Dog Sitting Woodbury

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Over 9
pet parents in Woodbury have booked dog sitting

Woodbury, Find top rated dog 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: Jessica T.
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Jessica T.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
16 years of experience
Naugatuck, CT, 06770

About: From our family pets to neighbor pet sitting. I walk, play, bathe, and relax with pets at their homes or at the parks. I want them to enjoy the day and be able to explore around town on their walks. I’m currently working full time hybrid office opportunity. I am able to work from home and can spend time with the pets while working. I do have tax seasons where I am in office but can walk dogs during lunch time or on the weekends I am working from home and work is flexible with this. I follow any instructions given to me by the client on how to make their pet comfortable at their own home and be able to enjoy their time at home

Sitter Profile Image: Jill D.
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Jill D.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
86 reviews
30 repeat clients
20 years of experience
Watertown, CT, 06795

Jill was amazing. I contacted her at the last minute and hired her sight unseen based on her reviews. My puppy Charli is everything to us and I am SO excited as I feel we hit the jackpot having found her!!! I have peace of mind knowing if I need to be away from Charli, Jill is the perfect fill in for Mommie?

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Terri S.
Sitter Profile Image: Anne S.
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Anne S.
from
$25
per visit
5.0 out of 5 stars
8 reviews
20 years of experience
Southbury, CT, 06488

Anne is so good with my older dog. He is very protective of the house, but she knew is barking was all just noise. She knows he loves to do puzzles and set it up for him and sent pictures of him having a great time. He is fussy with mid-day walks and she listened to him when he said he would rather go back into the aircondioning.

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Sheila F.
Sitter Profile Image: Lili G.
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Lili G.
from
$22
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
5 years of experience
Southbury, CT, 06488

Reliable and sent me nice updates!

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Kathleen C.
Sitter Profile Image: Ian W.
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Ian W.
from
$28
per visit
5.0 out of 5 stars
34 reviews
15 repeat clients
8 years of experience
Sandy Hook, CT, 06482

Ian went above and beyond to be able to watch my two dogs, was super sweet and kept me in the loop with text and conversation throughout his stay. So happy to have found him. Thank you again, Ian!

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Dawn P.
Sitter Profile Image: Lillian F.
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Lillian F.
from
$15
per visit
15 years of experience
Roxbury, CT, 06783

About: I'm currently volunteering at Whiskers Cat Rescue cleaning cages and socializing cats. I am comfortable administering medications to cats. I have owned a small dog in the past. My current cats are a wobbly boy with Cerebellar Hypoplasia and a super senior (21yrs!) old lady cat. My schedule is really flexible right now. I'm not free a few times through the week and weekend but for no longer than a few hours. I'm very patient with animals, especially more skittish ones. You need to work with them even if it takes time to develop a relationship or trust.

Sitter Profile Image: Kelly H.
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Kelly H.
from
$50
per visit
5.0 out of 5 stars
66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

As always, our dogs were SUPER excited to see Kelly!

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Eric L.
Sitter Profile Image: Amanda K.
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Amanda K.
from
$45
per visit
5.0 out of 5 stars
19 reviews
8 repeat clients
23 years of experience
Southbury, CT, 06488

Amanda is a fantastic dog walker, and once again did great with our dog, including great communication. She even took our dog for a hike and gave him a bath (with our permission).

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Robert A.
Sitter Profile Image: Katherine C.
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Katherine C.
from
$50
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Torrington, CT, 06790

Katie took such good care of my kitties! She stopped in prior to our scheduled pet sitting to meet my cats, which was much appreciated. She did everything I asked, and made an effort to give my kitties some playtime, even though they were being shy. She provided lots of pics and feedback after each visit, which I love to see, as I worry about my girls when I can’t be home with them. We will definitely be using her services again! ?

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Natalie C.
Sitter Profile Image: Clare K.
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Clare K.
from
$75
per visit
4.8 out of 5 stars
4 reviews
2 repeat clients
8 years of experience
Bantam, CT, 06750

About: I’ve been taking care of dogs for the past 8 years. Friends, family, and neighbors can rely on me to take care of their pets I am currently available any day and time during the week that works best for your busy schedule. I have plenty of time to play. I have a decent sized yard with two friendly dogs to help keep your pup company. I can crate and leash if needed for safety

Sitter Profile Image: Laina W.
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Laina W.
from
$28
per visit
4.7 out of 5 stars
11 reviews
1 repeat client
18 years of experience
Central East Denver, Harwinton, CT, 06791

Laina is a lovely person, reliable and flexible. We know our pets are in good hands with her. We are already booked for our next trip. Thanks, Laina!

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Stephanie M.
Sitter Profile Image: Madi C.
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Madi C.
from
$40
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
18 years of experience
Watertown, CT, 06795

About: I’ve taken care of cats, dogs, birds, chickens, fish, and horses since I was little. Anything from feeding to exercise to medical needs I can handle. As I am taking online classes for college as well as commuting from home, my schedule is super open and I’m ready to care for your animals! I have a large fenced in yard with a park right next door for easily accessible walks and exercise. I also have two dogs who are very friendly and love to be around others. I can easily separate if necessary

Sitter Profile Image: Priscilla E.
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Priscilla E.
from
$20
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
New Hartford, CT, 06057

About: I’ve been around animals my entire life and have hands-on experience caring for a variety of pets, including dogs, bunnies, and birds. Growing up with different types of animals taught me how to adapt to each pet’s unique personality, needs, and routines. I’m comfortable with everything from energetic dogs who need structured walks and play, to smaller animals that require gentle handling and consistency. I pay close attention to behavior, appetite, and mood to make sure every pet is happy, healthy, and comfortable. I currently have open availability, which allows me to be flexible and fully accommodate your pet’s routine. Whether your pet needs early morning visits, midday check-ins, or evening care, I can adjust my schedule to fit their needs. Because I’m not rushing between commitments, I’m able to give each pet focused, unhurried attention during every visit. I care for pets in their own home, where they feel most safe and comfortable. My approach is always needs-based, meaning I follow your pet’s routine closely and adjust to their personality. whether they need lots of interaction or a calm, low-key presence.

Sitter Profile Image: Annie D.
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Annie D.
from
$38
per visit
5.0 out of 5 stars
88 reviews
27 repeat clients
10 years of experience
South Windsor, CT, 06074

Annie is so sweet and helpful! You can tell my dog is used to her, knows her and is comfortable with her. Look forward to many more visits with Annie!

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Jessica S.
Sitter Profile Image: James E.
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James E.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
44 reviews
9 repeat clients
40 years of experience
Bristol, CT, 06010

About: Welcome, y'all! I love watching dogs. We watch kitty cats too 😁. Cheapest rates around! Let me make it easier for you to celebrate your vacation and holidays! Let me sit for your pup. I...love... dogs! My parents were dog breeders for years. As a youngster, I was responsible for many of the chores. As an adult, I have always had pets. I know how important your dog is to you. Your dog is your 'baby'. We are definitely dog lovers in this house! Big dog specialist. I love the little dogs too, though! ☺️💪🎄🎁❤️‍🩹 I will treat your pup like my own. I am a teacher during the day. I'm usually home by 3. I'm home every afternoon and every night and every weekend. I do have flexibility in my work schedule should they need arise. I have a dog lead hooked up to the house and it goes all the way back to the maple tree on the back of the property. 20 ft in either direction gives Fido plenty of room to go to the bathroom. Otherwise, your pup is in the house with me and my family. I am offering dog boarding services. This is a friendly Christian home. Lots of love to share.

Sitter Profile Image: Madeleine D.
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Madeleine D.
from
$30
per visit
4.8 out of 5 stars
20 reviews
4 repeat clients
2 years of experience
Plymouth, CT, 06782

Madeleine has been caring for my dogs since high school. She is attentive, kind and wonderful with my dogs. It shows on how excited they are to see her when she drops in. She provides the best care and from the beginning asked for instruction to make sure she does exactly what is needed to be done each time she visits. I have cameras outside the house and she’ll often bring toys out to play with them during her drop ins. I can’t say enough good things about the care she provides for my dogs. They love her and we do too!

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Joanne D.
Sitter Profile Image: josephine p.
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josephine p.
from
$18
per visit
16 years of experience
Waterbury, CT, 06704

About: With two dogs of my own, I spend a good chunk of my time caring for and loving dogs. I have also had the pleasure of caring for a multitude of dog breed’s including, but not limited to, maltese, shitzu’s, pitbulls, german shepherd’s, and bull dogs. From puppies, to seniors, they all get my love! I am comfortable and confident in administering medications. I’m a full time college student and work part-time. Im available for walks/drop-in early mornings between 6a-7:30a m-f, after 3pm on Mon. & Weds. Im available for house sitting beginning Thursday nights-Sunday nights I am a careful pet-sitter, recognizing the importance of safety and comfort. I honor your decisions on what works/doesnt work for your pets. If liter boxes, pee pads, or yards need to be cleaned up after your pets I will do so no problem! I also love to give lots of love! expect your pets to be spoiled with attention 🥰.

Sitter Profile Image: Kelsey L.
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Kelsey L.
from
$25
per visit
5.0 out of 5 stars
26 reviews
9 repeat clients
17 years of experience
Farmington, CT, 06032

Kelsey is wonderful. We knew Kelsey was a good match BUT we were 100% in when our two dogs were instantly relaxed with her . This is not the case more often than not for our Chi mix . Kelsey provides updates when she arrives and based on pictures she sends Milo and Lili are on totally board with their new friend. Even with current higher than normal temps, she is aware of the heat , pavement temp and keeping Lili and Milo in the shade so they do not overheat. Thank you Kelsey! This has been a huge help to us and we appreciate you taking good care of our furbabies. PS our cat, Waffles, seems to be passing on his overly rambunctious love to Kelsey also!!

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Janice Z.
Sitter Profile Image: Enrique H.
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Enrique H.
from
$18
per visit
5.0 out of 5 stars
4 reviews
6 years of experience
Waterbury, CT, 06795

About: I’ve had pets of all kind since the age of 4 and taken love for them since. I’ve had about 5 dogs, 4 birds 3 red ear slider turtles, multiple fishes and 1 cat throughout. I work full time as a properties manager. But in my spare time I would like to walk some dog as i truest enjoy walks, sitting and a fun time. I would care for your pest as if they were my own(of course respecting all your standards). Communication is key as I would like all expectations to be met and transparency across. To be trusted with a love one is a responsibility I take very seriously

Sitter Profile Image: Katie O.
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Katie O.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
22 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

About: I have been around dogs my whole life, I took animal science in High school and worked in dog related jobs for about 5 years. I currently have five of my own fur babies. 3 pups and 2 cats I currently am out of work for the summer and I have open availability. Late August I will return to work as a preschool teacher and will be available evenings and weekends. I will take care of your dog as if they were my own, following all the requirements that you set up before hand. Giving your dog all my attention and love.

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The median cost per visit for dog sitting in Woodbury is $25

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Sitters in Woodbury average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Woodbury

Frequently asked questions about Rover

The average cost for Dog Sitting in Woodbury on Rover is $15.54 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 2,881 sitters on Rover offering Dog Sitting across Woodbury. 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 Woodbury 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Woodbury choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Woodbury with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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.

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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