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
60 reviews
13 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
24 reviews
4 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: Isabelle P.
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Isabelle P.
from
$16
per visit
1 repeat client
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: Ashleigh D.
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Ashleigh D.
from
$16
per visit
10 years of experience
Woodstock, CT, 06281

About: Hi, I’m Ashleigh! I’m a lifelong dog lover based in Northeastern Connecticut. My two chocolate Labrador Retrievers are truly part of my family, and they’ve been by my side for the past 10 years. Growing up with family pets and later becoming a dog owner myself has given me years of hands-on experience caring for dogs of all ages and personalities. Before having children, I spent five years fostering dogs and puppies through Wings of Freedom Dog Rescue. During that time, I welcomed many dogs into my home, helping them adjust to new environments while providing the love, patience, and care they needed before finding their forever families. I understand that every dog is unique, and I take the time to get to know each pet’s personality, routine, and needs. Whether your dog loves long walks, playtime, or simply wants companionship and cuddles, I’ll make sure they feel safe, happy, and loved while you’re away. I know how important it is to trust someone with your furry family member because I expect the same level of care for my own dogs. I’ll treat your pet like one of my own and keep you updated with photos and messages so you can have peace of mind while you’re away. I look forward to meeting you and your four-legged family members! As a stay-at-home mom, I have a flexible schedule that allows me to provide reliable, attentive care throughout the day. Caring for animals has always been a part of my daily routine, and I’m able to accommodate walks, drop-in visits, feeding, playtime, and plenty of love and attention. My days are structured around being home, which means I can be dependable and available to meet your pet’s needs while keeping you updated with photos and messages for peace of mind. When caring for pets, safety is always my top priority. I follow each owner’s instructions closely and do my best to keep pets on their normal routine so they feel comfortable and secure. During walks and drop-in visits, I always make sure dogs are properly leashed before opening any doors, and I double-check gates, food, water, and any special instructions before I leave. I’m also comfortable giving medications if needed and will send photo and text updates after each visit so owners know how their pet is doing. For boarding and daycare, pets are cared for in my home as part of the family. I have two very friendly chocolate Labs who enjoy being around other dogs. Because I do not have a fenced yard, all outdoor time is supervised and dogs are always kept on a leash for potty breaks and exercise. I also have two young children (7 months and 4 years old), so I only accept dogs that are comfortable in a family environment. I understand that every dog has different needs, and I’m happy to accommodate the owner’s preferences. Guest dogs can sleep in a dog bed or in a crate, depending on what they are used to at home. My goal is to provide a safe, loving, and low-stress environment where pets feel cared for while their owners are away.

Sitter Profile Image: Joe C.
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Joe C.
from
$20
per visit
25 years of experience
Thompson, CT, 06281

About: ​Dogs have been a central part of my life for as long as I can remember. Growing up surrounded by them taught me early on that dogs aren't just pets—they are full-fledged family members who deserve the best care possible. ​My deepest bond will always be with my girl Ellie. She was my whole world, and caring for her shaped how I view and interact with every dog I meet: with patience, genuine affection, and unconditional devotion. I understand how much your dog means to you because I know how much Ellie meant to me. Whether your pup needs active exercise, structured play, or just a attentive companion while you’re away, I promise to care for them with the exact same love and attention I gave my own. My schedule is completely dedicated to weekend pet care! Because my Saturdays and Sundays are reserved specifically for dog care, your pup gets my full, undivided time and attention. Whether it's active morning walks, structured play, or relaxing companionship, weekends are 100% focused on keeping your dog happy and safe. My approach to pet safety and care was defined by my bond with Ellie, who inspired my lifelong standard for how dogs should be treated. I understand how much your pup means to you because I know how much Ellie meant to me—which is why their safety and comfort are my absolute top priority. ​Whether in your home or out on walks, I maintain active supervision and strict security measures, from double-checking gates to safe leash practices. I stick closely to your dog's regular schedule so they feel confident and calm while you're away. Expect consistent communication and plenty of picture updates throughout the stay.

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
15 reviews
5 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
5.0 out of 5 stars
6 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: Rachel S.
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Rachel S.
from
$25
per visit
5.0 out of 5 stars
68 reviews
29 repeat clients
20 years of experience
Putnam, CT, 06260

We were so pleased to find Rachel to take care of boo. The picture updates and getting him to come out of his shell were a delight to us. Not only just stopping in to feed boo, she made sure to provide some company and even playtime. Highly recommended!!

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Jon S.
Sitter Profile Image: Katie C.
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Katie C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
83 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: Jadyn W.
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Jadyn W.
from
$25
per visit
16 years of experience
Thompson, CT, 06255

About: I fostered kittens and cats until I was 6 years old, and I grew up around big dogs like mastiffs and pitties! I’ve grew up with cats my whole life and currently have one; I have owned a dog, leopard gecko, guinea pig, fish, and small insects. I have also pet sat a lovebird and bunny before! I currently only work during weekends and have a completely flexible weekday schedule as of now, I often go on daily long hikes/walks and am free throughout any part of the day and have plenty of time to hang out with and care for your pets! I have a large back yard in which your dogs are free in run in, though not fenced in, and a spacious house with one cat that has her own space if needed to be separated. I also go on hikes every week and try to go on them every day, so I’d love to take your pet on long walks or just chill at home with them!

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: 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

Marley was amazing!!! She took such great care of my baby I could go away and know she was handled with the best care!!! Highly recommend!!!

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

Sam was great from beginning to the end. Went above and beyond. She handled my two large dogs with ease. Definitely will be using her in the future.

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John M.
Sitter Profile Image: Chelsea K.
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Chelsea K.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
24 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: 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 a great communicator, experienced canine caretaker and a wonderfully dependable sitter. Highly recommend her services and skills!

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Elyse J.
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 fantastic! She responded promptly and was highly reliable as a dog walker. She came to our house to meet our dog and discuss his quirks and routine prior to booking. She sent us pictures and updates which we greatly appreciated. Our anxious/reactive dog loved her and it is clear that she is knowledgeable and experienced with all types of dogs. We will definitely plan on using Tiffany’s services again in the future.

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Jennifer P.
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: 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.
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The median cost per visit for pet sitting in Woodstock is $22

Pet parents share their Rover experiences - Woodstock

1 / 1
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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  • 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.

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  • 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

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Popular requests for pet sitting - Woodstock

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Sitters in Woodstock average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Woodstock

Frequently asked questions about Rover

As of August 2026, there are 2,687 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
  • 98% 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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