House Sitting Woodbury

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

Emily was such a pleasure to have watch our girls. She was highly communicative and very respectful and attentive to our space. I appreciated how focused she was on our girls and I always felt like they were in good hands with her. I would book her again 10 out of 10 times!

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Andrew C.
Sitter Profile Image: Claire M.
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Claire M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
15 years of experience
New Milford, CT, 06776

Claire was *fantastic*! She took incredible care of our menagerie for five nights/6 days: three mid size dogs (50-60lb); two older, each on a number of medications, and a very spunky 5yo. We also have three cats including a frail 15 yo; and 9 hens. We live in an old farmhouse that is in various stages of renovation - for sure, not the easiest for house sitting. Thankfully Claire was undaunted by the challenge. During our time away, she was terrific providing updates and was super quick with replies when I had the additional need to check in- super reassuring, especially give that this was our first time with Rover, and having a combined housesitter/animal sitter at this house. We returned home to a very content crew - the truest sign of being well cared for in our absence, and the house in perfect order- seemingly better than we left it. We highly recommend Claire, without reservation. She was truly outstanding.

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Peter M. F.
Sitter Profile Image: Lindsay K.
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Lindsay K.
from
$30
per night
4 years of experience
Woodbury, CT, 06798

About: I previously co-founded a dog training business, managing client relationships and operations, but I have since stepped away from it. Prior to that, I worked for Coaching for Paws, a renowned dog training business in northern Connecticut. I have been working with dogs for around five years and have experience with training basic obedience, dog walking, dog sitting, and overall care. I currently have most weekdays free to dedicate to your pups’ needs, which allows me to provide consistent attention, care, and companionship throughout the day. Pet care fits very naturally into my daily routine, and I genuinely enjoy spending time with animals, whether that means going on walks, playing, feeding, or simply keeping them company. Because of my flexible schedule, I am able to accommodate different care needs and maintain reliable routines for pets, helping them feel comfortable, safe, and well cared for while their owners are away. I have lots of experience with different dogs and understand the needs of dogs and owners. I am able to meet any needs or criteria.

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

Jillian was great! She was quick to reach and easy to work with. Came to meet and greet with our girls(Sadie and Minnie). Kept lines of communication open at all times. It was a great relief to know our pets were home being well cared for and safe! 10/10 recommend!

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Laura G.
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 was simply amazing! she loved, cuddled, played with and was wonderful with Ruby. she kept me updated and took lots of pictures too. i will book her again in a heartbeat - i’ve never felt better about leaving Ruby in someone’s care!

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Kathy W.
Sitter Profile Image: Laura L.
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Laura L.
from
$100
per night
4.9 out of 5 stars
79 reviews
49 repeat clients
30 years of experience
Bethlehem, CT, 06751

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: Bonnie D.
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Bonnie D.
from
$26
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Watertown, CT, 06795

Bonnie was excellent, the dogs loved her and she had great communication while we were away which made me feel at ease. She left everything the way she found it and was very clean. Will definitely book with Bonnie again. Thank you!

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Taryn W.
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: Sowatey L.
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Sowatey L.
Star Sitter
from
$67
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
16 years of experience
Plymouth, CT, 06786

Sowatey was excellent! He sent several photos and kept me informed the entire time I was away. He is super respectful and truly loves spending time with animals. I highly recommend Sowatey!

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Sara E.
Sitter Profile Image: Anastasia K.
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Anastasia K.
from
$75
per night
5.0 out of 5 stars
7 reviews
15 years of experience
Plymouth, CT, 06786

She was great with Rolly and caring for our home when we were away. I'd highly recommend her to anyone that is looking to get away for a few days but may be afraid to leave their loved pets behind. Highly recommend Anastasia!!

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Joe G.
Sitter Profile Image: Clare K.
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Clare K.
from
$75
per night
4.8 out of 5 stars
4 reviews
2 repeat clients
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: Kaylee R.
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Kaylee R.
from
$32
per night
1 repeat client
14 years of experience
Newtown, CT, 06482

About: What sets me apart from other sitters is the level of care, patience, and genuine love I bring to every pet I work with. I don’t just “watch” animals—I build trust with them and treat them like my own. My experience as a caregiver has really shaped how attentive and compassionate I am, especially when it comes to understanding different needs and personalities. I also have fostering experience, which has taught me how to work with pets who may be anxious, shy, or adjusting to new environments. Because of that, I’m very comfortable helping animals feel safe and supported. I have experience caring for both puppies and senior pets. With puppies, I can help reinforce basic training, routines, and positive behaviors. With senior pets, I’m extra gentle, patient, and attentive to things like mobility, medications, and comfort. Overall, I pride myself on being reliable, communicative, and someone you can truly trust with your pet. My goal is always to make sure your pet feels happy, safe, and loved while you’re away. I am unavailable mondays and Wednesdays but available all day on Saturday and Sunday. I can work after 4:30pm on Tuesday Thursday and Friday :) Your pet’s safety, comfort, and routine are always my top priorities. Whether I’m caring for pets in your home or stopping by for visits, I do everything I can to make the experience feel calm, consistent, and stress-free. In your home, I respect your space and follow your pet’s normal routine as closely as possible—including feeding schedules, walks, medications, and playtime. I make sure doors are secure, hazards are avoided, and your pet is always supervised and safe. I also keep you updated with messages and photos so you feel confident while you’re away. I’m very attentive to behavior and body language, which helps me quickly notice if something feels off. My background as a caregiver has made me especially detail-oriented, patient, and calm in any situation. Cleanliness is also very important to me—I keep feeding areas, litter boxes, and living spaces clean and comfortable at all times. Overall, I aim to create a safe, loving environment where your pet feels relaxed and cared for, and where you can have complete peace of mind.

Sitter Profile Image: Loretta G.
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Loretta G.
from
$85
per night
5.0 out of 5 stars
1 review
1 repeat client
25 years of experience
woodbury, CT, 06798

About: I am a mom to three human children, six dogs, two cats, and three horses. When my kids were younger, my "me time" was spent volunteering for various rescues and shelters. I love taking care of animals and found so much satisfaction helping out those poor little creatures who had no home to call their own! I loved it so much that I decided to start my own 501c3 nonprofit animal rescue! I figured that in doing so, I could help on a way bigger scale! Additionally, I could put more efforts in to helping people through the love of animals in need! Making the adoption process easy and fun, and making sure the humans and the pets are a wonderful match have made my rescue quite successful! Over the past 11 years I have rescued thousands of dogs, hundreds of cats, and three horses from shelters and other high risk situations! Throughout my years of taking care of pets, I have care for basically every age, breed, size, and temperament! I have also provided care on just about every level...from administering meds, IV treatments, vaccines, basic grooming, and basic training/behavior modifications. I joined Rover because I want to continue helping animals and support pet owners who need someone they can truly trust. I understand how important it is to know your pet is safe, comfortable, and cared for like family while you’re away. Being able to provide that peace of mind is something I take seriously. Every pet has unique needs, routines, and personalities. My goal is to provide consistent, attentive care while maintaining the structure and comfort your pet is used to. I also prioritize clear communication so you always feel confident and informed while your pet is in my care. My schedule has a lot of flexibility, and I am a full-time caregiver for these sweet babies! I will always do my best to be available for you and your furry family members! Pets in my home have my full supervision, and when I am unable to have my eye on them, they are either crated or in their own safe space! Our yard is fully fenced!

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 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: Alexis T.
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Alexis T.
from
$50
per night
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: Ian W.
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Ian W.
from
$70
per night
5.0 out of 5 stars
34 reviews
15 repeat clients
8 years of experience
Sandy Hook, CT, 06482

Ian was the absolute best! He stayed at our house with our 2 dogs for 5 days. I received regular updates and pictures of them- which was so appreciated and needed being so far away from them. I’d have Ian back in a heartbeat!

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Jamie W.
Sitter Profile Image: Keleigh L.
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Keleigh L.
from
$140
per night
5.0 out of 5 stars
45 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.
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 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.
Sitter Profile Image: Zarah F.
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Zarah F.
from
$60
per night
4.9 out of 5 stars
184 reviews
101 repeat clients
17 years of experience
Southbury, CT, 06488

Oliver and Ziggy lived Zarah. We came home to two happy dogs. We were gone two weeks and Zarah sent us pictures every day. We will definitely book with her again

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Heather B.
Sitter Profile Image: Marley B.
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Marley B.
from
$35
per night
5.0 out of 5 stars
1 review
10 years of experience
Woodbury, CT, 06798

About: Hi, my name is Marley, I am currently studying my undergraduate degree at Oregon State University. Since I was 10 years old, I have volunteered at local dog and cat shelters whenever I have a couple open hours within the day: CPR (Companion Pet Rescue, Southbury CT), Heartland Humane Society (Corvallis OR), and Safe Haven Humane Society (Tangent OR). I have been dog sitting and cat sitting for local families for over 5 years just to help out and absolutely love it. I am always responsible of a pet’s health and prioritize them always. I currently have a part-time job where I do not work longer 5 hours in a day, I am also taking classes come September 24, but will easily prioritize checking in on your animals and making the time to care for them! I think that one of the most important jobs as a pet sitter is making sure nothing is rushed, which is why I spend as much time as needed with the animals I watch. I think it is crucial to make sure the animals are happy and healthy both when I arrive and when I leave. I love to take dogs on long walks, play with them outside, and give them the care they need (from feeding to outside time). As for cats, I think they deserve the same amount of attention and I will never pass up the opportunity to give a cat some pets!

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

Pet parents share their Rover experiences - Woodbury

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
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  • Reservation protection

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    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
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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 July 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 July 2026, there are 1,883 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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