Dog Boarding in Shelter Island, NY
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Shelter Island dog boarders


“We had another great experience leaving our dog with Jared! He noticed she had a medical issue and offered to take her to the vet. We were coming home anyway and were able to take her and it turned out he was totally correct in his diagnosis! Jared saved the day. Plus the dog had a great time staying with him, as usual. Thanks, Jared!”


“Buddy had so much fun staying with britanny and her lovely family. He was actually sad when he came home 🤣 . We were kept updated with pictures and how he is doing throughout the stay . As others mentioned, he had a great vacation while we were away! Highly recommend and we will be back for sure!”


“Carol, I’m so happy I found you. Piglet adores you, and you are truly amazing with her. Thank you for making her food and taking her for walks and rides in the car. The pictures you sent are so cute. Carol is a diamond in the care of our fur babies. She has such a great ora about her, and Piglet came home very Zen. Thank you, Carol; we will see you again soon.🌹🐾”


“Lois was wonderful!! She provided excellent care when boarding our cockapoo for several days. She loved Jasper (our dog) and was very easy to work with. Lois provided us with photos/videos each day that we were away. I'd wholeheartedly recommend Lois as an excellent caretaker for your pet. We would definitely want to have her care for Jasper again!”


“Meredith was SO great with Billy Ray and SUPER super accommodating of my schedule and circumstances!! She’s really sweet and professional. She prioritized Billy Ray’s stay, and really helped me out in a jam!! Couldn’t have been more perfect!!”


“Shannon hosted our dog for a week while we went on vacation. I highly recommend her! We had a meet and greet prior and then checked in before the start day. Shannon was always quick to respond. She knows dogs so well and took great care of our lab. She also sent a couple of photos and videos while we were away. We will definitely be returning to Shannon the next time there is a need! Thank you so much Shannon!”



“I've never boarded my beagle Penny before so i was a bit nervous. Lisa immediately banished my fears during our meet and greet. She's very knowledgeable and kind and i could tell Penny was comfortable. Lisa sent lots of cute pics and even let Penny sleep with her. Mia daughter was so taken with Lisa that she made her a beagle gift. We'll definitely be visiting Lisa again!”

About: As a life long pet lover, I would love the opportunity to share my home with your cherished pet! We recently lost our Great Dane Cookie, so I am comfortable with dogs and puppies of all sizes and ages. Our fenced in yard and quiet dead end street allows for plenty of outdoor activities, whether playing ball in the back yard, or a nice walk around the neighborhood! Or if hanging out inside is preferred, we can do that, too! I live and work PT in the same town, so it's not a problem to get home for walks or potty breaks. My sister is in the vet medical field, and both my mom and aunt are in the pet sitting industry as well. I work part time about 5 minutes down the road from my house, so getting home for potty breaks or walks is not a problem at all. We have a fenced in yard, as well as live on a quiet dead end street. No other dogs live on any side of us. We recently lost our Great Dane Cookie, so we are looking for someone to love on.

“Karen kept me informed and communicated promptly. My dog absolutely loved his stay and would recommend Karen for anyone looking for someone to watch your beloved pets.”



About: I have had dogs my entire life 43 years. I have done pet sitting/walking on and off for about 20 years, I am pretty flexible schedule wise, able to handle multiple dogs. I will work to meet the needs of you as well as your furry companions. I am allergic to cats but capable of being around them. (Please tell me before hand so I can take allergy medicine) I am able to care for other pets as well ask if it is within my realm of care Capability. We can talk or meet at whatever is best mutually to interview and become aquinted with eachother and your pets. Any questions feel free to ask me I’m at a loss for words to meet the text requirements....lol My schedule is pretty open and flexible , I have my own business and make my hours work for me and the needs of animals I may be caring for. I care for your pets in your home , it’s usually easier for your furry loved ones. I have great references and 12 yrs of working in law enforcement.

“Ariel and her family were amazing with our pups! They got so much love and attention, I actually don’t think our dogs missed us at all. Ariel sent picture updates all the time which was huge for us since we left them for two weeks. Our dogs came back smelling amazing and happy! Thanks again Ariel, I think we found our pups home away from home!”


“Our dog stayed with Erica and Thomas & family for 2 nights. We were given updates throughout the stay. This was appreciated as it was his first time there. A beautiful countryside home with a big yard and drop off and pick-up went smoothly. Marino will be back.”


“Jessica was AMAZING with my doggie Ophelia! i booked very last minute and she was kind enough to accept! she kept me updated and sent me pictures! she was very welcoming, and when i dropped off i found comfort in knowing that her house was very welcoming as well! definitely using her next time!!”


“My Penelope seemed so happy to be with Jennifer and her family! She sent lots of updates and took great care of my doggo!”


About: I have had dogs, cats, birds and reptiles my entire life. I can handle all energy levels and know how to channel them accordingly to most breeds. I currently have a dog, Tiller! He is a 5-6 year old Black Mouth Cur rescue from Southold Animal Shelter and I treat him as my son! I have raised a few puppies to adulthood before him including my late Gimli, and have spent many many days with dog friends over the course of my life. Your fur baby will be treated like family and I believe that all creatures are allowed on the furniture! Life is just better with animals! I currently work remotely so I am able to give your pet 100% of my attention! I walk my own dog twice a day for 30-40 minutes and take him out for a “sun time” session weather permitting as well! I have a partially fenced in yard but I do have a short deck where Tiller my dog loves to sunbathe on his bed! I have an extra for a friend and am extremely careful with taking my dogs on walks! I have a very long driveway away from the road so it’s very private and serene where I live, the perfect getaway for your fur baby while you have to work or vacation! I can also (with permission granted) take your dog to the dog park if they are friendly with other dogs! If you are boarding with me, your dog is welcome to sleep wherever they would like as I believe animals are always welcome to feel right at home!

“I couldn't have asked for a better experience with Nadjeska as my pet sitter for my Ruby! Nadjeska's warmth and genuine love for animals are evident. Over the week and a half that she cared for Ruby, she provided not only exceptional attention but also sent regular updates and adorable pictures, which put my mind at ease. It was clear that Ruby was thriving in her care, and I loved seeing her happy and playful in the photos. Nadjeska's hospitality and dedication truly exceeded my expectations. I highly recommend her to any pet owner seeking a reliable and loving caretaker!”


“Samantha was such a wonderful friend to our baby Clover while we were on vacation. She sent lots of pics and updates and it was clear they both really enjoyed each other's company. She was also extremely flexible and accommodating when we needed to extend Clover's stay a few days, and we really appreciated that! Samantha will definitely be our go-to when we need a sitter in Westbrook!”


“Holly and her family are wonderful! Our dog, Fly, is anxious in new situations, but when she returned for her second stay, she ran right up to Holly very excitedly! Holly went above and beyond for Fly, providing her with lots of attention and exercise! We received daily communication and photos. I highly recommend!”


“Regular photo updates and great communication. Also great care of our dog! Our Mini Aussie did not want to go home, she wanted to stay with them!! Highly recommend”


“Liliana was the perfect person to watch our dog Reggie for the weekend! She was very responsive and kind, and sent us photos and updates throughout the weekend. She has a beautiful home and yard, and Reggie was so comfortable spending the weekend there. It was apparent that she loves dogs and is the perfect person for this role. We can't wait to come back to East Hampton to visit Liliana again! :)”

Loving dog boarding sitters in your neighborhood
Search Results




Jared R.
Star Sitter


“We had another great experience leaving our dog with Jared! He noticed she had a medical issue and offered to take her to the vet. We were coming home anyway and were able to take her and it turned out he was totally correct in his diagnosis! Jared saved the day. Plus the dog had a great time staying with him, as usual. Thanks, Jared!”


Britanny B.
Star Sitter


“Buddy had so much fun staying with britanny and her lovely family. He was actually sad when he came home 🤣 . We were kept updated with pictures and how he is doing throughout the stay . As others mentioned, he had a great vacation while we were away! Highly recommend and we will be back for sure!”


Carol R.Star Sitter

“Carol, I’m so happy I found you. Piglet adores you, and you are truly amazing with her. Thank you for making her food and taking her for walks and rides in the car. The pictures you sent are so cute. Carol is a diamond in the care of our fur babies. She has such a great ora about her, and Piglet came home very Zen. Thank you, Carol; we will see you again soon.🌹🐾”


Lois G.

“Lois was wonderful!! She provided excellent care when boarding our cockapoo for several days. She loved Jasper (our dog) and was very easy to work with. Lois provided us with photos/videos each day that we were away. I'd wholeheartedly recommend Lois as an excellent caretaker for your pet. We would definitely want to have her care for Jasper again!”


meredith m.

“Meredith was SO great with Billy Ray and SUPER super accommodating of my schedule and circumstances!! She’s really sweet and professional. She prioritized Billy Ray’s stay, and really helped me out in a jam!! Couldn’t have been more perfect!!”


Shannon C.Star Sitter

“Shannon hosted our dog for a week while we went on vacation. I highly recommend her! We had a meet and greet prior and then checked in before the start day. Shannon was always quick to respond. She knows dogs so well and took great care of our lab. She also sent a couple of photos and videos while we were away. We will definitely be returning to Shannon the next time there is a need! Thank you so much Shannon!”




Lisa O.

“I've never boarded my beagle Penny before so i was a bit nervous. Lisa immediately banished my fears during our meet and greet. She's very knowledgeable and kind and i could tell Penny was comfortable. Lisa sent lots of cute pics and even let Penny sleep with her. Mia daughter was so taken with Lisa that she made her a beagle gift. We'll definitely be visiting Lisa again!”


Amanda C.
About: As a life long pet lover, I would love the opportunity to share my home with your cherished pet! We recently lost our Great Dane Cookie, so I am comfortable with dogs and puppies of all sizes and ages. Our fenced in yard and quiet dead end street allows for plenty of outdoor activities, whether playing ball in the back yard, or a nice walk around the neighborhood! Or if hanging out inside is preferred, we can do that, too! I live and work PT in the same town, so it's not a problem to get home for walks or potty breaks. My sister is in the vet medical field, and both my mom and aunt are in the pet sitting industry as well. I work part time about 5 minutes down the road from my house, so getting home for potty breaks or walks is not a problem at all. We have a fenced in yard, as well as live on a quiet dead end street. No other dogs live on any side of us. We recently lost our Great Dane Cookie, so we are looking for someone to love on.


Karen F.Star Sitter

“Karen kept me informed and communicated promptly. My dog absolutely loved his stay and would recommend Karen for anyone looking for someone to watch your beloved pets.”




Kristin g.
“Kristin is always so great with my babies. She really is a loving person and care about my Sparky & Lulu. She sends photos from walks and the park & make sure they are kept safe.”


Ariel T.Star Sitter

“Ariel and her family were amazing with our pups! They got so much love and attention, I actually don’t think our dogs missed us at all. Ariel sent picture updates all the time which was huge for us since we left them for two weeks. Our dogs came back smelling amazing and happy! Thanks again Ariel, I think we found our pups home away from home!”


Erica & Thomas C.Star Sitter

“Our dog stayed with Erica and Thomas & family for 2 nights. We were given updates throughout the stay. This was appreciated as it was his first time there. A beautiful countryside home with a big yard and drop off and pick-up went smoothly. Marino will be back.”


Jessica M.Star Sitter

“Jessica was AMAZING with my doggie Ophelia! i booked very last minute and she was kind enough to accept! she kept me updated and sent me pictures! she was very welcoming, and when i dropped off i found comfort in knowing that her house was very welcoming as well! definitely using her next time!!”


Jennifer P.Star Sitter

“My Penelope seemed so happy to be with Jennifer and her family! She sent lots of updates and took great care of my doggo!”


Jamie S.
About: I have had dogs, cats, birds and reptiles my entire life. I can handle all energy levels and know how to channel them accordingly to most breeds. I currently have a dog, Tiller! He is a 5-6 year old Black Mouth Cur rescue from Southold Animal Shelter and I treat him as my son! I have raised a few puppies to adulthood before him including my late Gimli, and have spent many many days with dog friends over the course of my life. Your fur baby will be treated like family and I believe that all creatures are allowed on the furniture! Life is just better with animals! I currently work remotely so I am able to give your pet 100% of my attention! I walk my own dog twice a day for 30-40 minutes and take him out for a “sun time” session weather permitting as well! I have a partially fenced in yard but I do have a short deck where Tiller my dog loves to sunbathe on his bed! I have an extra for a friend and am extremely careful with taking my dogs on walks! I have a very long driveway away from the road so it’s very private and serene where I live, the perfect getaway for your fur baby while you have to work or vacation! I can also (with permission granted) take your dog to the dog park if they are friendly with other dogs! If you are boarding with me, your dog is welcome to sleep wherever they would like as I believe animals are always welcome to feel right at home!


Nadjeska R.Star Sitter

“I couldn't have asked for a better experience with Nadjeska as my pet sitter for my Ruby! Nadjeska's warmth and genuine love for animals are evident. Over the week and a half that she cared for Ruby, she provided not only exceptional attention but also sent regular updates and adorable pictures, which put my mind at ease. It was clear that Ruby was thriving in her care, and I loved seeing her happy and playful in the photos. Nadjeska's hospitality and dedication truly exceeded my expectations. I highly recommend her to any pet owner seeking a reliable and loving caretaker!”


Samantha O.

“Samantha was such a wonderful friend to our baby Clover while we were on vacation. She sent lots of pics and updates and it was clear they both really enjoyed each other's company. She was also extremely flexible and accommodating when we needed to extend Clover's stay a few days, and we really appreciated that! Samantha will definitely be our go-to when we need a sitter in Westbrook!”


Holly M.Star Sitter

“Holly and her family are wonderful! Our dog, Fly, is anxious in new situations, but when she returned for her second stay, she ran right up to Holly very excitedly! Holly went above and beyond for Fly, providing her with lots of attention and exercise! We received daily communication and photos. I highly recommend!”


Nala P.

“Regular photo updates and great communication. Also great care of our dog! Our Mini Aussie did not want to go home, she wanted to stay with them!! Highly recommend”


Liliana G.

“Liliana was the perfect person to watch our dog Reggie for the weekend! She was very responsive and kind, and sent us photos and updates throughout the weekend. She has a beautiful home and yard, and Reggie was so comfortable spending the weekend there. It was apparent that she loves dogs and is the perfect person for this role. We can't wait to come back to East Hampton to visit Liliana again! :)”
Shelter Island dog parents share their Rover experiences
Lisa was amazing with my long haired Chihuahua, Glory. Glory was very happy for the 3 days, and I’m not sure if she wanted to come home! lol I highly recommend Lisa. She was attentive and warm and communicated consistently about how Glory was doing in her care.

Our dog was clearly in good hands with Lisa and we would definitely ask her to take care of him again!!!

Lisa was an excellent host when I found myself in a pinch on Eastern Long Island. From start to finish she was communicative, flexible, and very loving to me dog. Her home in the RV Campground is lovely and super dog friendly, and her own 2 beagles were so welcoming of my dog. Thank you Lisa for your tremendous help. Hope I’ll get to use your services again.

Popular requests near you
Select a filter and find qualifying Shelter Island sitters!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!
The median cost per night for dog boarding in Shelter Island is $65
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.
Sitters in Shelter Island average 9 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 160 sitters provided dog boarding in Shelter Island. 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, 93% of Shelter Island dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Shelter Island have an average of 23 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 Shelter Island.
Rover makes it easy to find Shelter Island 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 160 dog boarding sitters in Shelter Island on Rover, so you’re sure to find the perfect match for your dog! In Shelter Island, 96% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.
