Dog Boarding Westport
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 459 pet parents in Westport have booked dog boarding
Westport, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Andrea sent us great updates throughout an almost three week stay. August was well cared for and spoiled well while we were away. We will leave him with her again in the future if she is available!”
“Anner did an amazing job with my dog Leo. Updates and responses were quick and consistent. The enviroment is loving and nuturing. My dog Leo loved playing in the fenced in backyard. I would definitely use Anner again as well as recommend Anner to other friends and colleagues.”
“Robin is a lovely person who took excellent care of our dog. She kept us updated on everything and I could tell our dog was comfortable and relaxed when we returned. We will definitely be booking with Robin again!”
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.
“Charlotte was amazing and we will absolutely use her again! Our older boy had a bunch of different medicines to take at different points throughout the day and she was so organized and great with communication. She even went out to multiple stores to find the right low fat wet food he ran out of! Thank you Charlotte!”
“Irene was so sweet with our Oliver! She was very communicative and accommodating with our 4 month old pup! Thank you again for your help this week and we look forward to booking with you in the future!!”
“Our dog Odie is one lucky pup. It’s been awhile since he stayed at a sitter’s home and as an older dog, we were hoping that he’d be fine with this newer experience in care. He did so well under the genuine loving care that Kathryn provided. She kept us apprised of Odie’s status with photos and reports. Her home is a lovely dog-friendly place to be with a beautiful and large fenced-in yard. My husband and I are truly more than happy to recommend Kathryn’s wonderful caregiving, without hesitation. Thanks, Kathryn!!”
“Julie was very nice and quick to respond to any questions we had before or during our dog’s stay. She even sent some updates to let us know our dog was having a good time. Definitely recommend using her!”
“This was my first time meeting Elaine and I couldn’t be more impressed. She is truly a five-star sitter. She kept me updated with plenty of photos and messages showing how well our dog Max was doing—playing with the other dogs and clearly enjoying himself. I felt completely confident in her ability to take great care of him. When I picked him up, he was happy, healthy, and clearly well cared for. I wouldn’t hesitate to book with her again!”
“Hazard took amazing care of my two cats. She sent daily photos and videos and even cute report cards. You can tell the cats were well cared for because they did not appear scared or anxious, she even had a whole room full of toys and scratches for them to feel at home.”
“I felt so comfortable leaving my two dogs with Laura and her family. My babies felt right at home when we did the meet and greet so I knew they were going to be in great hands. I felt at ease when I would receive pictures each day of them living their best lives! 10/10 would recommend ❤️”
“Arly is always great for our anxious little dog Hazy. She is reliable and flexible and we have used her services many times now. We’re so happy to have someone we can trust with our pup. Definitely recommend!”
About: We have over 15 years of experience caring for dogs of all sizes and personalities. As lifelong dog lovers, we treat every dog like a member of our family. Our home features a large, beautiful fenced backyard where dogs have plenty of room to run, play, and explore. On warm days, they can also enjoy our fun, dog-friendly water play area to stay cool and active. We have a friendly Irish Doodle who loves making new friends, so your pup will have a playmate and plenty of companionship. your dog will receive lots of attention, exercise, love, and care throughout the day. I also provide regular photo updates so you can have peace of mind while you’re away. your pet will receive constant supervision, love, and attention throughout the day and always have company and will be treated like part of our family. I treat every dog like a member of our family. Dogs are welcome to relax anywhere in our home and will always have fresh water, plenty of potty breaks, regular walks, and lots of love. I have a large, fully fenced backyard where they can safely run and play. During the summer, they can also enjoy our fun water play area to stay cool. Safety and your pet’s happiness are always our top priorities.
“My dog had a fantastic time at Jodie’s — her dogs were very friendly and he fit in immediately, and he definitely had a great time playing with them because he slept hard when he got home! He’s a rescue and can be a little touchy sometimes, but when I picked him up he was snuggled up in Jodie’s arms like she was his new best friend.”
“Kevin and Ana took wonderful care of our dog over the holidays! This was the longest we have left our pup, and we knew he was in great hands. They sent daily updates and were flexible with our changing plans. Will definitely board with them again!”
“Christina is truly the best! When my trip was approaching and my original sitter canceled unexpectedly, she stepped in without hesitation and took care of my dog, Lucas, on very short notice, showing incredible understanding and flexibility. She kept me updated daily with pictures and videos, making me feel at ease even from afar. Christina treated Lucas like family, allowing him to sleep close to her and ensuring he was well cared for. Her kindness, dedication, and genuine love for animals make her absolutely amazing, and I couldn’t be more grateful for her help!”
“Katie had the best, most nurturing and relaxing experience! When I picked Katie up I could tell she felt secure. Katie can have separation anxiety but she was handled perfectly (walks, pets, a nap). I received lots of pictures and texts so I was comfortable too.”
“Marilyn is WONDERFUL!!! She sent daily pictures and videos of my pup playing outside and snuggling. I never worried about my pup while she was in her care. My dog takes medication as well, and Marilyn had no issues administering the medication.”
The median cost per night for dog boarding in Westport is $62
Dog parents share their Rover experiences - Westport
Irene was wonderful with my two dogs. Even Sasha who is extremely shy warmed right up to her. Both even ran back to give her a farewell when I picked them up. I was attending a family wedding in Connecticut and I am living in Florida. Irene made me so comfortable leaving them so I could enjoy myself. She even met with me before-hand since I am from out of town and was nervous leaving them. It was a great experience for my pups and myself. thanks Irene and Rover!
Eloise was an Angel sent from above. Dogsitter cancelled a day before my trip and Eloise was more than happy to help me, she sent me Daily updates, kept me informed, and treated my Dog like royalty. So much so my dog was kinda sad to come home which broke my heart but I am so happy she had a great time. I will 100% be booking for next trip Thanks a million guys 🌸
Olivia was extremely professional and took great care of my dog. Since it was my first time booking with her, I really appreciated the daily updates and photos she sent while I was away on vacation. She made me feel comfortable and reassured knowing my dog was in good hands. I would definitely book with her again and highly recommend her to anyone looking for a reliable and caring pet sitter! 🐾💕
Amazing experience from start to finish. You can tell right away that they are clearly experienced dog handlers who genuinely understand and care about the dogs in their care. We felt completely comfortable leaving our pup with them. They even gave her a bath before dropping her off — such an unexpected and appreciated touch. Truly full service. She came home happy, clean, and well cared for. We will absolutely be using them again!
Michelle and her family are absolute gems! We have complete comfort in leaving our dog with them every time we travel. Our lab is typically a little nervous with others and now happily bounds into the house. She loves their walks and the fenced backyard. We wholeheartedly recommend Michelle for boarding.
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
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2. Meet In Person
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3. Book & Pay
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Popular requests for dog boarding - Westport
Select a filter and find qualifying sitters offering dog boarding.Sitters in Westport average 11 repeat dog boarding clients
FAQs for Boarding - Westport
Frequently asked questions about Rover
The average cost for Dog Boarding in Westport on Rover is $72.15 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding 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 Boarding. For more information on service fees, click here .
As of July 2026, there are 2,013 sitters on Rover offering Dog Boarding across Westport. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
97% of Westport sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Westport landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Westport home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Westport.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Westport sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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 .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in CT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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