Dog Boarding Oconomowoc
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 298 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 great. I could tell our pups were in good hands and getting a lot of love while we were away. The daily updates and pictures were a great bonus.”
“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!”
“Always a great time at Scott & Ashley. Scott took care of Chewy’s insulin injections and eye drops. Leia is so happy with a lot of cuddles. We got los of pictures and updates.”
“Bree absolutely loved being with Brooke and her family! You could tell that she and her new-found friend were quite compatible! We will definitely be utilizing Brooke's services again!”
“This was our first time using Rover and we didn't know quite what to expect. We set up a meet and greet to make sure it would be a good fit. As soon as my dog got out of the car, I could tell she was going to like it there. Alex was very communicative during the whole stay and sent daily pictures of how my dog was doing. This made us very happy to know she was in good hands while we were gone. We will definitely work with Alex again!”
“This was the first time booking with Doreen. I assisted my elderly mom with the booking for her dog since my mom is unfamiliar with using apps on her phone. Doreen was extremely accommodating, communicative and flexible. Flossie is not often away from my mom, and I felt comfortable that Doreen was the right choice and that Flossie would be in kind and attentive care. Doreen sent a picture and comment via text each night which made my mom comfortable. Thank you, Doreen for working with us!”
“Everything was great and happy they took good care of Nia! I appreciated receiving daily photos/videos. Will definitely use them in the future.”
“Cheryl and Josh did an outstanding job of taking care of my “fur baby”. I was able to enjoy my vacation knowing that my dog was in good hands. Great communication and they sent lots of pictures. Would definitely book them again.”
“Anna and her family are so amazing! Laidback and took care of my pups like they were their own. They have a huge property for the pups to play and run. She sent me updates and pictures every day so I knew what they were up to while was gone. 10/10 recommend!”
“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!!”
“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.”
“Kylie was the best ever! I had a worry free vacation . She was very organized you can tell that she loves what she do! She sent us pictures of jazzy while we were gone she took her for walks and she also groomed her for us! She's so knowledgeable when it comes to dogs. The best experience ever! Thank You”
“I really appreciated how accommodating & patient Monique was with my BabyDog Fèndi! She sent me some nice pictures about an hour after drop off which made me feel better as I was wondering how she was interacting with the bigger dogs since she’s a small one. Also, throughout her stay she was sending me pics. My flight back came in late, but Monique stayed up to wait for my arrival and I felt that was going above & beyond! Will definitely be using her services again and I highly recommend 10/10✨”
“Brian and Mary took great care of Rosey, as always! I feel so comfortable leaving her with them and appreciate all of the photos while we’re away! Thank you!!!!”
“When you see all these reviews of Angela and think “there’s no way that can be true”. Trust me it is true. Angela was so amazing with my dog. This is our first time leaving her for this long and I could not have felt like she was in better hands. not only did I get enough picture updates, Angela was so kind and amazing to work with. her husband and her two kids were just all amazing people. Matter of fact, when I came to pick up my dog, I already asked her about future days so I would need a sitter for. If you’re wondering about a sitter who will keep your baby safe at home and who’s just a wonderful, genuine person, look no further than Angela.”
“I feel really comfortable leaving my pup with Joanne. She sent me pictures and updates on Ginger every day - they made me smile! Was wonderful to know my pup was being loved and so well cared for while I was away! Thank you, Joanne!”
“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.”
The median cost per night for dog boarding in Oconomowoc is $45
Dog parents share their Rover experiences - Oconomowoc
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
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2. Meet In Person
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3. Book & Pay
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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 September 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 September 2026, there are 803 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.
86% 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.
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