Dog Sitting in Westport

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

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Top rated Westport dog sitters

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: 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: Sophie H.
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Sophie H.
from
$22
per visit
5 years of experience
Westport, CT, 06880

About: I've grown up with dogs my whole life, I've had a dog for 11 years, so I understand firsthand what it means to care for a pet like family. I have hands-on experience with dog sitting and walking, and I'm comfortable with daily routines, exercise needs, and making sure dogs feel safe and comfortable in any environment. Your dog will always be in caring, attentive hands! I work part-time, which means I have plenty of flexibility throughout the week to give dogs the time and attention they deserve. Whether it's weekday walks or weekend sitting, I'm available, your pet always comes first. When caring for pets in your home, my top priority is keeping things consistent and stress-free for your dog. I follow your established routines: feeding schedules, walk times, and any house rules, so your pet feels comfortable and secure in their own space. I treat every client's home with respect, ensure doors and gates are always secure, and provide updates and photos so you always know your pup is happy and safe.

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: 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: 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: Samantha C.
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Samantha C.
from
$25
per visit
5 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: Kathy G.
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Kathy G.
from
$25
per visit
5.0 out of 5 stars
24 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: Colin W.
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Colin W.
from
$25
per visit
10 years of experience
Fairfield, CT, 06824

About: I’ve dealt with pets of all kinds. Big, small, medium, and ones that aren’t potty trained. However, I love all animals! You’re pet will be my top priority, and they will be in good hands for the duration of time that I am needed! As a college freshman on summer break, I have plenty of time on my hands to tend to your pet. Even after finding a job, your pet will be my priority! I own a mini-dachshund who you will find either bubbling with energy, or basking in the sunshine in the back yard. His activity level is completely dependent on our behavior! Thanks to his loving personality, he is always by our side and being loved. He has free access to water whenever he needs it and is fed twice per day. Rocky would never run away, as his he too emotionally attached and can’t stand to be alone for even five minutes!

Sitter Profile Image: Charlotte S.
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Charlotte S.
from
$30
per visit
4.9 out of 5 stars
47 reviews
14 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: Zoe H.
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Zoe H.
from
$20
per visit
20 years of experience
Norwalk, CT, 06851

About: Hi there! I'm a lifelong dog enthusiast with over 20 years of hands-on experience caring for pups of all shapes and sizes. I have been surrounded by dogs my entire life- currently, I share my home with the light of my life, Apple - my sweet pup of 4 years. I attend dog training classes every Sunday with her and use top-quality treats to reinforce positive behavior with love, patience, and play. I am also familiar with reactive dog training and advanced tactics to help dogs feel at ease, especially when in their own home environment. My goal is to make every dog feel happy, safe, and well-loved! Whether it's a quick walk or extended care, your pup will be treated like one of my own! I am an elementary school teacher during the school year, so my schedule is very flexible in the summertime. I'm not available for overnights, since I have my own dog at home, but I am available the rest of the day, including most weekends! I am a firm believer in a walk at least every 4-5 hours and ample play and exercise throughout the day. Dogs need stimulation, whether that be through tug, fetch, training through tricks, or sniffing walks. Oh, and lots and lots of belly rubs! I can also take care of any hygiene requests including, but not limited to baths, brushing, and teeth brushing depending on the dog.

Sitter Profile Image: Jenny K.
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Jenny K.
from
$26
per visit
5.0 out of 5 stars
59 reviews
16 repeat clients
10 years of experience
Westport, CT, 06880

Jenny was an amazing cat sitter! She was so attentive, my cat was immediately comfortable with her, and she sent great updates to let us know how things were going while we were away. I will continue to use and recommend her

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Alison R.
Sitter Profile Image: Stanley N.
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Stanley N.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Norwalk, CT, 06850

About: I’ve grown up taking care of animals my whole life, assisting my family with our array of pets. I’m great with bigger dogs who may require more strength to walk. I also have experience with cats, right now my family has a giant Maine Coon. I am a college student on summer break and my schedule is pretty flexible. I can work around you and your pets’ needs. I also am very active and can take your dogs for long walks/runs/hikes if requested! I currently have no pets in my apartment besides my fish tank. I am able to accommodate crate or no crate in my home. I live in an apartment building with multiple grassy areas surrounding and a walking trail. I am able to spend ample time with your pets.

Sitter Profile Image: Pam C.
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Pam C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
7 reviews
3 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: Destiny R.
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Destiny R.
from
$32
per visit
5.0 out of 5 stars
39 reviews
9 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: Marilyn C.
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Marilyn C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
66 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: MORINADE S.
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MORINADE S.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Norwalk, CT, 06855

About: I have my own love bug-Nilla! She is a miniature schnauzer who is scared of everything but does really well with other dogs! Looking to dog sit to give her a friend and more play dates! I treat your dog like my baby 🫶🏽 they are in great hands! https://www.rover.com/sit/jaylas45069 Get a discount using my link! I currently work in office and a few days at home every week and this is noted in my availability dates! I am only available when I’m working from home. I have a ton of space for the pets to roam around and explore. They are more than welcome to numerous pet beds, the couch, and my dog’s favorite—the window seal for views of birds going by! I will be able to take your pet out according to your schedule and I am used to taking my pet out frequently to potty and usually a longer walk mid-day for exercise and to get some energy out!

Sitter Profile Image: Emma S.
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Emma S.
from
$30
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Norwalk, CT, 06854

My dogs loved Emma right away. She is reliable and truly professional. We'll definitely contact her for more walks.

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Tava A.
Sitter Profile Image: Madelaine F.
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Madelaine F.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
17 years of experience
Upper West Side, Westport, CT, 06880

About: I had a wonderful cranky dog for most of my life. I trained him and learned how we worked together. I helped take care of him into his old age where I learned how to give him his diabetes injections and his anxiety medication. Recently, (post his passing) I have been volunteering at animal shelters taking care of a range of dogs. I have a philosophy with dogs that they deserve respect if they need space, love, or want to make a right instead of a left. When it’s their time, it’s their time. I will also respect your rules. I have no intention to let your dog sit on my couch if that’s not your thing! I’m here to make leaving your dog a little less worrisome, difficult, and sad. We all know how that can be, why not make it fun! I’m currently taking some time off from work to figure out my next career move. So I have loads of time and a very flexible schedule to care for the best dogs around.

Sitter Profile Image: Clare K.
Verified Enhanced Background Check
Clare K.
from
$25
per visit
5.0 out of 5 stars
22 reviews
8 repeat clients
7 years of experience
Norwalk, CT, 06881

About: I owned and adored many animals from the day I was born until I was 21 when my beloved golden retrievers passed away. It wasn't until my dad began walking and boarding dogs for Rover that I realized how much I wanted to help. He started at a local senior living home, where we met Clouseau, a dementia patient's dog we adopted. I also worked there for two years, serving food to the residents. Clouseau was the first of many dogs my dad took in for his Rover job. There were usually up to 7 dogs in the house at a time, including ours. I love dogs, so naturally, it was heaven to me! I assisted my dad with daily walks and took on one of his client's dogs. His name is Scout, and I've been walking and boarding him for three years since he was a puppy. I have consistently been a dependable dog walker for Scout and a trusted and reliable resource for pet-sitting services during other friends' vacations. I enjoy working with Scout so much that I started my Rover account to expand my knowledge of animals and spend my time aiding in their healthy, happy lives! I aim to treat every animal as my own since I don't own any pets. I guarantee safe, loving, and attentive care. My flexible schedule allows me to accommodate early morning, lunch, and late afternoon walks. I am also available throughout the week to suit your pets' needs. My home is a secure apartment with ample space for pet care. I ensure their safety by using proper equipment and maintaining clean, well-supervised areas. While there isn't a fenced area for your pets, numerous safe spaces are available for walking and play. Rest assured, your pets will be in a secure and comfortable environment under my care.

Sitter Profile Image: Joshua S.
Verified Enhanced Background Check
Joshua S.
from
$20
per visit
10 years of experience
Fairfield, CT, 06824

About: I’ve been around animals my entire life and currently have three dogs and two cats of my own. Growing up, I gained a lot of hands-on experience caring for pets of all ages, sizes, and personalities. My mom is a veterinarian, so I’ve learned the importance of proper animal care, safety, and recognizing when something may not be right. Whether your pet loves long walks, playtime, cuddles, or simply sticking to their routine, I’ll make sure they feel comfortable, safe, and well cared for while you’re away. I currently work part-time, which gives me a flexible schedule and plenty of availability for pet care. I’m available throughout the week for walks, drop-in visits, and pet sitting, and I can often accommodate last-minute requests. Caring for animals is something I genuinely enjoy, so I make it a priority to give each pet the attention, exercise, and companionship they need. Your pet’s safety and comfort are my top priorities. As a lifelong pet owner with three dogs and two cats, I understand how important it is to trust someone with your furry family member. I always follow owners’ instructions carefully, maintain a clean and secure environment, and pay close attention to each pet’s individual needs and personality. Having grown up with a veterinarian as a parent, I’m comfortable recognizing signs of stress or illness and know the importance of responsible, attentive care. I’ll treat your pet as if they were my own.

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Westport dog parents share their Rover experiences

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

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Sitters in Westport average 5
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Westport on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Westport dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 4,792 dog sitters in Westport. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 85% of Westport dog sitters respond in under an hour.

Dog sitters in Westport have an average of 15 years of experience. Dog sitters with repeat customers have an average of 5 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Westport.

Rover makes it easy to find Westport dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 4,792 dog sitters in Westport on Rover, so you’re sure to find the perfect match for your dog! In Westport, 95% of dog sitters offer daily exercise, 95% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.