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

Over 162 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.

“Nicholas was a great caretaker for our 9 year old dog. He has a great backyard which our dog loved and a warm family environment. Nicholas was very flexible with us as our plans changed and he is extremely easy to work with. Would highly recommend and we are going to rebook.”

“Jyotidipta and his family took exceptional care of Luna. From the start, they were warm, flexible, and incredibly accommodating. Luna can be a bit anxious when meeting someone new, but they handled it with patience and care, making sure she felt safe and at ease within just a few hours. Their home environment is attentive and engaging. Jyotidipta’s son played a big role in keeping Luna active and happy, with plenty of playtime, exercise, and walks throughout the day. I especially appreciated the regular updates. The photos and videos gave me full peace of mind and showed just how much attention and affection she was receiving. It’s clear Luna was not just looked after, but genuinely cared for. I would confidently recommend Jyotidipta to anyone looking for a reliable and thoughtful caregiver.”

“Couldn’t imagine better care! I boarded my pup with Michele for a few days, and she was super communicative, flexible and kind. I could tell my pup felt comfortable with her right away. Would recommend her in a heartbeat!”

“John was fantastic. My dog seemed like he had a fantastic time. Every photo I received was my dog having the time of his life. Super reliable and was super flexible with some last minute changes.”

“Excellent care provided! Received pictures and updates every morning and night. Asked questions about Ava’s care, clearly showing his care and attention. Very accessible and communicative Will most definitely use again!”

“I always get nervous leaving Bert, especially with someone new, but Natalie and Pat (and Scarlette) made me feel so at ease. They showered Bert with love and sent me frequent pictures and updates. I knew he was well taken care of in their care. I will absolutely be bringing Bert back :) I can't thank you guys enough!”

“Ruchi and her family are the best! My dog Maya spent her Easter weekend with her and her family and she absolutely loved it! They were amazing at communicating and updating me with photos , and Maya felt right at home! Thank you, we will definitely be booking again!”

About: I will provide a on-the-ready daycare/check-in service. Check in's will include play time engagement, spending time with them if they have been alone, walks, administer medicine if need be, and overall quality check in. I can provide these services at a moments notice with being local to Burlington, and can also provide these services over an extended period of time to suite your schedule. Daily check in's can last anywhere from 30 mins to one hour, depending on your needs. I work full time but my schedule is flexible. I have watched and cared for multiple family friends cats and dogs since my teens, as well as now helping colleagues watch their pets while traveling out of town. My experience ranges from the simple check in's; walks, playtime, feeding - to administering shots, ear spray, tic and flea medicine, etc. I currently work a hybrid schedule Mon-Thurs in office and half-day Fridays from home, moving back to full-day Friday's from home come fall. Even when in office, my schedule is flexible and I am out of work by 4pm, and can step out quick if need be throughout the day, making sudden pop-in visits easy for me. And making scheduled visits even easier. I live on a quieter street and my apartment is set back from the road, giving peace of mind when out on walks or in the yard. Crating is always an option if you are more comfortable and familiar with that.
“Sarah was very communicative and sent lots of photos. I was also so glad my dog Nova was able to run around and play a bunch with their dog Roxy while I was away. Thanks again!”

“Laura is a great host. Very responsive to our request and great communication throughout. She has a fantastic location for dogs and her dog is very friendly. Our first booking with DogVacay and couldn't have gone any better. Thanks Laura!”
“Savannah was amazing!! She took care of my baby so well and was honestly just a genuine and kind person. You can tell she really loves animals and that’s what matters so much. My first time doing this with my cat and she made me feel so much better about leaving her. I highly recommend her to anyone, and especially if you are anxious about leaving your baby!”

About: I’ve owned dogs my entire life, so caring for them comes naturally to me. I’m also studying veterinary medicine, giving me a strong understanding of animal health and behavior. Over the years, I’ve dog sat for many families, caring for dogs of different ages, sizes, and personalities. I treat every dog as if they were my own, making their safety, comfort, and happiness my top priorities while you’re away. I work part time and I have a yard and a full apartment where an animal could be very comfortable in. I’m very active and take many walks throughout the day. I have a lot of space in our home. A lot of space for a dog bed or crate to be in the bedroom or even sleep in the bed. I have a private yard that is set away from the street and other neighbors with friendly dogs. I follow each pet’s normal routine to help them feel comfortable and secure. I provide plenty of attention, playtime, walks, fresh food and water, and lots of love. I also keep owners updated with photos and messages so they can feel confident their pet is happy and well cared for while they’re away.
“Hannah took wonderful care of our miniature dachshund for the day. We had a ski trip planned and needed to have someone watch our shy girl while we were away. She was attentive, took her on multiple walks, and made pick up and drop off very easy. I definitely recommend Hannah and would have her pet sit again.”

“Our pup had a wonderful stay with Sonya! She enjoyed socializing with other doggy friends during her visit and she loved having an affectionate caretaker at her side. We were thrilled to receive daily updates and look forward to sending her back.”

About: I’ve grown up caring for pets and currently have a dog and two cats back home, so I understand the daily responsibility and love they require. Having cared for an animal with a disease, I also know the importance of proper treatment and attention. I bring this same level of dedication to every pet I look after, ensuring they feel safe, happy, and well-cared for on every walk. I’m currently a university student doing research this summer. I have free time in the afternoons and evenings! The weekends are also pretty available for me! I have quite a bit of time to play with your pup/kitty! I will give your pets speciality care! I am a calm and caring person and will make sure that your animal is in the best hands. In my home I ensure that my dog has ample walks each day because I understand how important physical activity is for animals, and I will devote the upmost attention to your pets as well!
“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!”

The median cost per night for dog boarding in Winooski is $60
Dog parents share their Rover experiences - Winooski
I can’t recommend this dog sitter highly enough! From the moment we met, it was clear they genuinely love and care for animals. They kept me updated with photos and messages, which gave me complete peace of mind while I was away. My baby came home happy, relaxed, and clearly well cared for. They went above and beyond to make sure every need was met, and it showed. If you’re looking for someone who is reliable, trustworthy, and treats your pet like family, this is the person to choose. I will absolutely be booking with them again!

Jyotidipta and his family took great care of our dog Eddie after a last-minute weekend trip request. Great communication. Their house is in an awesome neighborhood for a dog, with a yard and trails around. Hopefully Eddie will get to go back again soon because I'm sure he loved it. Thanks!

Due to circumstances outside of our control our plans changed at the last minute. Kimberly worked with us to help modify our booking, which was a huge relief with everything we had going on. Jedi had a grand time with Butter, and we will certainly be using Kimberly again when we travel.

Our pup has separation anxiety and has a hard time connecting with other people, so when Stephanie sent a photo of our dog resting her head on Stephanie's leg, we instantly relaxed. We've never seen Molly that calm without us there -- or frankly, even when she's with us and we're visiting other people. Stephanie was perfectly responsive and a pleasure to work with, and we so appreciate her care and kindness.

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
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2. Meet In Person
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3. Book & Pay
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Popular requests for dog boarding - Winooski
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winooski average 6 repeat dog boarding clients
FAQs for Boarding - Winooski
Frequently asked questions about Rover
The average cost for Dog Boarding in Winooski on Rover is $49.95 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 167 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 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.
96% of Winooski 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 Winooski 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 Winooski 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 Winooski.
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 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 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 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.





















