Dog Sitting Westport

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

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Over 39
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: Hillary B.
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Hillary B.
from
$20
per visit
5.0 out of 5 stars
23 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: Samantha D.
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Samantha D.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Bridgeport, CT, 06605

About: Hi! My name is Sam and I'm here to help ease your anxiety 🩷 I'm all too familiar with the constant cloud of worry that can follow you around when you're not with your dog, so I will do anything I can to help alleviate any anxiety you have about leaving your best friend at home for the day (or while you go on that much-needed vacation)! I've loved dogs for as long as I can remember and have been taking care of them since I was in high school. From raising a puppy to caring for a senior, I've been there through every stage of life. I have experience managing chronic conditions that require medication multiple times a day, dietary restrictions, and administering sub-q fluids. I understand what it means to care for a dog both physically and emotionally - dogs are family, end of story. What to expect when you book with me: ✔️ solid communication: I love to send photo updates and will respond to any texts as soon as possible ✔️ undivided attention: your dog is my #1 priority, always ✔️ reliability: I will arrive on time and follow any directions you leave to a T ✔️ endless patience: your dog and your worries are never an inconvenience Thank you so much for taking the time to read this and I can't wait to meet your fuzzy family members! I work from home full-time on my small, handmade business, so I'm almost always able to rearrange my schedule to fit in your dog's needs! I'm extremely attentive to your dog to make sure they are always safe and well-cared for. I listen to their needs and follow any schedule you leave for me.

Sitter Profile Image: Marilyn C.
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Marilyn C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
67 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: Cam C.
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Cam C.
from
$20
per visit
5.0 out of 5 stars
55 reviews
25 repeat clients
6 years of experience
Wilton, CT, 06897

Cam took great care of our cat Sylvester! He was very professional, communicative, and followed all our normal routines which kept Sylvester happy! He also took the time to have a meet and greet with us which we really appreciated!

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Jake S.
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
37 repeat clients
4 years of experience
Norwalk, CT, 06854

Kevin and Ana came exactly when they said, walked my dogs and dried them off from the rain, and were very communicative. When my new address was not updated in the system and they ended up at my old address, they contacted me right away and without hesitation went to my new address 20 minutes away. I will definitely get in touch again when I need a dog walker and sitter!

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Caren B.
Sitter Profile Image: Catherine O.
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Catherine O.
from
$18
per visit
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: Pam C.
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Pam C.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
11 reviews
6 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: Kayla D.
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Kayla D.
from
$22
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Westport, CT, 06880

About: I love dogs and cats! I’ve had many pets in my life and I currently have two dogs and one cat at home. One of my dogs Rusty is a senior and I help waking and taking care of him as well as my other pets. I’m currently taking a semester at home before applying for college for the fall. I have lots of time to play and walk you’re pets! I have three pets at home so I know how hard it is to leave them. I hope you’ll trust me to walk and take care of your pets.

Sitter Profile Image: Patrícia C.
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Patrícia C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
85 reviews
33 repeat clients
4 years of experience
Norwalk, CT, 06854

Our cats were very happy when we came back, we got consistent updates and photos, she was communicative and she did what we had asked regarding the care of our kitties as well as keeping our home secure. We recommend booking Patricia, and will use her in the future! Thank you! 😻😻

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Jacqueline G.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$25
per visit
7 years of experience
Westport, CT, 06880

About: I have developed a deep understanding of the unique needs and personalities of our furry friends. From daily walks to specialized care, my commitment to providing loving and reliable service ensures that your pets receive the attention and affection they deserve. Whether it's a playful pup or a gentle senior, I tailor my approach to meet the individual needs of each pet, guaranteeing their happiness and well-being. I currently am a student and have a part time job. In my free time I am available to help with animal care in the mornings and afternoons/nights when free I have a fenced in yard. But I do not offer home care at this moment. In the future looking at it though. Will update!!!

Sitter Profile Image: Charlotte S.
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Charlotte S.
from
$30
per visit
4.9 out of 5 stars
51 reviews
16 repeat clients
30 years of experience
Westport, CT, 06880

About: I’m a hard working professional who works remote and looking to spend some time with animals. I’ve always had a dog growing up and am looking to pet sit until I get a dog of my own again. I’ve worked with animals for years and am very fond of them. Always a very courteous person and flexible. Willing to help with anything you need. Would love to have your dog in my home and am willing to travel to yours. Have experience caring for both dogs and cats, open to either. Will love your animal like it’s my own. Please reach out if you have questions. I look forward to meeting you and your pet! I currently work remote and have all the time needed to care for your pet like it’s my own. Looking forward to meeting your pet! I have a spacious house and yard for your pets to enjoy. Walks will be every two hours and many trips to the park for a good time!

Sitter Profile Image: Giovanna P.
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Giovanna P.
from
$20
per visit
25 years of experience
Norwalk, CT, 06851

About: I've had 3 cats and 2 dogs. My current dog is 13. They've all lived a long, happy life. I would be happy to share my love with animals other than my own. Working part-time allows me time to spend with my dog as well as others. I can accomodate any time Monday-Thursday and limited times Friday, Saturday and Sunday. Whether for the work day or a vacation, I understand that it is stressful to leave your animal alone. I will treat your pets and home as if they were my own. Let's chat to see if we are a good fit.

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: Isabelle G.
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Isabelle G.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
17 years of experience
Wilton, CT, 06897

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: Theresa K.
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Theresa K.
from
$18
per visit
20 years of experience
Norwalk, CT, 06851

About: I truly understand dogs- their behavior, body language, and needs. I treat every dog based on what it is that they need and truly have a genuine love for all animals I currently work during the day but I get out early most days with a flexible schedule. I am very active and love going to new places I make sure that they are comfortable, and that I familiarize myself . I am Punctual, responsible, and considerate in other peoples homes. I make sure the home and the dog are taken care of

Sitter Profile Image: Destiny R.
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Destiny R.
from
$32
per visit
5.0 out of 5 stars
43 reviews
10 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: Shannia C.
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Shannia C.
from
$20
per visit
4.3 out of 5 stars
6 reviews
2 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: Kathy G.
Verified Background Check
Kathy G.
from
$30
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
30 years of experience
Norwalk, CT, 06854

I felt very comfortable going out of town and leaving my new cat in Kathy's care. He's very shy but she managed to see him. There was good communication and I found her to be very caring.

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Sally S.
Sitter Profile Image: Diana M.
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Diana M.
from
$20
per visit
30 years of experience
Westport, CT, 06880

About: I've been a dog person my entire life, I enjoy hiking and I love nothing more than being out in nature with a pup by my side. My schedule is extremely flexible so I can be there whenever you need me to be. And inclement weather doesn't stop me from getting your pup out! I have a fully fenced in yard and am walking distance to Winslow Park. I'm also a short drive away from Compo Beach if your pup likes to swim.

Sitter Profile Image: Haley C.
Verified Background Check
Haley C.
from
$25
per visit
5.0 out of 5 stars
8 reviews
25 years of experience
Norwalk, CT, 06854

About: I grew up with a house full of pets. The most at one time being three dogs, three cats, and some fish ( and do siblings count? 😉 ) All that's to say that I have a lifetime of experience caring for animals and for the pets of family, neighbors and friends. Living in South Norwalk, it’s a very pet friendly, fun neighborhood - with a dog park not too far and lots of walkable routes. Taking care of all furry loves comes as second nature, and I promise to treat yours as if they’re my own. Thank you for entrusting me with your pets! Please feel free to contact me with any questions. Warmly, Haley I work full time but have plenty of time in the morning and the evenings to get out and walk your pup. I’m up early and very active, so rest assured your furry love will get all the attention they could possibly want, and more. If boarding your pet, I have a gated entrance but will most likely take your pup to a dog park (if they’re social) or long walks around the neighborhood. I live in an apartment so it’ll be fairly easy to keep an eye on all pets, and there’s a lot of open floor space to romp. If pet sitting at your residence, I will respect your rules and attend to whatever needs arise to make your pet feel the most loved, comfortable and happy while you’re away.

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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

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

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Sitters in Westport average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Westport

Frequently asked questions about Rover

The average cost for Dog Sitting in Westport on Rover is $28.43 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 Dog 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 Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 4,766 sitters on Rover offering Dog 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.

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 short introductory meeting between you, your dog, 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.

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:

  • 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.

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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