Dog Sitting Westport
Book a Westport dog sitter to watch your dog in your sitter’s home or yours.
Over 46 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: I've worked as a dog bather at two different dog grooming salons, where I gained experience handling dogs of all breeds, sizes, and temperaments. My partner and I have also owned and cared for pets our whole life—we have 5 cats and regularly dog sit our family members' dogs. My partner and I work well as a team to make sure every pet gets plenty of love, attention, and the best care possible. We also have experience working in the cleaning industry, so we understand the importance of keeping spaces safe, clean, and comfortable for animals. We currently have a very open and flexible schedule, which allows us to give pets plenty of attention throughout the day. We take a daily run and would be happy to bring an energetic dog along if it’s something they’re comfortable with. We also go to the gym each evening from 8–10 PM, but outside of that we are home and available. Because of our flexible routine, we can provide frequent potty breaks, playtime, walks, feeding, and lots of love and attention to make sure your pet feels comfortable and cared for while you’re away, at work, or just need a break for the day. Your pet’s safety and comfort are our top priorities. We provide a clean, calm, and loving environment where pets can feel at home. We have experience caring for both dogs and cats and currently have 5 cats of our own, so we’re very familiar with daily pet care routines. We follow each pet owner’s instructions closely regarding feeding, walks, medications, and special needs. With our flexible schedule, we’re able to provide frequent potty breaks, exercise, playtime, and plenty of attention to ensure every pet feels safe, happy, and well cared for.
About: As a dog mom of 3, I understand the value and importance of quality pet care. My own dogs are truly my family, and I will provide the same care for your dogs that I give my own. My goal is to make sure that you have peace of mind while you’re away by giving your best friend the love, care, and attention they deserve. I’m currently in between full time jobs so I have pretty open availability right now! I am happy to be flexible for what will fit best in your schedule. I currently live in an apartment with my own dogs, so apartment living is no problem for me! I’m happy to learn your dog’s typical route to keep them in their routine! I understand that every dog has their own needs and quirks, so I will do my best to make sure that your dog’s routine stays as typical as possible. I am happy to accommodate anything they might need!
About: Having raised a young, active dog, I’m very comfortable managing high energy, playful routines, and keeping dogs entertained and happy. I understand how essential structured play, regular exercise, and gentle guidance are for younger or spunky pets. You can count on me to give your dog plenty of physical activity, mental stimulation, and lots of cozy affection so they feel right at home! I am a junior at Fairfield University, so I am available whenever I don’t have class and am not doing school work! I am a certified animal-lover and I would love to help make your pet comfortable and happy. As a student and a dog owner, I understand the importance of having a trusted caretaker to help ease your mind when you have to be away from home. Safety and personalized care are my top priorities. I have direct experience caring for a dog with IMHA (Immune-Mediated Hemolytic Anemia), so I am very comfortable and experienced with strict medication schedules, monitoring subtle health or behavior changes, and following precise care instructions. I create a safe, low-stress environment with appropriate enrichment suited to your dog's specific energy levels and medical needs.
About: I have over 10 years of experience caring for animals, starting at an age 12, I looked after small, medium, and large dogs, as well as parrots and fish. Family and neighbors have always trusted me with their pets because of my dedication and patience. Also, I provide a calm, one-on-one environment. My building has green areas downstairs for frequent potty breaks, ensuring your pet gets plenty of fresh air and personalized attention. As a student, I have a very organized routine. On Tuesdays and weekends, I am available all day for daycare. I’m Fridays, my pet care schedule starts at 3:00 PM, which is perfect for evening daycare or overnight stays. During these times, I am mostly at home studying, so your pet will have my full attention and frequent potty breaks in my building’s green areas! Safety is my top priority. In my apartment, I ensure all areas are dog-proofed and free of small objects. Since I live in a building, I always use a leash when taking pets downstairs to our private green areas to ensure they are safe and secure. I never leave pets unattended and I follow any feeding or medical instructions provided by the owners. I also love sending frequent photo updates so you can see your pet is happy and safe with me!
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.
“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!”
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 full time during the week. tuesdays and thursdays i would be available after 4, monday wednesday and friday after 6. my weekends are completely 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.
“Kristen L is a perfect dog sitter. She was prompt and sent pictures of my dog to me. She did exactly what I asked of her. My dog appeared very happy when I got home. I will absolutely be using Kristen again.”
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
“Annabelle is quick to respond and was able to do a drop-in visit for me without a lot of notice. She was great at updating me on the visit and I will definitely be using her again.”
“Wendy is great! We had her come walk our dog for two days in a row and then a drop in while we were gone for the day, all in 1 weeks time, and each visit went great! She is very attentive to updates and making sure our Haruki is safe and sound for all walks and visits. Definitely recommend her services!”
About: Hi there! I’ve mostly taken care of cats, but I’m open to taking care of dogs & god walking if they are good with people. I work from home so having a pet to play with on my breaks will for sure keep me entertained all day! I’m a young, energetic man who works a remote corporate job. Looking for a pet to love & play with during the day so I don’t stare at my screen all day. My schedule is pretty flexible since I work from home. I do usually eat dinner with my family, so it would be ideal if I could go back home for a couple hours in the evening to eat with them. I’m an affectionate person who loves to play with pets because they get exercise & I get to destress. Especially since I work from home, I definitely have the time to give your pet the care & attention that you request. Lastly, as someone who loves to talk, I talk to pets all the time, of course in a sweet tone because I truly believe that dogs & cats can understand the things we say to them!
“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.”
About: Your pets, in my heart, are my pets as well. I will always treat my client's pet with the same love and respect my pets recieve, if not more. Our pets are the only thing in the world that loves us no matter what we do and they deserve to be treated as such. I will always do my best to keep your pets usual routine and do what I can to keep a non-stress, happy envionorment. My goal is to build a relationship and bond with your pet so you never need to worry while away. I'm always happy to have a list of all and any Do's and Donts, likes or dislikes, as I keep my own notes as well. Happiness is key.
“We are so happy we found Chandni. She has been such a great help with taking care of our two cats when we are of of town. She sends us frequent updates with pictures and our cats love her. She is very reliable and caring. We highly recommend Chandni!”
“Kris and Angelica make a great team, and they took good care of our very hyper Golden retriever while we were away for the day. They were eager to learn everything they could about our puppy before they came, and they provided pictures and a detailed summary of their visit. We’d be comfortable using their services again.”
The median cost per visit for dog sitting in Westport is $25
Dog parents share their Rover experiences - Westport
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.
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!
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.
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?
Cashless payments
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
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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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 Drop-In Visits - Westport
Frequently asked questions about Rover
The average cost for Dog Sitting in Westport on Rover is $27.75 per visit (as of September 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 September 2026, there are 4,713 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
- 96% 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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