Dog Sitting Westport
Book a Westport dog sitter to watch your dog in your sitter’s home or yours.
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.
About: For two years, I have been taking care of pets of different sizes and needs. I love walking dogs, playing with them and making sure they are comfortable and happy. I have experience taking care of both puppies and older pets that need more attention. Your pet will be in the best hands. I currently work part-time, so I have time to take care of your pet. I am available for visits or care during weekends and during the week between 9am and 12pm I take care of pets in their own homes! I understand that cats need a quiet and safe environment, so nothing better than their own home
“Kim is wonderful —very reliable and caring. She always arrived on time and took great care of my pet. She even helped bring in my packages, which I really appreciated. I would definitely recommend her and book again.”
About: My name is Lilly (Middle name). *Background checked* I'm a very active and nature loving pet care professional. I am experienced with all types of dogs. I am very focused on what is best for your pet in terms of health, behavior correction and safety. I work with a trainer mindset. I have volunteered for several dog shelters in Utah and Connecticut. I'm an animal activist. I love dogs and my dream is to one day have a sanctuary so that there are less dogs in shelters. I am kind, compassionate, nurturing and reward good behavior. I spent lots of time outdoors, my life is spent accommodating to clients busy schedules. I am reliable to pick up and drop off on a timely manner always remaining flexible to changes along the way. Safety is my #1 priority, play and exercise is my second. Feel free to message me with any questions. If I can help you, I will. My services are affordable, dependable and honest. I'm available 24/7. I will always be around to care for your dog and tend to its needs. Morning, noon and afternoon walks are provided. Trips to the park are typical with plenty of time for rest. I have a yard, me and your pet are out in nature as much as possible with proper resting periods. I can create train your pup but I am also experienced with pets not comfortable with crating. I will always be sensitive to each pet's needs and well being.
“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”
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.
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.
“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!”
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.
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!!!
About: Whether you need a simple walk, overnight care, or more specialized services (like drop-in visits for feeding and playtime), I offer a variety of flexible options to fit your dog’s routine and your schedule. I know how important it is to stay connected while you’re away, so I send regular updates, photos, and videos so you can see your dog enjoying their time, knowing they're in great hands. I currently have a rather flexible schedule because I only work freelance so I can make plenty of time for your pets and their needs. When I care for pets at your home, I make sure to stick to your pet's usual schedule—whether that’s feeding, walking, or playtime. This routine consistency helps reduce stress and keeps them comfortable in their familiar environment.
“Cam is attentive, proactive, and thorough. Our booking occurred during the blizzard, He stayed in constant contact and came to our rescue when we were stranded overseas. Cam is a gem. We will happily book with Cam in the future.”
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
“Wonderful pet sitter! Did a fantastic job of watching over my pet rats while I was on vacation. Even checked in about a possible medical issue with one of my boys to make sure everything was alright. Lovely!”
“Rachel did a great job taking care of my dog Winnie. He's 14 years old and needs extra attention. Rachel sent me feedback and helped Winnie out when he needed it. I highly recommend her, Charlie”
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!
“I am a new Rover user and was nervous about entrusting my 8-month-old puppy to someone I didn't know. But Samantha exceeded expectations in many ways! She clearly loves dogs and was excited to meet my Yogi. She gave him a wonderful walk, made sure he had plenty of water, and even adjusted her schedule to meet our preferred timeline. Yogi was happy as a clam when we got home, and we are thrilled that we now have a reliable sitter to call for future needs.”
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.
The median cost per visit for dog sitting in Westport is $25
Dog parents share their Rover experiences - Westport
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?
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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.
Meet local sitters who will treat your dogs like family
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Select a filter and find qualifying Westport sitters!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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