Dog Boarding Oconomowoc
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 292 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.
“Brooke and Robbie are AMAZING!! They are both so kind, friendly, and clearly very big animal lovers. I was a little nervous to leave Brodie with someone new, but my worries went away immediately after meeting them, as well as their super sweet dog Moxie. Brooke was very responsive to messages, sent me really sweet pics and updates while I was away, and was more than flexible with my schedule as far as drop off/pick up went. I could tell Brodie had a great stay and was sad to leave his new friends! 5 star experience all around, and so excited that I’ve found our new go-to dog sitters :)”
“Alex was great. Sent me pics and updates. She was easy to work with and it sounded like my Chewy had a grand time on her property. I'm very appreciative that she was flexible with drop off and pick up times. I will try her again when I have the need. Thank you Alex, (and Chuck)”
“Heather was the best ! Boarding Zoe with Heather & her family at their wonderful home was a perfect match for me (& Zoe!) Heather is very organized & prepared to deal with hosting a dog's individual behavior and adapting to their routine for the best results. Heather - having her own dog and another daycare dog to keep company & play with Zoe - was a perfect situation. She was very flexible with my drop-off & pick-up schedule which made all my travel arrangements "a breeze" with no worries. I couldn't be more pleased & recommend Heather without any hesitation. I hope my future travel plans will allow a repeat overnight for Zoe with Heather again !”
“Katy & Dennis did an excellent job of taking care of our troop of 3 poodles! They are friendly and very accommodating with our pets. We received pictures throughout their stay which was fun to see...especially all 3 sitting at the same time! Thanks for watching our pups while we were away!”
“Mila (German shepherd) loves going to Scott’s home. When I dropped her off, she was so excited to be there. Scott does a great job providing pictures and updates throughout the stay. I appreciate having a safe place for Mila to go while I’m out of town.”
“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.”
“Our puppy had a great first time with Doreen. She sent daily updates and photos to keep us up to date with how he was doing. We felt very comfortable leaving our puppy with Doreen for the weekend”
“Josh and Cheryl were absolutely incredible with our dog, Tuck. He’s a high-energy, challenging pup who needs a lot of stimulation, and they went above and beyond to make sure he was well cared for, engaged, and happy. They were attentive, active, and cared for him like their own. When his collar broke, they even bought him a new one without hesitation—such a thoughtful gesture that speaks to how much they truly care. We also loved receiving regular updates and photos, which gave us peace of mind while we were away. We couldn’t recommend them more highly—if we could give more than 5 stars, we would!”
“Monique was wonderful!! She kept up great communication and photos. My dog has separation anxiety and it’s clear he was comfortable in her home. Will definitely have him stay with Monique the next time we are in the area. Thanks, Monique!!!”
“Angela and family were outstanding! I will definitely call them again. They LOVE dogs! Angela was wonderful to work with, she set up a Meet and Greet to see how our dogs would get along. Nothing was stressful for her... she's calm, cool, and super easy to work with. She sent multiple pictures and gave updates. Her back yard is VERY dog friendly with a super fence and TONS of dog toys! Book her, you will not be sorry!”
“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!!”
“Anna and her family are always super accommodating. I don’t think I’ll use anyone else unless she is unavailable. They treated my dog like their own. I was a little worried he wouldn’t come home because they loved him so much. She even sent him home with treats. Anna is truly the best!”
“Amanda was amazing and accommodating with drop off and pickup. She took the time to really get to know all the details with Rusty and his habbits. She gave updates and pictures. Rusty had a great time and was a sad to leave. 13/10 recommend.”
The median cost per night for dog boarding in Oconomowoc is $45
Dog parents share their Rover experiences - Oconomowoc
We had an excellent experience with Natalie caring for Nala while we were on vacation. She kept us informed with regular updates, and it was clear that Nala was happy and well cared for. Natalie treated Nala like her own, and we highly recommend her to anyone in need of a reliable and compassionate dog sitter.
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 12 repeat dog boarding clients
FAQs for Dog Boarding - Oconomowoc
Frequently asked questions about Rover
The average cost of Dog Boarding in Oconomowoc on Rover is $47 per night as of October 2026. Most bookings cost between $30 and $64 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 814 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
88% of sitters in Oconomowoc can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
<b>Tip:</b> 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.
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