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.
“Mary was amazing!! My dog does not normally like new people but he loved Mary and she took great care of him. I even had to book last minute because of a funeral. I was able to be fully present with my family at our time of loss because my dog was so well cared for. Thanks Mary!!”
“Daily pics or video of our boy living his best life away from home. Would completely use Heather and her family again in the future. Zeus was excited to get home, and promptly assumed his usual position relaxing on our couch after he went outside. 100% recommend!”
“Maria took such great care of our pup while we were away! She sent us pictures with updates, which made us feel connected! I highly recommend Maria for care, we will be booking again for future needs!”
“Shanna took amazing care of our boys while we were on vacation. We received updates almost every day and so many great pictures of our happy boys making new friends throughout the week. We are looking forward to having them back for another stay and know they are in such great hands when they are there!”
“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.”
“I was a bit nervous to leave my puppy with people I didn't know, so we were able to meet up at a dog park first, to make sure their dog got along with mine. I got pictures throughout her over night stay and got my pup back super tired from all the play time she got in! Very happy with our experience!”
“Gina was great with Riley. We haven’t left him with people we didn’t know before and she did a great job of watching him and keeping us updated. Riley is quite energetic and he got many walks and time to explore to get his energy out. Highly reccomend Gina to anybody.”
“Happy to find Robin as we had a last minute need for overnight care for Biko and Bruno. She did an excellent job taking our dogs on walks and engaging them in play. Her knowledge and training skills were such a plus, quickly assuring us that our dogs were in good hands. Her photo and video reports were terrific! We picked up some happy pups and will definitely return. Thank you Robin!”
“I can't thank Holly and her family enough for the wonderful "vacation" they gave our 9 month old puppy while we ventured off on a trip of our own :) I call it a vacation because our puppy had the time of his life while in their care. He had Holly's three sweet dogs to play with ... and the entire family gave him so much love and attention. I can't put into words how grateful I am! The pictures Holly sent completely eased my worries, and she also sent messages each day to let me know that all was going well. On a scale of 1 to 10, we give Holly a 10+ ... Our experience could not have been better ...”
“She is absolutely amazing! as soon as we got there she was extremely welcoming and took my pet around the house immediately to bring comfort to her she does amazing with updates. Definitely book with her 100% recommended I would go back to her (:”
“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 ❤️”
“Alex did a great job with our energetic, 2.5 year old GSD. He kept us updated everyday and our pup loved her time with him. She happily greeted us and then promptly knocked out soon after we got back on the road haha. No question your pup will be in good hands with Alex.”
About: Hi, I’m Kristin, and animals have been at the heart of my life for as long as I can remember. With years of experience caring for pets and pet sitting on the side, I’ve developed a deep understanding and genuine love for our furry friends. I am proudly certified in first aid and CPR, not only for dogs but for humans as well, ensuring that those in my care are safe and well looked after. My passion is to provide peace of mind to pet owners by offering trustworthy, attentive care for your beloved furbabies. When you choose me, you’re not just hiring a sitter; you’re welcoming someone who truly values the bond you share with your pets and treats them like family. Balancing a full time career with a passion for pet care, I offer reliable pet sitting services during weekends and evenings. I am happy to try to accommodate special requests whenever possible. With a spacious fenced yard and two big pups, we create a welcoming and playful environment for any canine companion. We ensure that every visitor's furry friend feels right at home, entertained and safe. Whether it's a quick visit or a longer stay, I offer a blend of comfort, companionship, and a safe haven for dogs and their humans alike. Being a natural host and devoted dog lover, I look forward to many more shared moments filled with wagging tails and happy paws.
“Our dog had a wonderful time staying with Cassandra. She made sure that he was well cared for. He really enjoyed interacting with her dogs. He got lots of excerise, treats and snuggle time. She really knows how to make your dog feel right at home.”
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.
“Kelsey took very good and personalized care of my pug puppy Obi. I like that she only takes one pup at a time and sent several pictures and videos of his day. I would definitely book with Kelsey again :)”
“Daniel was fantastic! We choose him to dog sit out German shepherd for her first over night not at home. We did a meet and greet first and then she stayed over for the weekend. He made me feel very comfortable and even sent me some photos of my pup! Timber really seemed to enjoy her stay and the adventures (walks) they went on! We will definitely keep Daniel in mind when we need another dog sitter.”
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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