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

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House Sitting
Drop-In Visits
Doggy Day Care
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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
117 reviews
60 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: Karen & Toy
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Sitter Profile Image: Karen & Toy
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2.

Karen & Toy

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

Karen and family were great for our dog while we were out of town for a long weekend. She was quick to schedule a meet and greet for us before booking to ensure our dogs got along. She sent us pictures and eased our worries while we were away. We will definitely be booking again when needed!

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Sitter Profile Image: Amy K.
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Sitter Profile Image: Amy K.
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3.

Amy K.

Honored w/the Opportunity to Help
Cudahy, WI, 53110
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
54 reviews
22 repeat clients
from
$35
per night

Amy and her family are amazing! Bella can be a bit of a handful at times so I get nervous leaving her but Amy’s check ins with me put my mind at ease. I am so glad we found her :)

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Sitter Profile Image: Samantha O.
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Sitter Profile Image: Samantha O.
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4.

Samantha O.

Hold on Loosely, But Don't Let Go
Oak Creek, WI, 53154
Boarding
5.0
26 reviews
9 repeat clients
from
$40
per night

Samantha is by far the best dog sitter I've ever had. She's amazing! My dog unexpectedly got sick with a new long term illness (non contagious) two weeks before her stay, and Samantha did an amazing job with her special food preparation and medication administration. I loved that she sent photos multiple times a day. And from them, it looked like my dog was having so much fun, she probably didn't even miss me.

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Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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5.

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

Dan and his family are wonderful dog sitters. They are loving, gentle and knowledgeable. They can handle multiple dogs at one time and don't get frazzled by the canine company! I highly recommend them. Also, they have 2 dogs of their own who are laid back with other dogs and part of the fun!

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Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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6.

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 was very nice, and easy to talk to. She provided care on pretty short notice to my baby Winifred, and treated her amazingly. She was very honest about care for Winifred, and let me know at the end of stay any troubles or accidents my demon caused her. My favorite thing was her sending me pictures every day! It made me feel very secure about the health and welfare of my pup!

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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7.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 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: Kevin H.
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Sitter Profile Image: Kevin H.
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8.

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

Kevin is really great with my pets. My dog is not a huge people person, but he loves Kevin and is very excited for their walks together. Kevin has even cared for my elder cat and bearded dragon while I was out of town! He responds right away to my messages and sends me cute pics as well. 10/10 highly recommend.

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Sitter Profile Image: Leighe  Lily M.
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Sitter Profile Image: Leighe  Lily M.
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9.

Leighe Lily M.

Loving, stay at home dog mom!
Tippecanoe, Milwaukee, WI, 53207
Boarding, Doggy Day Care
5.0
59 reviews
19 repeat clients
from
$50
per night

I can’t thank Lily enough for taking care of my dog Ollie! It’s never easy leaving your baby alone for over a week, but I knew he was in good hands! I loved the daily updates & pictures and it gave me peace of mind knowing he was in a safe & happy home while I was away. Thank you again!

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Sitter Profile Image: Joshua J.
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Sitter Profile Image: Joshua J.
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10.

Joshua J.

All breeds & behaviors ❤️ All-Ages❤
South Milwaukee, WI, 53172
Boarding, Doggy Day Care, Dog Walking
5.0
20 reviews
5 repeat clients
from
$18
per night

Joshua did an excellent job! I would send my dog Stewie to him anytime again.He sent me updates and videos everyday.I would confidently recommend Joshua to anyone!

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Sitter Profile Image: Hannah O.
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Sitter Profile Image: Hannah O.
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11.

Hannah O.

Rover 101
I will treat your dogs like my own!
Cudahy, WI, 53110
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
357 reviews
177 repeat clients
from
$60
per night

Hannah is fantastic, we needed her to watch our two dogs kind of last minute and she happily took them. Our dogs were thrilled when we got to her house and quickly settled right in. Hannah also sent us pictures during their overnight stay and they looked so happy and taken care of. We have already booked our next stay with Hannah and am extremely excited she is affordable and so close to our house. I can't thank her enough for taking such good care of our dogs as if they were her own!

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Sitter Profile Image: Kristi B.
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Sitter Profile Image: Kristi B.
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12.

Kristi B.

Seniors welcome!
Franklin, WI, 53221
Boarding
5.0
23 reviews
9 repeat clients
from
$30
per night

Our furry baby had a wonderful time with Kristi. We received updates all throughout our trip and she was great at communicating with us. Would highly recommend!

Sitter Profile Image: Debbie L.
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Sitter Profile Image: Debbie L.
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13.

Debbie L.

Pampered pooch
Oak Creek, WI, 53154
Boarding
5.0
28 reviews
9 repeat clients
from
$50
per night

Debbie did a great job with both of my dogs. She figured out their personalities and individual needs within a few days an established a routine that worked for all of them.

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Sitter Profile Image: Stephanie  G.
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Sitter Profile Image: Stephanie  G.
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14.

Stephanie G.

Steph's Bay View Dog Support
Tippecanoe, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
49 reviews
19 repeat clients
from
$54
per night

Steph was amazing! She gave me regular updates and photos. She took Bowie on adventures and showered her with love. I was worried my pup wouldn’t want to come back to me! Additionally, Steph went ABOVE AND BEYOND when I ran into multiple travel delays. She was more flexible than I ever could have imagined. She went as far as to drive my dog to my home late at night due to complications. I cannot recommend her enough!

Sitter Profile Image: Judy V.
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Sitter Profile Image: Judy V.
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15.

Judy V.

Ready to care for your furry friend
Cudahy, WI, 53110
Boarding, Doggy Day Care
5.0
4 reviews
from
$30
per night

Judy was wonderful! She watched Penny overnight on a last minute request and was very communicative. We had no issues and I’d definitely book with her again in the future!

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Sitter Profile Image: Nathaniel D.
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Sitter Profile Image: Nathaniel D.
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16.

Nathaniel D.

I love all the Animals!
West Allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
24 reviews
3 repeat clients
from
$40
per night

Nathaniel did an amazing job taking care of our cat and our dog for a week while we were out of state. We will absolutely be booking with him again!

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Sitter Profile Image: Dan B.
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Sitter Profile Image: Dan B.
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17.

Dan B.

Lover of all animals
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
142 reviews
51 repeat clients
from
$40
per night

Dan did a great job with my handful of an 8 month old puppy. He was kind and she warmed to Dan right away. She had injured herself just before our vacation and he was willing to help with her follow up care which was amazing. We were very comfortable with taking Penny to Dan’s home and would definitely recommend using him.

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Sitter Profile Image: Mandi B.
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Sitter Profile Image: Mandi B.
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18.

Mandi B.

Dog house that is people friendly!
West allis, WI, 53214
Boarding
5.0
16 reviews
4 repeat clients
from
$45
per night

Mandi and Jeff took great care of Bentley during the weekend we were away. As first time boarders, we were obviously a little anxious and they put us right at ease. They allowed us to meet them and their pups before the weekend and welcomed Bentley right into their home. We had our first picture of him playing with their pups within about 30 minutes, which helped greatly in putting us at ease. Continued pics throughout the weekend assured us that Bentley was comfortable and well. Thanks so much for the good care you took of all of us for the weekend! We'll definitely book again when needed.

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Sitter Profile Image: Kelsey G.
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Sitter Profile Image: Kelsey G.
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19.

Kelsey G.

flexible schedule for walks/sitting
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
36 reviews
11 repeat clients
from
$40
per night

Kelsey was great! Communicative, flexible, and friendly. I got pup pix of my Louie throughout his stay, and he got along great with her dog. I picked him up, nice and tired after a long walk! 100% would recommend/book again. Kelsey cared for Louie like he was part of the family!

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Sitter Profile Image: Jill F.
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Sitter Profile Image: Jill F.
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20.

Jill F.

Dog lover work from home
West Allis, WI, 53214
Boarding, Doggy Day Care
5.0
54 reviews
14 repeat clients
from
$55
per night

This was our first time having Jill take care of our two senior dogs, and we couldn't have been happier. She has everything in her home a dog could want in terms of toys, beds, treats, a large fenced yard, etc. Both of our dogs warmed up to her right away, and they were clearly both very comfortable and content when we picked them up. In fact our more anxious dog was quite attached to Jill by the end of the stay, which I think says a lot about how she treats the animals in her care. Jill was also great about communicating both before and during the stay. We will definitely trust Jill with our pups in the future.

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 Clayton Crest, 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.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Clayton Crest dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Clayton Crest, Milwaukee, WI who can provide the care your dog needs, when they need it.

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 Clayton Crest, 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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