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: Madison S.
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Madison S.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 69 reviews
15 repeat clients
3 years of experience
Putnam, CT, 06260

“I was nervous to have someone I’ve never met before watch my dogs but Madison has been excellent! The dogs really enjoy her coming to let them out and play. One of my dogs is on a medication and she was very thorough with giving it to him. She takes a ton of silly photos of them & even brings in packages that were left outside for us. I’m so glad we found her!”

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

“Mariah went above and beyond during the mid day drop in visits with our 12 weeks old puppy, always showing up with genuine care and thorough updates. We will certainly be using Mariah again in the future!”

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

“Did a great job keeping our pup happy while I could not be home. Sent awesome photos, I felt very confident with my puppy in her care. Will definitely rebook !”

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Charlotte D.
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: Morgan F.
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Morgan F.
from
$20
per visit
4.9 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
Thompson, CT, 06255

“Morgan did a great job stopping in and caring for both my dog and cat! She was very communicative before and during the visit, letting me know my animals were being well cared for. I definitely recommend her and will work with her again if the opportunity arises! Thank you Morgan!”

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Amanda L.
Sitter Profile Image: Olivia L.
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Olivia L.
from
$20
per visit
4.8 out of 5 stars
• 8 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: susan h.
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susan h.
from
$20
per visit
10 years of experience
Putnam, CT, 06260

About: ive taken care of dogs & owned my own for 10 + years , my friends always know if they need help with there animals ill be there! I currently work full time but love spending my after work hours outside with my pups , why not help others with their best furry friend I will care for your pup as I would care for mine! Respect owners wishes and adapt to the animals needs whether it be a quiet walk or fun playful time

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

“Another great job by Katie! My scaredy cat is warming up to Katie more & more. I’m grateful to have found her. I don’t worry about my fur babies while I’m away, I know they’re in good hands.”

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Lori B.
Sitter Profile Image: Lorelai P.
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Lorelai P.
from
$16
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Thompson, CT, 06255

About: I got my first dog when I was 5 years old. Now, I have three dogs total, each with their own unique personalities. I love taking them on walks and making them homemade treats. I am used to taking care of dogs of all ages since I have raised mine from when they were puppies , to adulthood. I have also recently adopted a kitten so I’ve been gaining experience with caring for cats as well. I am currently taking an online summer class, so I have plenty of free time. On Fridays I am usually free from 7am to 5pm. Since I have been caring for dogs almost my whole life, I understand the importance of keeping them safe while on walks. I also make sure they are always well hydrated and given plenty of love and attention.

Sitter Profile Image: Emily C.
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Emily C.
from
$25
per visit
5 years of experience
Thompson, CT, 06255

About: I love caring for dogs of all sizes, ages, and personalities! I’ll make sure your pup gets plenty of exercise, attention, playtime, fresh food and water, and lots of love. I’m also comfortable caring for dogs with special routines or medications. Your dog’s safety and happiness are my top priorities, and I’ll keep you updated with pictures and messages while you’re away! 🐶❤️ I recently moved to Connecticut with my boyfriend to start a new chapter in our lives. While we look for a new home, I have no work. I’m looking for pet-sitting opportunities. Right now I have a very flexible schedule, so I’m available to give your pets plenty of attention, care, and love! 🐾❤️ I’m currently staying somewhere temporarily while my boyfriend and I look for our own home, so I’m not able to have pets stay with me right now. However, I’m more than happy to come to your home and care for your pets there! I have a very flexible schedule and can stay for as long as your pets need, whether that’s a few hours, overnight, or multiple days. 🐾❤️

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

“Samantha was amazing. We needed a last minute sitter on a holiday and she responded right away and was able to check in on our dog. She was really thorough and thoughtful, and sent us a lot of photos. We would absolutely use her again!”

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Brenna V.
Sitter Profile Image: Keshia L.
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Keshia L.
from
$27
per visit
4.8 out of 5 stars
• 46 reviews
22 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: Lindsay F.
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Lindsay F.
from
$25
per visit
5.0 out of 5 stars
• 22 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: Kala F.
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Kala F.
from
$30
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. She’s great with our cats and an awesome communicator!”

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Ashlee G.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
• 17 reviews
7 repeat clients
3 years of experience
Sturbridge, MA, 01518

“Amber was very professional and communicative. I really appreciated her daily updates about my cat. Additionally, Amber was extremely personable. I highly recommend.”

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Chris C.
Sitter Profile Image: Tiffany L.
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Tiffany L.
from
$19
per visit
5.0 out of 5 stars
• 68 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: 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: Lauren M.
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Lauren M.
from
$30
per visit
5.0 out of 5 stars
• 15 reviews
4 repeat clients
3 years of experience
Killingly, CT, 06241

“Lauren did a wonderful job with my two dogs! Vizlas are high-energy dogs and she made sure they got plenty of exercise when she dropped in to care for them. She even cleaned up a mess the puppy made! Thank you very much😀”

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Amy C.
Sitter Profile Image: Sara C.
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Sara C.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
13 years of experience
Brooklyn, CT, 06234

About: I have taken care of family/friends dogs for over 13 years. I have done drop in visits, over night stays and just dog walking. I have worked with all different breeds, sizes and ages! I have experience with puppies, senior pets, and dogs with different energy levels and temperaments. Whether that means reinforcing house-training and basic commands with a puppy, administering medications to a senior pet, or simply providing plenty of exercise and companionship, I tailor my care to each animal's needs. I love taking pictures of our furry friends so ill always be sure to keep you updated when im with them! I'm currently working full time but I can always do drop in visits and dog walking after work hours during the week and on weekends my availability is pretty much wide open on Saturdays and Sundays (typically when I take my own pet for adventures so if you have a busy dog who loves walks/hiking im your girl) We have an open yard, our own pup is well trained on her boundaries however for any pets not my own they stay on a 20 foot long line and walked around the property. Inside they are free to roam the house, however if needed crates are available for use. If ever unattended dogs will always be in a crate for their safety.

Sitter Profile Image: Brianna M.
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Brianna M.
from
$20
per visit
20 years of experience
Charlton, MA, 01507

About: I’ve cared for all sorts of pets ever since I was young. Dogs, cats, birds, reptiles, farm animals..pets are family and should be cared for as such! I love being around furry friends and have experience caring for all ages. I am comfortable administering medication with dogs and cats. I currently have an open schedule as I am transitioning in careers. I do prefer a little notice so I can make sure I’m fully available. Pets are part of the family and are treated as such. I would get details on each pet to ensure I’m caring for them the way they normally are.

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The median cost per visit for pet sitting in Woodstock is $23

Cat parents share their Rover experiences - Woodstock

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5.0 out of 5 stars

Isabelle was great, and we can’t wait to work with her again! She got my very anxious and scared-of-people cat, Lydia, out on her own for some love. She was great at communication/sending pictures. She followed the instructions exactly. 10/10

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Craig M.
Drop-In Visits
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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

Popular requests for pet sitting - Woodstock

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Woodstock average 6
repeat pet sitting clients

FAQs for Pet Sitting - Woodstock

Frequently asked questions about Rover

As of September 2026, there are 2,677 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
  • 94% 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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