Dog Sitting Winooski

Book a Winooski dog sitter to watch your dog in your sitter’s home or yours.

End Date
Search

Over 93
pet parents in Winooski have booked dog sitting

Winooski, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Kristy H.
Verified Enhanced Background Check
Kristy H.
from
$25
per visit
5.0 out of 5 stars
65 reviews
21 repeat clients
10 years of experience
South Burlington, VT, 05403

Kristy did a great job taking care of our cat. He is high energy and I really appreciated that she took the time to play with him and give him some mental stimulation. She communicated regularly and was always quick to respond if I had questions. Would definitely recommend her!

Profile image
Sarah P.
Sitter Profile Image: Jenna F.
Verified Enhanced Background Check
Jenna F.
from
$22
per visit
4.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
South Burlington, VT, 05403

About: I've been around dogs since I was a child, and I see them as part of the family. I got my first dog when I was eleven, but our house grew and grew with multiple dogs, and I currently help care for my family's six dogs. In addition, my parents and I have fostered dogs together, which gave me hands-on experience with dogs of all ages, breeds, and backgrounds, including those who needed extra patience, structure, and reassurance while adjusting to new environments. I have years of experience dog sitting for family, friends, and neighbors, including overnight stays, feeding routines, walks, playtime, and giving my full affection and attention. Through fostering, I learned how to read dog behavior, help dogs feel safe in unfamiliar situations, and learned to support basic routines and transitions. What sets me apart is how attentive I am to learning each pet's individual needs. I will always take the time to learn their routines, levels of energy, and their own personalities so they can feel safe, comfortable, and loved by me while their owners are away. I'm currently a part-time student, which gives me a flexible schedule and allows me to be very present and attentive to the pets I'm caring for. I'm able to plan my days around feedings, walks, playtime, and check-ins, so your pets will receive consistent care throughout the day. My top priorities are always to create a safe, trusting environment and to ensure a comfortable atmosphere. I make sure all pets feel secure, calm, and loved. I carefully follow each owner's instructions regarding feeding, walks, medications, routines, and house rules to maintain consistency as needed and possible. In a client's home, I treat the space with respect and keep everything clean and organized. I make sure doors, gates, and leashes are always secure, and I'm very mindful of my surroundings during walks. I also take the time to get to know each pet's personality so I know how to respond appropriately to their needs and comfort levels. Communication is key, so I always provide regular updates, photos, and messages to give pet parents peace of mind. My goal is to create a safe, loving, and stress-free environment where all pets feel comfortable and cared for, and each owner feels confident they've left their pets in good hands.

Sitter Profile Image: Cara M.
Verified Enhanced Background Check
Cara M.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
50 reviews
14 repeat clients
10 years of experience
Burlington, VT, 05401

We were so relieved to have Cara care for our two cats when our usual pet sitter unexpectedly cancelled soon before our holiday trip. Cara did a fantastic job; we knew our cats were in good hands!!

Profile image
Katy S.
Sitter Profile Image: Courtney L.
Verified Enhanced Background Check
Courtney L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
10 years of experience
Colchester, VT, 05446

Courtney was a great sitter! She took good care of our 2 sensitive kitties, with lots of photos and detailed notes from the visits. Would definitely recommend!

Profile image
Stephanie P.
Sitter Profile Image: Avery R.
Verified Enhanced Background Check
Avery R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
21 years of experience
Milton, VT, 05468

Avery was consistent and went above and beyond what I expected when I booked her services. I was thinking she would show up, feed me cats, and leave. Instead she spent a little time with them and gave them attention. It was definitely appreciated. I would absolutely book with her again.

Profile image
Stephen J.
Sitter Profile Image: Nina P.
Verified Enhanced Background Check
Nina P.
from
$20
per visit
4.9 out of 5 stars
15 reviews
1 repeat client
5 years of experience
Burlington, VT, 05401

Nina is was prompt, communicative, and took good care of my animals. Nina was able to provide additional care for our elderly dog and give her required medications, despite our dog being difficult.

Profile image
Ashley W.
Sitter Profile Image: Beatrice B.
Verified Background Check
Beatrice B.
from
$25
per visit
4.8 out of 5 stars
33 reviews
15 repeat clients
10 years of experience
South Burlington, VT, 05403

Beatrice helped us out last minute with some check-ins during the work week. She always gave us a rover card with pictures and info about the walk/play date!

Profile image
Victoria G.
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sarah K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
30 years of experience
Burlington, VT, 05408

Sarah was dependable, professional and we appreciated her flexibility. I would definitely recommend her and would use her services again.

Profile image
Monica B.
Sitter Profile Image: Clare H.
Verified Background Check
Clare H.
from
$20
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Burlington, VT, 05401

I am very happy with my experience with Clare. She is sweet, kind, and caring. This was my first time leaving my cat Sprite alone and only having stop in visits to be fed and played with. Clare took pictures of Sprite during each visit and made sure she was taken care of. I will definitely hire Clare again!

Profile image
Bobbie P.
Sitter Profile Image: Michael M.
Verified Enhanced Background Check
Michael M.
from
$20
per visit
2 repeat clients
20 years of experience
South Burlington, VT, 05403

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.

Sitter Profile Image: Felipe C.
Verified Enhanced Background Check
Felipe C.
from
$16
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
12 years of experience
Burlington, VT, 05401

Felipe was phenomenal to work with. Quick replies, friendly demeanor. He cheerfully took care of a mess that really wasn't anticipated or typical. Photos every day and healthy happy cats when I returned!

Profile image
Scott And Kathrine A.
Sitter Profile Image: Hailey S.
Verified Enhanced Background Check
Hailey S.
from
$20
per visit
5.0 out of 5 stars
1 review
1 repeat client
12 years of experience
Burlington, VT, 05401

About: Hi, my name is Hailey and I am a college student at UVM looking to make some extra money while I can. I have had animals my whole life, both cats and a dog, so I have plenty of experience taking care of animals! I am high energy so going on walks won’t be an issue and I even look forward to it. I also am very comfortable with all sizes of animals so whatever works for me! I have also pet sat before so I am comfortable taking care of an animal. Overall, I love all animals and I am looking forward to dog walking and helping you out with your pets. Feel free to message with any questions. I am currently working full time at a lab at the University of Vermont in S. Burlington and I am looking for some additional work after the workday is over or before it even begins! I treat pets with the same respect that would any other person and I look forward to spending time with your animals and giving them an enjoyable experience.

Sitter Profile Image: Sarah W.
Verified Background Check
Sarah W.
from
$40
per visit
5.0 out of 5 stars
23 reviews
8 repeat clients
15 years of experience
Burlington, VT, 05401

My schedule is not cut and dry, it is very sporadic and unpredictable and Sarah could not be any more roll with the punches! She has been wonderful through my chaotic work schedule and dependable. I definitely recommend Sarah for watching anyone's fur baby.

Profile image
Jay K L.
Sitter Profile Image: Carissa P.
Verified Enhanced Background Check
Carissa P.
from
$25
per visit
5.0 out of 5 stars
7 reviews
10 years of experience
Burlington, VT, 05401

About: I am a Ph.D. student in Animal Welfare and former emergency veterinary assistant, I provide experienced, compassionate care for pets of all ages. I've cared for senior and disabled dogs, cats, rabbits, horses, and goats, and my wildlife rehabilitation experience helps me recognize signs of illness, injury, and stress. I have a flexible schedule that allows me to provide care throughout the day. I'm available for morning, afternoon, and evening walks, drop-in visits, feeding, playtime, and plenty of attention, so I can easily adapt to your pet's normal routine. I prefer caring for pets in my clients' homes because they're usually most comfortable in their own familiar environment. I follow your pet's normal routine, including feeding, walks, medications, playtime, and plenty of affection, while keeping your home clean and providing regular updates for peace of mind.

Sitter Profile Image: Lacy B.
Verified Background Check
Lacy B.
from
$30
per visit
4.8 out of 5 stars
43 reviews
22 repeat clients
14 years of experience
Winooski, VT, 05404

We were in a pinch, needed a new dog walker as we just adopted our dog and I contacted 3 other people before Lacy. The last person canceled on me, but Lacy was able to help us at the last minute, and came a the day before to meet us. Our black lab mutt Aurora loved her. I’m happy to find someone who can help us out on occasion.

Profile image
Kristin W.
Sitter Profile Image: Haley M.
Verified Enhanced Background Check
Haley M.
from
$17
per visit
4.8 out of 5 stars
17 reviews
5 repeat clients
15 years of experience
Burlington, VT, 05401

About: I’ve had my own dogs all my life and have sat and walked pets professionally for around 2 years, so I am equipped with the skills necessary to keep pets safe and happy. I’ve had one-time clients or recurring clients — whatever the owner needs! I love pets and have always gotten along well when I meet a friend’s pet, hence my interest in expanding this passion. I am currently in medical school and my schedule is relatively flexible - I am able to walk your pets, drop in to make sure they’re okay, or stay with them all day! I generally have classes in the mornings and afternoons mostly off. I am available for walks or overnight stays depending on the pet parent’s request. I am happy to work with clients and figure out a schedule that works for them! I abide by all rules the owner set. I will inquire ahead of time of any special needs the pet has or certain routines from the owner. I am not there to intrude - just offer the same level of care and love as the dog would normally get! I also understand some pets may be anxious with a new person in the house, so I will do my best to ease into my position and offer a lot of comfort to the pets before trying to play with them or feed them.

Sitter Profile Image: Danielle Lee S.
Verified Enhanced Background Check
Danielle Lee S.
from
$15
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Burlington, VT, 05401

Danielle took great care of my cat Pennie while I was away! She kept me updated throughout, administered medicine, and gave her lots of love! Thank you!!

Profile image
Hollie N.
Sitter Profile Image: Casey R.
Verified Enhanced Background Check
Casey R.
from
$16
per visit
5.0 out of 5 stars
20 reviews
10 repeat clients
1 year of experience
South Burlington, VT, 05403

About: (I am currently unavailable for new bookings Thursday through Sunday.) My name is Casey, I'm a student majoring in creative writing, and I'm looking to expand my house sitting portfolio. I have been a dog walker and house sitter for three clients/families in 2025 so far and love popping by for walks every two hours with your pup. Size, barking, and puppy-ness are non-issues! I have extreme patience and good shoulders. My grandma always told me to leave the house you're visiting neater than when you got there, so I have an eye for cleanliness and I don't want you to feel like someone has been living in your home when you come back. I.E. I will ask you if I can vacuum. I'm starting school in the fall at Vermont State University in Johnson, so I am free to book any time this summer, unless I have another doggie booked that day. I'm a list maker so I like to write down your instructions when we have a formal introduction. Food, walks, potty time, play time, training, and housekeeping will all be done to your standard.

Sitter Profile Image: Madeleine C.
Verified Enhanced Background Check
Madeleine C.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Burlington, VT, 05401

About: I have always owned dogs, and I couldn’t not imagine my life without animals. I’ve been taking care of all sorts of pets, starting around when I was 12 years old. I have experience caring for dogs, cats, fish, and even rabbits! I’d be honored to take care of your beloved animals as if they were my own. This includes kittens, puppies, and senior care. I’m a college student home for the summer with plenty of free time—perfect for long walks, playtime, and lots of love. I am quite flexible when it comes to scheduling and am open to longer hours. My service at the moment would be me caring for your pets in your home. Of course, I will treat your space with the same respect as I would my own. I will maintain your pet’s routine, keep things clean, and provide updates and pictures of your cutie.

Sitter Profile Image: Emily J.
Verified Enhanced Background Check
Emily J.
from
$20
per visit
5.0 out of 5 stars
13 reviews
1 repeat client
15 years of experience
Winooski, VT, 05404

Quick to respond to any messages and took very good care of our cats!

Profile image
Jon B.
1 / 1
View more

The median cost per visit for dog sitting in Winooski is $22

Dog parents share their Rover experiences - Winooski

1 / 1
5.0 out of 5 stars

Ashley does some walks and sit time with my frenchie and has stayed extra time a number of times simply because she feels like something is off or maybe my dog isnt feeling very well. I really appreciate that attention to her needs

Profile image
Beth A.
Drop-In Visits
5.0 out of 5 stars

Nina is was prompt, communicative, and took good care of my animals. Nina was able to provide additional care for our elderly dog and give her required medications, despite our dog being difficult.

Profile image
Ashley W.
Drop-In Visits
5.0 out of 5 stars

We are always happy to have Felipe help us with our pup while we’re away. He’s great about getting him out for walks, like to go new routes for “new smells”, sends nice, detailed reports, and helped to water my flowers!

Profile image
Kara H.
Drop-In Visits
5.0 out of 5 stars

We love having Marissa check-in and keep our pup company while we’re away. She’s flexible and reliable every time. She even helped by watering my flowers!

Profile image
Kara H.
Drop-In Visits
5.0 out of 5 stars

She was great!!! Did everything I asked for and her communication was excellent. I felt very comfortable leaving my pets in her care.

Profile image
Leslie P.
Drop-In Visits
5.0 out of 5 stars

Sarah was great. She arrived on time, took my pup for a nice walk and played in the park with him. Will be booking with her again.

Profile image
Andrew D.
Drop-In Visits
5.0 out of 5 stars

Finlay was great! She took good care of our dog including taking him on walks, playing with him and feeding him. Our dog seemed to be very happy with Finlay! Would definitely use her services again

Profile image
Saurabh P.
Drop-In Visits
5.0 out of 5 stars

Griff was great! Attentive to our girls, gave thorough updates, and was on time for visits! Thank you!

Profile image
Jorie H.
Drop-In Visits
5.0 out of 5 stars

Amelia did a great job. My animals were no worse for the east when I returned. She communicated well, and was on time!

Profile image
Genay C.
Drop-In Visits
5.0 out of 5 stars

Jayna was great with my Titan. He was pretty nervous but Jayna spent a lot of time patiently working with him so he would feel comfortable and made a lot of progress. Highly recommended!!!

Profile image
Richard S.
Drop-In Visits
5.0 out of 5 stars

Christine was amazing!! It always feels so good to leave a pet in the capable hands of a friendly, caring person. She was on time and followed instructions - with a puppy that can be a challenge at times so I truly appreciate the effort. Thanks so much- I will definitely reach out again if I need help with Zoey again

Profile image
Kimberly M.
Drop-In Visits
5.0 out of 5 stars

The pictures, detailed updates and just overall care is absolutely incredible. We will be using Anna again in the future. We highly recommend Anna !!

Profile image
Nick B.
Drop-In Visits
5.0 out of 5 stars

Victoria was wonderful with my two dogs while we were away at wedding events for two days. My dog Ruby is a bit timid around new people, but Victoria won her over quickly with treats and affection. Victoria came by for an hour each day to feed and spend time with them, and she stayed the entire hour, which we deeply appreciated. She is reliable, caring, and highly recommended!

Profile image
Kathleen G.
Drop-In Visits
5.0 out of 5 stars

Kerstin was wonderful and took amazing care of my little guy! She was very informative and let me know what was happening the whole time while sending lots of pictures. I would recommend her to anyone! I will be reaching out to her again in the future

Profile image
Christine W.
Drop-In Visits
5.0 out of 5 stars

Skaya and I liked Charlotte from the moment we met her! She is kind, warm, and obviously cares deeply for animals. I would highly recommend her to anybody seeking a trustworthy person to take care of their pets. I really appreciated the sweet photo of Skaya and updates I received. Thank you!

Profile image
Natalie N.
Drop-In Visits
5.0 out of 5 stars

I’d give Ashton 10/5 stars if I could… this was my first time booking with her and I honestly could not be more impressed with her updates, communication, and problem solving. Thank you, thank you, Ashton!

Profile image
Kara H.
Drop-In Visits
5.0 out of 5 stars

Kristy, is an exceptional pet sitter. She did multiple hr pop ins to watch hr two dogs. She followed directions well and sent us pictures at the end of her visit. We will be using her again.

Profile image
Nick B.
Drop-In Visits
5.0 out of 5 stars

Victoria has been such a big help. We booked drop in visits and house sitting practically last minute and she was very accommodating! The most important piece is that our dogs love her :) I would absolutely recommend Victoria, I know we will be using her services in the future :)

Profile image
Kelsey R.
Drop-In Visits
5.0 out of 5 stars

Elizabeth has been great and is very punctual and communicative. She takes the cutest pics of our pup when she is taking care of them.

Profile image
Adrien A.
Drop-In Visits
5.0 out of 5 stars

So thankful I found Lianna! She goes above and beyond for drop in visits with my pup a couple times each week - not just making sure she gets dinner water and potty breaks, but taking time to reinforce good habits and work on some training with her. It’s so nice knowing she is in caring and thoughtful care. Highly recommend to anyone looking for a pet sitter that is responsible, punctual and genuinely cares!

Profile image
Holly S.
Drop-In Visits
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog sitting - Winooski

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Winooski average 4
repeat dog sitting clients

FAQs for Drop-In Visits - Winooski

Frequently asked questions about Rover

The average cost for Dog Sitting in Winooski on Rover is $26.64 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .

As of August 2026, there are 610 sitters on Rover offering Dog Sitting across Winooski. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winooski stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winooski choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Winooski with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Winooski. On Rover:

  • 98% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 98% 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.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge