Dog Boarding in Oakfield, WI
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Top rated Oakfield dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Is very flexible and was available when needed! We loved getting the pictures and updates on vacation. It gave us peace of mind that Remi was doing great while we were away.”
“Chelsea and her family took such great care of our two pups while we were away! We enjoyed the daily updates and pictures she sent us. We would definitely book again with Chelsea!”
“My pups came home happy and slept SO well. Like kids coming home after a sleepover. Courtney has great communication and clearly enjoys having pets at her home. Overall, a great experience.”
“Piper's stay with Lisa was great. Based on the photos and stories Lisa sent daily, I was doubtful that Piper would even want to come home again. Lisa's dog, Rio, was a fun playmate and they ran around her fenced in backyard all day. Lisa sent photos of Piper snuggling with her children during nap time. I have no doubt Piper was well loved and well cared for while we were away and I will definitely use Lisa again!”
“Rebecca and Matthew and their boys took wonderful care of Hazel during her week-long stay. They were very detailed in caring for her and sent plenty of pictures and updates.”
“Cheryl did a great job watching our dog over the weekend. She was communicative and sent lots of pictures and updates. Bailey was happy and rested when we picked her up. Cheryl opens her whole home to the doggies she cares for.”
“I never left Sadie before except with family. She is very attached to me and I was nervous to do this. Mary made me feel at ease about it, sending pictures of Sadie and showing me she would be fine. I really appreciated the stay Sadie had with Mary. I will definitely use this service again. Thanks Mary!”
“Sadie’s was a great pet caregiver to our 4 month old puppy. This was the first time we left him with someone for a few days, and, he loved it! She shared pictures throughout his stay of his playtime and nap time. He was a tired puppy when he came home. He will visit with her again!”
“Luana is loving caring individual and takes pride in taking cate of your fur baby making sure my dog was a priority. Sends great pictures to provide updates. I will definitely recommend.”
“My dog had a wonderful time at this house and I received many pictures of her having fun. The family was also accommodating to our needs when we had some trouble getting back at the time we predicted.”
“Christiana and her family took excellent care of Nola while we were away. She sent daily pics & updates which made us feel at ease that Nola was being well taken care of and enjoying her stay. We will definitely have Nola stay again! ❤️”
“Diane and Dale went above and beyond to accommodate our schedule and care for Oliver. He fit right in with their dog, Lexi, enjoyed the walks around the pond and was well-loved. I highly recommend them!”
About: Hi ! As I am home for summer , I would love to be able to watch any animals , any size is okay ! I have grown up with large dogs most of my life but I am okay with any size and age. I am a college student athlete at Winona State University going into my Junior year next semester! I am also a nanny in the summers so I am very flexible when it comes to times or days ! I am also a nanny in the summer which means I have can have very flexible hours ! I am also very active, walks, runs etc. I have a fenced in yard and a pool ! But also I have a dog and my mom has a dog they are both loving and will keep your animal company!
“Ryan was very communicative with us during the time our two dogs stayed with him, and sent pictures over as well. The dogs were happy when we picked them up. I can tell that they were well taken care of when we were away. Thank you Ryan!”
“Hilary and her family were amazing for my Coco! She warmed up right away and got along with their family dogs. I felt very comfortable leaving my dog in their care and was pleased to receive pictures throughout the day. Will definitely bring my dog to them again!”
About: My love and compassion for animals is what sets me apart from other dog sitters. From little on I have always had a pet to now having two very spoiled dogs of my own. I have worked with pets from all different sizes and ages. Pet care in my daily schedule is a priorty. Having two dogs of my own I know how important it is for them to exercise, whether it be going to the dog park, a walk in the neighborhood or playing in the backyard I will make sure your pets needs are met! As a dedicated dog sitter, I go above and beyond to provide personalized care tailored to your dog’s unique needs and personality. What sets me apart is my genuine passion for animals and my commitment to creating a safe, loving, and stress-free environment for your furry friend. I prioritize open communication with pet owners, keeping you updated with photos and messages so you can feel confident your dog is in great hands. Whether it’s extra cuddles, a favorite toy, or a specific routine, I ensure your pet feels right at home, even when you’re away. Your dog’s happiness and well-being are my top priorities!
About: I have been around dogs my whole life and am now a proud owner for the past 1.5 years! I’m around 1-2 times throughout a typical work day to let my puppy out. She rules this house so no furniture or beds are off limits, which is extended to all the dogs that come into my home (I’ve recently become the extended family dog sitter due to my work schedule). Monday’s-Thursdays I am home 1-2 times during the typical work day for about a half hour each time. Fridays and weekends I’m typically home most of the day, maybe running errands here and there. Allie rules the house here! She is allowed on furniture and beds and this would extend to your baby too. We spend a lot of time outside with water always available and I’m always out with her. We have tons of toys and she doesn’t mind sharing them.
Popular requests near you
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The median cost per night for dog boarding in Oakfield is $40
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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.
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Sitters in Oakfield average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 63 sitters provided dog boarding in Oakfield. 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 Oakfield 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 Oakfield.
Rover makes it easy to find Oakfield 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 63 dog boarding sitters in Oakfield 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.
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