Dog Boarding in Wainscott

“Jared was an absolute pleasure to work with! He was so accommodating and stayed in touch with photos and videos throughout Daisy's stay. I would highly recommend Jared!”

Laura F.

“Carol took such amazing care of my Lulu and went the extra mile to calm her anxieties. I picked up a happy pup who I’m sure would love to stay with Carol again.”

Jen S.

“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!”

Loren D.

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.

“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!!”

Deborah S.

“Can’t thank Allison enough for taking such great care of Ruby!! She and her husband were amazing, kind, and the exact type of people you want caring for your beloved pet. The daily beach walk pictures made my day! I was so happy to see she was happy. Highly recommend!!”

Lucia M.

“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!!”

jennie F.

“Liliana is a very loving, flexible and attentive sitter. We boarded our Chocolate Lab with her for a week, and I could tell how much he enjoyed being with her, especially playing in the large fenced in yard.”

Mary W.

“Allison is definitely a great dog sitter that I would one hundred percent recommend, She was great at keeping in touch with us and answered all our questions (which were a lot btw), her dog Hudson is very well trained and a natural charmer he was very friendly with us and with Rocky and I appreciated that very much, Allison made sure our dog was very well taken care of.”

Jocelyn A.

“My pup has had separation anxiety in the past, however, not with Shannon & her family! She was happy, well taken care of, and tired coming home to us. Thank you, Shannon!”

Dawn 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.

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!

About: I offer a refined blend of reliability, attentiveness, and genuine care. Every walk is more than a routine. It’s a tailored experience designed to enrich and soothe, with most outings heading to the beach for a serene and invigorating escape from the ordinary. I treat your dog with the same devotion and discretion I would my own, ensuring every visit delivers consistency, comfort, and peace of mind. With a flexible, work-from-home schedule, I’m readily available to accommodate pets with special needs or those who thrive on constant attention. My secure, fenced-in yard provides ample space for play, making your pet’s time here feel like a true retreat. For pet care that feels personal, professional, and luxurious—this is where trust and comfort mee Pet care is woven into my schedule with designated morning, midday, and early-evening blocks reserved exclusively for walks, feedings, and enrichment activities. Because I work from home, I can readily adjust meetings around each pet’s needs while maintaining real-time monitoring and frequent wellness checks. This structure ensures consistent, attentive care without compromising professional commitments. I offer a secure, fenced yard that provides ample space for safe play and exercise. Additionally, being just a short walk from the beach, most outings become scenic and enriching experiences—offering a refreshing alternative to the standard neighborhood stroll.

“Lisa did a fabulous job of taking care of my 16-year old yorkie, Rocco. I was nervous to leave Rocco, but Lisa put my mind at ease and cared for Rocco as if he was her own. She was extremely responsive and sent me updates daily. I highly recommend Lisa!”

Sydney T.

“Nala and Del did great with Quincy and Zali for two nights and they sent us photos of their activities. Good experience and will use again. Thanks.”

Diane B.

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

Jeanierose B.

“Jessica was terrific! Perry had a great stay with her and Bella, and it was so helpful that she could pick him up and drop him off. Thank you Jessica! Hope to see you again soon!!”

Mary M.

About: I was raised with dogs my whole life, and offer options from walks, drop in visits, boarding, and day care. I can be your next reliable person if you ever want a helping hand to ensure the best care for your pup! My passion is animals. It has been for as long as I can remember, and with this job I will dedicate myself to your animals to make sure they are receiving love and attention while they are with me. I have called out of work just to make sure the dogs I’m boarding are receiving 100% of my care while they are with me. When I am boarding, dogs get walks all day long, come with me in my car, and are treated like a guest would be treated in my house. I even like to spoil them with pup cups from Starbucks while they stay with me!

“Nina was wonderful for my dogs boarding. She was responsive and let me know how Stella was doing each day. I felt very comfortable with her and look forward to booking her in the future!”

Caitlin L.

About: I’ve had dogs for 30+ years and now I’m retired with no dogs so have room for yours. I am gentle and playful as well as responsible and active. I do not take cats, sorry. I watch our daughter’s dog on occasion but would not watch him at the same time. I had a lovely chihuahua for 16 years, and a husky, as well as a fluffy white mixed pup, all healthy and happy and had their senior years with us as well. I’m retired and home all day doing eBay and other hobbies. I also take daily walks and would take your dog out often as well. I have a large fenced yard in a quiet neighborhood. I am also home a lot and allow the small dogs to jump up in my lap and furniture.