Dog Sitting Westport

Book a Westport dog sitter to watch your dog in your sitter’s home or yours.

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Over 37
pet parents in Westport have booked dog sitting

Westport, Find top rated dog 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: Jenny K.
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Jenny K.
from
$26
per visit
5.0 out of 5 stars
• 60 reviews
16 repeat clients
10 years of experience
Westport, CT, 06880

“Jenny is a great pet sitter! Our cats were well cared for while we were away. Jenny keeps us updated with details and pic, and connects really well with our cats. They look forward to her visits and play time, waiting at the door when she comes for the drop in. I feel very comfortable that our cats are in good hands with Jenny!”

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Jennifer P.
Sitter Profile Image: Alexis J.
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Alexis J.
from
$14
per visit
20 years of experience
Norwalk, CT, 06850

About: I’ve always had a genuine love for animals and understand that every pet has their own personality, routine, and needs. I treat every pet in my care like they’re part of my own family, making sure they feel safe, comfortable, loved, and entertained while you’re away. I’m patient, attentive, and dependable, whether your pet loves long walks and playtime or would rather curl up for cuddles and belly rubs. I’m comfortable following specific feeding schedules, walking routines, crate routines, and other care instructions you provide. I also understand that puppies may need extra patience, consistency, frequent potty breaks, and lots of positive attention, while senior pets may need a slower pace, extra comfort, and a little more TLC. Most importantly, I know how hard it can be to leave your pet with someone new. My goal is to give your pet plenty of love and attention while giving you peace of mind knowing they’re being cared for by someone who truly cares. 🐾❤️ I currently have a very flexible schedule, which gives me plenty of time to give your pets the attention and care they deserve! 🐾 I’m available throughout the day for walks, potty breaks, feeding, playtime, cuddles, and check-ins. Since my schedule isn’t tied to a traditional workday, I can be flexible with early mornings, daytime care, evenings, and weekends. Your pet won’t just be squeezed into my schedule—they’ll be an important part of my day! ❤️ Your pet’s safety and comfort will always be my priority. 🐾 I take the time to learn each pet’s routine, personality, boundaries, and any special instructions so I can provide care that feels familiar and comfortable to them. Whether I’m caring for your pet in my home or yours, I’ll keep their environment clean, secure, and stress-free. I’ll carefully follow feeding, walking, potty, crate, and medication instructions provided by you, and I’ll never force interaction with a pet who needs extra time or space to feel comfortable. When caring for pets in a client’s home, I’m also respectful of your space and privacy. I’ll keep you updated with messages and photos so you can relax knowing your pet is safe, loved, and getting plenty of attention while you’re away. ❤️🐶🐱

Sitter Profile Image: Lydia B.
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Lydia B.
from
$18
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
20 years of experience
Norwalk, CT, 06850

“Lydia was great caring for my cat, Elsie, while we were away for a long weekend. She is very responsive and we would definitely book her in the future!”

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Hannah A.
Sitter Profile Image: Cam C.
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Cam C.
from
$20
per visit
5.0 out of 5 stars
• 59 reviews
30 repeat clients
6 years of experience
Wilton, CT, 06897

“Cam took fantastic care of my cat over the course of eight days and I will definitely use him again. He was on-time and sent various pics during each visit”

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Derek L.
Sitter Profile Image: Destiny S.
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Destiny S.
from
$17
per visit
20 years of experience
Fairfield, CT, 06824

About: I love playing with dogs, caring for dogs, seeing their tail wags , seeing their big smiles as well as making sure they’re safe, loved, and cared for. Dogs are family to me. I give every dog the same love and attention I would give my own. 🐶❤️ I have a flexible schedule , so I’m happy to care for doggies throughout the day. I don’t mind consistent bookings. I would love to provide steady & reliable care. Preferably, I like to know when my care is needed up to 2–3 days ahead. I’m happy to dog-sit or dog-walk your doggies! 🐶💕 I understand you’re not only opening your home to me, but trusting me with your family—your doggie/s! My top priority is creating a loving environment while respecting your privacy, space, and your dog’s routine. I want both you and your dog to feel comfortable, safe, and cared for. 🐾❤️

Sitter Profile Image: Eliza L.
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Eliza L.
from
$16
per visit
5.0 out of 5 stars
• 2 reviews
13 years of experience
Westport, CT, 06880

About: I have had dogs for over 10 years and absolutely love all dogs. I love to work with all types of dogs and will be sure to make your dog feel safe and welcome with me! I am a recent college graduate and am working in pet care during part of my gap year to help save up for my own dog. I am in the local area for the months of November and December between travel periods and have a very open schedule during that time. Please reach out if you’re interested in working with me :) I have had my own dogs for many years and have helped others care for their pets as well. I am very comfortable working with dogs of all sizes and breeds and will be sure to keep your dog safe and comfortable if you choose to work with me!

Sitter Profile Image: William G.
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William G.
from
$17
per visit
10 years of experience
Southport, CT, 06890

About: I have loved and taken care of my 3 dogs during the past 10 years since they were puppies. In addition, I have also taken care of my friends' pets while they were traveling. I enjoy spoiling and caring for pets and will make sure they are happy. I'm currently working part-time time and I am available during a variety of times throughout the week to help care for your fur baby. Every day, I feed and walk my dogs in the morning and in the afternoon and spend time playing with them throughout the day. I regularly check if they need anything and make sure they get their medications on time. I will make sure to take care of my client pets in a caring manner similar to my own fur babies and follow all of my client's care instructions

Sitter Profile Image: Marilyn C.
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Marilyn C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 72 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: 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: Ashley S.
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Ashley S.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Norwalk, CT, 06855

About: I grew up with pets all my life especially dogs. whenever my family has went on vacation they would call me to watch and take care of their pets. I also have a 16 year old shih tzu. my dog has allergies so I am well rehearsed in caring for dogs with allergies and administering oral medication or cream/ointment medication. He is also going blind so I have experience on handling dogs with vision impairment as well as neurological issues. I work until 5 during the week but some days i work from home and would be able to step out during those times. my weekends are open! my dog is a rescue so I have a lot of experience with anxious animals. I'm also very good at keeping a set schedule for the animals if needed for food or play time.

Sitter Profile Image: Marley C.
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Marley C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 83 reviews
24 repeat clients
25 years of experience
Bridgeport, CT, 06604

“Marley was fantastic with my two cats. She provided daily updates with pictures and even introduced a new game to our household. Would definitely recommend and will be sure to book again in the future!”

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Jennifer L.
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: Justin R.
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Justin R.
from
$24
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Norwalk, CT, 06851

About: I have grown up around and taken care of my own and friends dogs over time. Always have had a love for dogs; I have never hesitated to care for the pets of my friends when they are in need of care. I am an online student and a volunteer at my church that has a very flexible schedule. I have reliable transportation and punctual. I am able to provide care for pets throughout my day and week. Regardless of the service I see to it that they have proper care with not only the basics of food water and bathroom/walks. I also love to play with them and make sure they are socialized and not feel so lonely when their owner is gone.

Sitter Profile Image: Annabelle K.
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Annabelle K.
from
$22
per visit
5.0 out of 5 stars
• 18 reviews
4 repeat clients
18 years of experience
Fairfield, CT, 06824

“Annabelle was amazing! She made everything super easy for us. Super reliable. She sent us the cutest photos after every visit. We are so grateful for her!”

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Angelica R.
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

“Kimberly was lovely with our two cats. I scheduled her at the last minute and she stepped in quickly and professionally. She was great with our "girls" and took good care of them.”

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Marcella W.
Sitter Profile Image: Isabelle G.
Verified Background Check
Isabelle G.
from
$40
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
17 years of experience
Westport, CT, 06880

“Isabelle has taken great care of my cats. She is very responsible and has a great personality.”

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Catherine M.
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
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: Destiny R.
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Destiny R.
from
$32
per visit
5.0 out of 5 stars
• 49 reviews
13 repeat clients
10 years of experience
Fairfield, CT, 06825

“Destiny is an absolute delight! Our dog loves her, and we have full confidence in her. She communicated clearly and sent us some cute pictures of our dog.”

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Kristie K.
Sitter Profile Image: Olivia S.
Verified Enhanced Background Check
Olivia S.
from
$25
per visit
10 years of experience
Norwalk, CT, 06851

About: I treat every dog like family, with gentle care, patience, and lots of love. Always keeping your pup happy, safe, and loved while you’re away. Pet care is a joy that fits seamlessly into my daily routine. Whether it’s early morning walks, midday playtime, or evening cuddles, I make sure every pup gets the attention and love they deserve. Your pet’s needs come first, and I adjust my schedule to provide them with consistent, loving care. In my home, pets get a cozy, safe space where they can relax, play, and feel loved. I follow their usual routines as closely as possible — from feeding and walks to playtime and snuggles — to make them feel at home. In a client’s home, I’m respectful of their space and keep everything familiar for their pets, giving them lots of love and attention while sticking to their normal schedule. I treat every pet like family, wherever I’m caring for them.

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.
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The median cost per visit for dog sitting in Westport is $25

Dog parents share their Rover experiences - Westport

1 / 1
5.0 out of 5 stars

Charlotte was great! So dependable and easy going letting out our precious Pomeranian who is anything but easy going. Charlotte persisted to earn her trust and slowly Poppy warmed up. We will absolutely use Charlotte again. We feel very lucky to have come across her wonderful Pet Sitting Services.

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Jennifer L.
Drop-In Visits
5.0 out of 5 stars

Jenny was right on time, sent lots of pics, and put my mind at ease for a last minute request. Would definitely use her again!

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

I can’t say enough good things about Dimitri! Pepsi absolutely loves him and I always feel completely comfortable knowing she’s in his care. He’s reliable, genuinely loves dogs, and always follows her routine and care instructions. Highly recommend him to anyone looking for someone dependable and caring for their dog!

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Lesly K.
Drop-In Visits
5.0 out of 5 stars

I can’t recommend her enough! As a first-time dog sitter user, I was a little nervous, but she made the whole experience so easy and stress free. She’s kind, caring, and trustworthy. Benny is a huge fan too, which says it all! Highly recommend her to anyone looking for an amazing dog sitter.

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Shannon F.
Drop-In Visits
5.0 out of 5 stars

Zoe was great! Milo could be a handful but she played a lot with him and communicated quickly! Thank you Zoe!

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Oscar T.
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
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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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 dogs like family

  1. 1. Search

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Popular requests for dog sitting - Westport

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Westport average 5
repeat dog sitting clients

FAQs for Dog Sitting - Westport

Frequently asked questions about Rover

The average cost of Dog Sitting in Westport on Rover is $28 per visit as of October 2026. Most bookings cost between $18 and $32 per visit. 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 October 2026, there are 4,704 sitters on Rover offering Dog Sitting across Westport. 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.

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 Westport 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!

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.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Westport with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 93% 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.

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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