Pet Sitting Weston

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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Over 16
pet parents in Weston have booked pet sitting

Weston, 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.

1 / 1
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 15 reviews
11 repeat clients
30 years of experience
Weston, CT, 06883

“The pets were well taken care of and loved. Christina did a wonderful job.”

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Jo Ann M.
Sitter Profile Image: Harrison H.
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Harrison H.
from
$20
per visit
5 years of experience
Westport, CT, 06880

About: 5+ Years of experience Dog Sitting, Boarding, and Walking dogs of all sizes/ages across NYC, CT, and NJ. Large house in Westport with 2 acres of completely fenced in yard for your pet to play! Nearby nature trails/parks to explore. Happy to board your pet overnight, and treat them like our own! Previously operated under the business name WilliamsburgDogWatchers with over 50 repeat clients. I work from home with a very flexible schedule, and will ensure that your pets get lots of attention, play time outside, and maintain their schedule. I have a large house and 2 acres of completely fenced in yard for your pet to play with, as well as a car to bring them to parks/nearby nature trails. Happy to board your pet overnight, and treat them like our own!

Sitter Profile Image: Jocelyn W.
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Jocelyn W.
from
$30
per visit
4.9 out of 5 stars
• 20 reviews
5 repeat clients
10 years of experience
Fairfield, CT, 06824

“Jocelyn did a fantastic job with drop in visits for our cats Cacio and Pepe. She covered all their basic needs and favorite things on each visit. She even cleaned up when one of our cats got sick. Loved receiving photos each time she finished a check in! Would definitely book again in a heartbeat.”

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Bianca M.
Sitter Profile Image: Juliet S.
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Juliet S.
from
$35
per visit
15 years of experience
Weston, CT, 06883

About: I have grown up living with two large dogs and a cat! I also have worked the past three years as a veterinary assistant and also volunteer at an animal shelter. I currently work part time at an animal hospital four days a week. Two of the days I work full time, however my work allows me the ability to bring animals with me to work! I am fully committed to following your house and pet care rules to ensure a safe, engaging environment for your pets. Having lived with dogs and cats my entire life, I am highly experienced and capable of managing their care.

Sitter Profile Image: Lindsay D.
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Lindsay D.
from
$25
per visit
5.0 out of 5 stars
• 41 reviews
18 repeat clients
20 years of experience
Norwalk, CT, 06851

“Lindsay did a great job with our cats! They were well loved and taken care of and seemed to enjoy her company! She was able to help out an additional day, last minute and was super flexible and easy to communicate with. Cat’s meds were given & food/water/litter were changed/refilled. Came home to a clean house, which is always really nice! Would definitely recommend Lindsay to anyone looking for pet care!”

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Victoria R.
Sitter Profile Image: Shannia C.
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Shannia C.
from
$20
per visit
4.7 out of 5 stars
• 14 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: Kimberly D.
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Kimberly D.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
25 years of experience
Norwalk, CT, 06851

“Sam had a great time with Kim as evidenced by the photos she sent. It was evident that he felt really comfortable with her. We'll be seeing her again.”

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Robert C.
Sitter Profile Image: Taylor L.
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Taylor L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 19 reviews
9 repeat clients
10 years of experience
Trumbull, CT, 06611

“Taylor took such great care of our two dogs. She made sure they were well fed, had plenty of water, and got tons of play and fun while she was visiting.”

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

“She was excellent.”

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Aaron D.
Sitter Profile Image: Laura P.
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Laura P.
from
$30
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
25 years of experience
Redding, CT, 06896

“Absolutely recommend Laura for all your pet needs! She was incredibly communicative from the very start. She was flexible and kind, always making me feel so comfortable my dogs were in great care. I will absolutely be using Laura again and you should too!”

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Sarah M.
Sitter Profile Image: Ginger R.
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Ginger R.
from
$30
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
13 years of experience
Norwalk, CT, 06850

“Ginger was an excellent sitter for my cat while I was away for an extended trip! She provided helpful updates following each drop-8! visit and I so appreciated the level of attention & care she provided for my pet.”

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Morgan A.
Sitter Profile Image: Hillary B.
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Hillary B.
from
$20
per visit
5.0 out of 5 stars
• 26 reviews
7 repeat clients
6 years of experience
Westport, CT, 06880

“Hillary was great at handling all my questions since the day I was leaving my cat started having issues with his eye. She followed my snack and medicine request perfectly and made sure everything in the house was secure before she left. Both cats were happy and well taken care of.”

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Vanessa B.
Sitter Profile Image: Alexis H.
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Alexis H.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 15 reviews
6 repeat clients
10 years of experience
FAIRFIELD, CT, 06824

“Alexis took such care with my cats and communicated clearly. She was truly wonderful and helped ease all my worry about leaving my animals for several days.”

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Melissa M.
Sitter Profile Image: Jan M.
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Jan M.
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
50 years of experience
Norwalk, CT, 06850

“Jan cared for our cat when we were on vacation in April. She was an outstanding and very attentive caretaker. She clearly has a lot of love for animals and a passion for spending time with them. Jan was very thorough during each visit and sent many photos that our family enjoyed. I would highly recommend her for any of your pet-sitting needs!”

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Dave H.
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

“Samantha provided drop in visits for our 3 cats while we were away on vacation. She was super friendly, reliable and an excellent communicator. She was also accommodating to our specific requests and we were able to relax knowing that our cats and house were in amazing hands while we were away. We will not hesitate to book Samantha again in the future.”

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Elena T.
Sitter Profile Image: Maria F.
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Maria F.
from
$35
per visit
5.0 out of 5 stars
• 2 reviews
4 years of experience
Wilton, CT, 06897

About: I’m patient, reliable, and truly care about every dog I walk. I pay attention to their behavior, energy, and comfort so they feel safe and happy. I follow instructions closely and treat every dog like my own. I’m available for pet care in the afternoons after 3pm on weekdays, as well as all day on weekends. I offer walks, drop-ins, and boarding when you’re away on vacation. I always prioritize safety, trust, and comfort. In my care, pets are supervised, kept on their routine, and treated gently and patiently. In a client’s home, I respect their space and follow all instructions carefully to make sure the pet feels secure and comfortable.

Sitter Profile Image: Marilyn C.
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Marilyn C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 75 reviews
13 repeat clients
31 years of experience
Westport, CT, 06824

About: I have been babysitting for my neighbors, friends, and family. They really rely on me to take care of their babies when they are on vacation, at work, or running late. They have also asked me to run home and take care of their animals. I'm currently working a part-time job, so I have plenty of time to walk and play with your pups! I'm available on the weekends and weekdays. I have a multiz male dog who is very friendly and playful. He is used to being around other dogs and loves to go to the dog park to play with them.

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.

Sitter Profile Image: Irma R.
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Irma R.
from
$25
per visit
5 years of experience
Norwalk, CT, 06850

About: Responsable, caring trustworthy honest. Dog lover. I have the flexibility to do and complete all your needs, feeding visits walks park play and much more Im currently working from home and have flexible schedule to take care or walk at your convenience Can also do weekends and feeding visits as you need. I have a back yard, and the space to take care of your furry baby. Also have a crate it needs I can board more Then 1 dog at the time

Sitter Profile Image: Kate D.
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Kate D.
from
$30
per visit
5.0 out of 5 stars
• 297 reviews
49 repeat clients
3 years of experience
Norwalk, CT, 06854

“Kate was an excellent caretaker, very adjusting for a last minute need for my cat and took tons of photos, let me enjoy my vacation in peace. Would absolutely work with her again”

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Thomas F.
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The median cost per visit for pet sitting in Weston is $25

Pet parents share their Rover experiences - Weston

1 / 1
5.0 out of 5 stars

Dana did a fabulous job taking care of our cat who is incredibly shy. Dana was great at communicating which allowed me to relax on vacation. It was obvious from the moment I met her that she would be a wonderful caregiver. I hope she's available the next time we go away.

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Robin R.
Drop-In Visits
5.0 out of 5 stars

So grateful for Dana! Our kitties warmed up to her right away, and she took such wonderful care of them. Even during a huge snowstorm, she trekked through the snow to make sure our fur babies were fed, safe, and happy. Thank you so much, Dana! 🐾❄️

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Paige Z.
Drop-In Visits
5.0 out of 5 stars

Excellent communication, great person. Really helped us feel better about leaving the cats for ten days. Highly recommend.

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Bradley C.
Drop-In Visits
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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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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 pet sitting - Weston

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Weston average 5
repeat pet sitting clients

FAQs for Pet Sitting - Weston

Frequently asked questions about Rover

The average cost of Pet Sitting in Weston is $34 per visit as of November 2026. Most bookings cost between $22 and $50 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 4,465 sitters on Rover offering Pet Sitting across Weston. Enter your ZIP code to see which available sitters are closest to your home.

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 Rover's Trust & Safety page.

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.

Yes, you can find sitters who have experience with handling special pet needs in Weston. On Rover:

  • 88% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 95% 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.

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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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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