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.
“Asti had a great stay with Andrea. She even made some new fur friends! Andrea was also extremely accommodating when my flight home was delayed and I had to extend Asti’s stay for an additional night.”
“So pleased with our experience! This was our first time leaving our new puppy. Anner did a great job caring for her. He was responsive with communication and pics. Will definitely use him again.”

“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!”

“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!!”


“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!”

“Melissa is a thoughtful and caring dog-sitter. She told me she loves dogs and it show in all her actions when she dog sat my labradoodle. She read him very well and met his emotional needs.”

“Amazing caregiving to our two babies (Tiger and Georgia) by Laura and her family! We left them with Laura for about 2 weeks. We loved it! We will recommend them to anyone. -Navarun and Michael”

“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!”

“Arly was a wonderful sitter for our anxious small dog. She kept us posted throughout her stay which really eased our minds while we were away. It was clear our dog was having a great time with lots of toys. She even clipped our dog’s nails for us. Would definitely recommend Arly as a sitter for your pet!”

“Kathryn is probably the best Rover sitter we’ve had (and we’ve used some lovely sitters). Our dogs are anxious when they’re left, and Kathryn really helped them feel at ease - her fenced yard was perfect and they just seemed to trust her. I’d highly recommend booking your pet’s stay with her!”


“John was great with our puppy Logan! He sent photos and updates each day and even offered some training tips. Logan seemed happy and exhausted after spending the weekend at John’s. Will definitely book John again!”


“She was very nice with my dog. He had a wonderful time playing with dogs in her house. She took special care in the night as my dog is new to pet sitting. He ate, slept and played well.”

“What a wonderful stay and experience! Hazard is super friendly and very detail oriented. She’s very responsive with communication as well. We had a meet and greet before hand and the first stay for my pups couldn’t have been better! My dogs really enjoyed their time at Hazard’s house. We received lots of photos and videos. And we loved the report card at the end of the day! Thank you! We have another booking set already!”

“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.”

“Jay was wonderful! he was quick to respond and very professional both through our emails as well as in person! He is a VERY pleasant person and he went above and beyond to ensure that our dog, Bilbo was happy and comfortable. His dog was VERY friendly with ours which put us at ease knowing that they'd have a blast together! Jay sent us one picture each day we were gone, if not more. We won't hesitate to book him in the future! 5 out of 5 paws!! You won't be disappointed with Jay!”

“Christina was extremely attentive to the dogs, their needs and welfare. She took great care of them and was very flexible as our plans changed after booking. We plan to use her again.”

“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!”

The median cost per night for dog boarding in Westport is $62
Dog parents share their Rover experiences - Westport
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
Browse profiles of sitters near you who offer dog boarding
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 near you
Select a filter and find qualifying Westport sitters!Sitters in Westport average 11 repeat dog boarding clients
FAQs for Dog 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.






