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

Over 681 pet parents in Greendale have booked dog boarding
Greendale, 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.
“Laura is the best! She takes great care, follows our dog's needs and provides daily updates and pics. Her labrador Diesel is so sweet and gets along so well with our girl. All our dog's prior overnighters went extremely well! I highly recommend her care. TWeber”

“Amanda and her son were amazing with our dog Charlie! He's a big boy and can be a lot to handle but they didn't seem to have any issues. This was his first stay with them. He settled in almost immediately. It was just a short stay overnight and he actually ate a couple times. Often he food strikes for the first day or two so this shows he felt at ease with them. We will definitely be booking again for our future needs. Thanks Amanda!”

“Rebecca and Dave were amazing with our dog Luna. She had such a great time while we were away. They have a huge yard for the dogs to run and play. They took such good care of her and we received daily updates with photos and videos. We will definitely have them watch Luna again! 10/10 experience!”

“Dawn and her family provided a comforting setting for our dog Astro. He was the only client they had for the stay which to us is just what he likes. He’s not much a social one, but tolerates well with other dogs if he has to! They paid Astro lots of attention when he needed it. Kept us up to date on anything that was important to tell us and sent pictures to show us he’s doing well! He’s pretty easy to take care of and not a trouble maker for anybody and he knew he was in good hands! Also, we liked that Dawn has a fenced in backyard! Big plus! Thanks again! Mike and Liz”

“Alexis was amazing. She stayed with my 14-year-old lady for 15 days and treated her like a princess. Shee took care of her, fed her, gave her affection and made her feel at home. I can only thank her. I recommend with my eyes closed!”

“Would definitely work with Tyler again. He took our dogs on plenty of walks, and they absolutely loved his kids. He took pictures and videos to keep us updated as well. Couldn't be happier working with Tyler.”

“Cole did a great job watching my dog for the weekend! I got tons of pictures and videos of her running around and having a great time with his dog. He was responsive and very flexible with pick up and drop off times”

“We are always happy to have our dog stay with Joe and Diana. We feel they treat him as one of their own family, and I never worry about the care that my dog is receiving. Highly satisfied.”
“Carol and Steve are absolutely wonderful. They care deeply for pets and have the perfect set-up for doggies in their home. My husband and I have struggled to figure out who might offer a service such as this. And, there they were on Rover.com! Their home is very welcoming and the fenced yard is a wonderful space for dogs to explore. After a stay, our doggies Fiona and Wesley come home happy, content and with a smile!”

“Courtney was AMAZING! I was very nervous since it was my first time leaving my baby behind. She kept me up to date with pictures and updates throughout the days. For sure I found my one and only sitter. She’s amazing!!!”

“Dozer had the best boarding experience ever! They played with him and exercised him so much. We got lots of great photos and videos and Krysta asked lots of good questions to get to know his behavior beforehand. We will definitely be back!”

“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.”

“Mitch was very accommodating with my last minute booking request. After a quick meet and greet, I left my 4 year old pup in good hands for an overnight stay. Mitch has a nice big fenced in yard for the dogs to play, he was very responsive with his communication and provided photo updates. Would definitely recommend.”


“Everything went perfectly! Elba went out of her way to accommodate Scooby, and I could tell as soon as I picked Scooby up that he was tired from enjoying his stay so much. Thank you!”


“Lilly and Joe were amazing! I am new to Milwaukee and needed a dog sitter on short notice and they were so accommodating! They were very communicative, flexible and very kind to my dog! Would highly recommend to anyone hesitant about finding sitters on Rover! I will definitely continue to leave my dog in their care!”

“April and Brad were so wonderful with Ronnie! We needed someone to watch her while we were visiting friends in Milwaukee and they were just the perfect people to do it. Ronnie had a great time playing with all the toys and hanging out and snuggling with them :) There were also fireworks that weekend and they were able to keep her calm and feeling safe!”

The median cost per night for dog boarding in Greendale is $45
Dog parents share their Rover experiences - Greendale
Tara took wonderful care of our dog, Abu, while we were away for three days. Abu got along great with her two dogs, and we loved that there was a small, fenced-in dog park near her home where the dogs could safely run around and enjoy some off-leash time. Tara also took Abu on walks and made sure he got plenty of exercise and outdoor time. We really appreciated her care and attention and felt comfortable knowing Abu was in good hands. We would definitely recommend Tara to anyone looking for a caring and reliable dog sitter!

Amanda was so sweet and attentive with our (anxious) dog! We appreciated the pictures and could tell our dog was not only comfortable and well cared for, but having a wonderful time too. We had a glitch in our travels and Amanda was incredibly generous and accommodating, allowing us to have our dog stay with her an extra night on short notice. We feel so fortunate to have found Amanda!

Me and especially my dog Dilly had a great experience with Anya. Last minute plans changed for my out of town vacation and Anya was able to host Dilly for my trip. I got texts all the time about how he was adjusting (he's a bit anxious), picture and movies. She gave him his meds according to schedule with lots of treats. He got lots of loving and scratches for being a good boy, he went outside all the time, she provided him with a crate for bedtime and his safe space. I feel that Anya was exactly what Dilly needed. Dilly also got to spend time with another dog during his stay. Instead of doggy day care for the future, he'll be staying with Anya. I am beyond pleased with her love and cares for my dog.

Absolutely amazing people! They took exceptional care of my dog, and it was obvious he was happy, comfortable, and loved while he was with them. It gave me such peace of mind knowing he was in such great hands. I highly recommend them to anyone looking for trustworthy, caring people to look after their pet. Thank you so much!

Can’t thank Alexis enough for taking such great care of our little Rudy!! Our puppy is very afraid of thunderstorms and Alexis got him thru two big ones while we were gone!! We’ve had the pleasure to leave him at least 5 times, knowing our puppy was in great loving hands!! Thank you!!

Maggie was amazing with my pup! So caring and treated her like family. It’s hard to leave your dog with anyone but my dog was so comfortable with her it was easy to know she was in the best hands! Maggie is super responsive and sent me photos and videos of my girl while I was gone. I will definitely be reaching out again for future boarding needs.

Jill was a great sittter for our baby! She was very communicative, sent pics and updates and she even allowed flexibility with us bringing our dog a bit early. She was also so kind in accommodating us having to pickup later. I would recommend your furry baby staying with her, they are in great hands!

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 - Greendale
Select a filter and find qualifying sitters offering dog boarding.Sitters in Greendale average 12 repeat dog boarding clients
FAQs for Dog Boarding - Greendale
Frequently asked questions about Rover
The average cost of Dog Boarding in Greendale on Rover is $41 per night as of October 2026. Most bookings cost between $28 and $56 per night. 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 859 sitters on Rover offering Dog Boarding across Greendale. 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.
94% of sitters in Greendale 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 Greendale 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 Greendale.
<b>Tip:</b> 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 Greendale 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.

















