House Sitting in Woodbury

Find a loving house sitter to watch over your pets and your home.

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Top rated Woodbury house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Zarah F.
Verified Background Check
Zarah F.
from
$60
per night
4.9 out of 5 stars
179 reviews
100 repeat clients
17 years of experience
Southbury, CT, 06488

Zarah is absolutely amazing! From the moment we met, I could tell they truly cared about animals and would take excellent care of my dog. We had a great experience with Zarah and were truly able to enjoy our vacation knowing our dog was in good hands. Great communication and very dependable!

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Megan R.
Sitter Profile Image: Jillian G.
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Jillian G.
from
$55
per night
5.0 out of 5 stars
22 reviews
3 repeat clients
10 years of experience
New Milford, CT, 06776

After having Jillian and being new to rover, I would prefer her over others I have utilized from this app! I felt most comfortable with her care of my 2 pups and had great communication with providing updates and pictures! Shes a lovely person and easy to connect with! Highly recommended, will use for future stays!

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Danielle S.
Sitter Profile Image: Ian W.
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Ian W.
from
$62
per night
5.0 out of 5 stars
32 reviews
13 repeat clients
8 years of experience
Sandy Hook, CT, 06482

My dogs, especially the standoffish one, of my 3, loved Ian upon meeting him. He is very patient and gentle. He is so considerate and attentive. I cant praise him enough! We are actually stuck where we traveled to, and were able to book him last minute for a few more days. We will be tipping him accordingly upon our retun thanks to his last minute flexibility. HIGHLY RECOMMEND

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Elizabeth M.
Sitter Profile Image: Cole O.
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Cole O.
from
$32
per night
5.0 out of 5 stars
5 reviews
1 repeat client
11 years of experience
Middlebury, CT, 06762

About: I have 10+ years of experience caring for dogs. I’ve cared for my own pets as well as family members’ and neighbors’ dogs, including handling different temperaments. I’m currently off for the summer, so I have plenty of time to give your pets the attention they need. In the fall, I may still have limited availability on certain days depending on my schedule. Your pet’s safety and comfort are my top priorities. I’ll treat your home with care, keeping everything clean, tidy, and organized. I won’t bring anyone over — just me and your pet, focused on keeping them happy and stress-free.

Sitter Profile Image: Jeffrey V.
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Jeffrey V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
4 years of experience
New Fairfield, CT, 06812

Jeffrey is fantastic! Very flexible and easy to communicate with, we really appreciated how willing he was to come over and meet our dogs twice before our trip. He was also more than willing to return to our house to let them outside for a quick break when we asked. Can’t recommend Jeffrey enough!

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Jenny M.
Sitter Profile Image: Madeleine D.
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Madeleine D.
from
$70
per night
4.8 out of 5 stars
19 reviews
4 repeat clients
2 years of experience
Plymouth, CT, 06782

Madeline took great care of my babies. She communicated every day, and asked questions when she was unsure of behaviors, which I appreciated. My pups were happy and calm when I came home telling me they were well taken care of and loved. I will definitely have Madeljne stay with my pups again.

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Denise Z.
Sitter Profile Image: August G.
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August G.
from
$70
per night
20 years of experience
Woodbury, CT, 06798

About: I have grown up with dogs, mainly big dogs, but I have also cared for small dogs as well. My first dog I’ve ever had quite literally taught me how to walk. I care for two dogs At my home already and Have lots of experience with all kinds of dogs, including dealing with certain health issues and needing medication’s, your dogs will be safe happy and healthy with me!! :) I currently work part time so I have plenty of time to take care of your pets and make sure they are well fed happy, and have the most amount of attention they could possibly have. At my house with my own dogs, we have an electric fence, but I have also done multiple walks throughout the day and have used leeds I’ve potty trained two of my dogs and am familiar with the crating process as well if that is apart of their routine!

Sitter Profile Image: Keleigh L.
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Keleigh L.
from
$140
per night
5.0 out of 5 stars
42 reviews
8 repeat clients
8 years of experience
Middlebury, CT, 06762

Keleigh is the best dog sitter we have used. She understands our anxious dog and makes a concerted effort to ensure she feels comfortable and safe. Keleigh goes above and beyond and I can’t recommend her highly enough!! Thank you Keleigh!

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Laura B.
Sitter Profile Image: David P.
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David P.
Star Sitter
from
$85
per night
5.0 out of 5 stars
35 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

David was a professional from beginning to end. Connected beautifully with my dog, was on time, and did everything needed for Jasmine’s we’ll being. Will definitely be hiring him again at some point.

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Mitzi A.
Sitter Profile Image: Kaylee B.
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Kaylee B.
from
$100
per night
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Watertown, CT, 06795

About: I have 2 dogs, a cat, and a turtle! They each have unique needs that I tend to in our daily lives. I am an animal lover at heart! Our pets are our family and they deserve the best care we can give them. I am here to help lend a helping hand in giving your pet the best care possible. Whether you are going away for the weekend, or need someone to check-in while you are at work. I am willing to work with all kinds of animals and breeds. I am here to help! I am currently searching for work, and have lots of time at the beginning, middle, and end of the day to help give your pets the attention they need! I’m able to house sit if you are traveling, as well as available for dog walks and check-ins as needed! My animals each have unique needs when it comes to the attention they need and their diet. I carve out time in the day to give the special attention to each animal, that they deserve. I have a special relationship with each of my animals and couldn’t imagine life without them!

Sitter Profile Image: Jessica T.
Verified Enhanced Background Check
Jessica T.
from
$32
per night
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: Gisele N.
Verified Enhanced Background Check
Gisele N.
from
$35
per night
20 years of experience
Prospect, CT, 06712

About: My name is Gisele, I've been taking care of dogs for 20 years. I'm from Brazil and I easily found work doing this there. Today I'm 48 years old, and this is a job I do with a lot of love, care, and dedication. Therefore, take them for frequent walks and feed them with care and affection. Feeding at the times indicated by the caregiver will be appreciated. The same applies to the tours. I care for my animals with respect, affection, and attention; I play with them a lot, and she loves to play. I feed them at their scheduled times and take them for routine walks. I'm also concerned about the temperature, whether it's too hot or too cold. Hygiene is fundamental; the containers must be clean, and they should be changed and washed regularly.

Sitter Profile Image: Mair H.
Verified Enhanced Background Check
Mair H.
from
$125
per night
5.0 out of 5 stars
8 reviews
40 years of experience
Woodbury, CT, 06798

Mair kept me updated and informed while I was away, wirh updates, pictures and videos, which I appreciated, especially since this was my first time away from my dog.

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Stefan E.
Sitter Profile Image: Anastasia K.
Verified Enhanced Background Check
Anastasia K.
from
$75
per night
15 years of experience
Plymouth, CT, 06786

About: Hi there! I’m a lifelong animal lover with over 15 years of experience caring for everything from my dogs to reptiles and fish. I’m currently a proud mom to a very spoiled bearded dragon and a few beloved fish, and I’ve spent the last two years as a dog lead volunteer at my local animal rescue. Working hands‑on with dogs of all personalities, from shy and nervous to goofy and energetic, has taught me patience, empathy, and how to help animals feel safe and understood. I take my time getting to know each pet so they feel comfortable with me, and I’m always happy to do any research needed to make sure your furry family member gets the best care possible. While I work full‑time, I offer early mornings, weeknights, and weekend availability to fit your schedule. I have weekday availability around both Plymouth and Milford areas. I can’t wait to meet your furbabies and treat them like my own. Pet care is already part of my everyday life. I care for my own pets daily and volunteer as a dog lead at my local rescue each week, so working animal time into my schedule feels natural. Even with a full‑time job, I have early morning, weeknight, and weekend availability to give your pets the attention they need, so while you are away you can be assured that they are taken care of. I care for pets in their home by keeping their routine consistent and following your instructions closely, so the feel safe and secure at home. I take time to help your pet feel comfortable, give them plenty of attention, and keep your home tidy and respected. I’ll send updates so you always know how your pet is doing.

Sitter Profile Image: Grace S.
Verified Enhanced Background Check
Grace S.
from
$95
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
2 years of experience
Newtown, CT, 06482

Grace was amazing and we would absolutely book with her again! She sent photo updates and our dogs were happy as can be in her company!

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Camarin M.
Sitter Profile Image: Claire Y.
Verified Enhanced Background Check
Claire Y.
from
$45
per night
5.0 out of 5 stars
9 reviews
1 repeat client
5 years of experience
Southbury, CT, 06488

Claire hung out with my Leela last minute. She kept me updated on my pup while I was away and was really sweet. Leela seemed very happy when I got back!! Thanks Claire!!

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Victoria E.
Sitter Profile Image: Clare K.
Verified Enhanced Background Check
Clare K.
from
$75
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Bantam, CT, 06750

Clare did a wonderful job watching Lasha! She stayed in touch during the day, sent photos, and left the house in great condition. Recommended!

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Rudy R.
Sitter Profile Image: Laura H.
Verified Enhanced Background Check
Laura H.
from
$32
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
42 years of experience
Woodbury, CT, 06798

Laura did a wonderful job of staying in touch with us and providing updates. She left our home tidy and Lasha in very happy spirits. I look forward to working with Laura again.

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Rudy R.
Sitter Profile Image: Fiona N.
Verified Enhanced Background Check
Fiona N.
Star Sitter
from
$80
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Monroe, CT, 06468

About: I’ve been taking care of pets big and small since I was a kid. I used to work full-time as a dog handler at a dog daycare & boarding facility. I am experienced with caring for animals with special needs and behavioral issues. I know how to do dog baths & nails. I am Dog & Cat first aid/CPR certified. There is nothing I love more than caring for animals! I have very flexible availability. I can adjust my schedule to your needs. I have been incorporating pet care (whether with my pets or others') into my daily schedule for years! I am a very attentive pet sitter. I am very knowledgable of animal behavior and will always attend to your pets needs. I am an excellent communicator and will send pictures of your animal every day you're away from them.

Sitter Profile Image: Mary C.
Verified Background Check
Mary C.
from
$85
per night
10 years of experience
Oakville, CT, 06779

About: I've been working with animals for over 10 years. I love them all! I've done pet sitting for all types of critters over the years...from rabbits and ferrets to chickens, dogs and cats. My goal is to keep them happy while family is away. A happy pet is a stress free pet. Whether it be walks, cuddles on the couch or ball in the yard, we will do what's needed to be content. Having experience in a veterinary setting, I'm also qualified to administer medications to any pets that may require it. I'm the mother of 2 beautiful girls. We presently have 3 rambunctious cats and a guinea pig in our home. We just lost our beloved dog at 17 years of age. We all enjoy crafting and hiking in our spare time. I currently work in a 2 doctor animal hospital. I have a talent for multitasking. I can stay over (house sit) or depending on location, make up to 3 visits daily, as needed. I have complete respect for the homes of allvpets and their people. I also will take the trash out, pickup their waste in the yard or clean litter boxes, bring the mail in and water the plants.

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Over 43
pet parents in Woodbury have booked house sitting

Woodbury pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Mair did an excellent job taking care of my young, energetic pup. She was very good with him, getting on the floor to play with him during her pre-stay visit. She spent the agreed-on time at the house with him, and he was happy on my return! As a plus, the house also looked great when I returned. I would definitely hire Mair again!

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Andrea B.
House Sitting
5.0 out of 5 stars

Zofia did a great job taking care of my 2 dogs. She took them on walks and communicated with me throughout my absence. Thank you Zofia. Highly recommend her.

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Joan W.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Woodbury is $60

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 house 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.

Sitters in Woodbury average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Woodbury on Rover as of Feb 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Woodbury house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Feb 2026, there are 1,205 house sitters in Woodbury. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Woodbury house sitters respond in under an hour.

House sitters in Woodbury have an average of 14 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Woodbury.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Woodbury house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.