Pet Sitting Lewisboro

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Lewisboro, Find top rated pet sitting

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

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Sitter Profile Image: John H.
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John H.
from
$27
per visit
5.0 out of 5 stars
• 21 reviews
11 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

“John did a great job taking care of our pets. He was responsive, easy to talk to and genuinely cared for our crew of 2 cats and an energetic dog. We will utilize his services again soon.”

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Trish P.
Sitter Profile Image: Gabriella W.
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Gabriella W.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 23 reviews
8 repeat clients
10 years of experience
Ridgefield, CT, 06877

“Gabriella was awesome for our furbabies! She was super communicative and sent a lot of pictures during each of her visits. We felt very comfortable leaving 3 cats and 2 dogs to her care and would highly recommend her 😊”

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Matt C.
Sitter Profile Image: Joseph R.
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Joseph R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 30 reviews
9 repeat clients
30 years of experience
Bedford Hills, NY, 10507

“Joseph always goes above and beyond as a pet sitter. He is an incredibly good communicator and I know that my dog is being well loved and taken care of under Joseph’s care. My dog is very active and still has lots of puppy energy, but Joseph remains patient with him and makes sure that my dog can safely get his energy out.”

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Paulina C.
Sitter Profile Image: Caroline M.
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Caroline M.
from
$30
per visit
5.0 out of 5 stars
• 4 reviews
12 years of experience
Ridgefield, CT, 06877

About: I have had a dog since I was in the 5th grade and have helped raise it since. Within the past 2 years, I took her to college with me for a month each year and had the best time with her. My former college roommate also got a puppy sophomore year (I lived with her sophomore-senior year), so I have helped raise him, and also watch/take care of him when my roommate is busy. My neighbors have also relied on me to take care of their dog when they are away. I really want to get more professional experience in handling dogs more so I'm able to work at dog and animal shelters/places! I am currently attending graduate school in Fairfield, but will be living at home in Ridgefield for the duration of the program (2+ years). This semester (Fall 2026), my schedule is Monday, Tuesday and Wednesday 5:00-7:30 PM.Those are my only time constraints and am completely free otherwise! In my home, I treat my pet like she's my child/baby and make sure that all of her needs are met always. I will do the same for my client's pets, as well as making sure the home is treated with the utmost respect. I truly love animals and would be happy to care for any dog.

Sitter Profile Image: Lanie K.
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Lanie K.
from
$35
per visit
5.0 out of 5 stars
• 24 reviews
7 repeat clients
25 years of experience
Ridgefield, CT, 06877

“Lanie saved us at the last minute when our usual sitter wasn’t available. She went above and beyond to communicate updates, accommodate special requests, and more. Thank you for the excellent care, Lanie!”

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Taunya R.
Sitter Profile Image: Jason S.
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Jason S.
from
$25
per visit
5.0 out of 5 stars
• 16 reviews
6 repeat clients
15 years of experience
North Salem, NY, 10560

About: Animals bring joy to our world, and specifically to my world! I am happy and honored to care for your loved ones! With 15 years of experience caring for Dogs, Cats (and Bears oh my), Fish, Turtles, I have time-tested experience with success, and increasing enjoyability! I have a calm demeanor which has been in part inspired folks to call me a "dog whisperer." I will have an immediate, positive impact on your loved ones life, and want to be of service to our sacred pet community! I'm a recent Law graduate, looking for the next chapter of my adventure; and in the meantime I'd be honored to spend time taking the best care of your pet(s)! I believe all animals deserve compassion, attention, and a reliable food schedule/walks outside! I'll adhere to YOUR specific requests, I am here to serve YOU!

Sitter Profile Image: Leigh K.
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Leigh K.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
3 years of experience
Ridgefield, CT, 06877

“Leigh was amazing!!! I have a grumpy old lady Lab who she took excellent care of.”

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Michelle M.
Sitter Profile Image: Madyson M.
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Madyson M.
from
$35
per visit
5.0 out of 5 stars
• 1 review
18 years of experience
South Salem, NY, 10590

“Madyson was amazing. She followed directions exactly send a ton of photos and was responsive to texts. I cannot be happier with her. 🐾👍🙌”

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Regina B.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$30
per visit
5.0 out of 5 stars
• 11 reviews
5 repeat clients
30 years of experience
New Canaan, CT, 06840

“I am a new Rover user and was nervous about entrusting my 8-month-old puppy to someone I didn't know. But Samantha exceeded expectations in many ways! She clearly loves dogs and was excited to meet my Yogi. She gave him a wonderful walk, made sure he had plenty of water, and even adjusted her schedule to meet our preferred timeline. Yogi was happy as a clam when we got home, and we are thrilled that we now have a reliable sitter to call for future needs.”

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Christine F.
Sitter Profile Image: Dew G.
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Dew G.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 67 reviews
27 repeat clients
20 years of experience
North Salem, NY, 10560

“Dew is wonderful! She is very responsive and trustworthy. Our pups loved her immediately”

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Holly C.
Sitter Profile Image: Silvia F.
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Silvia F.
from
$20
per visit
6 years of experience
Ridgefield, CT, 06877

About: I have taken care of many different animals for years. I have taken care of dogs big and small, cats, and reptiles! I am home for a year until Ieave for grad school and I am open to help! I am open to boarding however I do have a dog as well! I am looking for something part-time, as I am a college student at Roger Williams University! I have classes during the day but I am free by the early afternoon! I always make sure to have an eye on them, that they have everything they need, follow instructions given, and make sure to give them love and attention!

Sitter Profile Image: Christine G.
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Christine G.
from
$25
per visit
1 repeat client
15 years of experience
New Canaan, CT, 06840

About: I have been taking care of dogs since we brought one into our home 3 years ago. It's important to me that a pet feels safe and cared for while their owner is away. I'm currently a stay at home mom with school aged children so I have plenty of time to make visits to see your cat or dog. It's important to me that I follow all instructions and guidelines for feeding, play time, potty etc. I make sure to clean up after myself and leave your home the way it was when I entered.

Sitter Profile Image: Mallory H.
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Mallory H.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
New Canaan, CT, 06840

About: Having grown up in a household bustling with three dogs and three cats, I've been immersed in pet care from a very young age! My hands on experience ranges from raising a German Shepherd to managing the boundless energy of a Husky and the loyal companionship of a Lab—each breed presenting its unique challenges. As a college student, I continue this passion with my beloved dog, Dewey, who is a constant companion. My specialties include embracing long walks (hiking is a favorite), potty training, and dedicating quality time to ensure pets are happy and healthy. As a recent college student with a vast amount of flexibility, I find more time to dedicate to my passion for pet care. Though I work part-time nannying , my free moments are often spent on long walks with my dog, Dewey, or those of my friends. These outings range from early morning walks to peaceful nighttime walks, seamlessly integrating into my daily routine. In my home, I create a welcoming environment for pets by ensuring they have a safe, comfortable space for their little vacation! I prioritize routine, from feeding and exercise to play and rest in my acred fenced backyard, adapting to the individual needs of each pet. When caring for pets in a client's home, I maintain their familiar routines to minimize stress. Since each pet is different, I have to adapt to what they are used to at home to make them comfortable. I also keep thorough communication with owners, providing updates and seeking guidance to tailor my approach according to the pet’s habits and preferences. Whether in my home or theirs, I am committed to providing a nurturing and attentive care environment that meets each pets unique personality!

Sitter Profile Image: Pam C.
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Pam C.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
• 18 reviews
8 repeat clients
20 years of experience
Norwalk, CT, 06854

“Pam was so great with our two kitties while we were away. She was on time every day and we truly appreciated the extra steps she took like vacuuming and offering to take out the trash. Would definitely book again. Thanks!”

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Rabecca P.
Sitter Profile Image: Emily R.
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Emily R.
from
$25
per visit
5.0 out of 5 stars
• 80 reviews
7 repeat clients
6 years of experience
Norwalk, CT, 06851

“Emily does a great job! We always come home to happy kitties!”

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Pam H.
Sitter Profile Image: Shannia C.
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Shannia C.
from
$20
per visit
4.6 out of 5 stars
• 11 reviews
3 repeat clients
1 year of experience
Norwalk, CT, 06855

“I was a bit hesitant leaving her with anyone, BUT SHANNIA is fantastic with my English Bulldog! She has a right shoulder injury and Shannia picks my dog up (weighing 54 lbs) up and downstairs! She wipes her 🐾 really good! She is amazing”

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Linda L.
Sitter Profile Image: Katherine F.
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Katherine F.
from
$30
per visit
1 repeat client
20 years of experience
Bedford, NY, 10506

About: I’ve grown up with a labrador retriever who quickly became my live-in best bud! I’ve adored animals ever since. I’ve helped neighbors/friends watch over their dogs/cats and homes, short-term and extended periods of time, either stopping by throughout the day to care for the pet or living in the home while their owners are away. I also have experience caring for an elderly and newly blind dog, and understand each pet has specific needs and care, plus consistency in routine is important when their owners are away from them. I am currently looking for a full/part-time job and am in between jobs right now, so I have a lot of time flexibility in a day-to-day while I am job searching. I care for others pets the same way I’d care for my dog, Mackie. Plenty of quality time, walks and meals based on their usually routine, playtime outside in the mornings and/or afternoon.

Sitter Profile Image: Irma R.
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Irma R.
from
$25
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Westport, CT, 06880

“This was our first time using rover & Irma made the experience so great and put my worries at ease!! Great communication and very punctual with the visits.”

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Ericka G.
Sitter Profile Image: Sarah N.
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Sarah N.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
40 years of experience
Norwalk, CT, 06850

“Sarah was an excellent sitter for my shy cat while I was away for a couple of days. She came over to meet him and learn the ropes, took care feeding him and cleaning up after him, and was perfectly communicative and trustworthy. I knew he was in good hands the whole time I was gone. Thank you Sarah!”

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Siobhan P.
Sitter Profile Image: Catherine O.
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Catherine O.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
15 years of experience
Norwalk, CT, 06850

About: Fair warning: Pets are a little spoiled in my house! 😊 I've cared for animals my entire life and have experience with pets of all ages, sizes, and personalities. I've cared for my own senior dog throughout her final years, large and small breed dogs, rescue kittens, and adult cats, including raising my own two cats since they were kittens. I've trained all of my own pets and understand the importance of consistency. If your pet has specific routines, commands, or training practices you'd like maintained, I'm happy to follow them closely so their progress and structure continue seamlessly while they're in my care. I have a genuine soft spot for animals, and every pet in my care receives the highest quality treatment. Whether your furry friend enjoys treats, walks, playtime, or cuddles, they'll receive plenty of love, attention, and personalized care and are sure to have a great time while you're away. The day is dedicated to taking care of the fur babies. I'm available 7 days for check-ins, walks, home visits, and boarding. Let's connect and set up a time! My home is a relaxed space for cats or dogs to roam freely. My community offers a fenced in dog park and in my unit I have plenty of vertical space for your cat to rule over, including 2 cat towers and plenty of enrichment toys. I also have a catio on my balcony for some fresh air. If needed, I will separate my cats from more reactive animals while in my care.

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Pet parents share their Rover experiences - Lewisboro

1 / 1
5.0 out of 5 stars

We just moved to the area. Jennifer’s communication and punctuality gave us peace of mind when we were away for the weekend. Much appreciated!

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Christopher A.
Drop-In Visits
5.0 out of 5 stars

Lanie exceeded our expectations. From the moment we met her, she listened carefully, took notes, and asked thoughtful questions about our pups’ daily habits. Her natural ease with dogs was obvious, and we felt instantly comfortable. She helped us last minute and treated our dogs with such kindness and attention. Her communication was terrific—updates and photos throughout. She’s truly reliable and cared for our babies as if they were her own.

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Min Y.
Drop-In Visits
5.0 out of 5 stars

Wonderful care for our pups, especially as they have different needs and schedules. Looking forward to booking with her again!

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Kim G.
Drop-In Visits
5.0 out of 5 stars

Dee is a wonderful sitter for my kitty! She lets me know key details of how the visits go, and is patient with my girl who may or may not be in a social mood. Dee is also very flexible with last minute bookings and her care is much appreciated!

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Erin G.
Drop-In Visits
5.0 out of 5 stars

Anna took really great care of my cat. I can tell she has a genuine interest in the wellbeing of animals. She even sent a photo during her visit which put me at ease. Would definitely use again!

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Stuart P.
Drop-In Visits
5.0 out of 5 stars

Dylan was great! She took great care of Asti! She followed my instructions and was very communicative.

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Bianca D.
Drop-In Visits
5.0 out of 5 stars

Julia is a superb pet sitter. We were travelling out of the country leaving behind our 3 highly pampered cats, the eldest of which is 18 years old. She took beautiful care of them, twice a day, and kept us posted with updates and pictures. She cleaned up after them, brushed them, changed the litter and food, and got rid of the garbage just as I had instructed. The house smelled fresh and was clean when we got back. I could not ask for a better pet sitter. Her care made our vacation much more relaxed. The cats were happy too.

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Deborah T.
Drop-In Visits
5.0 out of 5 stars

Madyson was amazing. She followed directions exactly send a ton of photos and was responsive to texts. I cannot be happier with her. 🐾👍🙌

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Regina B.
Drop-In Visits
5.0 out of 5 stars

Lena was exceptional. She was very communicative and stayed in touch with updates, photos, and videos. Ginger was in great hands, and we look forward to using Lena again.

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Katie W.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

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

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FAQs for Pet Sitting - Lewisboro

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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