Dog Boarding Westport
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 22 pet parents in Westport have booked dog boarding
Westport, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Melissa took great care of our dog while we were away for a wedding! Easy to communicate with, sent regular pictures and updates, and our pup came home nice and tired from all the fun!”

“We had the opportunity to go to Italy for 3 weeks leaving from Boston. We are not local here so looked at Rover to see if could find a sitter for our baby boy Bodee. Luckily I found Austin! He’s amazing, kind, trustworthy and great with Bo. He kept us updated daily with messages and photos. He took incredible care of Bodee even gave him a bath! Altho he was happy to see us I could tell he’d have no problem going to stay and play with Austin again! Thank you Austin for taking such great care of our boy. You are awesome and the pups in the MA area are lucky to have you as an option!”

“I can’t express how grateful I am that we Kathleen. It was the perfect environment for my dog. She and her very nice family took such good care of him that he felt at home. She also sent us many updates and photos so I knew he was happy and safe. I highly recommend her and would rebook! Thank you so much to Kathleen and family because of your great care I didn’t have to worry about him at all!”
“Fantastic dog sitter! She is compassionate and takes fantastic care of your pet. My dog was happy and comfortable the entire time she was away and the level of care is even better than a professional facility. She even sends daily pictures and videos and that is great when missing your pup. Next time I need to leave my dog I will definitely be sending her back over Nathalias!!”
“We couldn’t have asked for a better person to care for our dog, Pippa, than Tara! She watched Pippa for 10 days and treated her like part of the family. Tara was reliable, thoughtful, and clearly loves animals — Pippa absolutely adored her. We got regular updates and photos that showed just how happy and comfortable Pippa was. It gave us complete peace of mind knowing she was in such loving hands. Tara went above and beyond in every way — we came home to a happy dog. Highly recommend her to anyone looking for a trustworthy and caring pet sitter.”


“We were so lucky to find Kimberly! This was our first time using Rover. We needed to find care for our little dog while vacationing in the area. She took such good care of him and he seemed at home with her. We got update pictures that we very much appreciated. When we are back in the area, we will use Kimberly again.”

“Rebekah and her adorable daughters greeted Sedge with enthusiasm and smiles. They took care to make him comfortable in the new environment, and he spent a lot of time in his happy place...the outdoors! Thanks for providing him a welcoming and loving place to visit.”

“she was absolutely amazing! gave us updates daily on our cat Drax while we were away! she was so sweet aswell and let us ask all the questions so we felt comfortable. she took excellent care of him aswell!!!!”

“Erica was a godsend. We took in a foster in Feb and ended up adopting her. Unlike my other two dogs, the new pup hates being crated and has separation anxiety. We had a prescheduled trip planned for April and the new pup was too much for our house sitter to handle since he’d be coming and going. We were able to do a meet and greet with Erica where she assured me she’d have no problem watching the pup. Things worked out well and she will be my go to the next time we get away.”

“Chris and Whitney were fantastic! They made Rocky feel right at home and sent me regular updates and photos. Couldn’t ask for a better couple to watch him and I will definitely be looking to them for future sitting needs. Thanks so much, guys!!”

“Our dog, Noddle, is a cherished member of our family; Patricia treated him the same way. From the initial meeting, Patricia's genuine love of and experience with a variety of animals was obvious. Noodle took to her right away. From the photos including walks on the beach and playtime in addition to the messages she regularly sent us, we could tell that he was happy and pampered. We feel completely comfortable and enthusiastic recommending Patricia and will engage her again. She is great. Lucky Noodle. Lucky us.”

“I can’t say enough great things about Armitage. They take such amazing care of Kharma every single time. Even when Kharma had to stay really late, they were incredibly accommodating and made sure he was comfortable and well taken care of the entire time. It truly gives me peace of mind knowing he’s in such good hands. At this point, Armitage is the first sitter I call every time without hesitation. I honestly wouldn’t trust anyone else with Kharma. The level of care, consistency, and genuine love they show means everything to me.”

“Charlie wasn’t feeling well during his 3 night stay with Brian:( Brian showed his concern for Charlie and kept me updated. Charlie is fine now! I will use Brian in the future.”

“Taylor and Tyler took amazing care of our dog Darcy! She had a lot of fun, and was in high spirits at pickup time. It was also really nice to get updates and photos from Taylor & Tyler during her stay. We'll definitely be back next time we're visiting the area. Thanks!”

“Carrie was wonderful, our dog Dixie, had a great time. It was a great comfort to know she was safe and happy. Lots of pupdates and pictures to assure us. I would definitely take Dixie to stay Carrie again”

“Amanda and her family were a perfect place for Finn while we traveled. I got frequent pictures and updates on how Finn was doing. Amanda has a fenced in back yard in which Finn had daily supervised playtimes. Highly recommend Amanda and will use her again for boarding Finn.”

“**Review for Madison:** I recently had the pleasure of using Madison's services, and I couldn't be more satisfied. From the very beginning, Madison demonstrated professionalism and genuine care for my pet. Here are a few highlights from my experience: 1. **Communication**: Madison was prompt and clear in all communications. She provided regular updates with photos and which gave me peace of mind while I was away. 2. **Care and Attention**: Madison took the time to understand my pets' routines and preferences. She handled my cat with care and patience, making sure they were happy and comfortable.”

“Natalia gave great care to our dog for the long stay he had with her and their lovely Corgie Archie at their home. We got pictures nearly every day and she was responsive as needed. If you are looking to have your dog have good companionship they are a good choice.”

The median cost per night for dog boarding in Westport is $55
Dog parents share their Rover experiences - Westport
Meg was great! I will absolutely be booking with her again. She is very communicative and flexible to meet the specific needs of my dog. She sent plenty of pictures and updates. I was able to be more present on my trip because I felt like my dog was with someone who loves him as much as I do.

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.
How Rover works

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 10 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 $44.4 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 787 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.
90% 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 MA 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.


