Dog Boarding in Williamsburg, Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Loving dog sitters in your neighborhood
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1. Michelle G.


“Michelle was absolutely wonderful! She sent me regular updates, was very attentive to my puppies needs and was overall very kind. I would definitely let her watch my pup again!”


2. Yolanda W.

“Yolanda is fantastic! This is the second time our dogs stayed with her. We had some craziness on the day we were supposed to leave. We had to take one of our dogs to the vet and Yolanda was a huge help. She rolled with the changes. Thank goodness our dog was ok and we were able to take our trip and Yolanda did a great job watching them once again. We highly recommend her!”


3. Rhonda G.

“Rhonda took excellent care of our dog. She took her for walks and had toys for her to play with! We appreciated the pictures and updates. We felt truly lucky to have found Rhonda.”


4. Michelle Y.

“Michelle was wonderful with Harry. She kept me updated on how he was doing with texts and photos. Harry had a great time and made a new friend, Reggie. I will definitely have Michelle watch Harry again.”


5. Karen D.

“The best rover user we’ve had the pleasure of meeting. Plenty of walks, photos, and updates throughout. We will certainly be using Karen again.”


6. Kim S.

“Kim (and her husband Tom) are the best sitters. Kim is very responsive, communicative, and truly seems to enjoy all of her dog visitors. She has a fenced-in yard, and pets of her own that just go with the flow. Don't like her too much though because I want her to be available for ME! Ha!”


7. Marisa C.

“Marisa was so great with Remy. Super chill, asks questions, easy to work with and flexible! She updated me every day and sent me pictures as well. Remy warmed up to her so quickly and loved every second with her! I would absolutely recommend her!”


8. Rebecca S.

“Becky was amazing with my dog, I left him for around 5 days and she updated me everyday regarding his stay. Her backyard was so amazing, my dog was out having fun with the other dogs under her care. This was my first time dog boarding and she made this process so smooth and stress free. Would definitely recommend her!”


9. Ashlee K.

“I needed last minute boarding and Ashley was eager to help. She was a great communicator and took great care of Duncan. I definitely recommend boarding with Ashley.”


10. Emma & Thomas E.

“Biscuit seemed to love it there. They sent pictures and videos of her enjoying her time in their fenced in yard and playing with their other dogs.”




11. Auria R.

“Leaving our dog with Auria (overnight) was our first experience with Rover.com and it was great! She messaged us with photos and words of assurance that our dog was having a great time with her dogs and doing well. She also replied quickly to our messages before and during our dog’s stay with her. Thanks Auria!”


12. Megan & Richard S.


“They did a great job with Cooper he loved them and he loved the way he had. Even though he is just a puppy when we locked him up he was pooped out from his walks and was calm and relaxed the rest of the night I would definitely have them watch Cooper again”


13. Taylor C.

“Taylor did a fabulous job caring for our pup. She treated him like he was hers. Will definitely be using her again if she is available.”


14. Ann & Arman M.

“Ann & Arman were incredible! Gracious, warm and welcoming are just a few adjectives to describe them. Darby was welcomed with open arms and treated like family from the moment she got there. They kept in touch throughout her stay, sending photos and notes which we appreciated. Almost afraid to give 5 stars so they'll available when we need them :)”


15. Katharine & Michael S.

“They treated Coco like a member of the family. Gave daily updates with pictures. She did not show the typical signs of stress when she was boarded in the past. Highly recommend!”


16. Tiffani H.

“Tiffani was excellent to work with. She was quick to respond and polite. We felt confident our dogs would enjoy their weekend with her. We received pictures of our pets to keep us updated on their stay. Thank you for treating our family like a member of your own.”




17. Daniel & Holly L.


“Daniel was a very conscientious and caring host for my pupper. Thanks for giving her a home away from home for a day. Would book with Daniel again.”




18. Michael J K.

“Thank you for looking after Bobo! How great he remembered you as he was wagging his tail right as you stepped out! He had a fantastic time and learned a lot!”


19. Lizzy B.

“We have boarded with Lizzy twice now and both times we have had a great experience. Not only was she super understanding and flexible when we had to change our dropoff time, she also communicated regularly throughout the stay and kept us informed. We loved receiving the pictures and videos each evening. We plan to continue requesting Lizzy whenever we need a sitter for our pup!”


20. Frank C.

“Frank was really wonderful with Josie. He was very communicative and sent lots of photos during her stay. Highly recommended, will definitely be a repeat customer”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jul 2024, 648 sitters provided dog boarding in Williamsburg. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Williamsburg dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Williamsburg have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Williamsburg.
Rover makes it easy to find Williamsburg 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
There are 648 dog boarding sitters in Williamsburg on Rover, so you’re sure to find the perfect match for your dog! In Williamsburg, 88% of sitters offer daily exercise, 95% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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.
