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

Over 145 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.
“Julian and Jocelyn were amazing!!! This was Darla's second stay with them, and as always they went above and beyond! Darla can be very anxious and fearful but they are amazing at making her feel at home and making sure her needs are met! I wasn't sure she wanted to leave when I came back. lol. Thank you so so much for keeping me up to date with daily photos (they are amazing photos at that!) and a report about her day. It is the greatest peace of mind knowing that she is in the best hands. ”


“Catherine was an amazing pet sitter! Joey had a great time with her, and I loved receiving lots of photos and videos while I was away. I honestly think Joey enjoyed his time with her just as much as she enjoyed having him. Catherine was flexible, responded promptly to messages, and made the whole experience stress-free. I would highly recommend her to anyone looking for a caring and reliable pet sitter.”

“My husky, Sparky, had a wonderful time staying with Aiden! Aiden communicated well, made sure Sparky felt comfortable and cared for, and even took him for a nice hike. Sparky came back happy and healthy, and I'd be glad to ask for Aiden's help again in the future.”

“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!”


“Laura is the best dog sitter. She likes to make sure each dog will fit into the “pack” environment with her other dogs. My dog loved being around other dogs! It was like summer camp. He was very well cared for. I would highly recommend Laura.”

“Hannah was the best! She's so understanding. I drove up to Vermont to visit family & Gizmo had to stay with her. During drop off, she thoroughly went over everything he may need during his stay & at pick up, he was prepared & ready to go for our 5 hr drive back home. She sent pictures & provided updates. I can tell she truly treated him like her own. Gizmo was so happy during his stay. Hannah even sent him home with his favorite toy that he found at her house. I am so glad I was able to find her (it was last minute too) & we will absolutely be a returning client. Gizmo made a forever friend in Vermont. Thank you so much!”

“Rowan and family took great care of Cooper would definitely have him watch cooper again, He sent me pictures and messages on how cooper was doing Thanks again for taking care of my dog🐾🦴”

About: As a lifelong animal lover with years of experience, I have had the pleasure of caring for a wide range of pets, including dogs, cats, and small animals. My experience spans from handling playful puppies to providing tender care for senior pets from friends and family for over five years. I am free this July until August and otherwise I will be going to UVM this fall so my availability will vary based on my schedule. I’m not planning on taking any pets to my house since it is not pet safe. I will gladly though pet sit in your house.
About: Ive been around animals since I was young. My puppy is turning 4 this year, his name is Alvah! Since having him i’ve developed skills in training puppies, grooming, walking, bathing, feeding, playing, and overall care that animals deserve. I’ve been around blind dogs and senior animals who need medications or extra support. The number one thing i’ve learned is listening to my intuition. An animals demeanor, look in their eyes, body language, and energy says more than words ever could. Sometimes it feels like I know that they are thinking! I believe there is something special about connecting with another creature outside of your own species. That being said I adore all animals of any gender, size, age, condition, and personality:) I currently work two jobs, both part time. My days off are Mondays and Tuesdays. Wednesday and Thursday I tend to work night shifts but that is not consistent as my schedule changes based on what my job needs. Friday-Sunday I work during the day and usually have the evenings to myself after 4pm. On the bright side both of my jobs are flexible and understanding. If there are any concerns about time or availability please feel free to communicate that with me and we can work it out! I live in a basement apartment, there is a fenced yard. The neighborhood is great for walks, and there are fun trails in the area. The family I rent from does have a small high energy dog, but it is rare that we are in the backyard at the same time. As for my puppy he goes back and forth between my family and I. So if your pet likes company or is better alone, either works! I try to walk him 2-3 times a day and he goes out to do his business every 1-2 hours. If there are certain instructions you have for your pet or home rest assured I will follow them! I am a clean and organized person in my home and in others. I believe communication and honesty is so important, for both parties to feel safe and happy.

“Christina was amazing! Lots of photos, walks, playing outside. Our flight was delayed and she was very flexible and very agreeably kept our dog an extra day. She did all the changes on the website for us. She answered all communication right away. Will use again for sure!! THANK YOU Christina!”

“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!”

“Colleen was great with my dog. He is blind so generally needs a little extra love and guidance. She did excellent with all of that, and he was the happiest guy when I picked him up. Would absolutely recommend her, and I would not hesitate to book her again when I am out of town.”

“This was our first time using Rover and my wife and I were a little uneasy about the service. However, as soon as we meet Alex and Pete, we knew they would take great care of our dog and they did. Our dog loved staying at Pete and Alex's place. Pete and Alex are very kind, caring, and loving dog sitters. They took wonderful care of our dog. Our dog also had a great time staying at their place and came home happy and tucker out from all the outdoors fun. We have a senior dog with a few health issues to pay attention to and Alex and Pete easily took care of our dogs needs. We fully recommend Pete and Alex and definitely ask them to watch our dog again. I think our dog had such a great time that he was a little disappointed to return to the city”
“I'm so happy and grateful for Chelsey to take care of my rather demanding dog, Ziggy:) Her household is filled with love. Hearing and seeing that Ziggy had a great time with her kids and pets gave me a big relief. I highly recommend her care for anyone looking for a lovely and caring place to keep their pets. She shared pictures of Ziggy throughout his stay:) THANK YOU!”

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.
“Sarah has a wonderful dog home! She has a sweetheart of a dog Bodie, who was such a good friend to Aki! It was cute to see them run around side by side. And Bodie was such a good sport when Aki took the spot on Bodie's bed. It was so clear that Aki was loved and had a great time.”

About: I grew up around dogs, and my family has always had at least one dog in our home. Being around dogs my whole life has given me experience caring for dogs at all stages of life, with different personalities, energy levels, and needs. I've also regularly dog-sat for families over the past 6 years, which has helped me become comfortable meeting new dogs and adapting to their individual routines. I understand that every dog is different, and I always make sure they feel safe, comfortable, and well cared for while their owners are away. I'm currently in graduate school, and pet care fits naturally into my daily and weekly routine. I enjoy getting outside to walk, play, and spend quality time with dogs, which is also a great way to take a break from studying. I understand the importance of maintaining each dog's regular routine, including feeding schedules, walks, playtime, and time to relax at home. I do my best to plan around my school schedule so each dog gets the attention, care, and companionship they need. I live in a quiet neighborhood with a backyard where dogs can get outside and enjoy fresh air. Although my yard isn't fenced, I always supervise dogs and keep them on a leash when outside to ensure their safety. Whether I'm caring for pets in my home or a client's, I do my best to maintain their normal routines so they feel comfortable and relaxed. I follow any specific instructions regarding feeding, walks, medications, and other daily needs. I understand every dog is different, so I make sure they get plenty of attention, exercise, and care. I also keep owners updated with pictures and messages so they can feel confident their pets are in good hands.
The median cost per night for dog boarding in Winooski is $60
Dog parents share their Rover experiences - Winooski
Jyotidipta and his family took care of Luna for a second time with very short notice. I had to deal with a family emergency that require me to board Luna for a couple of nights and they were very accommodating. Luna knows them, and has a great time with them, so It gave me a lot of tranquility that she was with such a loving and caring family. I super recommend them.

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 6 repeat dog boarding clients
FAQs for Dog Boarding - Winooski
Frequently asked questions about Rover
The average cost of Dog Boarding in Winooski is $59 per night as of November 2026. Most bookings cost between $26 and $89 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 November 2026, there are 165 sitters on Rover offering Dog Boarding across Winooski. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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, 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.
Yes, you can find sitters who have experience with handling special pet needs in Winooski. On Rover:
- 89% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.




















