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

I have found my person! Emily is a true animal lover. She took wonderful care of my chocolate lab and my cat peanut. (my other cat just hides all the time.). It allowed me to be away with my family without worry or concern. The schedule that I have with my dog is pretty rigorous and she followed it without fail. I am so grateful to her and will 1000% ask her to come watch my animals again.

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Elizabeth D.
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: Claire M.
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Claire M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
15 years of experience
New Milford, CT, 06776

Claire was amazing! Our dog is a bit shy and nervous but he immediately warmed up to Claire. We were 100% comfortable while we were away. Highly recommend!

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Elizabeth B.
Sitter Profile Image: Ian W.
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Ian W.
from
$70
per night
5.0 out of 5 stars
32 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: Zarah F.
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Zarah F.
from
$60
per night
4.9 out of 5 stars
183 reviews
101 repeat clients
17 years of experience
Southbury, CT, 06488

Our first time using Rover was a complete success. We had Zarah stay with our furbabies and she made the whole process so easy and we felt at ease. Zarah took the time to get to know our girls, we have a Senior dog with cognitive issues and a one year old puppy, she was so kind and caring with them. We appreciate Zarah so much and will definitely be using her services again in the near future.

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Linette C.
Sitter Profile Image: Bonnie D.
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Bonnie D.
from
$26
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Watertown, CT, 06795

About: I have several years of paid and volunteer experience with all animals, including dogs, cats, fish, chickens, rabbits, horses, and goats. Growing up, I had two dogs, one small and one medium. I also used to volunteer at a therapeutic horse-riding center for people with disabilities, where I groomed horses and cleaned their barns. I currently have two guinea pigs who are contained in cages, but are very curious, playful, and friendly with other animals. I'm an incoming Master's student who is currently working part-time this summer. I have a highly flexible schedule and short commute times, which gives me more time to care for your pets! I have spacious front and back yards where your pet can roam. I also have a doggy gate to block off the upstairs of my house if necessary, but our downstairs and upstairs are very dog-proof from years of caring for our previous pets. I live in a 3-bedroom home, providing ample room for your pet to explore and wander inside if they prefer the indoors. I also have dog bowls, leashes, toys, and food, ready for use.

Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$32
per night
30 years of experience
Thomaston, CT, 06787

About: I’ve always been comfortable with dogs of all types. I grew up with dogs and have spent my whole life around animals, so caring for them feels natural to me. I’m calm, confident, and make sure to adjust to each dog’s individual needs so they feel safe, understood, and well cared for. I work full‑time during the day, but I’m available in the early mornings and evenings to take care of your pet. That gives me plenty of time for feeding, walks, playtime, or whatever they need before and after work. Mondays are my completely open day, so I’m available all day then for longer visits or extra care. My goal is to ensure your pet feels genuinely cared for. I pay close attention to their routine and what they need, and I make sure they stay comfortable, happy, and relaxed the whole time they’re with me.

Sitter Profile Image: David P.
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David P.
from
$60
per night
20 years of experience
Beacon Falls, CT, 06403

About: I Fell in love with pets since I was a kid. I've taken care of family & neighbors dog for more then two decades, including my own pets I'm available week days, weekends, days and nights. a week in advanced will be need to be booked prior to schedule any pet sitting request. Provide the best and friendly environment for all pet. focus on a structured schedule that ensures their safety, physical and emotional well being follow standard procedures & costumer directions/instructions.

Sitter Profile Image: Grace B.
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Grace B.
from
$55
per night
5.0 out of 5 stars
7 reviews
10 years of experience
Naugatuck, CT, 06770

Grace was responsive and sent me photos while I was away which I always appreciate. The pups were happy and it gave me comfort they were in her care. I would definitely request her again if the need arises.

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Cristin S.
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

Maddie was great, she took good care of our girl and sent plenty of photos . Even helped shovel our sidewalk so the kids could get to the bus stop

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Dan P.
Sitter Profile Image: Loretta G.
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Loretta G.
from
$85
per night
5.0 out of 5 stars
1 review
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: Laura H.
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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: Keleigh L.
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Keleigh L.
from
$140
per night
5.0 out of 5 stars
44 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: 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: Sofia P.
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Sofia P.
from
$50
per night
15 years of experience
Woodbury, CT, 06798

About: I’ve spent several summers caring for both cats and dogs as well as having them in my house growing up! I absolutely love giving them the attention they deserve, whether that’s playtime, walks, or cuddle time. As a 20 year old college student, I bring lots of energy, patience, and genuine love for animals. I enjoy making pets feel safe, happy, and cared for like they’re part of my own family I currently am a college student with mostly early morning classes, so I am up pretty early. I also am a soccer coach for Wilmington hammer heads which is about 2 hours Monday, Wednesday, Thursday nights. Other than that I am extremely flexible and am never busy for long periods of time! Whether I’m in my home or a client’s, safety and comfort always come first. I make sure pets have a clean, secure space, follow their normal routines, and give them plenty of attention so they feel at ease. My goal is to create an environment where pets are happy, loved, and cared for just like they would be with their family.

Sitter Profile Image: Emma R.
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Emma R.
from
$70
per night
6 years of experience
Seymour, CT, 06483

About: I have taken care of cats and dogs my whole life. I have fostered rescue puppies for five years now. I have also worked at a dog daycare and boarding facility for two years. I am just graduated from college so I am available throughout the week or weekends. I can start booking appointments after June 9th! This includes dog or cat pet sitting, dog walking, or overnights! I will come to your house to pet sit, dog walk, or stay for extended periods of time to ensure the happiness and safety for your pet. Whatever you and your pet need I will do. My utmost priority is your fur baby!

Sitter Profile Image: Jeffrey V.
Verified Enhanced Background Check
Jeffrey V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
25 reviews
10 repeat clients
4 years of experience
New Fairfield, CT, 06812

Jeffrey was terrific; very personable and responsible. He took great care of my senior dog, Charlie- he sent me several photos which made me feel comfortable.

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Paul Z.
Sitter Profile Image: Alex D.
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Alex D.
from
$82
per night
5.0 out of 5 stars
121 reviews
33 repeat clients
16 years of experience
Stratford, CT, 06614

Alex was great! He watched or puppy for us while I had to get into the office. At the meet and greet he was very patient and Miles warmed up to him immediately. During the house sit Alex took him for a walk and sent plenty of photo updates. Our puppy seemed to love him and have a great time.

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Jess S.
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Over 45
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
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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 Jun 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 Jun 2026, there are 1,213 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, 85% of Woodbury house sitters respond in under an hour.

House sitters in Woodbury have an average of 15 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.