Dog Boarding Oconomowoc
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 188 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.
“Heather was great with our little spunky Yorkie. We needed someone last minute for a work trip and she accommodated us. Her home is very dog friendly, and we could see she loves having fur babies around. She sent me pictures everyday and kept me updated. She was very attentive and caring. Her boys played with JoZee and kept up with her high energy. I would definitely trust her again. Thank you Heather for all you've done!! I'm happy to have found you.”
“Katy and Dennis are a one in a million find! They take such great care for our high energy dogs, send daily photos, and our dogs are happy to visit them anytime! I highly recommend these two when looking for care for your pups!”
“Jessica was amazing!! Her communication throughout booking and confirming were top notch. Our little Looper had so much fun at Jessica's house, he returned happy and worn out!! We truly appreciate the care Jessica gave to our pup, and would absolutely recommend! We will be booking again in the future. Thank you, Jessica!!”
“Gianina took really good care of our dog Mia during our week long vacation. Mia fit right in with her dogs golden retrievers and her 2 children loved her too. She kept us informed with daily postings of her which we looked forward too. Thank you for taking such good care of our dog. I would highly recommend her.”
“Ashley was absolutely amazing with Chase and Coco! She kept me updated the entire time with pictures and videos, which gave me so much peace of mind. It was clear they were well cared for, happy, and loved while I was away. I had no issues or problems at all. I truly appreciate the excellent care she provided, and I will definitely be booking with her again. Highly recommend!”
“Kylie and her pets were wonderful! My dog Miller had a fantastic stay 2 night stay. She was flexible on the arrangements as my return time was not finalized and treated Miller as if he was her own. I definitely recommend her to anyone needing dog care as well as use her services again next time I'm out of town.”
“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!”
“Another amazing weekend for our baby with David. She is so well taken care of when she is at his house, he treats her like his own. She always comes home so incredibly happy! Thank you again!”
“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! ❤️”
“We have taken Tucker here the past few years when our family goes up north & we feel so lucky to have found them! We get so many pictures & updates and each picture we get, Tucker looks relaxed, happy and like he’s having the best time! Thank you so much for taking such good care of Tuck…we’ll see ya next summer!”
“Paul did an amazing job watching our pup! He "warned' us that he would try to exceed our expectations, and no question he absolutely did. We loved all the updates with photos, and the numerous offsite visits to parks was so fun to see. So comforting while we were such a long distance away. We'd recommend Paul to anyone!”
“I feel great leaving my dog overnight with Sherry! I appreciate her eagerness to learn my dog’s needs and any specific instructions, and that she’s got a great yard to play in! Would highly recommend and return for care in the future.”
“Sarah, Dan and their girls were amazing! Badger loves children and had a ball. They provided pictures during the stay which helped calm our nerves. We noticed he was exhausted when he got home which is a good sign. We would definitely use them again.”
“Laura is a wonderful pet sitter. Our fur girl loves her and her dog Diesel! Always takes great care and follows instructions. Plus daily pics and updates! We highly recommend her!”
“Dawn was great with our girl! We were nervous to leave her for the first time and Dawn and her family took such good care of her. She sent updates often and was quick to communicate.”
“Sarah was wonderful with Jake and Meme while we were away for a couple of days! She had great communication, kept us updated, and did a fantastic job picking up on their individual cues and personalities. It gave us peace of mind knowing they were in good hands. Thanks so much for taking such great care of them, Sarah! We really appreciate everything!”
“Porter absolutely loved Ben and his dog Melvin! Ben regularly updated me with pictures and administered medication that Porter needed. I really appreciated how attentive was! I plan to rebook him later this month!”
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.
How to book dog boarding
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 is $50 per night as of November 2026. Most bookings cost between $30 and $65 per night. On Rover, 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 November 2026, there are 785 sitters on Rover offering Dog Boarding across Oconomowoc. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
93% 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Oconomowoc. On Rover:
- 89% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 93% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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