Dog Boarding Waukesha
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 490 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 Ashley and their boys are mine and my dogs favorite sitters! Constantly playing, walking and cuddling on the couch. My dogs were very well taken care of! I felt so happy while away because they were in good hands. Loved all the pics! Thank you Scott and Ashley we will be back!💕”
“Katy and DJ were such wonderful Pupsitters!! It was reassuring to know how they were doing each day being 100’s of miles away! They were so pooped after their walks and visit that they slept for three days! Thank you for taking such wonderful care of them!!”
“My dog had the BEST weekend away from me!! Dropping my dog at Dana's was like dropping him at the Ritz! Dana was so gracious, welcoming and accommodating- making sure she knew my dog's preferences and comforts. Her two pugs were adorable and Sammy seemed to enjoy having them as playmates! I loved all the pictures and updates. My sporting dog can be a handful but Dana seemed to manage his care with ease and kindness. Her backyard & deck is beautiful. She is a gem of a dog lover! I reside in Illinois. I needed her services while traveling...I may need to pay her to "relocate" ha-ha. Thank you, Dana. My dog transitioned home beautifully. You're the Best!”
“Angie was absolutely amazing! She took us on last min as another family cancelled very last min. Angie stayed in constant communication and had everything we could have possibly needed for Bentley if his allergies acted up or he didn't want to eat if he has separation anxiety. We will definitely being contacting Angie again for future vacations. She def kept my mind at ease with him being there!”
“Lauren is so amazing! Winter has very bad separation anxiety and we are always nervous everytime we leave him. It’s our first time to leave winter with Lauren but she did a very good job! She is very professional, updates us about Winter and most of all she is very passionate about taking care of dogs especiallys with dogs with separation anxiety and that made Winter feel very comfortable and enjoyed his stay with her. Winter had a lot of walks with her and he even made his way into the couch to sit with her. Plus he ate his food and treats and allowed Lauren to wipe his paws after walks. This is very unusual with Winter because he doesnt trust easily especially with someone whom he just met. But this made us think he was so comfortable with Lauren and he was happy with her. We are also happy knowing that Winter was well taken care of and we had a stress free short out of town trip. Thank you Lauren and Noah. We are so grateful for your help ❤️🙏🏻 highly recommended!”
“Rocky loves their house and always has a great time! They are very accommodating with timing and care, super responsive, care for every dog like their own, and send picture and video updates of your furry family having fun”
“Joanne was absolutely wonderful with our dog, she was very responsive to our request, accommodating to our time windows, and kept in communication with us the entire time we were gone. She was so loving and welcoming to our dog that he didn’t even want to come home! Highly recommended!”
“Jennifer was fantastic. Onyx seemed like he had a good time and I knew he was well taken care of. She sent pictures and let me know how he was doing throughout the Stay. Would highly recommend.”
“My dog absolutely loves Kandice. She was amazing. She’s had my dog for boarding for 3 weeks and I’ve been able to pick my dog up and play with her and drop her back off after. Very accommodating and loves and cares for my dog like her own!”
“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.”
“Jennifer was very friendly and receptive to everything. I had to tell her about Kona. She kept me updated with pictures and let me feel confident that she was well taken care of They had two dogs that were very friendly with Kona.”
“I recently adopted my dog Bruno and he still can be a little skittish at times. When I went on vacation I didn't want to have to board him at a kennel where there might be a little too much simulation for him. Nikki and her family were perfect for him. He stayed with them for a week and I'm confident he was well taken care of because when it came time to pick him up he almost seemed hesitant to leave with me lol. Could tell he was comfortable in the house which says a lot. Will definitely be using Nikki again. Thank you!”
“Thanks for taking care of Raider while we were out of town. I am glad that he was able to find a friend to teach him the ropes. The daily pictures were a blessing which we hope will continue in the future.”
“Great place to stay! We left our dog while we were on vacation for about 5 days and when we picked him up he had his nails trimmed and was given a bath. We got a updated with pictures/videos at least once a day and we could tell that he was exercised and happy!”
“We have a very active puppy (Loki) and wanted to bring him to the beach with us. Kim was very loving toward our dog and we were able to pick him up and take him to the beach and drop him off after so we could go back to our hotel. I loved that Loki was always happy to see Kim when we dropped him off. That meant a lot to me. We will use Kim again. Loki can’t wait to come back and play with her own wonderful pack.”
“Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!”
“I have a special-needs dog that is blind, and due to loss of sight struggles with other dogs only because he can’t see them coming. Tracy watch Dover Rocky and make sure he was OK with all the other dogs and then sent me some of the cutest pictures of him just relaxing little notes telling me he was getting along with a dog that barked at him earlier. I’m never left Rocky with any other person other than family. Tracy is not part of that family.”
“Tucker was so welcomed and cared for by this lovely family! I received many updates with photos and it was clear my older dog was so comfortable and happy taking walks with them and cozying up in their living room. Instructions were followed exactly regarding feeding and sleeping arrangements. It was apparent that these dog-loving caregivers wanted the best for my pet. A big thank you to them and I would definitely book them again!”
The median cost per night for dog boarding in Waukesha is $45
Dog parents share their Rover experiences - Waukesha
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.
Mozzie had an exceptional time with Chrissy and family. He got all his favorites - fetching the tennis ball, lots of pets and attention, downtime when he needed it, and even some swimming. He came back happy - which makes us happy. we appreciated the updates and photos of Mozzie and the flexibility and communication of Chrissy. Do not hesitate to book with her!
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
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
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Popular requests for dog boarding - Waukesha
Select a filter and find qualifying sitters offering dog boarding.Sitters in Waukesha average 11 repeat dog boarding clients
FAQs for Boarding - Waukesha
Frequently asked questions about Rover
The average cost for Dog Boarding in Waukesha on Rover is $44.4 per night (as of July 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 July 2026, there are 858 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 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.
84% of Waukesha 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 Waukesha 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 Waukesha 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 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 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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