Dog Boarding Waukesha
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 465 pet parents in Waukesha have booked dog boarding
Waukesha, 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.
“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.”
“Maria and Nayibe are so caring and conscientious. I feel comfortable leaving my elderly dog with them, knowing they will give him attention and care”
“Joanne was a LIFE SAVIOR ! I had a last minute cancellation and she responded right away and was able to help take care of Atlas. She was super communicative, shared great photos, and took amazing care of Atlas incredibly impromptu! Thank you thank you thank you !”
“Nikki and her family watched my dog over the weekend and he was very well taken care of and loved being at their house! Was sent constant updates and pictures while in her care! My dog seemed extremely happy to be there and loved all the attention he got from Nikki and her family! Will 100% be booking with Nikki from now on!”
“I truly cannot say enough wonderful things about Ashley and her family. Penelope has stayed with Ashley before, and it is so clear how much they genuinely adore her — and the feeling is absolutely mutual! Ashley is incredible about sending me photos and little updates throughout the day, so I always know how Penelope is doing and what kind of fun she is getting into. There is such a difference between knowing your pet is being well cared for and knowing she is being genuinely loved while you’re away, and with Ashley, I never have to worry for a second. Her entire family is so incredibly sweet to Penelope, and she is clearly completely comfortable and happy in their home. When I picked her up today, she genuinely seemed like she would have preferred to stay with them rather than come home with me — which I suppose is the highest praise a pet sitter can receive 😂 Ashley has become someone I completely trust with Penelope, and I feel incredibly lucky to have found her. We will absolutely be back!”
“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.”
“Ditto's weekend with Diana & Joseph was the first time I've ever left Ditto with anyone but family or close friends. They were patient and flexible and went out of their way to put my mind at ease. Ditto is on a special diet, including medications, so Ditto isn't the easiest to take care of; wasn't a problem at all with Joseph & Diana. They took Ditto for walks and the girls even included Ditto as their guest during their tea party!! :) Thank you so much for giving Ditto special attention. I'm hoping he can stay with Joseph & Diana, again. ?”
“Tia and her husband were amazing! We were nervous to leave our girl with people didn’t know but they loved her so well while we were gone. She gave so many updates and was very flexible with what our dog needed. We did a meet and greet for our dogs then gave her a laid out list of everything about our dog. Tia made us feel super comfortable. We loved that her kids loved our dog and we truly feel like Regan will miss being at their house”
“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.”
“Awesome dog sitters! Gigi left happy and I received a ton of pictures, updates while I was out of town. They were flexible with her needs as she is a senior dog. I would absolutely use their services again!”
“Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!”
“Loved receiving pictures of Charlie during her stay. By the end of the stay I confidently felt I left Charlie in the hands of someone who loved and cared for her as well as I do. Definitely will be a returning customer!”
“Angel and Little Man always have a great time. Easy scheduling, great response times, and my pups are exhausted from playing when they get home. Thanks !”
“I was nervous leaving my boys in someone else's home. From the meet and greet it was obvious that Zach would be a great fit for my boys! He was engaging and they both liked him alot right away. When I dropped them off, they were excited to be there!! Zach was Great with communication, sending a Pic and video answering me quickly. I would definitely recommend Zach!! I will definitely have him watch them again if needed and if he accepted!!”
“Absolutely would recommend! My dog is VERY anxious and had never stayed with anyone other than myself so I was a little afraid of how he would do but Cindy did an amazing job. She sent me pictures daily and my dog looked happy and comfortable. She went above and beyond, will definitely book her again!”
“Sherry was amazing watching my dog Mel! She was super communicative and sent lots of updates and photos about what they were up to. This was the first time I used Rover to find someone to watch my dog because it's hard for me to trust someone to care for Mel that way I do, but I would definitely trust Sherry with Mel again.”
“Dan and his family are our go-to sitters since we moved to the area. Our elderly dog, Stella, has stayed with them over the weekend twice and will be staying with them again next month for over a week. They have been more than accommodating with her needs, from providing her endless attention to making sure she gets her medications on time. They are patient with her fussiness and also make sure she gets plenty of time to rest. They also reach out to us during the visit with photos and updates! While they often sit multiple dogs at once, they maintain excellent control ensuring everyone is happy and healthy. They are retired so the pets receive loads of affection and are not left alone. Stella has grown quite attached to Dan and we look forward to having her stay with them again soon! We highly recommend this attentive, caring family!”
“This was our first time leave the girls with Yolanda and I could not be happier! They treated our girls like family and I felt so comfortable the entire time we were gone that they were being well taken care of. I will definitely use them again in the future and would recommend them to anyone!”
The median cost per night for dog boarding in Waukesha is $45
Dog parents share their Rover experiences - Waukesha
Lauren is the best! She took care of Winter really well. I received updates from her and did not have to worry at all while we were on vacation. She was so kind and flexible to to have Winter stay one more night with her. Thank you so much Lauren Koda and Noah. ❤️
Remy was so happy to stay when Dana and her Pugs. She had such a great time playing with the other dogs. When I picked her up, she was extremely excited and was well taken care of. Dana is an absolute joy. She sent pictures and updates every day while I was away. I was able to enjoy my vacation and not have to worry about my baby. We will definitely book Dana again.
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 - Waukesha
Select a filter and find qualifying sitters offering dog boarding.Sitters in Waukesha average 12 repeat dog boarding clients
FAQs for Dog Boarding - Waukesha
Frequently asked questions about Rover
The average cost of Dog Boarding in Waukesha is $44 per night as of October 2026. Most bookings cost between $30 and $59 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 October 2026, there are 824 sitters on Rover offering Dog Boarding across Waukesha. 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.
93% of sitters in Waukesha 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 Waukesha 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 Waukesha.
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 Waukesha 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.
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