Pet Sitting Woodstock

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Woodstock, Find top rated pet sitting

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

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Sitter Profile Image: Katie C.
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Katie C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 81 reviews
18 repeat clients
20 years of experience
North Grosvenordale, CT, 06255

“Katie always does such a good job taking care of my fur babies while I’m away. She treats them as they were her own. I feel comfortable & confident they’re getting the best care.”

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Lori B.
Sitter Profile Image: Madison S.
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Madison S.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 52 reviews
13 repeat clients
3 years of experience
Putnam, CT, 06260

“Madison is absolutely wonderful! She took such great care of our two dogs while we were away, kept everything running smoothly, and followed all of our instructions perfectly. It gave us so much peace of mind knowing our pups were in such good hands. Highly recommend!”

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Morisah P.
Sitter Profile Image: Jane H.
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Jane H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 96 reviews
37 repeat clients
30 years of experience
Thompson, CT, 06255

“This is the second time Jane has watched our animals. She does a great job with all of our pets. Good pictures of them. She works to gain their trust.”

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Stephanie B.
Sitter Profile Image: Mariah R.
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Mariah R.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 21 reviews
4 repeat clients
17 years of experience
Putnam, CT, 06260

“Mariah was great with our pups!! She was willing to come out prior to booking to meet the dogs and ensure they were comfortable. She communicated great, and was flexible with her schedule. Our pups enjoyed spending time with her!!”

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Crystal M.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$25
per visit
5.0 out of 5 stars
• 67 reviews
29 repeat clients
20 years of experience
Putnam, CT, 06260

“Rachel took great care of our two kitties while we were gone and gave regular updates to let us know how they were doing. We would definitely use her services again!”

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Theresa C.
Sitter Profile Image: Olivia L.
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Olivia L.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
1 year of experience
Putnam, CT, 06260

About: I have lived with dogs my whole life and can't imagine my life without them. I will treat your animals with as much love and compassion as if they were my own pet. I am available full time on the weekends but I am out of the house around 8:00-1:00 because I am working at a summer school. I will follow your instructions with the greatest care and I will do everything I can to make your pet feel safe and happy. Can't wait to meet your furry friends!

Sitter Profile Image: Isabelle P.
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Isabelle P.
from
$16
per visit
18 years of experience
Woodstock, CT, 06281

About: I love to give pet owners peace of mind knowing their pets are safe and receiving attentive care while they’re away. I will give them all the love and attention to help them pass the time until you’re home. I am currently working part time so I have a lot of flexibility in my work schedule. Part time also allows me to provide care on days that I am working. Any rules or boundaries set by you will be honored. I will respect your home and your pets and provide the care you know they deserve.

Sitter Profile Image: Grace G.
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Grace G.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
8 years of experience
Dudley, MA, 01571

About: I have been pet-sitting for about 3 years independently. I have 5 years of experience working in doggy daycares and about a year of experience as a zookeeper. I live on a farm so I have been caring for animals my whole life! I promise to treat your pet like my own. I currently work Wednesday-Friday at a pet daycare facility. I have a few regular pet-sitting clients that are very easy to work around. I am extremely flexible and have relatively open availability. I will make sure to answer to your pet's every need. They will feel like they are on a 'stay-cation' while you are away! I am happy to put in whatever work necessary to make their time with me wonderful.

Sitter Profile Image: Keshia L.
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Keshia L.
from
$27
per visit
4.8 out of 5 stars
• 44 reviews
21 repeat clients
10 years of experience
Pomfret, CT, 06259

“Keshia is great with our animals. Drop ins and house sitting. Highly recommend!”

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Nicholas S.
Sitter Profile Image: Kala F.
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Kala F.
from
$35
per visit
5.0 out of 5 stars
• 57 reviews
14 repeat clients
20 years of experience
Pomfret Center, CT, 06259

“Kala is always so wonderful with our cats and a great communicator!”

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Ashlee G.
Sitter Profile Image: Morgan F.
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Morgan F.
from
$20
per visit
4.9 out of 5 stars
• 15 reviews
4 repeat clients
20 years of experience
Thompson, CT, 06255

“Morgan is wonderful with our dog and cat, and they instantly loved her. She also has excellent communication, is timely, and provides detailed visit reports.”

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Ann R.
Sitter Profile Image: Samantha B.
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Samantha B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 75 reviews
19 repeat clients
40 years of experience
Glocester, RI, 02814

“Wow! A fantastic person who is great with dogs. Samantha took the time with the three dogs and they couldn't stop barking praises about the visits and attention they were given. The updates and pictures were great! My daughter and her husband who is one of the dogs owners parents were very pleased. First time with a dog sitter for their dog. Great person and very knowledgeable about dog behavior. We recommend Samantha highly!”

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Richard W.
Sitter Profile Image: Tiffany L.
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Tiffany L.
from
$19
per visit
5.0 out of 5 stars
• 67 reviews
34 repeat clients
3 years of experience
Killingly, CT, 06239

“Tiffany was a great cat sitter for our cat Vinny! She provided play time, regular feeding and litter changes, and went above and beyond by sending 5 pictures a day during and after her visits. We really appreciated how communicative she was and would hire her again in a second. Last but not least, her prices for cat sitting are incredibly affordable. Book her!”

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Aspen G.
Sitter Profile Image: Avery B.
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Avery B.
from
$20
per visit
1 repeat client
10 years of experience
Thompson, CT, 06277

About: I’ve been taking care of all different types of animals from lizards to ferrets to turtles and, of course cats and dogs since before I can remember! All of my life I’ve had and taken care of happy and healthy fur babies of my own that I treat with the utmost love, care, and attention so I’ll definitely treat your fur baby like my own as they should be treated. I’m currently a stay at home mom and I go to school online but outside of that I love taking care of my fur babies and other fur babies as well and have free time and availability to do so! My routine consists of starting the day at 7/8am and taking pup for walks, swimming, the dog park etc. and if you choose me for your pet sitter your baby (unless different needs must be met) will accompany us for a fun-filled day!🥰 I can do all day sits or overnight stays at your home. Or if you prefer me to do drop-ins to your home id be more than happy too! Whatever makes you and your precious fur baby happy.:) Note: I do have a 3.5 year old who usually accompanies me with my regular clients. If you choose me as your sitter this is good to note because I will only be able to be solo on some weekends. She has been around multiple different types of animals big and small since she was born. She is good with being gentle and knowing her boundaries but I recognize she’s still young so I can assure you constant supervision will be had for the safety of your fur baby and my baby. At my home, I also have a boxer who loves small dogs as well! They will be in great company. At your home, I will provide your pet and home with the utmost love and care. I will also be sure to provide you consistent updates to keep your mind at ease because I know how worrisome it could be leaving your fur babies behind and you want to be sure they are being taken care of. So I’ll be sure to show you just that!

Sitter Profile Image: Lindsay F.
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Lindsay F.
from
$25
per visit
5.0 out of 5 stars
• 21 reviews
3 repeat clients
12 years of experience
Dayville, CT, 06241

“Very nice women. Was first time dogs 🐕 were happy”

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Jean M.
Sitter Profile Image: Chendra D.
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Chendra D.
from
$25
per visit
1 repeat client
1 year of experience
Putnam, CT, 06260

About: I bring a naturally calm, grounded presence into every home I enter. Pets are incredibly intuitive, and I prioritize creating a peaceful, steady environment where they feel safe and secure. Whether your dog is anxious, high-energy, or just needs consistency, I focus on maintaining a structured routine with patience and gentle guidance. My goal is for your pet to feel relaxed and comfortable, and for you to have complete peace of mind knowing they’re in stable, attentive hands. I’m currently in school and have a lot of time in between classes! I have tons of times to take care of your best friends! When pets stay in my home, their comfort and safety are my top priorities. I provide a calm, structured environment with consistent routines to help them settle in smoothly. I have a fully fenced-in yard for safe outdoor time and supervised play, and I always monitor pets while outside. If your dog is crate-trained or prefers a crate for rest, I can easily accommodate that to maintain their normal routine. My goal is to create a peaceful, secure space where your pet feels at ease while you’re away.

Sitter Profile Image: Marley M.
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Marley M.
from
$25
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Dudley, MA, 01571

“This was Marley’s second time doing drop in visits for my dog. Both times she was easy to communicate with and did an excellent job! Thank you!!!”

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Jenna R.
Sitter Profile Image: Chelsea K.
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Chelsea K.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
• 23 reviews
13 repeat clients
17 years of experience
Dudley, MA, 01571

About: I’ve taken care of dogs and cats for most of my life. Animals have always been a part of my family. I have been fostering a cat for a friend for a few months, and have taken care of a friends 3 massive dogs. Taken them on walks, fed them, and played with them. I am currently in school full-time online only and my children are in school from 7:30-4:30pm Monday through Friday. I am available to care for pets and go on walks. I have a yard and a decent sized apartment, one room that is not used at all. I also have a reliable vehicle for transportation.

Sitter Profile Image: Rachel C.
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Rachel C.
from
$25
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
Dudley, MA, 01571

“Rachel is fantastic! We knew we were in good hands starting with the meet and greet. Really took time to get to know us and our pup Tony. Very responsive and flexible regarding our plans, and patient and helpful! Then for the day of the walk she provided updates about our dog and I know they had a great time together! Our dog was in excellent spirits when we returned. We were nervous since we hadn’t had a walker come in years, but all fears were put aside with Rachel. Can’t recommend enough. She brings passion and care to her work!”

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Rose & Marco S.
Sitter Profile Image: Madison M.
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Madison M.
from
$19
per visit
5.0 out of 5 stars
• 4 reviews
8 years of experience
Southbridge, MA, 01550

“Madison is great with our little guy! She sends great updates and pics!”

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Laurie B.
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The median cost per visit for pet sitting in Woodstock is $22

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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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

Sitters in Woodstock average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Woodstock

Frequently asked questions about Rover

As of July 2026, there are 2,718 sitters on Rover offering Pet Sitting across Woodstock. 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 Woodstock 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.

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.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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

  • 95% of sitters can help with special care needs
  • 99% 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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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