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

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Top rated Weston dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Brandi takes such good care of my fur baby! She is amazing at keeping me updated and sending pics so I don’t have to miss out all the love and attention she is getting while being at Brandi’s! ❤️”

“Shawn and Joey were so wonderful! We were able to meet before hand so our dog was familiar with them and their house. They sent us updated and were very easy to work with. We would absolutely send our dog to them again if we needed a sitter we could trust. 10/10 recommend!”

“Morgan and her family and I mean every one of them....kiddos husband puppies and kitty all supported us while we had a vacation and mini emergency. Eva loves this family beyond measure...and we absolutely adore them. Cannot thank this family enough ❤️”

“Christy is the most wonderful pet sitter! I’m a repeat customer and she always sends me so many pictures and updates of my dog. Treats my dog like he was her own! Love, love , lover her! ❤️🐶”

“Kara and Ben have a beautiful, kind, and loving family. They welcomed my high energy puppy girl into their home, and she clearly had fun playing with their dog and kids for many days while I was in the hospital. I get the sense that they want their kids to experience different pets for the learning experience, which is very cool I think. They seem to enjoy the experience overall, which made it so comfortable for me. Thanks so much!”

“Luna absolutely loved staying with Colleen. Colleen took great care of her, kept us updated with photos and videos, and was very flexible with us. We will definitely be using her again!!”
“Andrea is a thoughtful, caring sitter who provides regular updates and photos . She responds quickly to messages. She has a nice, fenced backyard. We will be having her care for our dog again soon!”

“This was the first time our dogs were left with anyone other than our immediate family. I was very please with Jennifer's communication prior to the boarding and her willingness to put my mind at ease, including the offer to meet them in advance if I wanted. My family absolutely appreciated the pictures, video, and texts letting us know that the dogs were adjusting well and having fun. She even took them for a car ride! I would definitely use Jennifer again for our boarding and highly recommend her to others!”

“Bethany was so good with our lil Gertie! Gertie is usually pretty shy with new people but Bethany got her out of her shell! She sent pictures and updates. Gertie had so much fun!”

“Eleanor loved staying with Laurie again. She takes wonderful care of dogs and sends pictures/updates! I can tell that she really cares about the animals when they are staying with her and wants them to be so comfortable…Thank you again!”

“Solia was great! She’s very knowledgeable and took great care of our high energy German shepherd. He got to go in many walks while in her care. She was very kind and understanding when I made an error in scheduling and was happy to keep him a bit longer.”

“She has a great setup for dogs. Country setting and plenty of room. Very accomodating in the care of Holly. Holly was able to stay outdoors in the shade or sun and come inside at night. Thank you.”

“Taylor was an outstanding host. She took such good care of, hook. She was very responsive and shared everything about his day. She did an amazing job keeping him happy and occupied. I would recommend her to everyone. Thank you so much.”

Weston dog parents share their Rover experiences
Kara and Ben have a beautiful, kind, and loving family. They welcomed my high energy puppy girl into their home, and she clearly had fun playing with their dog and kids for many days while I was in the hospital. I get the sense that they want their kids to experience different pets for the learning experience, which is very cool I think. They seem to enjoy the experience overall, which made it so comfortable for me. Thanks so much!

Popular requests near you
Select a filter and find qualifying Weston sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Weston is $40
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 boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Weston average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 54 sitters provided dog boarding in Weston. 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, 87% of Weston dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 8 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 Weston.
Rover makes it easy to find Weston 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 54 dog boarding sitters in Weston on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.








