Dog Boarding In Wilson Park

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Top rated Wilson Park dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
349 reviews
101 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was so good with my dogs, and she was such a great communicator. She sent me daily photos and was more than happy to update me on how they were doing. She is super fast to respond to messages, and was incredibly flexible with some last minute travel plans that I was dealing with. Highly recommend and I will be a repeat client!

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Sarah K.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Stacey and her husband were extremely sweet and welcoming to my girl Joon. I loved that they had a well-lit fenced in yard and treated Joon like their own. We will gladly book again in the future!

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Ashley C.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

Our dog loved her stay with Zach. He was very professional and flexible with our unique drop off/pick up needs. Would recommend him to anyone looking for a dog sitter.

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Robert P.
Sitter Profile Image: Kellene M.
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Kellene M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
St. Francis, WI, 53235

We had a great experience with Kellene taking care of our pup. She was very responsive before and during the stay, and sent many updates/photos. Ozzy and coco got along great and it was nice to have a meet and great before to make sure the stay would go well. She treated Ozzy like her own pup and took him for walks, lots of play time and cuddles. We couldn’t ask for anything more!

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isis s.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
72 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie always takes good care of my dog, she keeps me updated daily and treats my dog as her own. She goes above and beyond in caring for my dog which I truly appreciate. Always a good experience!

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Lisa A.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura is a wonderful dog sitter! Our 18 month old pup stayed 3 weeks with her and her chocolate lab. This was her 2nd stay with them. She was well taken care of. My pup and her dog were inseparable! Laura provided daily updates and pictures of our pup enjoying her stay. She followed our requests for special care for her. We will definately use her for future sitting and highly recommend her T.o Weber

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Theresa W.
Sitter Profile Image: Erin M.
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Erin M.
from
$55
per night
5.0 out of 5 stars
138 reviews
36 repeat clients
13 years of experience
Town Of Lake, Milwaukee, WI, 53207

I do not have enough nice things to say about Erin! She is so thoughtful and kind, and you can tell she truly loves and cares about all dogs. It’s never easy leaving your fur baby with someone, but Erin makes this task so much less daunting. I know my dog is safe with her and she takes all steps to ensure the stay is a good fit on both ends. I’m so glad we were able to connect with Erin and Brian as I feel like I’ve truly found great people to watch over my pup when I’m away without having to worry. Her pups norm and Reuben are also great! I can’t thank Erin enough to caring for my baby and truly appreciate her!

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Shivani P.
Sitter Profile Image: Alexandrea S.
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Alexandrea S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
29 reviews
13 repeat clients
4 years of experience
Bay View, Milwaukee, WI, 53207

My baby had an amazing time with this sitter. Highly recommend.

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Casaundra F.
Sitter Profile Image: Tyler P.
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Tyler P.
from
$42
per night
5.0 out of 5 stars
28 reviews
7 repeat clients
15 years of experience
Greenfield, WI, 53219

So thankful to Tyler and his adorable boys for taking care of our old dog! He’s not special needs but is in his sunset years and needs extra love and attention. Thank you so much for taking care of my little senior with such love!

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Erin H.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !

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Jennifer T.
Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
from
$41
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
20 years of experience
White Manor, Milwaukee,Wautosa,Greenfield,New Berwlin,River West,West Allis, WI, 53219

Yshonda took great care of my pups. They came home happy and tired, which is always a great sign! Communication with her was great - and I definitely plan on using her again!

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Beth H.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.

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Amber
Sitter Profile Image: Karen & Toy
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Karen & Toy
from
$42
per night
5.0 out of 5 stars
100 reviews
41 repeat clients
25 years of experience
Alverno, Greenfield, WI, 53220

If I could give Karen and her family six stars, I would! First they indulged me with a ~60 minute meet and greet before I committed to book. This was essential for me to feel comfortable leaving my baby with them. Then we had to change the drop off day, and they were super accommodating and flexible with that. During the stay I received a picture or two a day of our puppy having fun, which continued to put my mind at ease. And the family stayed up late so we could pick up our pup on the way home from the airport on a Sunday night. Our dog came back happy and healthy, and he will definitely be staying with Karen when we have to travel in the future!

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Lauren S.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
181 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

This was our first time leaving our dog Bean with Rebecca and in fact, the first time using Rover. We are so very thankful to have found Rebecca. Rebecca was very kind and compassionate with both Bean and ourselves. She took the time to answer all our questions and concerns and kept us up to date with daily pictures and updates. We will definitely be using Rebecca again. I highly recommend her!

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Mary T.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$40
per night
5.0 out of 5 stars
33 reviews
17 repeat clients
10 years of experience
Morgandale, Milwaukee, WI, 53221

Absolutely amazing, August had a phenomenal time and is super looking forward to his next stay at their house :) He loved his puppy sitter! They were Very responsive, responsible, honest, and sent plenty of wonderful photos and videos of our pup having a fabulous time.

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Russell M.
Sitter Profile Image: Marilynn M.
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Marilynn M.
from
$35
per night
5.0 out of 5 stars
73 reviews
31 repeat clients
35 years of experience
White Manor, Milwaukee, WI, 53219

Marilyn was so helpful while I was traveling to Wisconsin. She was flexible on drop off and pickup times and took great care of my dog. He was pampered and well cared for.

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Jodi S.
Sitter Profile Image: Kristi B.
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Kristi B.
from
$40
per night
5.0 out of 5 stars
33 reviews
18 repeat clients
19 years of experience
Franklin, WI, 53221

We had Kristi watch our dog, Roxie, for a few days. It takes Roxie some time to warm up to new places and people. When Roxie wasn’t eating much, Kristi gave her some extra treats and tried some other foods to get her to eat a bit more, which I appreciated. We will use Kristi again!

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Jamie K.
Sitter Profile Image: Sara M.
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Sara M.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Bay View, Milwaukee, WI, 53207

Sara was both completely professional and warm/kind with Kiara. She was ready to set up a meet & greet when it worked for us. She was also patient when our schedule changed a bit for drop off and pick up, and let us shift the times a bit. Most importantly, Kiara had a great time with plenty of walks and trips to the dog part with her new dog friend Josie.

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Kristin S.
Sitter Profile Image: Lacey G.
Verified Enhanced Background Check
Lacey G.
from
$40
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey watched my dog while I was back home for thanksgiving break - she did an exceptional job and provided plenty of pictures! My dog played a lot with her sisters dog and they ran around a bunch in the yard

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Cody P.
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Wilson Park dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Laura is a wonderful dog sitter! Our 18 month old pup stayed 3 weeks with her and her chocolate lab. This was her 2nd stay with them. She was well taken care of. My pup and her dog were inseparable! Laura provided daily updates and pictures of our pup enjoying her stay. She followed our requests for special care for her. We will definately use her for future sitting and highly recommend her T.o Weber

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Theresa W.
Boarding
5.0 out of 5 stars

Maggie was amazing with my pup! So caring and treated her like family. It’s hard to leave your dog with anyone but my dog was so comfortable with her it was easy to know she was in the best hands! Maggie is super responsive and sent me photos and videos of my girl while I was gone. I will definitely be reaching out again for future boarding needs.

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Megan P.
Boarding
5.0 out of 5 stars

Courtney did a wonderful job taking care of my middle-aged and senior dogs. I received regular updates, showing me how they settled in quickly, and how she modified activities based on the weather. I didn't give a good explanation of how to give one of my dog's medications, and she reached out appropriately so I could give better instructions. The frequent updates gave me great reassurance that my dogs were in good hands while I was away, making it easier to enjoy my vacation without worrying about them.

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Jennifer R.
Boarding
5.0 out of 5 stars

So kind and accommodating. It was great that she had a dog as it helped mine feel at ease. Sara asked for a meet & greet to make sure we were on the same page. Thank you for taking him to the dog park, his favorite place to be. Will definitely ask to rebook with her if needed on my next visit. Thank you Sara!

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Tiffany B.
Boarding
5.0 out of 5 stars

We were able to book with Rebecca pretty last minute when our sitter had to cancel! We were able to quickly set up a meet and greet at her house the next day! They sent pictures and videos and kept us updated with how our dog was while we were away!

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Danielle G.
Boarding
5.0 out of 5 stars

Berenice is so kind to my dogs and I would trust her with them any time. Even with some last minute issues with timing, she was incredibly flexible and helpful with coordinating a different pick up.

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Sarah K.
Boarding
5.0 out of 5 stars

Tyler was amazing! Toby absolutely adored staying with him for the week. Tyler went above and beyond my expectations of him as a sitter. Definitely will rebook if I ever need someone to watch Toby while we go on vacation. Thank you so much!

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Cindy A.
Boarding
5.0 out of 5 stars

Great communication, and sent pics of my pup while I was away. I can tell he played a lot with their dog because my pup went right to sleep when he got home.

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Alyssa R.
Boarding
5.0 out of 5 stars

Chance and Alberto are very attentive and willing to be flexible, ensuring everything goes smoothly. They managed my pup’s medication and sent multiple photos and a video. He seemed to have a great time!

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Caroline W.
Boarding
5.0 out of 5 stars

Samantha and her husband were the best! They provided great attentive care for our dogs. We were nervous leaving our rescue with a new person, but it couldn’t have gone better! She did everything to help ensure the dogs had as much of a vacation as we did!

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Sarah E.
Boarding
5.0 out of 5 stars

Overall, we loved leaving our boys with Lisa. She was very accommodating and flexible when it came to the pick up and drop off dates.

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Breleigh G.
Boarding
5.0 out of 5 stars

Joe and his partner were awesome with my pup Sharkboy! They were cool with a late night pickup and took great care of him. Would definitely recommend!

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Kumar S.
Boarding
5.0 out of 5 stars

Iuscely is fantastic! Easy to tell Harry had a great time and was well cared for. Communication and photos were perfect. Definitely recommend and would love to have Harry over again!

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David O.
Boarding
5.0 out of 5 stars

Katie was wonderful! She sent pictures and updates regularly and took great care of my baby! Thank you, Katie!!

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Anna D.
Boarding
5.0 out of 5 stars

Matthew was quick to respond and very accommodating. Looking forward to leaving our four-legged senior baby with him again.

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Neena P.
Boarding
5.0 out of 5 stars

Will for sure be using Hannah again! They sent pics all weekend long, and my pup came home happy and tired :)

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Allie D.
Boarding
5.0 out of 5 stars

My pup came hope happy and well taken care of after being watched by Lillian. She was super flexible when my flight back home was delayed and couldn't pick her up as early as I had planned. Lillian sends plenty of pics and videos during her stay to keep you updated on how things are going. It was much appreciate!!!

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Len S.
Boarding
5.0 out of 5 stars

Kait was so good and accommodating! My pup was pretty anxious and she was sure to do everything to help her calm down and feel comfortable! She also sent a ton of pictures which I loved!

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Ashley H.
Boarding
5.0 out of 5 stars

I was so happy with my experience with Melody and Craig. As a first-time River client, I was a bit anxious at the start, but their professionalism and clear communication quickly put me at ease. I truly enjoyed working with them and look forward to doing so again in the future.

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Alycia F.
Boarding
5.0 out of 5 stars

Bailey is an awesome dog sitter. She took out dog for long walks, updated us on how things are going, and our dog enjoyed her stay :)

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Joe L.
Boarding
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  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
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Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Wilson Park dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Wilson Park.

Rover makes it easy to find Wilson Park dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.