Dog Sitting Winooski

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

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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: Catherine G.
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Catherine G.
from
$25
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Burlington, VT, 05408

Catherine was truly wonderful! She absolutely went above and beyond! We were visiting from out of town and needed a check in/walk for our dog while we were at a concert. She met us beforehand to get introduced to our pup and scope out the arrangements, and she sent lots of pics and videos that put my mind at ease that he was okay. It was much easier enjoying myself knowing our little guy was so well cared for!

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Anastasia H.
Sitter Profile Image: Kristen P.
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Kristen P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
South Burlington, VT, 05403

Fantastic care and contact. That Kristen got our shy cat to hang out speaks volumes about her cat personality.

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Barbara W.
Sitter Profile Image: Nicolas C.
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Nicolas C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
15 years of experience
South Burlington, VT, 05403

Communicative, did well with my shy cat, and went above and beyond when he seemed to have run out of food. Absolutely recommend for drop in visits.

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Isabelle d.
Sitter Profile Image: HARRISON H.
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HARRISON H.
from
$28
per visit
6 years of experience
Burlington, VT, 05401

About: I’ve been taking care of family dogs as well as those of friends, neighbours, and extended family for about 15 years. I’m a lover of dogs of all sizes and breeds, and doing activities from walking, hiking, running, playing and even just chilling on the couch! Over the last couple of years I’ve been watching a few different senior dogs over night for long periods of time, providing medications and other remedies they may need. I’m currently between jobs so I am currently free Monday through Sunday, morning, noon or night for both day time care as well as overnight stays with any furry friends. I am currently living just outside of Burlington in a fenced in back yard with one 9 year old pug named Duke. I have enough space here for your pet to run around and play either solo or with my dog. I at this point do not have the capacity for overnight stays but am working on creating a space where that can be possible! In regards to other care, I am able to stay over night, check in daily or even just walk your pet when needed! I have a car so I can meet just about anywhere and take your pet on little adventures if desired. I love to stay active so playing, walking, hiking, running and swimming are some of my favourite activities to do! However if needed I can kick my feet up and be a homebody for the more lazy pups.

Sitter Profile Image: Sarah T.
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Sarah T.
from
$22
per visit
5.0 out of 5 stars
5 reviews
6 years of experience
Burlington, VT, 05401

About: I have been taking care of dogs for over 6 years. I enjoy getting to know your dogs routines and working to make them feel as happy as possible while you are away. I am great at setting up sniffaris, am happy to go on adventures or walks, and will send you lots of photos! I’m currently working part-time so I can be very flexible. I can offer house-sitting services and also drop-in care throughout the week as you need. I am a calm person who takes the time to get to know animals. I will make sure your pet is comfortable and will keep your space clean while you are away.

Sitter Profile Image: Zoe A.
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Zoe A.
from
$20
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
8 years of experience
Burlington, VT, 05401

Zoe took such good care of my two cats! We were able to work out timing that fit both of our schedules. Thank you for Looking after my boys!

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Tati L.
Sitter Profile Image: Skye W.
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Skye W.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Burlington, VT, 05401

Awesome sitter😊

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Erin S.
Sitter Profile Image: Paul M.
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Paul M.
from
$14
per visit
5.0 out of 5 stars
27 reviews
5 repeat clients
30 years of experience
Burlington, VT, 05401

Paul is gentle and reliable. Muzo always seems just like himself when I get back. He and Paul seem to get along well. Thank you Paul.

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Judith Y.
Sitter Profile Image: Josephine L.
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Josephine L.
from
$20
per visit
5.0 out of 5 stars
1 review
10 years of experience
Burlington, VT, 05401

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.

Sitter Profile Image: Beatrice B.
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Beatrice B.
from
$25
per visit
4.8 out of 5 stars
32 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!

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Victoria G.
Sitter Profile Image: Clare H.
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Clare H.
from
$20
per visit
5.0 out of 5 stars
8 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!

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Bobbie P.
Sitter Profile Image: Josh P.
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Josh P.
from
$18
per visit
5.0 out of 5 stars
23 reviews
8 repeat clients
15 years of experience
Colchester, VT, 05446

Josh was absolutely brilliant. Extremely professional, responsible and reliable. Great communicator with humans and animals alike (lots of fun photos while we were away). He looked after our two cats for 4 days and we couldn't have been happier. When we returned home our cats were calm, well-fed and happy - food dishes were washed and litter box area was tidy. Josh will be my first choice from now on when we have to leave our cats next time.

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Nancy G.
Sitter Profile Image: Sophia C.
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Sophia C.
from
$15
per visit
7 years of experience
South Burlington, VT, 05403

About: I've been caring for animals since I was 12. Over the years, neighbors, friends, and family have trusted me with walks, drop-in visits, and overnight stays in their homes. I take that trust seriously. I follow your pet's routine closely, keep their environment calm and consistent, and send photo updates so you're never left wondering how they're doing. Whether it's a high energy dog who needs a good run or a senior cat who prefers quiet company, I adjust my approach to fit each pet's personality and needs. My focus is always on safety, comfort, and making sure your pet feels at ease while you're away. You'll come back to a happy animal and a home that's been well looked after. My work is fully flexible, so I have plenty of availability for overnight stays any day of the week. For walks and drop-in visits, I'm available Tuesday, Thursday, Friday, Saturday, and Sunday. I work around your pet's normal routine to keep them comfortable and on track while you're away. When I stay in your home, it is extremely important to me that I prioritize keeping it clean and treating it as I would treat my own.

Sitter Profile Image: Sonja M.
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Sonja M.
from
$20
per visit
10 years of experience
Burlington, VT, 05401

About: I have taken care of my own dogs for many years now I have 2 rescues and am comfortable with any breed. I have experience with my own reactive dogs and am open to any opportunities. I also have cared for chickens, snakes, cats, fish, and rodents of all kinds. I am an online masters student who works as a special education paraeducator for the burlington school district! I only work from 8-330 during the school year and do all my school work online! I enjoy using my spare time to care for animals and love getting to know your furry family members! I plan to spend a lot of quality time with your animals. Your satisfaction is my priority and I always want to provide the best quality care for you and your animals.

Sitter Profile Image: Austin D.
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Austin D.
from
$15
per visit
10 years of experience
Burlington, VT, 05401

About: I’ve had pets my whole life. Whether it be walking the dog, changing a litter box, or maintaining a food bowl, I know how important it is for pet owners to have their furry friends be cared for. Throughout high school, I had the privilege to work at my local afterschool daycare, so I am no stranger to keeping tabs on numerous clients at once, maintaining a clean working space, and of course having lots of fun. Above all else, since I have no pets at school, it would be doing ME a favor to get to check in and take care of your precious animals. I’m currently working part time, so I will have plenty of flexibility to fit time in for visits, walks, and more. When I’m not working, I’m stealing time with friends animals or asking to pet people’s dogs when they’re on a walk. Your precious pet’s safety comes first. I am very cautious when entering and leaving a house. I am always sure to double check the fit of a harness/leash. I will be sure to double check whatever instructions you give me and am more than happy to accommodate however possible.

Sitter Profile Image: Haley M.
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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: Kim T.
Verified Enhanced Background Check
Kim T.
from
$18
per visit
1 repeat client
20 years of experience
South Burlington, VT, 05403

About: I love dogs! I have a pup of my own and have grown up with a house full of animals, my family has had up to 4 dogs at once. I am responsible and loving to all dogs. I am an athlete so like to stay active, will play and run/walk with your dog during visits or during walking time. I am also willing to house sit for you! I am a very responsible and trustworthy person. Respect is one of my most valued traits in my daily routine, with that being said, I will respect you, your pets as well as your house, as if it were my own or my family’s. Please don’t hesistate to reach out to ask any questions. I am more than happy to answer them! Pet care fits into my daily routine seamlessly as I have my own dog and we go on daily walks or spend time outside together. I care for pets in my home like they are part of the family. Lots of loves and treats (if allowed!) and will cater to their needs as requested

Sitter Profile Image: Jacob C.
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Jacob C.
from
$20
per visit
4.8 out of 5 stars
35 reviews
15 repeat clients
6 years of experience
Burlington, VT, 05401

Jacob was great for drop in visits for Shark! He was prompt and followed all instructions. I would recommend and would definitely re-book for future care.

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Stephanie B.
Sitter Profile Image: Heidi M.
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Heidi M.
from
$20
per visit
4.7 out of 5 stars
14 reviews
3 repeat clients
20 years of experience
South Burlington, VT, 05403

I needed someone suddenly for an unexpected outing. Heidi was fast responding and chatting about times and expectations. She came and visited my senior dog twice, sent pictures and did all i needed and kept me up to date. I appreciated the ease she made this and would absolutely contact Heidi again.

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Susan H.
Sitter Profile Image: Cate L.
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Cate L.
from
$20
per visit
5.0 out of 5 stars
3 reviews
19 years of experience
Winooski, VT, 05404

About: I grew up with many dogs normally two at a time. I grew up with a great pyrenees and bernese mountain dog. We have a french bulldog now and a pit bull so I am good with any breed!! My mom used this same platform to watch dogs for a while and i would help her! I am home for college right now, and am in desperate need for a job! I love dogs and animals and have always works extremely well with all sorts of breeds of dogs. I am available any time! I will follow every instructions the owners give. I will care for the animal as if they were my own and show them immense amounts of love and affection!

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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

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.

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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!

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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!

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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.

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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.

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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

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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!

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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!

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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!!!

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

Ashley is fabulous! She took lots of pics, at my request, fed my dogs, let them outside, and loved on them. She’s great, communicates extremely well, and is timely. I would highly recommend her.

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Jennifer B.
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

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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 !!

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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!

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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

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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!

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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!

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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.

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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 :)

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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.

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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!

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Holly S.
Drop-In Visits
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Popular requests for dog sitting - Winooski

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Sitters in Winooski average 4
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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.

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