Dog Walking Woodstock

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Woodstock, Find top rated dog walking

Prices are estimates per walk. 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
$15
per walk
4.9 out of 5 stars
• 69 reviews
15 repeat clients
3 years of experience
Putnam, CT, 06260

About: I’ve cared for pets of all ages, from energetic puppies to gentle seniors, and always treat them like family. I genuinely care for my neighborhood’s dogs and have provided overnight care, daily walks, and more. I always take the time to get to know owners first to build trust and understand their dog’s specific needs. With experience in basic training, giving medication, and reading animal behavior, I adapt to each pet’s unique personality. I’m reliable, patient, and excited to continue gaining experience, always happy to share updates so you feel confident your furry friend is in good hands. My schedule is super flexible, making it easy to fit long walks and drop-in visits right into my daily routine! I love ensuring your pets get plenty of exercise and attention during the week, with extra availability on weekends. As a fun bonus, I absolutely love taking pictures of my pet clients—I'm told I take great photos, so you can expect plenty of adorable updates! Because my routine is so adaptable, I have great availability to give your furry friends the best care whenever you need a hand! I care for pets at their home by creating a safe and comfortable environment. For dogs, I ensure they get regular walks, playtime, and attention. I make sure they’re fed according to their schedule and provide any necessary companionship while their owners are away. I also maintain a clean space, like washing bowls and keeping litter boxes tidy for cats. My goal is to keep pets feeling secure and loved in their own home, ensuring their routine stays consistent while you’re gone.

Sitter Profile Image: Morgan F.
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Morgan F.
from
$20
per walk
4.9 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
Thompson, CT, 06255

About: I have worked with dog trainers so I know some training skills needed to help with certain behaviors. I can administer meds if needed. I have had farm animals so I have that experience as well. I am looking to fill my time with some amazing animals because of my love for them. I take care of everything from farm animals to cats. I can watch cat friendly dogs in my home. I have gates and a safe environment. I am more than willing to watch pets in the clients home as well to make them feel comfortable and help with routine.

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

“Rachel is so great! Very reliable and is great with my dog! I have had her come a few times now and will use her again in the future.”

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Micah B.
Sitter Profile Image: Jane H.
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Jane H.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
• 96 reviews
37 repeat clients
30 years of experience
Thompson, CT, 06255

“I highly recommend having Jane as a dog walker! She is quick to respond to messages and great at communicating. I loved that she sent me pictures of my dog on their walk and kept me updated on how she was doing while I was at work. She was great with my little corgi! Both Poppy and I are looking forward to using Jane for more dog walks to come!”

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Julie P.
Sitter Profile Image: Katie C.
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Katie C.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
• 85 reviews
19 repeat clients
20 years of experience
North Grosvenordale, CT, 06255

“It was too wet/rainy outside to walk Gidget, but I kept the appointment time anyway. I wanted to start once a week walks for Gidget to get used to seeing Katie around before house sitting for us. Hubby said that she took the time to get to know her and vice versa. Very pleased with Katie.”

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Karen C.
Sitter Profile Image: Lorelai P.
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Lorelai P.
from
$17
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Thompson, CT, 06255

“Lorelai has been reliable and very communicative! My dog is so happy to get some exercise during the day he is having less anxiety and fewer accidents because of his long walks during my long days at work! Highly recommend Lorelai.”

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Alyssa M.
Sitter Profile Image: Emily C.
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Emily C.
from
$20
per walk
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: Shai Anna L.
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Shai Anna L.
from
$20
per walk
10 years of experience

About: I am athletic and have always grown up around animals. I work at a pet boarding/daycare facility that allows me to get additional experience. With that being said, I have handled several breeds including different diets. I have handled Yorkies to Mastiffs and love them all! Puppies are the show stoppers but tend to lose control at times so I am willing to work on standard obedience commands as well. I’d be more than happy to play according to the dogs ability and health. I understand how important it is that animals receive their medications and meals at a timely manner. I am available most of the week besides my few shifts at my job. I am excited to get to know your furry friends!

Sitter Profile Image: Kala F.
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Kala F.
from
$30
per walk
5.0 out of 5 stars
• 57 reviews
14 repeat clients
20 years of experience
Pomfret Center, CT, 06259

“Kala is punctual and very patient with my super hyper pups. She has been a great help as I adjust to a new work schedule. Hope to use her again very soon.”

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

“Samantha has been doing a great job taking care of our puppy during a time of transition. He’s adjusting to having us home less on certain days and it gives us peace of mind to know he is well cared for.”

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

About: I've been caring for animals since I was in elementary school, starting with my own pets and eventually helping care for the pets of family members, friends, neighbors, and coworkers. Animals have always been a big part of my life, and I truly enjoy spending time with them and building loving friendships with each one. Whether it's going for long walks, playtime, feeding, administering basic care, or simply providing companionship, I make sure every pet feels safe, comfortable, and loved while you're away. I'm also a proud cat owner, and caring for my own cat has given me firsthand experience in providing attentive, daily care and understanding the importance of patience, consistency, and affection. I genuinely love all animals and treat every pet as if they were my own. My goal is to provide dependable, loving care and give you peace of mind knowing your furry family member is happy, safe, and well cared for. I have full time employment as a classroom teacher so I can be with your pets before and after work as well as the weekends! When caring for pets in my home or a client’s home, my priority is always making them feel safe, comfortable, and loved while keeping their normal routine as consistent as possible. In a client’s home, I follow all instructions closely, including feeding schedules, walks, playtime, and any special care needs. I make sure pets receive plenty of attention, affection, and companionship so they feel relaxed and cared for while their owners are away. I also keep their space clean, fresh, and stress-free, and I always provide updates with messages and photos so you can have peace of mind. For dogs, I enjoy going on long, engaging walks and making sure they get both exercise and enrichment. For cats, I focus on gentle care, play, and respecting their comfort level—whether that means interactive play or quiet companionship.

Sitter Profile Image: Sara C.
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Sara C.
from
$20
per walk
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 walk
5.0 out of 5 stars
• 234 reviews
62 repeat clients
30 years of experience
Southbridge, MA, 01550

“I am so impressed with Mallory and James! They are so sweet and I can just tell by watching the videos they send me that my dog is so happy and excited to spend time with them! Thank you!”

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Micaela H.
Sitter Profile Image: Sara H.
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Sara H.
from
$10
per walk
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: Bradley W.
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Bradley W.
from
$20
per walk
23 years of experience
Southbridge, MA, 01550

About: I'm single with no kids, so I can give them all the attention they need! Extra long walks pets treats belly rubs and whatever they need! I'm currently doing uber and rover !the more clients i get for rover will be my more preferred job .I'm single with no kids i love dogs i have 13-year-old husky myself I'm available for drop ins walk overnight stays i can also board if you dog gets along with a older husky. I have my dog crate trained hes a goodold boy never had an issue with him. Love dogs more than people! I have my own place I can board and I have my own car so I can go to you as well whatever's better for you and your pet!

Sitter Profile Image: Brianna M.
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Brianna M.
from
$17
per walk
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.

Sitter Profile Image: Aliyah H.
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Aliyah H.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Putnam, CT, 06260

About: Hello. My name is Aliyah. I am looking to help out pup families. I’ve been working with pets for 10 years. House sitting and taking them on walks as well as caring for their needs! I work from home so I am always available to watch over your pets whenever you may need. My pup Drake is 3 years old and really friendly. He loves to play with everyone especially other dogs. I hope to learn more about you and your pets. Enjoy your day and hope to speak with you soon! I have open availability and am looking forward to caring for your pets like they’re my own! Plus Drake (my pup) loves meeting new friends! I have a super friendly dog that gets along great with other dogs as well as cats! I provide a lovely environment where I make sure that my pets get along with each other. I keep my puppy and his friends in the room during nap time and bedtime so I can look over them and make sure they’re well taken care of.

Sitter Profile Image: Brook B.
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Brook B.
from
$20
per walk
4 years of experience
Foster, RI, 02825

About: As a lifelong dog lover and experienced pet owner, my top priority is ensuring both you and your furry family member feel completely confident and comfortable in my care. I have four years of hands-on experience in house sitting, dog walking, and drop-in visits; alongside my daily work at a dog and cat boarding facility. I am well versed in handling different animal behaviors and administering oral and subcutaneous medications safely. Having grown up around dogs of various breeds and sizes, I know how to adapt to your pet's unique personality. Whether they thrive on high energy adventures or prefer quiet couch cuddles, I am committed to maintaining their normal routine and treating them like my own. I am currently looking to fill blank slots in the morning during the week. Please don’t hesitate to reach out, I will try to fit you into my schedule the best I can! I care for pets in their own home to keep their routine comfortable and stress free while keeping your home tidy and secure. You’ll receive regular updates and photos, and I’ll always reach out right away if anything seems unusual. My goal is to make sure your pets feel safe, happy, and loved while you’re away.

Sitter Profile Image: Ermelinda D.
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Ermelinda D.
from
$15
per walk
4.8 out of 5 stars
• 6 reviews
5 repeat clients
22 years of experience
Ashford, CT, 06278

“Ermelinda is truly amazing. Our skittish dog warmed up to her after the very first walk. The care instructions for our dog, Bella, was a laundry list and Ermelinda followed them to the letter. Your dogs will be in great hands with her. I highly recommend her services!”

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Rafaella S.
Sitter Profile Image: Olivia T.
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Olivia T.
from
$19
per walk
5.0 out of 5 stars
• 7 reviews
3 repeat clients
16 years of experience
Foster, RI, 02825

“Olivia is a genuine animal lover. Her passion and love for animals is evident the moment you meet her. Our Archie loved her too! She is incredibly responsive and responsible. We would definitely book her services again.”

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Cathy D.
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The median cost per walk for dog walking in Woodstock is $22

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Popular requests for dog walking - Woodstock

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Sitters in Woodstock average 3
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FAQs for Dog Walking - Woodstock

Frequently asked questions about Rover

As of September 2026, there are 2,599 sitters on Rover offering Dog Walking across Woodstock. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Woodstock. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Woodstock.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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.

Every walker 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 .

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

  • 95% of walkers 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 dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

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