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.”

“John was amazing! Rover sitter extraordinaire. His place is perfect for active dogs and Walden got tons of ball throwing and activity time. John’s communication was great — clear info and support for pickup/drop off and fun pics throughout the stay. Thanks and we will be back in a future Burlington trip!”

“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!”

About: I’ve been surrounded by dogs nearly my entire life, and have served as one of the primary caretakers in my family for almost all of the dogs we’ve had. I’ve taken care of dogs of all types and ages from puppies to seniors and chihuahuas to huskies I work on a contract basis and have more free time than time I’m working. I often have full weeks off and can spend that whole time with your pets. I have a cozy apartment with plenty of space for a dog, big or small. I have room to put a crate or dog bed if needed. I’d also feel comfortable staying in your home if that’s what is best for you and your dog.
“My dog and I were immediately comfortable with Michele. She went above and beyond to exercise Wilson and keep him entertained. I got multiple updates and he looks so happy. We recently lost our other best dog friend of 14 years it's such a relief to have a compassionate competent caretaker to help keep my Wilson 3 years old feeling attended to and not alone.”

“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!”

“Laura was a fantastic caregiver to our puppy this last nine days. Our girl fit right in with her little pack of very sweet dogs. Her Fi collar verified that she got a maximum amount of steps during her visit. Laura communicated with us and sent pictures while we were gone. She ate better this time around then stays elsewhere while we were gone. When I arrived to pick up Rosie she gave me a lovely happy greeting and then promptly ran away to go play with her new pack. She was obviously very happy to be there and very comfortable. This is a doggy paradise! Highly recommend.”

“Ruchi provided a safe & loving home for our Cooper. She texted us everyday with updates & sweet pics and treated Cooper as part of her family. We would not hesitate to call her again - she is the best and loves dogs!!”


“I cannot say enough great things about Charlene!! She was so kind and accommodating! She updated with pictures and communication. Lou can be a bit grumpy and doesn’t warm up to strangers very quickly but by night two with Charlene he was snuggling up with her! She is a true dog whisper with a very calming and welcoming demeanor!!! I would recommend her 100 times over!!!! We will 100% be coming back to her!! Lou loved her a ton and played well with her cute pup Scout!”

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!
“My experience with Sonya was wonderful. We were getting ready to leave on a trip and one of our cats was feeling less than great (after consuming an very unappetizing mouse) Rather than having them stay at home (they are outdoor cats), I made a Rover booking with Sonya the day before we were scheduled to fly out. She was amazing and gave us updates all along the way. So, instead of being away and worried, I knew both cats had Sonya to provide some love and TLC. I will absolutely be using her services again when we travel.”

About: Hey! Im Skye! I’m a senior at the university of Vermont studying political science and history. I’ve had pets from gerbils to horses my entire life and have cared for pets with special needs, disabilities, and aggression. I would love to spend some quality time with your pup or kitty whether it be snuggling all day or going for a hike! My number one priority is your pet’s safety and well being. —— Open to boarding smaller or low energy dogs, must be okay with cat in house. My schedule varies, but I work from home most of the time. If im watching your pup it will be a day I work from home so I can give them attention throughout the day. If watching a pet in your home, I follow the provided instructions, while ensuring to keep everything clean and tidy. If boarding in my home, your pet is welcome to the entire apartment, when supervised, and will mostly hang out in the living room or my room. Pets are allowed on couches and beds. We do have a cat in the home that will ignore the dog as long as it is not aggressive towards her.
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.
“This was our first time leaving our puppy with the dog sitter and we were feeling nervous but Jackie did a good job with our puppy. He played with him to make him feel relaxed. He also sent daily photos updates and great communication.”

“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.”

The median cost per night for dog boarding in Winooski is $60
Dog parents share their Rover experiences - Winooski
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!

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.

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

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Select a filter and find qualifying Winooski sitters!Sitters in Winooski average 6 repeat dog boarding clients
FAQs for Dog 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.


















