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

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Top rated Westport dog boarders

“Kathy was amazing with my dog Penny!!! Penny is a 1yr old Jack russell mix and has lots of energy, but Kathy played with her, went for walks and gave Penny lots of snuggles! Kathy was professional, caring, responsible and made me feel 100% comfortable leaving my dog with her. She sent pictures throughout the boarding process along with updates of how Penny was doing. I can’t wait to rebook with her & highly recommend her! 🐶😊”


“Amanda and her whole family are just great!!! She has lots of experience with dogs, just in general with everything that she has done in her life and continues to do she made me feel at ease and that Lucas was extremely well taken care of which I appreciate very much as it can be nerve-racking to leave your little furry friend I would most definitely recommend her and will be a repeat customer.”


“Tara was so great with our dog! Everyday we got updates and she was always available if we wanted to check in with her in-between. She was super flexible and understanding as our situation had a few changes. Thank you Tara for the amazing service and treating Maddie so well!”



“Kimberly definitely took our worries away. This is the first time we left our fur baby with a non-family member and we didn’t know what to expect! Everything went great, we were updated throughout the entire stay. Kimberly made the entire process easy and she was very accommodating. We would definitely choose her again!”


“Miki is amazing. I highly recommend her. I know my dog had the time of his life with her. He sacked out as soon as we got home! She is so thoughtful, aware, caring, and trustworthy. Hanu also enjoyed her husband and dog Sunny too. All of them have an energy that puts you at ease immediately. I received lots of pictures and updates. Our dogs loved each other and were connected at the hip in most pictures. I have never left my dog overnight before. She made me feel so comfortable as a first timer. I would use her again 10000000000000%.”


“Kailyn went out her way to buy Mylo some pee pads and she also made sure he ate and drank lots of water throughout the day. Kailyn and her family took such good care of Mylo, always kept an eye out for him. She has such a beautiful house, big backyard with lots of space for the pups to run around, including a couple doggie pools for the summer time. Mylo left Kailyn's house very happy, excited, and in good spirits, I can tell Mylo enjoyed his stay! She answered all my text messages and any questions I had right away. Seems like she has lots of experience with pups, she also works at a doggie daycare which is awesome. Mylo will most definitely stay again in the near future.”


“Brian always provides great care for Chloe when I have to travel for work or a short vacation. I can count on that Chloe will be happy and well cared for by Brian. I highly recommend him!”


About: I've grown up with dogs as a child, but I did not start my real dog journey until 2010 when I picked up my first puppy (fur baby :), Ginger - a sweet and sassy fawn Bouvier des Flanders. I did everything from puppy classes, potty training, command/skill training, socializing, and even had her train to be a hospital therapy dog. She traveled with me to live in Japan and Italy. Sadly, Ginger passed in 2022. Two years later, I am on my second puppy (fur baby :) adventure with Sunshine (aka Sunny) - a sweet and sassy fawn Pembroke Welsh Corgi. Sunny and I love going to dog friendly beaches, taking road trips, exploring nature on hikes, going to the dog park, and playing with my two children. Since being around dogs my entire life and having raised one dog from puppyhood to seniority (and raising a second puppy), I understand the needs dogs have at the different stages of their lives: consistent potty schedule - check; administering both dry and liquid meds (in and on various body parts) - check; safe and nurturing environment - check; body and mind exercising - check; and many, many more. I work full time as an educator in a local school district. My day usually ends around 3pm. Currently, I am available on weekends only (Friday afternoon to Sunday night). However, depending on my family plans, school holidays could also be available. My schedule will also open up during summer break. I live in a small condo community with a large shared green space across from the building for toileting needs and exercise. However, all dogs will remain on leash since the area is not fenced. The surrounding neighborhood allows for easy street walking. If a dog is comfortable riding in a car, then we can go to local dog parks, local hiking areas, and beaches. My own dog uses a crate when I am out of the house, but sleeps out of the crate at night. I can accommodate dogs who need to be crated at night. We are five minutes from our town vet in case of an emergency. My home does have stairs to the second floor, but the stairs are carpeted. Sleeping arrangements can be modified if a dog is unable to climb the stairs. Also, I am comfortable administering any medications necessary.

“Geof was wonderful! He sent nice updates and pictures, and you can tell he is a dog-person through and through. We felt so comfortable leaving Cooper with Geof!”


“Taylor was great. She was very flexible with us, responded quickly, and was so helpful! She was great at drop off and made us feel very comfortable, and continued that throughout the stay with lots of pictures and messages!”


“They were great with my special needs dog! The indoor and outdoor space for dogs is wonderful and they took excellent care of him. Would recommend!”


“Chris and Whitney were great. I felt completely comfortable leaving my dog with them (we did a meet and greet as well!) They updated me daily w pics and responded to me promptly if I checked in as well. She played a lot and was very comfortable with them. I will definitely use them again!”


“Celina is great dog sitter, she cared for my dog while visiting out of state. My dog looked calm, and happy around Celina. I would recommend her as dog sitter.”


“My dog libbie was spoiled at Leanne's house! Leanne took very good care of her and sent me pictures and updates. Leanne even gave me some helpful training tips to help teach libbie to stop pulling on walks!! I am working on it. I would definitely recommend Leanne for pet sitting and will definitely ask her again.”


“We came to Newport for a 2day trip, and did not pre arrange any dog sitters. We reached out to Kyoka & John, and they replied immediately. They came to pick up our dog Ginger with their puppy. We immediately knew that Ginger was in safe hands. Kyoka is extremely accommodating, caring and sweet. She sent us many photos and updates. Ginger looks so happy and clean when we got him back. Highly recommend Kyoka & John!!”


“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!!”


“Also a great time with Malerie. She takes such great care of my pup. Sends pics and I can go away without any worries. Will book with her again. 10/10 dog sitter.”


“I am so grateful for Rebekah and her sweet daughters, who cared for my skittish and shy puppy, Nova. I received regular updates via text to set my mind at ease. They were kind and patient and loving. I highly recommend Rebekah!”


“Keasha was a stellar pet sitter to Milo my Yorkshire Terrier she provided such TLC to him while I was away. She checked in with me daily on him eating, drinking and walking. Keasha gave me such peace of mind.”

Loving dog boarding sitters in your neighborhood
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Kathleen W.Star Sitter

“Kathy was amazing with my dog Penny!!! Penny is a 1yr old Jack russell mix and has lots of energy, but Kathy played with her, went for walks and gave Penny lots of snuggles! Kathy was professional, caring, responsible and made me feel 100% comfortable leaving my dog with her. She sent pictures throughout the boarding process along with updates of how Penny was doing. I can’t wait to rebook with her & highly recommend her! 🐶😊”


Amanda S.Star Sitter

“Amanda and her whole family are just great!!! She has lots of experience with dogs, just in general with everything that she has done in her life and continues to do she made me feel at ease and that Lucas was extremely well taken care of which I appreciate very much as it can be nerve-racking to leave your little furry friend I would most definitely recommend her and will be a repeat customer.”


Tara S.Star Sitter

“Tara was so great with our dog! Everyday we got updates and she was always available if we wanted to check in with her in-between. She was super flexible and understanding as our situation had a few changes. Thank you Tara for the amazing service and treating Maddie so well!”




Kimberly J.
Star Sitter


“Kimberly definitely took our worries away. This is the first time we left our fur baby with a non-family member and we didn’t know what to expect! Everything went great, we were updated throughout the entire stay. Kimberly made the entire process easy and she was very accommodating. We would definitely choose her again!”


Miki M.

“Miki is amazing. I highly recommend her. I know my dog had the time of his life with her. He sacked out as soon as we got home! She is so thoughtful, aware, caring, and trustworthy. Hanu also enjoyed her husband and dog Sunny too. All of them have an energy that puts you at ease immediately. I received lots of pictures and updates. Our dogs loved each other and were connected at the hip in most pictures. I have never left my dog overnight before. She made me feel so comfortable as a first timer. I would use her again 10000000000000%.”


Kailyn L.

“Kailyn went out her way to buy Mylo some pee pads and she also made sure he ate and drank lots of water throughout the day. Kailyn and her family took such good care of Mylo, always kept an eye out for him. She has such a beautiful house, big backyard with lots of space for the pups to run around, including a couple doggie pools for the summer time. Mylo left Kailyn's house very happy, excited, and in good spirits, I can tell Mylo enjoyed his stay! She answered all my text messages and any questions I had right away. Seems like she has lots of experience with pups, she also works at a doggie daycare which is awesome. Mylo will most definitely stay again in the near future.”


Brian M.
Star Sitter


“Brian always provides great care for Chloe when I have to travel for work or a short vacation. I can count on that Chloe will be happy and well cared for by Brian. I highly recommend him!”


Melissa G.
“Melissa is a loving and experienced pet owner. She’s owned both large and small dogs and has been a responsible dog owner, understanding the importance of exercise and dog socialization. She treats dogs like family and I would trust her with my dog in a heartbeat.”


Geoffrey R.Star Sitter

“Geof was wonderful! He sent nice updates and pictures, and you can tell he is a dog-person through and through. We felt so comfortable leaving Cooper with Geof!”


Taylor C.Star Sitter

“Taylor was great. She was very flexible with us, responded quickly, and was so helpful! She was great at drop off and made us feel very comfortable, and continued that throughout the stay with lots of pictures and messages!”


Erin & Kate C.

“They were great with my special needs dog! The indoor and outdoor space for dogs is wonderful and they took excellent care of him. Would recommend!”


Chris & Whitney I.
Star Sitter


“Chris and Whitney were great. I felt completely comfortable leaving my dog with them (we did a meet and greet as well!) They updated me daily w pics and responded to me promptly if I checked in as well. She played a lot and was very comfortable with them. I will definitely use them again!”


Celina B.

“Celina is great dog sitter, she cared for my dog while visiting out of state. My dog looked calm, and happy around Celina. I would recommend her as dog sitter.”


Leanne & Michael M.Star Sitter

“My dog libbie was spoiled at Leanne's house! Leanne took very good care of her and sent me pictures and updates. Leanne even gave me some helpful training tips to help teach libbie to stop pulling on walks!! I am working on it. I would definitely recommend Leanne for pet sitting and will definitely ask her again.”


Kyoka & John S.

“We came to Newport for a 2day trip, and did not pre arrange any dog sitters. We reached out to Kyoka & John, and they replied immediately. They came to pick up our dog Ginger with their puppy. We immediately knew that Ginger was in safe hands. Kyoka is extremely accommodating, caring and sweet. She sent us many photos and updates. Ginger looks so happy and clean when we got him back. Highly recommend Kyoka & John!!”


Nathalia P.

“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!!”


Malerie R.

“Also a great time with Malerie. She takes such great care of my pup. Sends pics and I can go away without any worries. Will book with her again. 10/10 dog sitter.”


Rebekah C.


“I am so grateful for Rebekah and her sweet daughters, who cared for my skittish and shy puppy, Nova. I received regular updates via text to set my mind at ease. They were kind and patient and loving. I highly recommend Rebekah!”


Keasha B.

“Keasha was a stellar pet sitter to Milo my Yorkshire Terrier she provided such TLC to him while I was away. She checked in with me daily on him eating, drinking and walking. Keasha gave me such peace of mind.”


Eve T.Star Sitter

“Eve was wonderful!!! I got regular updates for Pepper’s first visit along with pictures. Pepper was nervous and they made her feel very comfortable and loved.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jul 2025, the median cost of dog boarding in Westport is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Westport dog boarding rates can be found as low as $30to as high as $44 per night.
As of Jul 2025, 429 sitters provided dog boarding in Westport. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 89% of Westport dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Westport have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Westport.
Rover makes it easy to find Westport dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 429 dog boarding sitters in Westport on Rover, so you’re sure to find the perfect match for your dog! In Westport, 91% of sitters offer daily exercise, 91% offer medication administration, and 87% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
