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

Over 131 pet parents in Winooski have booked dog boarding
Winooski, 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.
“Michael was super responsive when setting up our reservation and sent pictures multiple times a day. We appreciated his kind and caring nature with of 6 yr old lab.”


“Catherine and her husband are amazing! You can tell they really care about dogs and will work around your dogs needs. We got a bunch of pictures and they had so many fun adventures during that time.”

“Savannah was great with my young very energetic dog. She is super knowledgeable and made it super easy to travel without having to worry about anything. She is very quick to respond and has a ton of experience that really shows when she is caring for your dog. Would 100% recommend to anyone.”

“We can't thank Natalie & Patrick enough for the great care and love they showed Ziggy while they were watching him! They provided us with great updates throughout his stay with them. It was so nice to know that our pup was in great hands and having a great time. Their dog is also a great companion and Ziggy had a blast having a friend to hang out with during his stay!”

“Joselyn did a PHENOMENAL job with my large senior baby! Buddy had a wonderful time with her and her sweet fluffy dog, Jack. He felt at home immediately and she did a wonderful job with keeping me updated and sent photos regularly every day! I will be using her services every time I need someone to watch my animals. I recommend her services 100%!”

“Aaron was a great fit for our dog - Miso loved spending the week with him. It took a few days for Miso to adjust to his first ever sitter and Aaron handled it well - checking in with us when he noticed that Miso wasn't eating and seemed a little home sick. By the end of the week, Miso seemed to be having a great time. Aaron sent pictures and updates throughout the week, which was really appreciated. We would highly recommend Aaron. He was open to meeting with us before we left on vacation and asked great questions (vet info, local contacts, likes and dislikes, etc). We usually leave Miso at a boarder, but since our trip was going to be longer than usual we were hoping to find someone local that could give Miso more personal attention and affection - Aaron made us feel comfortable leaving Miso with him for an extended period of time. Thanks for taking such good care of Miso for us, Aaron!”

“We are happy to have found Sonya on Rober. Our dog was immediately comfortable and that is rare. She took great care of her, sent messages on how she was doing and pictures. Sonya took a lot of stress away with her relaxed atmosphere and warm greeting. I cannot express the gratitude as she has given us a safe place for our dog to stay while we are put exploring this area.”

About: As a lifelong dog owner, animals have always been a huge part of my life. I’ve owned four Labrador Retrievers over the years and currently have one lovable lab, Ellie Bear, who absolutely loves making new furry friends. My experience goes far beyond basic pet care — my first dog, Nala, had a litter of 8 puppies, giving me hands-on experience with canine pregnancy, birthing, newborn puppy care, feeding schedules, socialization, and raising puppies in a safe, loving environment. I understand the importance of patience, routine, exercise, affection, and making pets feel comfortable and secure while their owners are away. Whether your pup loves playtime, cuddles, or simply having companionship, I treat every dog like family. 🐾 🐾 Availability & Care Schedule 🐾 Your pup will never be left alone — someone will always be home 24/7, whether it’s myself, Pep, or Kevin. We provide a safe, loving, family-style environment where dogs receive constant attention, care, and companionship. Each day includes: • Plenty of playtime and exercise • Snuggles, affection, and personalized attention • Potty breaks and outdoor time • A cozy, stress-free environment where your dog is treated like family 🐻🐾 I am currently available for: • Weekend boarding • Extended stays when needed • Flexible scheduling depending on availability My goal is to make every pup feel comfortable, loved, and right at home while you’re away! Your pup’s safety, comfort, and happiness are my top priorities. We provide a loving, family-style environment where dogs are treated like one of our own. We have a large fenced-in yard perfect for running, playing, fetch, and getting lots of energy out safely. Our chocolate lab, Ellie Bear, absolutely loves making new friends, chasing tennis balls, and cooling down afterward in the pet pool on warmer days! 🐻💦 For boarding stays, I can easily accommodate your dog’s sleeping preferences. If your pup is crate trained, I’m happy to crate them when needed, or they can relax in a cozy dog bed for bedtime. And if your dog is used to extra snuggles and sleeping close to their humans, we don’t mind cuddles in bed either — we want them to feel as comfortable and at home as possible. Most importantly, your dog will never be left alone. Someone will always be home 24/7 — whether it’s myself, or Kevin — so your pup will always have supervision, companionship, love, and care.
“Matt accepted our last-minute boarding request and took excellent care of our high-maintenance dog for an entire weekend. We appreciated how he accommodated her eccentric behavior with a smile, and we look forward to booking him again!”

“Julie and her partner were absolutely amazing! They were communicative and attentive, took care of our dog like their own. They are great people who genuinely just want to make sure your pet is comfortable away from home! I can't recommend them enough!”

“Eva was amazing! It’s always really hard to leave my dog with a new sitter and Eva kept us updated and sent pictures and made me feel so much better about leaving him. She’s responsive and her house is perfect for dogs. She has so much experience with all kinds of dogs so I felt like no matter what kind of dog I brought her, she’d do perfectly fine taking care of them. Will definitely keep using Eva. She’s great!”

“Christina was an excellent host to Curie, our 8yr old female Labradane ! She was very accommodating and communicated often on how our dog was doing. She spent quality time to get to know her better and make her feel at home. Highly recommended to anyone looking for a 'home away from home' for their four-legged family members!”

About: I have taken care of all sorts of animals from farm animals to house pets. I have owned many dogs and cats in the past and now. I currently have 2 huskies and 2 cats of which I completely take care of. I also have work experience when I had a job in Texas working at a doggy daycare, I learned basic training methods along with gaining the proper experience to understand dog behavior. I have a relatively open schedule, I do work two other part time jobs one being mostly night time shift and the other is whenever I choose to work. Please know I try my best to help anyone even last minute requests, but sometimes I may not be available if asked to late! I always am happy to try to be available for everyone. This makes me pretty much 24/7 available, but it’s usually best if you schedule at least a few days to a week in advance. Prices for all of my services are not negotiable, depending on the service/details. To ease your comfort I offer a free meet-and-greet visit before any paid service is handled. This isn’t required before services, and I’m usually confident enough to go without one, but it can help answer any questions you have and ensure your pet is comfortable with me. If issues were to arise while I take care of your pets their safety is the first priority to me. I will be gentle and patient with any pet cared for.
About: We recently lost our beloved golden retriever to cancer, and our house feels far too empty without him. While we're not quite ready for another dog of our own, I'd love to share some of that love and affection with yours! We live on a beautiful property with lots of land, trails, and a pond. Some of my favorite parts of having a dog were long walks in the woods, swims in the pond, and taking breaks from my computer for a game of frisbee. I work remotely and am home throughout the day, so your dog would have plenty of companionship, exercise, and attention. I know firsthand how hard it can be to find someone you trust with your pet, and I'd care for yours like a member of our family. We have two children under five who absolutely adore dogs. They're at daycare during the day, but we'd want to make sure your dog is comfortable around young children. Our golden slept in our bedroom every night, but I'm happy to accommodate your dog's usual routines and sleeping preferences. I'm also comfortable administering medications and caring for dogs with additional needs. Most of all, I'd love to give your dog a happy, loving place to stay with plenty of fresh air, activity, and affection! I currently work from home so have plenty of time for pet care. I was used to the routine of caring for our energetic golden and am feeling the void of the companionship and the responsibility. I do not have a fenced yard but have three acres that bumps up to a 50 acre field. There are miles of private trails that I can walk on (leash or no leash).
The median cost per night for dog boarding in Winooski is $60
Dog parents share their Rover experiences - Winooski
First experience for us . We were a bit apprehensive at first but the dog, Rocky, did very well, because the sitter provided a great service. Sent pictures daily, kept us in the loop..., took Rocky for walk... Plenty of space in and around the house, and probably plenty of attention ....Rocky was sad to leave. I can only recommend this sitter.

As our pup is only 6 months old, this was the first time we had left him with anyone outside our home, much less “boarded” him for 5 days. And Hobey is your stereotypical, energetic lab puppy . Jocelyn and Julian were great with him and provided him with both the structure and opportunities for play and outside time, including woods walks and trips to the dog park . They got to know him and understand him quickly and incorporated him into their family unit during his stay. We are very appreciative!

We’re so happy we found Hannah! She was absolutely wonderful with Harry and took such great care of him while we were away. She sent updates, was super communicative, and it was clear Harry felt totally comfortable with her. It made being away so much easier knowing he was happy and in such good hands. We came home to a very happy Harry and would 100% have Hannah watch him again!

Nu was awesome! She watched our two dogs while we headed to Canada. She was incredibly kind, communicative, and compassionate while taking care of Jack and Pongo. Nu kept us informed with fun photos of activities while asking questions in order to tend to the dogs’ needs. Highly recommend to any dog owner 🙂

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 - Winooski
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winooski average 8 repeat dog boarding clients
FAQs for Dog Boarding - Winooski
Frequently asked questions about Rover
The average cost of Dog Boarding in Winooski is $56 per night as of October 2026. Most bookings cost between $25 and $83 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 163 sitters on Rover offering Dog Boarding across Winooski. 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.
96% of sitters in Winooski 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 Winooski 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 Winooski.
<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 Winooski 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 VT 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.
















