Dog Boarding in Milton, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Milton dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“This was our first time using Rover, and we couldn't have asked for a better experience. Sarah accommodated our last-minute request to watch our 3-month-old puppy for two days. Rip and Mayla were so friendly and playful when we stopped by for a meet and greet. And Sarah's obvious expertise and calm demeanor made it clear that this was a good fit for us. She was always quick with responses, sent daily updates with several pictures spanning the course of the day, and gave a very thorough rundown of how our puppy did his entire time there when we arrived to pick him up. It was clear that she had his best interests at heart. And any time we need a puppy sitter, she will be the first person we contact. 10/10 Highly recommend.”
“Bella was so happy and enjoyed her stay. Brandy was wonderful and I will use her again she really made sure that I knew what was going on with Bella the whole time I was gone that was fantastic”
“5 stars!! ⭐️ 🌟 🌟 💫 ⭐️ Jessica is amazing! She graciously dealt with our uncertain and hetic schedules. She went over and above, driving to my home to pick my dog up. Even when he was initially bashful/scared, she waited and took extra time. Gave him extra love and care, car rides, treats, and nap time together. I felt he was safe, content, and at ease while in Jessica’s home. We will definitely be hiring her again!!”
About: I've been a dog owner for as long as I can remember. I currently have one nine year old Chihuahua mix on seizure medicine twice a day. We have a fenced in yard with a chain link fence perfect for letting your dog run around. I am usually up by 5am to go for a run or cycle. I work from home regularly so I can be flexible with letting the dogs out. I have a fenced in yard with one friendly dog of my own to keep your dog company. I have cameras in the home to keep an eye on the pups if I do need to run out.
“Gillian did a great job with my beagle. Bella is a nervous girl and Gillian (and her dogs) were very respectful and helped Bella feel at home. The updates were also great. I plan to utilize Gillian again in the future”
“Kaitlyn was amazing! She updated daily and made sure our babies were so well taken care of. She went above and beyond and I’m so grateful we chose to book with her. I will absolutely be booking her for any future needs for our pups.”
“Emily and her family gave our 4-month old puppy all the love and attention one can hope for when leaving a furry friend for the day. He got to play in a fenced yard with other dogs and came home nice and tired. We’ll definitely book with her again in the future!”
“Stacy welcomed my dog into her house and treated him as her own. Rudy loved playing and snuggling with her family! She communicated well and made sure she understood his needs. I will use Stacy again.”
“Jessica was phenomenal! She watched our 2 dogs over our wedding weekend. We wanted one of them to join us for a bit and she was so helpful, even came and picked her up. She sent lots of photos and updates. We had a meet and greet on her yard so our dogs could meet hers. We will absolutely be booking with her again in the future!”
“Ellen was wonderful. Not only did she take Winnie on short notice, she made us feel so comfortable leaving Winnie behind. She was a master at easing Winnie in and making her feel at home. She sent us regular updates with photos and video so we could share her experience. Thank you Ellen! Winnie will definitely be back!”
“Clarissa really looked after our dog while we were on vacation for 8 days. She picked him up and ripped him off. He came back looking healthy and relaxed. Much better than boarding. Will use her services again in future.”
“Sumer went above and beyond! She was there for me in a time of crisis and I will never forget that. She helped me out and was very flexible when it was really needed. Also, my dogs love her! I can't believe how fast my shy guy came out of his shell for her! Yay Sumer! Thank you so much!”
“Maura is outstanding! She took such good care of my dogs I was afraid they wouldn't want to come home with me. She sent me pictures or videos daily which was wonderful. I will definitely be using her again. I wouldn't trust my dogs to anyone else.”
“Amanda and her family are like a second family to our Rosie! Amanda is flexible, easy to communicate with and provides a great place for our pup when we’re out of town.”
“Julie & her family were AMAZING with our girl! We got pictures everyday from their walk & naps. It was such a relief to know our dog was taken care of and in the best of hands. 100% will book with Julie again!”
“Such a treat to have Duane & Lauren take care of my pup, Rapha while I was away. They are very responsive and attentive to the needs of both owner and doggie. Thank you!”
Popular requests near you
Select a filter and find qualifying Milton 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 Milton is $45
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 Milton average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 302 sitters provided dog boarding in Milton. 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, 95% of Milton dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Milton have an average of 20 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 Milton.
Rover makes it easy to find Milton 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 302 dog boarding sitters in Milton on Rover, so you’re sure to find the perfect match for your dog! In Milton, 94% of sitters offer daily exercise, 94% offer medication administration, and 88% 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.
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