Dog Boarding Wayside
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Wayside, 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.
“Emily and her family took great care of my pup! She send lots of pictures and I truly felt like she cared for my dog as her own. Her house was clean and inviting and she was easy to communicate with. I would book with her again!”
“Krystal and her dog Duke were great with Jack on his 7 day stay. I was nervous because he was attacked at feeding time by a sitter’s dog in the past, but Krystal put my mind at ease and promised if there was any issue she would find a way to keep them separate and make it work. I had no reason to be nervous, everything went fine and Jack had a good time. We will choose Krystal and Duke again!”
“Kristal did an awesome job taking care of our 'baby" and making her feel at home while we were out of state for a wedding. She kept us up on how Shasta was doing & sent pictures each day. It was good to see how she had found her favorite spot in their home & also enjoyed their outside fenced-in yard. Since they no longer have a dog of their own & only take in one boarder at a time, she had more attention than some days at home! We would definitely take her to Kristal again.”
“Melissa did an amazing job! I would recommend her to anyone! My pup was well taken care of and loved the whole time she was there! Our dog has never been watched out of her home so for her first time ever going somewhere like this Melissa made my dog feel right at home and part of the family!”
“Our dog had an excellent stay! She treated him like one of the family. I also got updates every day or so, which was really nice to see. We will definitely use Mackenzie again for our dog”
“10/10 Highly recommend! Jamie did an amazing job with our pups. We haven't left them before for any period of time, so were a bit nervous about how they would do. Jamie was exactly the person they needed. She welcomed them into her home and made their stay absolutely perfect.”
“Bobbie and Clark did a lovely job taking care of my dog, Lucky, when I was out of town. Great updates, and I really appreciated their tailoring care to his personality with lots of walks. Thank you so much!”
“Denise is very friendly! She invited us over for a “meet and greet” before we booked and that was super helpful. She kept us up to date with texts and pictures while we were away. Marlo was well taken care of care of, and it was so nice to travel “worry free”. We’d highly recommend and will definitely book again! Thank you so much!”
“This was my first time using Rover (or any kind of pet sitting service) and everything was absolutely flawless. Gina was absolutely fantastic! Rover was an excellent choice, also. I had to rearrange dates with her and she was able to do all the necessary “paperwork “. I simply had to “accept “ changes which made me very happy as I’m not really tech-savvy!! From our dogs first meet and greet to the time I picked him up I was 100% confident in her genuine love and affection for animals. I received updates and photos of our dogs having a great time together regularly. I will definitely be requesting Gina & “Mack”, her adorable Chihuahua anytime I need a pet sitter in the future.”
“Michelle was wonderful! She made sure my pups felt completely comfortable the whole time. I loved getting so many photo updates every day. I always knew they were in great hands. I will definitely book with her again!”
“Erica was great sitter! They have a huge yard, so that was perfect for my dog. My dog s handicapped doesn’t have use of his hind legs and they did a great job managing his mobility. Even made him sweet potato when he had diarrhea. Erica also was very communicative which I very much appreciated :)”
“We left Casey in the care of Susan and Mark while we went on a family vacation. He was so happy to stay with them and obviously well cared for! We hate to leave our puppy, ever, but have such peace of mind knowing he is with Susan and Mark where he is receiving all the pets, treats, walks and snuggles he could need. Thank you both ❤️”
“We loved Cassandra! She kept us well informed of Ginger's stay while we were away. She told us each time Ginger was administered her seizure medication which was so helpful in making me at ease. She took her for playtime and we could tell she treated her like she was her own! Our plans changed a bit and Cassandra was bery accommodating! Highly recommend!”
“Nix had a great time at Kerstyn's home. She is a great communicator and updates you frequently. Nix was wore out after 2 days of playing with her 2 pups. They all got along great ! We will use Kerstyn again in the future, Thanks again !”
About: I am a Neenah Native who has been providing pet care for 25 years. This includes young puppies & helping them learn their manners to the elderly/special needs & providing them medication (including insulin), special meals, cozy beds & extra TLC. My cat experience includes kittens, elderly, special needs, extremely shy, to extremely social. Each cat is unique. I take the time to make sure to treat them that way. I also have experience caring for rabbits, fish, guinea pigs, lizards, etc. When I come to your house - I follow the rules you set for me to the T. I want the visit to be as stress-free as possible & keeping a consistent routine is part of that. If your dog(s) stay with me - they will be a part of my family. A secured, fenced in yard for safety & fun. A nice laidback home where they can go on the furniture & snuggle in bed w/my pets & me at night. The bigger cuddle puddle the better! Pet care fits into my daily routine as it is MY life & business. I care for my well-socialized rescue pets from morning to night as they are NOT just my pets - they are my FAMILY! This allows us to work together to find times that work best for your fur babies! When caring for dogs in my home, I only care for one family's dog(s) in my home at a time. FREE CONSULT ahead of time to make sure it is a good match for everyone. This lessens the stress on the visiting dog(s). Multiple family dogs in one home CAN be overwhelming for SOME dogs. (NOT ALL) This is also nice for my pets to only have one family's dog(s) at a time. We like to keep things calm, peaceful & relaxing while still having fun! Dogs are allowed on the furniture if the parents allow it. If they do not - I will not. I do not want to start any bad habits. LOL Dogs can sleep in bed with the dog/cats/me. I have a very secure fenced in backyard that I check on a regular basis to make sure there is not even the tiniest gap. Being a former caseworker for Lost Dogs of WI - I know how important this is. But even with a fenced in yard - the dogs are watched. Plus - you'll get lots of pics/texts of your dog(s) while you are away! I believe in open & transparent communication. When I do drop in visits in a clients home - I have the client go over EVERYTHING during a FREE consultation beforehand where I take very detailed notes!! It is extremely important the cats/dogs routine stays the same as possible. This lessens their stress when their owner/family is gone. I only go in the areas of the house where the pets will be. I also leave a journal to keep detailed notes. I also send daily pictures/texts as well. I am very security conscience & will bring in mail, double check the door is locked, etc.
“Jasmine was fantastic! She is very professional, always responded quickly to any questions, and took great care of our puppy. She helped with some training (as the puppy was only 12 weeks old) and her own dog, Stryda, was a great playmate and teacher for our puppy.”
“Kayla was absolutely fantastic and our pup Doc looks forward to the next time he gets to go back. Kayla sent us updates every day, she sent pictures, and she sent a video! She is very kind and went above and beyond when his hip dysplasia acted up and he wasn’t feeling the best-she did everything she could to make him comfy and in less pain. Thanks Kayla-our family is happy we found you and we will definitely book again ?”
Dog parents share their Rover experiences - Wayside
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 - Wayside
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Wayside
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 Wayside 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 Wayside.
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 Wayside 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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