Dog Boarding Oconomowoc Lake
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Oconomowoc Lake, 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.
“Once again Katie and DJ have taken excellent care of my special needs pup. He is so happy to go to their house, he doesn’t even care that I am leaving. LOL 😂 seriously amazing family that love the animals they care for.”

“As usual Tucker had a great time with Maria and Nayibe. He was well cared for and I really appreciated the updates with photos during his stay. I will definitely be back for their services!”

“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!!”

“Angela and her family watched our dog for a week while we were on vacation. Angela was very courteous and great to work with. She has a big fenced in yard and two friendly dogs. She sent lots of pictures with daily updates. Our dog seemed very happy with her family and we wouldn't hesitate to book with her again. Thanks Angela!”


“Ashley and her family did an excellent job watching my two pups. Both seemed to be enjoying themselves while I was away. I got updates and pictures periodically so I was always in the know of what they were up to. Ashley was accommodating with time drop off and pick up. I appreciate the time and love you spent with my babies.”

“Nina has stayed with her twice now, and both experiences have been absolutely wonderful. She treats Nina with so much love, patience, and care that I always have complete peace of mind while I’m away. I always receive updates and photos, and it is clear that Nina is happy, safe, and loved. Seeing how comfortable and relaxed Nina is with her means everything to me. She has earned my complete trust, and she will always be my first choice whenever I need someone to care for Nina. I recommend her with all my heart. Thank you for taking such amazing care of my little girl!”

“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”

“Micah was fantastic! Kepler was well taken care of and had a very exciting stay playing with her dogs Teddy and Echo. Micah is very loving and created a very welcoming and fun environment for our pet/baby. We will definitely use her again.”


“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!”

“This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.”

“Ruby was great! She sent countless updates throughout the stay and messaged if there were any questions. She was readily available. It was so nice to see the girls playing with all of the other pups. And when they got home after a weekend at Ruby's, they were EXHAUSTED from all of the fun they had. I will definitely call Ruby for any future trips we have.”
“Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.”


“Max and his girlfriend took great care of my pup!! She loved having other dogs to play with. Max has a wonderful personality and vibe. He is very compassionate and you can tell has a spot in his heart for dogs. My pup had a ton of time playing outside, took walks and had a park adventure. Max is accommodating and was happy go alloys my pup to relax on the furniture and most importantly sleep/snuggle up in bed at night. Would HIGHLY recommend anyone to Max gor dog sitting.”

“Cari and her family did a wonderful job taking care of Russell. He got lots of walks, plenty of play time, and tons of snuggles. He especially liked playing with the girls. Will definitely use her again.”

“They were wonderful! They took our girls in on such short notice for the night and sent pictures and updates to let us know how they were doing! Every pictures the girls looked so happy and we are so glad they had a good time staying over!!”

About: I have 10 years of experience house/pet-sitting. I do the best I can to continue your pet's routine while you're away including watering/feeding, walking, playing, taking your pet on outings like the dog-park for example, admistering medications, cleaning up pet waste, or anything else you'd like me to do! I have experience taking care of all different kinds of pets such as chickens, ducks, fish, cats, dogs, hamster, hermit crab, turtle, and hedgehog. I also can provide overnight care for your pets including housesitting if needed. Housesitting responsibilites include watering plants, getting your mail, mowing the grass, putting out your garbage, or any other household tasks you'd like done while you're away including taking care of your pet and/or pets. I'm also available this summer Monday through Friday to drop-in to take care of pets from 1:30pm-6:00pm. This could include watering/feeding, walking, or anything your pet may need. I'd be happy to give referneces if needed. Thank you for considering me! I'm available all week to provide pet care in your home-drop in, overnight care, and house-sitting.Thank you for your time and considering me for your pet and home care needs! I do not offer pet care in my home, but can provide pet care in your home including drop-in/overnight pet-care in your home/house-sitting and I'd be happy to provide references if you'd like.
Dog parents share their Rover experiences - Oconomowoc Lake
I can't say enough good things about Heather. I had something come up & needed help caring for my dog ASAP- 30 mins after my request, Heather was on her way to pick him up! In a stressful situation, her calming demeanor reassured me that my dog was in great hands. She went above and beyond & made it feel like he was part of her family during his stay. You & your pet will be so happy going with Heather. An absolute gem of a woman!

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.

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 Lake
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Oconomowoc Lake
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Lake home-away-from-home, 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 Lake.
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 Lake 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 , 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 .
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.









