House Sitting Woodbury

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

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Over 18
pet parents in Woodbury have booked house sitting

Woodbury, Find top rated house sitting

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.
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Zarah F.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 191 reviews
105 repeat clients
17 years of experience
Southbury, CT, 06488

“Wow! Zara is the best! Zara and her family exceeded our expectations in every way!. Zara is loving, caring, knowledge and responsible caregiver. She clearly loves animals and loves the animals she cares for as her own. I will definitely be a repeat customer. Zara cared for our 150 lb Newfoundland dog, 2 cats, and 2 donkeys in our home for 13 days. Our dog has a very difficult time when we are away, and due to his size can easily be overwhelming. Zara was outstanding with him. We received daily photos and updates. The amount of love and attention that Zara and her family gave our pets was obvious. I highly recommend Zara.”

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Valerie M.
Sitter Profile Image: Jillian G.
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Jillian G.
from
$65
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
10 years of experience
New Milford, CT, 06776

“This was my first time using Rover & I could not have had a better experience with Jillian. She came by to meet us ahead of the overnight stay and my dogs took to her immediately. Jillian is kind, caring & truly loves animals. It’s never easy leaving your pets with someone you don’t know but I felt very comfortable with Jillian knowing they were in good hands. My house was just as clean as when I left it and she even stayed longer than requested. I will absolutely book with Jillian again.”

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Lexi F.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
20 years of experience
New Milford, CT, 06776

“Emily took care of our dog for our wedding weekend. She was so good to him and us. She met up with us throughout the day for pictures and went above and beyond. In addition, she gave so much love to my dog. I knew he was in good hands!”

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Alex H.
Sitter Profile Image: Ian W.
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Ian W.
from
$70
per night
5.0 out of 5 stars
• 35 reviews
15 repeat clients
8 years of experience
Sandy Hook, CT, 06482

“Ian's first housesitting with Carson went very well. He was dedicated to Carson's health and safety especially since there were unexpected thunderstorms. Ian comforted Carson throughout the day and night with lots of care, hugs and belly rubs. Ian was in communication each day and sent pictures as well. Carson had an added play date with Hailey too. Ian was respectful in our home and left it clean. All great qualities when someone is caring for your pet and staying in your home.”

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Peggy L.
Sitter Profile Image: Madeleine D.
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Madeleine D.
from
$75
per night
4.8 out of 5 stars
• 20 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: Tyrese E.
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Tyrese E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
2 years of experience
Derby, CT, 06418

“Ty was great with our puppy. I think he was actually sad we came home. Haha. Luckily we’ve booked him for when we leave again this upcoming week!”

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Kristen C.
Sitter Profile Image: Leonne P.
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Leonne P.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
3 years of experience
Shelton, CT, 06484

“Leonne was absolutely amazing with our dog, Meelo, for an overnight sit. She was extremely professional, communicative and clearly has a deep love for animals. My dog is large and high energy and she seemed confortable and confident. I came back to a very happy pup and a home exactly as I left it. I would not hesitate to reach out to Leonne again for a future sit!”

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Rebecca H.
Sitter Profile Image: Laura L.
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Laura L.
from
$100
per night
4.9 out of 5 stars
• 80 reviews
49 repeat clients
30 years of experience
Thomaston, CT, 06787

“Life saver!! We use Laura regularly and this week she bailed us out on a last minute request! A true pet lover of all pets! Highly recommended!!”

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John and Deb F.
Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Sherman, CT, 06784

“Jennifer was wonderful! So responsive and kind to our anxious dog”

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Silvia S.
Sitter Profile Image: Giovanna D.
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Giovanna D.
from
$85
per night
5.0 out of 5 stars
• 5 reviews
1 year of experience
Sherman, CT, 06784

About: I’ve been caring for animals for as long as I can remember. I grew up with dogs, cats, rabbits, birds and amphibians, so I’m comfortable with animals of all kinds. I’ve also been volunteering at an animal shelter for 1 year, so I know how to read animal behavior and handle the unexpected. I’ll make sure your pets feel safe and comfortable while you’re away. I work full time Monday through Friday. On weekdays, I’m available for walks and drop ins before 8am, during lunch between 12-1, and after 5pm. On weekends, my availability is open! I follow your pet's routine to a T and send regular photo and video updates so you're never out of the loop. If I notice any changes in behavior I'll let you know right away. I'll leave your home exactly as I found it, follow any house rules you set, and always make sure gates and doors are secured so no one makes a sneaky escape.

Sitter Profile Image: Taylor M.
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Taylor M.
from
$55
per night
1 repeat client
23 years of experience
Prospect, CT, 06712

About: I have a great, rambunctious 6-year-old Golden Retriever named Cobie, and previously had another wonderful, loving Golden Retriever named Max, who we cared for well into his old age--17! I have taken care of dogs for friends and family all throughout my life, and always shower them with all the love in the world! I am currently in graduate school, but I am available for late afternoons or evenings and nights during the week, and anytime during the weekend! I always ensure safety of the dog and the home, whether that be crates, blocking off parts of the house, and following set rules and routines. Just as important is love and gentleness, doing my best to build a dog's trust.

Sitter Profile Image: Alex D.
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Alex D.
from
$82
per night
5.0 out of 5 stars
• 143 reviews
35 repeat clients
16 years of experience
Stratford, CT, 06614

“Alex was great! He made my dog Lady feel very comfortable right from the start. He was very attentive to her. I received constant updates on Lady and pictures. I will absolutely be using Alex again sometime soon.”

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Matthew C.
Sitter Profile Image: Cole O.
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Cole O.
from
$32
per night
5.0 out of 5 stars
• 6 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: Jessica T.
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Jessica T.
from
$32
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
16 years of experience
Naugatuck, CT, 06770

“Jessica did a great job with our dog while we were away two nights. Our dog can be fussy, but Jessica was great with her and was also able to give our dog her medication, which is not always easy. She also left the house and yard in great condition. We definitely plan to use Jessica again!”

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Heather A.
Sitter Profile Image: David P.
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David P.
from
$85
per night
5.0 out of 5 stars
• 37 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

“David P. takes excellent care of Rudy. Rudy looks forward to his visits. I can honestly say it is like leaving your pet with a trusted friend. I have full confidence that even if an emergency should arise David would handle the situation perfectly. Thank you so much David for your excellence service and commitment. The very definition of integrity is doing the right thing in any given situation whether there is a consequence or not. I wholly endorse David.”

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Andrea E.
Sitter Profile Image: Jonathan H.
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Jonathan H.
from
$60
per night
30 years of experience
Thomaston, CT, 06787

About: I grew up with as many as 5 cats and two dogs at a time. I am familiar with caring for most pets including rodents and fish. I work from home so taking a break to walk or feed pets is not an issue. There is even some extra time to give them some attention too! My dog has free roaming permission in the backyard and we also have a cage for large dogs available. For visiting dogs we walk them on a leash since they are not familiar with the area.

Sitter Profile Image: Lauryn E.
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Lauryn E.
from
$65
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
17 years of experience
Oxford, CT, 06478

“Lauryn was awesome! She took great care of our home and two big dogs. She was very responsive and sent us pictures and updates. This was our first time leaving our dogs alone with someone other than family and friends, and Lauryn made us feel so comfortable with the whole process. If you are looking for a dog sitter, we would highly recommend Lauryn!”

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Nicole H.
Sitter Profile Image: Mair H.
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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: Chelsea S.
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Chelsea S.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Southbury, CT, 06488

“Chelsea was very pleasant to deal with. Our pups were very well taken care of. She was very attentive and committed to taking good care of them. We will definitely use her services in the future. Very prompt with all communications!”

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

“Keleigh is outstanding. Our cat has a medical condition and requires medicine twice a day. Our cat also likes lots of attention. Keleigh stayed at our house while we were away and took great care of our cat and house. When we returned home our cat was very happy, which is a clear sign that he got good care. If he didn't like his care, he would have definitely let us know. Keleigh sent us regular updates about our cat while we were away. We will be happy her to request her cat sitting services again when we are traveling. We highly recommend her.”

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Mary M.
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The median cost per night for house sitting in Woodbury is $63

Book with peace of mind

  • 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house 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 house sitting - Woodbury

Select a filter and find qualifying sitters offering house sitting.

Sitters in Woodbury average 3
repeat house sitting clients

FAQs for House Sitting - Woodbury

Frequently asked questions about Rover

The average cost for House Sitting in Woodbury on Rover is $53.2 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of September 2026, there are 1,823 sitters on Rover offering House Sitting across Woodbury. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Woodbury walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Woodbury maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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 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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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

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.

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
  • 98% 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.

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