Dog Boarding in Oconomowoc
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Oconomowoc dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“My husband and I cannot say enough about the amazing care DJ and Katy and their family provided for our two girls Rosie and Bella! We received daily updates and photos! We could tell that they were happy and comfortable from the pictures which made us feel better when we have to leave them! We will be excited next time we cannot take our girls knowing they are with DJ and Katy!”
“Scott and family were amazing! I was able to relax and enjoy my vacation knowing Dixie was in good hands. Scott sent pictures frequently and I loved getting them. Dixie looked so happy and content. In fact when I picked her up to go home she cried half the way home! LOL I think she was missing them I am blessed to have found this family to care for my furbaby when I am gone.”
“Jamie and her family took such good care of Rusty! It was our first time leaving him with someone other than family and they updated us with pictures and messages throughout our vacation. I would HIGHLY recommend them to anyone!”
“They were great! Mikeale was very communicative & quick with responses, sent daily updates with pictures, and accommodated my short-notice stay. Ruby was very tired when she got home <3.”
“Jenifer is amazing! I’d never used Rover before, or had my pup stay with anyone other than my close friend. Since we were getting married, we needed to find a sitter for a couple nights and after seeing the very many good reviews about Jenifer, I thought I’d give it a shot and I’m so glad we did! She obviously loves dogs- dropping our pup off was easy since she had 2 huge baskets of toys for her to get excited over! She sent us pictures of our pup every day and was altogether reassuring and great. I’d do it again in a heartbeat- it’s so nice to know we have someone nearby we can trust with our baby!”
“Dana is amazing! This was my first time using a pet sitter and she was a perfect fit. She sent plenty of pictures and videos and made me feel so comfortable. I would definitely use her again and recommend her to anyone. My dog loved playing with her two pugs!”
“Marie took wonderful care of our dog for over 7 days. We really appreciated the daily updates and pictures; it was apparent that our dog got a lot of special attention and love! It allowed us to enjoy our vacation and not worry about how he was doing. Thanks so much, Marie! We would love to book with you again in the future!”
“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!”
“The best ever! 10/10 will use them again. The sweetest people who made my little George feel like he is apart of the family & made me less stressed about leaving him for a week. Thank you guys ❤️”
“Brooke and Rob were incredible! Our pup had a blast with them and their dog, Moxie. They sent regular updates, which gave us peace of mind. It was obvious they understood our dog's needs, making us feel comfortable leaving her. We highly recommend them as trustworthy and caring sitters. Thank you, Brooke and Rob!”
“Mary was awesome and Findley had a great time. Mary kept us informed with text messages and pictures. She had plenty of toys and kept him well entertained both inside and outside. Thank you!”
“Gianina was a great host to Kona! She sent pictures and updates throughout the weekend! She had a great yard for him to explore, and she took him on nice walks. We will definitely book with her again if we travel!”
“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!!”
“Heather is a fabulous dog sitter! We boarded our pup, Ivy, at her home. We had to extend Ivy’s stay by one night and Heather was extremely accommodating. Ivy even went on a few outings with her! When we dropped our pup her home, I could tell upon meeting her that Heather’s demeanor is gentle and calming.”
“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!”
“Jack and Jenni are absolutely wonderful with Leo. They take such good care of him - Always attentive, taking him on walks, and making sure he's happy. they also send videos and photos, which gives peace of mind and a lot of confidence. I truly feel that Leo is in great hands every time. I highly recommend them.”
Over 273 pet parents in Oconomowoc have booked dog boarding
Oconomowoc dog parents share their Rover experiences
Our dog Phoebe had an absolute blast during her stay here. She loved playing with Moxie, their dog. She was super happy and tired out when we picked her up. Usually, Phoebe has a bit of anxiety when she's somewhere new, but she warmed up so quickly to Brooke, Robbie, and Moxie. We will definitely be booking with them again. It gave us such peace of mind to know Phoebe was well cared for and loved while we were gone.
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.
Popular requests near you
Select a filter and find qualifying Oconomowoc sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per night for dog boarding in Oconomowoc is $45
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Oconomowoc average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Oconomowoc is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Oconomowoc dog boarding rates can be found as low as $29 to as high as $61 per night.
As of Jun 2026, 837 sitters provided dog boarding in Oconomowoc. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Oconomowoc dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Oconomowoc have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Oconomowoc.
Rover makes it easy to find Oconomowoc dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 837 dog boarding sitters in Oconomowoc on Rover, so you’re sure to find the perfect match for your dog! In Oconomowoc, 87% of sitters offer daily exercise, 97% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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