Pet Sitting Westport

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 72
pet parents in Westport have booked pet sitting

Westport, 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: Jennifer B.
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Jennifer B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
44 reviews
22 repeat clients
20 years of experience
Norwalk, CT, 06851

Jennifer did a great job. She’s very caring, kind and helpful. She treated Digby like a family member. Will definitely have her take care of him in the future. ??

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Jamila E.
Sitter Profile Image: Tatiana M.
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Tatiana M.
from
$30
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
17 years of experience
Westport, CT, 06880

We have had Tanya over for drop in visits multiple times. My dog is so happy when she arrives and instantly wants to play. She gives thorough report cards and lots of photos. Thank you!

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Pam H.
Sitter Profile Image: Kevin & Ana C.
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Kevin & Ana C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
149 reviews
35 repeat clients
4 years of experience
Norwalk, CT, 06854

Kevin and Ana were terrific with my two pups. On time, followed all instructions carefully. Felt very comfortable with them and will be using their services again soon!

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Kimberly C.
Sitter Profile Image: Kirsten P.
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Kirsten P.
from
$20
per visit
6 years of experience
Westport, CT, 06880

About: I have grown up having pets, so I understand how they become part of the family and the importance of having someone trustworthy to take care of them. I have been pet sitting for families throughout Fairfield County and New Haven County over the last six years. Whether your dog is small or large, needs special food or medication, likes long walks or just playing in the backyard, I have experience with it all! During the summer, I will be available for all pet care needs! Let’s create a schedule that best aligns with my part time job and your pet’s routine. I make sure your pet is cared for in the same way I would look after my cats and dog, with plenty of affection, exercise and treats! I do my best to follow their routine while you are away, ensuring your pet feels comfortable and loved.

Sitter Profile Image: Dani H.
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Dani H.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
17 reviews
13 repeat clients
8 years of experience
Fairfield, CT, 06824

Dani is great -- my dog loves her! She's communicative, trustworthy, knowledgeable, and clearly loves dogs. She takes great care and even sent me a photo of something she noticed on my dog, which I truly appreciated. I can relax knowing my dog is in great hands with Dani!

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Sarah B.
Sitter Profile Image: Amy C.
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Amy C.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
40 years of experience
Westport, CT, 06880

Amy has been so great with my little Archie. She is so very reliable and kind. Trust is so important and I can confidently say you can trust Amy with your pet!

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Karen N.
Sitter Profile Image: Dimitrios K.
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Dimitrios K.
from
$17
per visit
5.0 out of 5 stars
4 reviews
3 years of experience
Norwalk, CT, 06851

About: I’ve taken care of pit bulls, golden retrievers, and tabby cats! Entrusted by friends and family with their pets, I’ve learned that I have a great affinity for animals (maybe more than I do for people) I currently work evenings at a restaurant, and I’m searching for daytime employment as we speak. In the meantime, I’m open to daytime supervision of animals as well as overnights after work. I have a fenced-in yard and a very docile and friendly golden retriever. She’s 11 and gets along with every animal she meets. When taking care of a pet at client’s homes, I prioritize leaving it in the same or better condition than I found it.

Sitter Profile Image: Valeria S.
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Valeria S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
34 reviews
10 repeat clients
3 years of experience
Westport, CT, 06880

Valeria was absolutely fantastic with our dog caring, reliable, and clearly loves animals. Our pup was so happy and well taken care of while we were away. We’re definitely using her again!

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David L.
Sitter Profile Image: maria alexandra v.
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maria alexandra v.
from
$25
per visit
5.0 out of 5 stars
36 reviews
9 repeat clients
16 years of experience
Norwalk, CT, 06851

Extremely impressed with Maria taking care of my cat. My cat is newly rescued and very scared of people. While I was away my cat found some places I didn't even know were possible to hide that were probably not very safe for a cat. Maria went out of her way to get my cat out, and prevent her from going back. By the end of the week my cat was even opening up a bit towards her.

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Zachary H.
Sitter Profile Image: Kim A.
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Kim A.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
88 reviews
14 repeat clients
50 years of experience
Westport, CT, 06880

A fantastic relationship through and through. Kim is extremely responsive to communications. Her interaction with my little dog Fred - who is very shy and tentative with new people - was great. She reassured me during my trip that Fred was doing well and interacted with Kim very well. I am grateful for the sitting / home visits Kim provided. I would not hesitate to use Kim in the future.

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Patrick G.
Sitter Profile Image: Matthew D.
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Matthew D.
from
$30
per visit
1 year of experience
Westport, CT, 06880

About: Growing up with cats and various household pets, and loving dogs all my life has lead me to care and appreciate pets into my adult life. Looking to take care of the ones who love us the most for you. I am currently a full time music educator during the weekdays so I am available after school to walk and pet sit on an hourly basis. On Fridays and weekends I am also available for over night care as needed. In your home I will abide by all rules and routines you may have already. I can also ensure consistent care and attention to your pet’s needs.

Sitter Profile Image: Erin C.
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Erin C.
from
$32
per visit
10 years of experience
Westport, CT, 06880

About: I began pet sitting for neighbors in Boston and continued building my network after moving back to Connecticut. I now care for dogs throughout the year for friends and their families, usually four to five weeks annually. I work fully remote, so pets get steady company and attention throughout the day. I enjoy having animals around and treat them like part of the routine, not an interruption. I have an indoor cat who is fully vaccinated, so dogs are still welcome. If your pet needs a calm home, a reliable schedule, and someone who is present, I am a strong fit. I work fully remote, so pets are with me throughout the day. I start early, which leaves time for morning routines before work, and I take regular breaks for walks and check ins. Evenings are for longer walks, feeding, and downtime. If a pet has specific needs, I adjust my routine to match them. Pets stay in a calm, tidy home where I am present throughout the day. I work fully remote, so dogs get steady company, regular walk breaks, playtime, and a consistent routine. I follow each pet’s feeding schedule, medication needs, and any rules you share. My indoor cat is fully vaccinated and comfortable with visiting dogs. I introduce pets slowly and make sure everyone has their own space. If your dog has specific routines or preferences, I adjust to match them.

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: Nikki W.
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Nikki W.
from
$25
per visit
5.0 out of 5 stars
12 reviews
8 repeat clients
5 years of experience
Norwalk, CT, 06850

Nikki is always prompt and treats my dog like her own!

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Mandy H.
Sitter Profile Image: Alysa V.
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Alysa V.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Norwalk, CT, 06851

Alysa was one of the best pet-sitters we have ever had! I would most definitely recommend her. She was communicative, timely, asked questions to confirm, and paid attention to details. Thanks for taking care for our Bailey!

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Deirdre D.
Sitter Profile Image: Jenny K.
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Jenny K.
from
$25
per visit
5.0 out of 5 stars
59 reviews
16 repeat clients
10 years of experience
Westport, CT, 06880

Jenny was so great! Our cat is usually very shy and she loved when Jenny came to visit and give her lots of pets. Will definitely use her again in the future.

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Christina C.
Sitter Profile Image: Kimberly S.
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Kimberly S.
from
$25
per visit
5.0 out of 5 stars
15 reviews
1 repeat client
35 years of experience
Fairfield, CT, 06824

Kim was wonderful with our 10 week old puppy. She provided great care and feedback after doing 2 drop in visits. She maintained our routine as we are crate training and potty training our sweet little Maisie!

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Meg C.
Sitter Profile Image: Loren A.
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Loren A.
from
$35
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
30 years of experience
Westport, CT, 06880

Loren was great and Piper seemed so happy when we arrived home after two days away.

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Kit H.
Sitter Profile Image: Madalys B.
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Madalys B.
from
$25
per visit
4.9 out of 5 stars
108 reviews
37 repeat clients
10 years of experience
Fairfield, CT, 06825

My sitter Madalys did a great job. She sent pictures everyday with an update on my sweet kitty Chloe. Madalys responded quickly to my texts. And was very kind and loving so my rating of Madalys is PURRFECT

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Diane P.
Sitter Profile Image: Devora L.
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Devora L.
from
$40
per visit
4.6 out of 5 stars
21 reviews
12 repeat clients
8 years of experience
Norwalk, CT, 06851

Devora did a great job watching our new rescue puppy for a week while we were away. We are still in training mode and Devora helped a great deal in getting closer to our goal. We highly recommend Devora for your pet sitting needs.

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Brian R.
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The median cost per visit for pet sitting in Westport is $25

Pet parents share their Rover experiences - Westport

1 / 1
5.0 out of 5 stars

Zoe had great communication with us, especially for one of our cats who needs medication. We’d definitely have her back!

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Maggie M.
Drop-In Visits
5.0 out of 5 stars

Tatiana cares about animals. Additionally she is a great communicator. I also appreciate that she is always on time and even a little early.

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Wendy S.
Drop-In Visits
5.0 out of 5 stars

It was my first time using Rover and Jenn did a great job taking care of my cat, Luna. Luna was a bit nervous and Jenn took the time to make her comfortable and they were best friends by the end! I would definitely book Jenn again in the future.

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Lauren F.
Drop-In Visits
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  • 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

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  • 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 pet sitting
  2. 2. Meet In Person

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Popular requests for pet sitting - Westport

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Sitters in Westport average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Westport

Frequently asked questions about Rover

The average cost for Pet Sitting in Westport on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of July 2026, there are 4,930 sitters on Rover offering Pet Sitting across Westport. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Westport stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Westport. On Rover:

  • 92% of sitters can help with special care needs
  • 95% 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 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.

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