Dog Boarding Oakfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 47 pet parents in Oakfield have booked dog boarding
Oakfield, Find top rated dog boarding
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.”

“Kota took on my 13 week old puppy and I am so pleased with how well my puppy did at her home! Kota snuggled and loved and cared for her like she was her own! She communicated daily and sent the cutest pictures! I give my highest recommendation to her! So much better than a kennel when you need boarding! Your pet will be welcomed into their home and treated like a family member!”

“I had an amazing experience with Natalie on Rover. She took fantastic care of my dog, Lokie, on very short notice. Her communication was excellent, and she sent me regular updates with pictures that showed how happy Lokie was. She was incredibly accommodating with my schedule. I highly recommend her!”


“Lisa and her family were amazing for boarding our dog overnight! This was our trial run for an upcoming longer stay. Our dog loved being at Lisa’s house! I think she thought she was at camp and loved it!”

“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.”

“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!”

About: Our family has a huge heart for animals and want to extend that to your furry friend! My two daughters and I love animals and can’t wait to start pet sitting! Hi! I currently work from home with a flexible schedule! Plenty of time for fun and fetch, Nice big backyard for all the activities! Please feel free to reach out! I have a fenced in yard and one playful black lab who will be sure to keep your furry friend entertained and happy to be here!
“Rebecca and her family took excellent care of our dog Evie while we were out of town. She was wonderful at communicating—sending us regular updates and adorable pictures that really helped us relax and enjoy our trip. We could tell Evie was happy, loved, and getting plenty of playtime and attention. Communication was spot-on from booking through drop-off, and it’s clear she genuinely cares about the pets she watches. We’re already planning to book with Rebecca again next time we travel—she’s our new go-to sitter! Highly recommend Rebecca and her family to anyone needing a reliable, caring pet sitter. Thank you so much!”

“Cheryl and Josh did an outstanding job of taking care of my “fur baby”. I was able to enjoy my vacation knowing that my dog was in good hands. Great communication and they sent lots of pictures. Would definitely book them again.”


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!
“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.”

“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!”

“Brittni & family were the best dog family we could ever ask for! Luna got along great with their dogs and kids. Brittni sent pictures of Luna with the family and out on walks. Highly recommend!”

“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! ❤️”

About: I’ve been a dog owner since 10 years old and have not gone without mans best friend since! I currently live on 23 acres in the country and long walks and chasing balls packs in most of the day with my 4 dogs Jetta, Odie, Ruby and Rowley. All dogs are dog friendly and well mannered. Graduating puppy classes to canine good citizen classes, plus dabbling in agility and herding. I currently work Weekends Friday-Sunday and my week is filled with lots of outdoor time on my hobbies farm. Lots of free time during the week helps me have fun with my animals and enjoy the sunshine. All my pets are cat and dog friendly and have full freedom of the property. New comers are always on a 12 foot leash during playtime and walks, unless E-collar trained. When first meeting owners I go over your dogs recall manners and slowly introduce them to the pack on a long property walk. This helps incorporate pack leadership and expelling energy at the same time.
“Kiana was great with Simmba! She sent pictures, and kept us updated on his wellbeing. She was always very flexible when we needed to change our dates. She’s reliable and we would definitely use her again!”

The median cost per night for dog boarding in Oakfield is $40
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Oakfield sitters!Sitters in Oakfield average 7 repeat dog boarding clients
FAQs for Dog Boarding - Oakfield
Frequently asked questions about Rover
The average cost for Dog Boarding in Oakfield on Rover is $35.52 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 115 sitters on Rover offering Dog Boarding across Oakfield. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
90% of Oakfield sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Oakfield landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Oakfield home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Oakfield.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Oakfield sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.




