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: Rachel S.
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Rachel S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 71 reviews
33 repeat clients
20 years of experience
Putnam, CT, 06260

“Rachel was incredible! She was able to help me out with short notice and do several drop in visits for my three dogs…they loved the attention and play time. She truly does care for them like they are her own. Rachel is very reliable and responsible and experienced with caring for dogs. I couldn’t be happier and feel more secure leaving my pets in her care while I am away. Thank you!”

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

“This is our second time having Jane check in while we were on vacation. She is on time and communicative. And we loved getting the pictures and updates. We knew all of the pets were in great hands!”

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Andrea J.
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: 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 the best!”

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Ashlee G.
Sitter Profile Image: Keshia L.
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Keshia L.
from
$27
per visit
4.8 out of 5 stars
• 46 reviews
23 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: 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: 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: James & Mallory N.
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James & Mallory N.
from
$40
per visit
5.0 out of 5 stars
• 235 reviews
63 repeat clients
30 years of experience
Southbridge, MA, 01550

“Thank you guys so much for taking care of Maverick!! He’s like our new little baby and we were very hesitant about having anyone else come take care of him but crazy work schedules made it unavoidable. Your pictures and the detailed report were super comforting and reassuring for us. We look forward to having you visit him again!”

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Megan D.
Sitter Profile Image: Alyssa M.
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Alyssa M.
from
$16
per visit
1 repeat client
5 years of experience
Charlton, MA, 01507

About: I have experience with all kinds of animals from dogs and cats to bunnies and fish. i’ve been looking after animals for friends and family for years in always the first one they think of to ask! I am currently a student in college, but that means i’ll have more time to care and play with your pets. I’m available for drop ins, walking, or overnights! I will care for your animals as if they are my own, I will clean up after myself and them whenever necessary, I will monitor them and send you check in’s

Sitter Profile Image: Rachel D.
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Rachel D.
from
$23
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Webster, MA, 01570

About: I’ve never been lucky enough to own my own, but I am lucky enough to have tons of friends and family with doggies that I get to care for and love! I only work 3 days a week and it switches every week! Those 3 days are 12 hour shifts from noon until midnight. Can work with you to accommodate schedule! I live in an apartment complex, we have a huge middle area of grass and many places nearby to walk such as neighborhoods or parks.

Sitter Profile Image: Katherine M.
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Katherine M.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
5 years of experience
Burrillville, RI, 02830

About: I have had cats since I was born, and I grew up learning how to care for and respect animals. Friends and family have trusted me to feed, walk, and play with their pets. I am doing part time work while going through school, so I welcome caring for pets as an opportunity to provide quality love and attention to them. I will treat your pets with as much love as I give my own. I welcome any details you want to share regarding your pets' personalities and any special care they need.

Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
20 years of experience
Sturbridge, MA, 01566

“Nicole did a couple drop in visits for my 2 dogs and took great care of them! She asked great questions at the meet & greet, excellently communicated her visits, and is just an all around pleasant and trustworthy person. My pups loved her. I would definitely use her again in the future!”

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Jen K.
Sitter Profile Image: Ermelinda D.
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Ermelinda D.
from
$30
per visit
4.8 out of 5 stars
• 6 reviews
5 repeat clients
22 years of experience
Ashford, CT, 06278

“Melinda was great with our dogs! She stopped by, let them out and played fetch with them. She maintained open communication with us and sent us some great pictures. She’s also great to work with and flexible with her schedule which is helpful!”

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Slade Y.
Sitter Profile Image: Breanne N.
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Breanne N.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
10 years of experience
Oxford, MA, 01540

“Breanne was wonderful! She took great care of my two cats and updated me throughout the whole trip. One of my cats was a little unfriendly with her, but Breanne was patient and took it in stride. I knew they were in great hands while I was away. I will absolutely book her for future trips!”

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Abby P.
Sitter Profile Image: Brianna S.
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Brianna S.
from
$30
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Oxford, MA, 01537

“Attentive & Reliable”

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Craig C.
Sitter Profile Image: Joline R.
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Joline R.
from
$25
per visit
2 years of experience
Ashford, CT, 06278

About: I have over 2 years of dog sitting experience and currently work full time at a doggy daycare, caring for dogs of all sizes, temperaments, and energy levels. I’m experienced with feeding routines, exercise, and group play, and I’m attentive to each dog’s behavior to ensure they feel safe, comfortable, and happy. I work full time, five days a week, as an opener at The Mellow Mutt, with typical 6-hour shifts. My schedule can occasionally shift, so a bit of flexibility is helpful, but I do my best to keep things consistent for pet owners. I’m also a full-time online student at SNHU, which allows me to stay flexible and available for house sitting needs. I usually work Wednesday afternoons and most of the day Sunday, and my only consistent day off is Saturday, making me available for extended stays and attentive overnight care. While staying in your home, I focus on keeping your dog’s routine as normal and stress-free as possible. I stick closely to their feeding, walking, and play schedules, and make sure they get plenty of attention, affection, and exercise. I’m very attentive to their behavior and comfort, so I can quickly adjust to their needs and help them feel safe while you’re away. I also keep your home clean and respected, and I’m happy to provide updates so you can feel at ease knowing your dog is well cared for.

Sitter Profile Image: Sara H.
Verified Enhanced Background Check
Sara H.
from
$10
per visit
5.0 out of 5 stars
• 1 review
3 years of experience
Southbridge, MA, 01550

About: I have taken care of several medium sized breeds for the past three years including labs, poodles, and beagles. I have also cared for smaller breeds like chihuahuas and Shih Tzus, as well as puppies and senior dogs. I work part time for a maximum of five hours a day so I am available to provide dogs with attention and care at home the rest of the time. :) I work part time for a maximum of five hours a day, when I am outside of work I spend most of time home. During the time I am at home I’m able to adjust your pets care according to your preference. I live in an apartment and have a small male chihuahua who gets along great with other dogs. I don’t have a restrictive environment and will happily allow your dog to rest on the couches and beds, and roam around the apartment. I don’t have a fenced yard but I can walk and take your dog potty on a leash.

Sitter Profile Image: Jenna Cathryn D.
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Jenna Cathryn D.
from
$30
per visit
5.0 out of 5 stars
• 23 reviews
9 repeat clients
15 years of experience
North Brookfield, MA, 01535

“Jenna was great! She provided good updates and we felt that our girl was in good hands :)”

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Kaitlynn H.
Sitter Profile Image: Kayla C.
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Kayla C.
from
$35
per visit
5.0 out of 5 stars
• 53 reviews
13 repeat clients
3 years of experience
Spencer, MA, 01562

“Kayla took care of our cat CeCe while we were away. She followed all instructions and was able to send us a picture of our shy cat. I would recommend her to anyone looking for a sitter!”

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Claire D.
Sitter Profile Image: Shelby S.
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Shelby S.
from
$50
per visit
20 years of experience
Dayville, CT, 06241

About: Hello! My name is Shelby, I live in CT, And I’m a huge animal lover of all kinds! I’m married and child free by choice. I’m a full time licensed cosmetologist in MA. I’ve been longing to work with animals again so I’ve decided Rover would be the perfect option for me! I’ve worked as a Vet tech in the past through VetCo, and loved it, but unfortunately didn’t make enough money to continue. I had two labs growing up, and always had cats my whole life. I’ve always loved birds and reptiles, but have never owned them. Friends and family have always trusted me to take care of their animals if they were away. Im very reliable, honest, and routine oriented. I will love and take care of your pet like my own! Please message me with any questions! :) Monday- available all day Tuesday- available after 6pm Wednesday-available after 4pm Thursday- available after 6pm Friday- available after 4pm Saturday-available after 4pm Sunday- available all day & night into Monday all day I have two indoor cats. I have a partially fenced in back yard with a leash run. An enclosed sunroom, and the whole upstairs of my house is pet free.

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

Pet 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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  • 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.

How to book pet sitting

  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

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Sitters in Woodstock average 6
repeat pet sitting clients

FAQs for Pet Sitting - Woodstock

Frequently asked questions about Rover

As of October 2026, there are 2,644 sitters on Rover offering Pet Sitting across Woodstock. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , 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:

  • 89% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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