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.
“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.”
“Taylor is fantastic with our dog! She takes great care of her, is on time and communicates clearly about her visits! Cheez is always happy and calm when we come home from her time with Taylor and we love that we have someone we can trust to care for her while we’re away!”
“Jocelyn did a fantastic job with drop in visits for our cats Cacio and Pepe. She covered all their basic needs and favorite things on each visit. She even cleaned up when one of our cats got sick. Loved receiving photos each time she finished a check in! Would definitely book again in a heartbeat.”
“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.”
“Moe has been so great for my pups. She stops in to let them out and play with them while I’m at work. She’s very communicative about her schedule and I get picture every time!”
“Amazing! So appreciative of the quick visit, prompt replies, and the photo updates. The cats came to say hi which is a good sign, they usually hide the whole time. Thanks, will definitely reach out again.”
“Mia was excellent. She should be very proud of herself, especially with how active and vocal our larger dog was when she visited for the meet and greet. The dogs look very well taken care of and it would be an honor to book Mia again in the future. Thank you for helping our family while we were away.”
“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!”
“My sitter Madalys did a great job. She sent pictures everyday with an update on my sweet kitty Chloe. Madalys responded quickly to my texts. And was very kind and loving so my rating of Madalys is PURRFECT”
“Jenny took great care of our two cats while we were gone for a long weekend. Our shy Flo warmed up to her right away and Jenny spent extra time to play with her during her drops in. The litter boxes were clean when we arrived and the house was just as we left it. We look forward to having Jenny back!”
“Alex is truly an exceptional cat sitter. She takes such wonderful care of Obake and Nandor and consistently goes above and beyond. One of my cats is a very shy rescue, and the fact that he feels comfortable with Alex speaks volumes about her patience and kindness. She is extremely communicative, keeps me updated, and I can genuinely tell how much she loves and cares for my cats. I always feel completely at ease knowing they’re in her hands. I can’t recommend her highly enough!”
About: I began pet sitting for neighbors in Boston and continued building my network after moving back to Connecticut. I now care for dogs throughout the year for friends and their families, usually four to five weeks annually. I work fully remote, so pets get steady company and attention throughout the day. I enjoy having animals around and treat them like part of the routine, not an interruption. I have an indoor cat who is fully vaccinated, so dogs are still welcome. If your pet needs a calm home, a reliable schedule, and someone who is present, I am a strong fit. I work fully remote, so pets are with me throughout the day. I start early, which leaves time for morning routines before work, and I take regular breaks for walks and check ins. Evenings are for longer walks, feeding, and downtime. If a pet has specific needs, I adjust my routine to match them. Pets stay in a calm, tidy home where I am present throughout the day. I work fully remote, so dogs get steady company, regular walk breaks, playtime, and a consistent routine. I follow each pet’s feeding schedule, medication needs, and any rules you share. My indoor cat is fully vaccinated and comfortable with visiting dogs. I introduce pets slowly and make sure everyone has their own space. If your dog has specific routines or preferences, I adjust to match 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!”
The median cost per visit for dog sitting in Westport is $25
Dog parents share their Rover experiences - Westport
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
It's that easy! All payments are processed through Rover's secured platform
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 $29.97 per visit (as of August 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 August 2026, there are 4,739 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:
- 91% 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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