Dog Sitting Woodbury

Book a Woodbury dog sitter to watch your dog in your sitter’s home or yours.

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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.

1 / 1
Sitter Profile Image: Alison K.
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Alison K.
from
$25
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Southbury, CT, 06488

About: Hi! I’m a lifelong animal lover and have had dogs and cats of my own my whole life. My family currently has two rescue cats, Henry and Willow. I’m available to sit for your pet in your home, for either daily walks and exercise or overnight! I’m very flexible with my schedule and would love to help care for your pet as if they were my own. I am experienced in administering medication, and I’m comfortable with dogs and cats of any age. I’ve also taken care of rabbits, fish, hamsters, birds and guinea pigs. I have excellent references and welcome the opportunity to help you! I’d love to speak with you, feel free to call or text any time! I have a flexible schedule, so I’m ready to help when needed. I’m available on weekends. I am available most holidays with some advanced notice. I’ve had pets my whole life and I know how important it is to trust someone in your home. I pride my self on being respectful of your space and privacy.

Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
New Milford, CT, 06776

Emily is sweet and loving. She clearly loves animals and our two pups love her. Emily is dependable and prompt and quickly responds. We are planning to have her back on regular schedule.

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Patti T.
Sitter Profile Image: Marley B.
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Marley B.
from
$15
per visit
5.0 out of 5 stars
1 review
10 years of experience
Woodbury, CT, 06798

Marley is the best!!! I highly highly recommend. Marley’s love for animals is very apparent and will treat your animals like her own.

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Samantha D.
Sitter Profile Image: Emily R.
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Emily R.
from
$25
per visit
7 years of experience
Naugatuck, CT, 06770

About: I’ve had dogs as pets my whole life and I currently have three. My responsibility’s with my dogs are to take them out and on walks, feed them, give them water, play with them, and give them lots of love! I’m looking for a job opportunity to help me pay college expenses and to get work experience. I just graduated high school so I have a lot more free time. A few days during the week I go over to my dads to take the dogs out in the afternoons, to give them water, and to let them out and to play as well. I’m available for walks and for drop in visits starting in the late morning and also afternoons. I can stay for as long as you need me to stay so that your dog has enough time to play and be properly cared for. In my home, I provide and encourage dog safe toys and put away things that could cause harm or get damaged. I provide time for play and also rest. I also provide fresh water and to take them out when needed. If your dog goes in a crate then I am more than capable of handling that as I have done that with my dogs in the past and currently.

Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
71 reviews
23 repeat clients
15 years of experience
Newtown, CT, 06470

Saori took exceptionally good care of our cats and dog while we were traveling. Each visit was well documented and our pets were shown lots of attention and love. Saori kept us updated on anything unexpected while we were away and communicated extremely well throughout our trip! I feel so lucky to have found such a reliable pet sitter and would absolutely recommend her.

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Katie O.
Sitter Profile Image: Katie W.
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Katie W.
from
$25
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
10 years of experience
Watbury, CT, 06708

Katie was amazing! She was communicative and very kind. It was our first time using a sitter through Rover and we were not disappointed. Katie was friendly and accommodated all our needs. For the first time, I could say that we vacationed stress and worry-free. Our babies were in great hands. We have a cat and dogs and she catered to their needs very well especially since my Lion (dog) needs extra love when we are away during 4th of July weekend! I highly recommend her and will be looking forward to having her back. 💗

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Jennifer P.
Sitter Profile Image: Mair H.
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Mair H.
from
$50
per visit
5.0 out of 5 stars
8 reviews
40 years of experience
Woodbury, CT, 06798

Mair took great care of our cats, Matilda and Chips, while we were out of town. They’re usually scared and will hide when company is over but Mair had them out and playing from her first visit. She was also great with sending updates, photos, and videos. She was fantastic and we’ll definitely book with her again when we’re next away!

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Deirdre F.
Sitter Profile Image: Lakeisha D.
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Lakeisha D.
from
$25
per visit
5.0 out of 5 stars
1 review
30 years of experience
Southbury, CT, 06488

About: Since childhood, I’ve owned multiple dog breeds, cats, and rabbits. I have experience in working with many different sized animals, many different breeds, and animals that can be more challenging. I volunteer in an animal assisted therapy program that caters to children with special needs, in addition to my career as a hairstylist. 🐶 🦮 🐾 I will be caring for your animals in your home, walking them outside in your neighborhood, or at a local park if you’re comfortable. I’m currently unable to care for or board any other animals in my own home.

Sitter Profile Image: Aurora M.
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Aurora M.
from
$25
per visit
19 years of experience
Washington, CT, 06793

About: I've owned and cared for 9 dogs throughout my life, ranging from tiny Maltese and other small breeds to large Saint Bernard's. Every dog I've had has been treated like family, and I bring that same level of love, patience, and care to every pet I look after. Whether it's playtime, walks, feeding, or cuddles, I'll care for your pet as if they were my own. I work from home and have a very flexible schedule, which allows me to provide plenty of attention, playtime, and supervision throughout the day. I have a pup of my own, and we stay active with daily walks, outdoor time, and enrichment activities. Whether your pet needs a quick check-in or regular walks, I can adjust my schedule to meet their needs and keep them comfortable, happy, and well cared for. How I care for your pet depends entirely on how you'd like me to support them and what makes them most comfortable. In my home, pets are treated like family and receive lots of attention, exercise, and affection. While I do not have a fenced-in yard, all outdoor time is supervised, and dogs will be leash-walked unless they have a proven, reliable recall. I am also happy to follow your pet's existing routines, feeding schedules, training preferences, and any special care instructions in either my home or yours.

Sitter Profile Image: Annmarie L.
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Annmarie L.
from
$20
per visit
5.0 out of 5 stars
7 reviews
20 years of experience
Woodbury, CT, 06798

Annmarie made 3 visits with our girls. Each time she sent pictures and gave us an update on how the visit went. It made us feel so at ease knowing that they were being well cared for while we were away. She was prompt and even stayed extra to play with them. We would definitely use Annmarie again and would recommend her highly

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Jodi G.
Sitter Profile Image: Yvonne D.
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Yvonne D.
from
$19
per visit
5.0 out of 5 stars
1 review
20 years of experience
southbury, CT, 06488

About: Hi! I enjoy meeting, engaging with, and caring for family pets and have experience with all breeds of dogs and cats at all age ranges. I am available for ongoing long-term set schedules as well as flexible schedules for pet sitting. My schedule allows me to check in morning, midday, and/or late afternoons/evenings. I do not presently render services at my home, but I do not mind crating your dog at your home and enjoying many walks and hikes nearby.

Sitter Profile Image: Alexis T.
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Alexis T.
from
$25
per visit
4 years of experience
Naugatuck, CT, 06770

About: My friends, family, and many others have given me opportunities to care for their puppies and dogs! The owners and dogs are always left very happy! I’m currently on summer break from my teaching job. My schedule is very open and flexible to whatever you may need! I love going for walks and hikes and would love a buddy to come with me. I do not have any other pets or children living in my home. My complex is very safe to walk in and I have an awesome hiking trail right next to my place!

Sitter Profile Image: Amber B.
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Amber B.
from
$30
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
30 years of experience
Bethlehem, CT, 06751

Amber was a pleasure, Hudson was immediately comfortable with her. Her love care and concern for dogs was easy to feel. The pictures she provided say it all Hudson was very happy! Thanks so much!

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Annette L.
Sitter Profile Image: Cole O.
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Cole O.
from
$17
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
11 years of experience
Middlebury, CT, 06762

Cole was fantastic. On time and communicative. Dealt with some unexpected snow on the driveway without issue. It was great to know my pets were well cared for!

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Steven H.
Sitter Profile Image: Noelani R.
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Noelani R.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Waterbury, CT, 06708

We are so so happy to have found Lani!!! She is great with our hyper/crazy large dog. She is always available the days we need her and Callie truly loves when she visits. We can’t be more happy, thanks Lani!!!!!

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Kelsey A.
Sitter Profile Image: Meghan C.
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Meghan C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
10 reviews
6 repeat clients
19 years of experience
Sherman, CT, 06784

Meghan did an amazing job checking in on our cat while we were away! She was professional, kept our house clean, and most importantly, our cat was happy and comfortable. It gave us real peace of mind knowing our pet was in such good hands. Highly recommend!

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Vicky L.
Sitter Profile Image: Kara S.
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Kara S.
from
$18
per visit
5.0 out of 5 stars
251 reviews
86 repeat clients
10 years of experience
Ansonia, CT, 06401

Very attentive sitter and genuinely cares abouttl your dog. She took care of my foster girl Ruby so well. Id recommend her to anyone. Shes great

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Angela W.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$21
per visit
7 years of experience
Naugatuck, CT, 06770

About: "I have a deep love for animals and years of experience caring for pets. Family and friends have always trusted me to watch, feed, walk, and love their dogs. I specialize in providing a calm, structured, and incredibly safe environment for small and medium adult dogs. Your pup will receive constant attention, plenty of playtime, and treated just like family while staying with me." "I currently work part-time, which gives me a very steady routine and plenty of open flexibility to be home with your dog. I am always mindful of my time management to ensure your pet gets consistent supervision, frequent potty breaks, and lots of individual attention. I have plenty of dedicated time to play, go for walks, and make sure your pup feels completely safe, happy, and pampered while you are away." Safety is my highest priority when caring for your pet. My home is a clean, calm, and smoke-free environment with plenty of open space for small and medium dogs to feel entirely at ease. I maintain a secure setup to ensure no escapes, provide constant direct supervision, and strictly follow any specific care, feeding, or routine instructions you provide to keep your pup happy and safe."

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: Laura L.
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Laura L.
from
$60
per visit
4.9 out of 5 stars
79 reviews
49 repeat clients
30 years of experience
Bethlehem, CT, 06751

Simply amazing!!!

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John and Deb F.
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The median cost per visit for dog sitting in Woodbury is $25

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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

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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 dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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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 July 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 July 2026, there are 2,906 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:

  • 95% 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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