Dog Boarding Oconomowoc
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 279 pet parents in Oconomowoc have booked dog boarding
Oconomowoc, 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.
“Katy and DJ were such wonderful Pupsitters!! It was reassuring to know how they were doing each day being 100’s of miles away! They were so pooped after their walks and visit that they slept for three days! Thank you for taking such wonderful care of them!!”
“Heather was an excellent puppy-sitter! She really took good care of our Corgi while we were out of town. I was very thankful for her great communication and picture updates.”
“Scott and Ashley and their boys are mine and my dogs favorite sitters! Constantly playing, walking and cuddling on the couch. My dogs were very well taken care of! I felt so happy while away because they were in good hands. Loved all the pics! Thank you Scott and Ashley we will be back!💕”
“Jennifer was fantastic. Onyx seemed like he had a good time and I knew he was well taken care of. She sent pictures and let me know how he was doing throughout the Stay. Would highly recommend.”
“Mikaela & Shane cared for my Colby Jack for a week and were wonderful. I received daily updates and everything was very positive. Colby was very well cared for and was very happy. I had to extend the visit because I was delayed returning from my trip and they kept him for 2 additional days. I highly recommend them and would definitely use them in the future.”
“An excellent experience! As a first-timer with Rover we did not know what to expect. Marie made the experience smooth and put us at ease. Bam had a great time & received excellent care. We received many updates & pictures.”
“Brooke and Robbie were fantastic with my pugs! They are so kind and sent lots of pics/videos during their stay. Brooke and Robbie administered their meds, took lots of walks, and gave my pugs all the snuggles! They truly love caring for pups, and I would definitely have my pugs stay with them again!”
“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!!”
“Alex took such great care of Banksy. She was able to accommodate a bit of a last minute booking after our other arrangements fell through. If we lived near Oconomowoc, Alex would be a repeat sitter for Banksy! He had a blast, and we received photos and updates throughout his stay!”
“Madison and Jeff were very easy to communicate with and kept us advised of all of Roscoe’s activities with texts and pictures . Their boys were very good playmates and kept Roscoe very busy. At night the boys setup “camp” in the living room and slept with Roscoe. Awesome Family!”
“Rocky loves their house and always has a great time! They are very accommodating with timing and care, super responsive, care for every dog like their own, and send picture and video updates of your furry family having fun”
“Cheryl and Josh were wonderful sitters for my dog Molly. They treated her as if she was their own dog. Cheryl was respectful of all the requests that I had made for Molly's stay. I appreciated the daily updates and pictures that Cheryl shared. It was a great comfort for me knowing that I did not have to worry about Molly while I was away on vacation. We will be booking with Cheryl and Josh again!!”
“Joanne was absolutely wonderful with our dog, she was very responsive to our request, accommodating to our time windows, and kept in communication with us the entire time we were gone. She was so loving and welcoming to our dog that he didn’t even want to come home! Highly recommended!”
“Mary and Brian did a great job with Sadie and Nalah. Kept me posted with how they were doing and sent lots of pictures. Brought them into there home and treated them like their own.”
“This is Rusty's third time staying with Anna and her family and she always takes such good care of him! He loves going there and we can always head out on vacation knowing he's in great hands!”
“No one will give your doggy more attention than Micah! We received photos and videos and other updates of our pup having a great time in a wonderful, roomy setting with opportunities for nature strolls. Highly recommend!”
The median cost per night for dog boarding in Oconomowoc is $45
Dog parents share their Rover experiences - Oconomowoc
Brooke and Robbie took amazing care of our doodles on very short notice while we were visiting from out of town. They were incredibly responsive, flexible, and kept us updated with photos, videos, and regular messages, which gave us so much peace of mind. It was obvious our dogs were happy, loved, and well cared for. Cannot recommend them enough! ❤️
Jack and Jennifer are great sitters. You can expect your pets to be well cared for. My 2 boys came home happy. If you have any questions, you will get a quick response. Jack and Jennifer also send pics to see the fun your pups are having while you are away. I highly recommend them as sitters.
Our dog usually stays with family if we leave but it wasn't an option this time. We went on our honeymoon and trusted Courtney with our dog Deku. She kept us extremely updated on everything, sending pictures of him. We couldn't of asked for a better communicator, especially with a part of our family. Would highly recommend using her services, and will return if we ever need them again. Thank you again for everything.
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
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
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 for dog boarding - Oconomowoc
Select a filter and find qualifying sitters offering dog boarding.Sitters in Oconomowoc average 11 repeat dog boarding clients
FAQs for Boarding - Oconomowoc
Frequently asked questions about Rover
The average cost for Dog Boarding in Oconomowoc on Rover is $44.4 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 826 sitters on Rover offering Dog Boarding across Oconomowoc. 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.
87% of Oconomowoc 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 Oconomowoc 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 Oconomowoc 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 Oconomowoc.
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 Oconomowoc 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.
Connect anywhere with the Rover app
