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.

“Lisa and her family made our pup feel like he was on a vacation too! So happy we found Lisa, she is professional, kind, and such a dog person! She sends pictures and videos throughout the entire stay and is accommodating and flexible, as some plans can change while traveling! We will be using Lisa again-cannot recommend her enough!”
“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.”

“Chelsea and her family have been watching Bowser and Bali regularly and it is always such a comfort to know they are in such good hands while I’m traveling for work. They love coming over and runs to the door every time we get here. And Chelsea is so thoughtful in the way that she will help to make sure that the visit goes well. We could not recommend Chelsea more! She is amazing!!”

“It was just an overnight visit but the puppies are still exhausted! They’re must’ve had a great time 🥰. Cheryl kept in touch with verifying meds and letting me know they we’re doing great🥰🥰🥰thank you again!”


About: Hi! My name is Ryaan, and I’ve grown up with dogs and cats my entire life. Animals have always been a huge part of my family, so caring for them comes naturally to me. I also worked for several years at a doggy daycare and boarding facility, where I gained hands-on experience with dogs of all breeds, sizes, and temperaments. I’m comfortable with feeding routines, administering basic care, supervising playtime, and making sure pets feel safe, happy, and loved while their owners are away. Your pet will be treated like family in my care! 🐾 I currently have just a few 1 hour classes a week on just Mondays and Wednesdays and am home for the most part otherwise making me available for your pets. -fenced in yard -home frequently -able to provide long walks and lots of playtime -safe home (mostly pet proofed) -stairs are needed to be taken to get up to the house and down to the backyard
“We truly can’t express how grateful we are for Jamie and Charlie! They took such incredible care of our babies AND it was over Christmas. The photo updates and check ins gave us so much peace of mind during our first time away from them. It was clear our pups were loved and well cared for the entire time. We highly recommend Jamie and Charlie to anyone looking for trustworthy, caring pet sitters!”

“Julie took the BEST care of our little guy on our first trip away from him since we got him. She took many pictures and shared them with us and just treated him like one of her own pets. We appreciated seeing how much love he received while we were gone!”

“Erin and family are the best. Wesley had a great time with them and got a new buddy Willow out of the deal. For sure will use Erin again. She had great communication and updated us everyday of Wes’s day.”

“Mr. Beans loved the big back yard and super dog friendly home. Denise was accommodating with drop off and pick up times. I would love for Mr. Beans to be a "regular" at Denise's house.”

“Cari and her family did a wonderful job taking care of Russell. He got lots of walks, plenty of play time, and tons of snuggles. He especially liked playing with the girls. Will definitely use her 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!”

“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.”

“Ryan was a great host to my two boys. He was great to work with and went the extra mile to help me out in a diffacult situation where I had to travel with very short notice for work. I would recommend Ryan to anyone looking to board their dogs and will be using him in the future again!”

“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!”

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.
Meet local sitters who will treat your dogs like family

1. Search
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2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog boarding - Oakfield
Select a filter and find qualifying sitters offering dog boarding.Sitters in Oakfield average 7 repeat dog boarding clients
FAQs for Boarding - Oakfield
Frequently asked questions about Rover
The average cost for Dog Boarding in Oakfield on Rover is $35.52 per night (as of August 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 August 2026, there are 124 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.






