Dog Boarding in Holler Park, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
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Search Results

Calendar Recently Updated
Sitter Profile Image: Amy K.
Sitter Profile Image: Amy K.
1.
Amy 
Verified Background Check
Honored w/the Opportunity to Help
Cudahy, WI, 53110
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

The dogs were very well cared for. Communication with sitter was pretty good. And when I picked them up they smelled fantastic! It’s obvious Amy loves caring fo… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Samantha O.
Sitter Profile Image: Samantha O.
Hold on Loosely, But Don't Let Go
Oak Creek, WI, 53154
Boarding

So I am new to this app, and I had sent out several requests and Samantha here was the first one to reply. I was happy to have a conversation with her before le… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Rachel & Matt C.
Sitter Profile Image: Rachel & Matt C.
Active animal lovers here to help!
Tippecanoe, Milwaukee, WI, 53207
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I’m super grateful to Rachel and Matt. They were such kind, attentive sitters to Chloe. They have a large, enclosed back yard in a safe neighborhood and two swe… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Blythe R.
Sitter Profile Image: Blythe R.
4.
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking

We strongly recommend Blythe for dog sitting. She did an excellent job with our Finnish Spitz which can be difficult at times, bonded well, and kept us updated.… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Stephanie  G.
Sitter Profile Image: Stephanie  G.
Steph's Bay View Dog Support
Tippecanoe, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie was great! She sent photos of my dog every day to keep me updated. I wasn't worried about leaving him because I could tell he was having a great time! (more)

from

$48

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Leighe  Lily M.
Sitter Profile Image: Leighe  Lily M.
Loving, stay at home dog mom!
Tippecanoe, Milwaukee, WI, 53207
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Zuko did not want to leave Leighe’s house! He had such a great time playing with the other dogs and as a nervous dog mom I was asking for updates every couple h… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Hannah O.
Sitter Profile Image: Hannah O.
7.
I will treat your dogs like my own!
Cudahy, WI, 53110
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Hannah is great! We are very happy we found a great place for our pup to stay when out of town that is a loving environment! Hannah communicated with us every… (more)

from

$60

per night
Calendar Recently Updated
Sitter Profile Image: Dan B.
Sitter Profile Image: Dan B.
8.
Dan 
Verified Enhanced Background Check
Lover of all animals
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking

Dan is genuinely the best! He was incredibly attentive to our pup (he preemptively noted and studied our pup's special needs from our bio when we booked him, be… (more)

from

$40

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Debbie L.
Sitter Profile Image: Debbie L.
9.
Pampered pooch
Oak Creek, WI, 53154
Boarding

Debbie took great care of my puppy. She took the time to meet with me and Roxie beforehand to meet her and find out about her needs. It was great to know Roxie … (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Kristin H.
Sitter Profile Image: Kristin H.
10.
Gold-Standard Pet Care & Sitting
Cudahy, WI, 53110
Boarding, Drop-In Visits, Dog Walking

She is great! Super communicative and sends great pictures. She is so considerate of the dogs that she watches. I will for sure be reaching out again. (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Katherine B.
Sitter Profile Image: Katherine B.
Dogs are happiness 😊
West Allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I never like to leave a review the first time my dogs go to a new sitter’s house, since they can’t tell me how it went and I have no real way of knowing. I … (more)

from

$55

per night
Sitter Profile Image: Nicole H.
Sitter Profile Image: Nicole H.
12.
Home All Day!
Tippecanoe, Milwaukee, WI, 53207
Boarding, Doggy Day Care, Dog Walking

We were so pleased with having Nicole as our sitter for the weekend. She communicated with us very well and sent lots of pictures of our pup Cosmo. We can't w… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Kathryn L.
Sitter Profile Image: Kathryn L.
13.
Loving home w/fenced in yard 💙
Bay View, Milwaukee, WI, 53207
Boarding, Doggy Day Care

Katy has always had dogs and taken amazing care of her pets! she is a true dog lover and i would trust her with mine! (more)

from

$49

per night
Calendar Recently Updated
Sitter Profile Image: Kelsey G.
Sitter Profile Image: Kelsey G.
14.
flexible schedule for walks/sitting
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

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, ni… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Becca L.
Sitter Profile Image: Becca L.
15.
WHO let the 🐕 🐩 🐕 dogs out ???!?
Bay View, Milwaukee, WI, 53207
Boarding, Doggy Day Care, Dog Walking

Having someone like Becca watch my dog was a relief. Becca was easy to communicate with and I found her trustworthy. Your dog will love staying with her. (more)

from

$70

per night
Calendar Recently Updated
Sitter Profile Image: Karen & Toy
Sitter Profile Image: Karen & Toy
Ready to play and cuddle
Alverno, Greenfield, WI, 53220
Boarding

CC had a great weekend getaway at Karen and Toy’s house. She got to sleep with their son and had plenty of time to play and hang out on the sofa. We will defini… (more)

from

$30

per night
Calendar Recently Updated
Sitter Profile Image: Sydney J.
Sitter Profile Image: Sydney J.
17.
Trustworthy dog and cat lover
St Frances, WI, 53235
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We have traditionally taken Apollo to a daycare facility for our travels. We will only book with Sydney moving forward as our boy has never come back so relaxed… (more)

from

$47

per night
Sitter Profile Image: Carla K.
Sitter Profile Image: Carla K.
18.
Dogs are my favorite people 💙🐾
Town Of Lake, Milwaukee, WI, 53207
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Carla was wonderful! I felt so comfortable leaving my dog with her - she sent lots of photos & videos with updates throughout her stay and made it the best poss… (more)

from

$100

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Mikeila F.
Sitter Profile Image: Mikeila F.
19.
I'll treat your pets like family
Cudahy, WI, 53110
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Mikeila was attentive and kind. She sent me pictures everyday of my pup and took great care of her. She was adaptable and easy to contact throughout my time awa… (more)

from

$63

per night
Calendar Recently Updated
Sitter Profile Image: Deanna W.
Sitter Profile Image: Deanna W.
20.
Here to spoil your pets!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5 years of experience

About: I’m a dog foster parent and dog sitter and have had experience with many different breeds. I treat them as if they are my own, love going for walks a… (more)

from

$40

per night

Pet parents in Holler 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 is the simple, savvy way to find and book Holler Park 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 Holler Park, 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 Holler Park 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 Holler 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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