Dog Boarding Wainscott
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Wainscott, Find top rated dog boarding
About: I’m so excited to be welcoming pups back into my schedule! I offer attentive, personalized dog walking with a focus on making every outing feel safe, happy, and special. I treat each dog like one of my own, with plenty of affection, patience, and individual attention. While I continue recovering from knee surgery, I’m currently accepting small, easy-to-handle dogs for walks. Whether your pup loves a leisurely neighborhood stroll, lots of sniffing, or a little extra TLC, I’m happy to tailor their walk to their personality and routine 🐾💜 I commute from NYC & The Hamptons, so my schedule varies slightly during the week. I encourage bookings and stays to be planned ahead of the week to ensure consistency and dependability. I provide my own pet-safe wipes to clean paws after outdoor walks, helping keep your home clean while maintaining your pet’s comfort. I’m mindful about the products I use and prioritize gentle, pet-safe options. I always ask before giving any treats and make it a priority to respect both your home and your pet’s routine. I aim to provide thoughtful, considerate care in every environment I’m welcomed into.
“Lois was so wonderful w my pup. She is conscientious and takes dog sitting very seriously, which gave me lots of peace of mind being away all day. We’ll definitely be booking her again next time I need a sitter!”
About: I’ve been surrounded by dogs my entire life and often care for friends’ pups while they’re away. I understand dog body language and believe dogs have feelings and miss their people just as much as we miss them! I’ll treat your pup like family, providing a safe, happy, loving home with plenty of attention and affection. I’m always happy to send photos, videos, and even FaceTime so you can see how your little one is doing! My 15 lb, 8 year old dog, Maisy, is sweet, mellow, and loves having a friend to chase squirrels with! She’s happiest with other friendly, easygoing dogs, so very high energy or overly playful pups wouldn’t be the best fit. Think of me as your pup’s personal nanny making sure they’re safe, happy, and loved while you’re away! ❤️ I am my own boss so I make my own schedule . I work from home full time . My dog gets 2 to 3 walks a day . Full run of fenced in back yard and a sunny deck . I have a fenced in yard. I am also close to the beach and can take them for a beach walk . I love throwing a ball or snuggling whatever your pet needs .
About: I have cared for my own animals for 20+ years and the older I get the more I love my dog. I currently have a dog named Sage she is a mutt and she is the biggest sweety. She also enjoys other dogs and is the best sister to her 3 cat brothers and sister and Bunny She also is very gentle with our 7 chickens that we let free range. We can keep them in their run if your dog isn’t as comfortable with the birds 😹 I love to take my dog to the beach and get our beach walks in and also chilling in the fenced in backyard. If you would rather your furry to stay home I am also very comfortable house staying. I have been a massage therapist for 25 years and feel very comfortable being in others spaces. Whatever the setting know your pup is safe and cared for like my own. I am currently freelance in my massage business so I have plenty of time and flexibility to spend time and walk your pup. And having a spacious backyard allows for play time too. I have a fenced in yard and also live on a very quiet dead end street in a quiet neighborhood where I enjoy walking the dogs. Where ever I am I always am sure to keep the dogs leashed.
About: I’m 59 years old and I’ve cared for many dog breeds since I was 10, poodle, lab, mixed breeds, golden doodle, pitbull mix. I take pride in how I take care of my dog from what I feed him, clean up after him, and keep him happy and comfortable. I believe I can offer the same attention to detail for a guest dogs needs. I am a full time programmer at the Riverhead County Clerk’s Office working 7-3 Mon-Fri, I would like to try boarding on the weekends and possibly during the week as I get more comfortable with this process I have a fenced in yard 4 foot fence, and own a 5 year old mixed breed terrier that loves to play. I’d be looking to care for friendly small to medium sized dogs that have are up to date on shots from the vet. I have a spare large crate if needed but it would be best if you have your own since your pet is used to that one. I’d like to see vet records of shots and meet before hand to make sure our pets get along
“We had a fantastic experience and highly recommend Jessica. She provided exceptional care for our 75-pound Standard Poodle, while we were away for a couple days. The communication was outstanding from start to finish, and the regular updates gave us complete peace of mind. It is incredibly reassuring to find someone so reliable, organized, and attentive.”
“Excellent experience boarding my dog with Kim! She has a lovely home with a big backyard; she gave my dog plenty of outdoor time and sent updates during his stay. I felt that my dog was very well cared for and would definitely use Kim’s services again in future.”
“Nicole is the best!! I was able to enjoy my vacation knowing my dog Cody was in great hands. Nicole took photos and gave updates often. Would highly recommend Nicole and will use her again in the future!”
About: I have a lifelong love and experience caring for animals of all kinds. Growing up on a farm surrounded by dogs, cats, cows, horses, and chickens, I learned early on that every animal has its own personality, needs, and special way of communicating. Today, I have a dog who is truly part of our family, so I understand firsthand how important it is to find someone you can trust with your beloved pet. I know the uncertainty that comes with leaving your furry family member in someone else's care, and my goal is to provide the same love, attention, patience, and compassion that I would want for my own dog. Whether it's playtime, walks, companionship, or simply making sure your pet feels safe and comfortable, I'll treat them like one of my own. Your peace of mind and your pet's happiness will always be my priorities! I love spending time outdoors, going for walks, and making sure animals feel happy, comfortable, and cared for. I understand that every pet has its own personality and routine, and I'm happy to adapt to their individual needs. Whether it's walks, feeding, playtime, or simply providing companionship, I approach every visit with the same care and attention I give my own pets. My goal is to make pet care a seamless, positive experience for both you and your furry family member! I believe pets are happiest when they feel safe, loved, and comfortable in their surroundings. Whether caring for pets in my home or yours, my priority is to provide a nurturing, stress-free environment where they receive the same love and attention I give my own dog. My goal is simple: to make your pet feel loved and cared for while giving you complete peace of mind.
About: As a child I was never allowed to have a pet. In college my best friend and I adopted a puppy named Wesley. I absolutely LOVE that companionship of having a dog and providing meaningful, loving life for them. I’ve had the opportunity to dog sit for many friends and family. I am looking for opportunities to be around love dogs and help assist others as they are away or in just in need of an extra hand! I currently work 8-4pm Monday-Friday with some flexibility in the schedule. If I know I’m advance that arrangements of Dog sitting I can make my schedule work with that. I adapt to your pets specific needs. If you are currently potty training, or crate training etc. we can make sure to continue that while I am dog sitting.
“Hannah was amazing! She watched our boy for 5 days on a short notice. This was Ryder’s first time away from family. She took such great care of him! We really loved all of her updates with pictures & videos of their activities together. Ryder came back very relaxed and happy. We could not have asked for a better experience. Thank you so much, Hannah! ❤️”
About: I’ve grown up with dogs but have experience with both dogs and cats. I have always had a natural love for animals. I’m caring, patient, responsible, and treat every pet as if they were my own. I enjoy getting to know each pet’s personality, whether they love to play, go for walks, cuddle, or simply relax by my side. My goal is to make sure your pet feels safe, comfortable, loved, and well cared for while you’re away. 🐾 I work remotely, so pet care fits naturally into my daily routine. I’m able to give pets plenty of attention and companionship throughout the day, including taking them outside, going for walks, playing, and giving them lots of love and cuddles. I enjoy having animals around while I work and am happy to make sure they feel comfortable, loved, and cared for. I like to keep things as comfortable and familiar as possible for each pet. I’ll follow their usual routines and any instructions you provide, while paying attention to their personality and individual needs. Whether they’re energetic, shy, or more laid-back, I’ll make sure they feel comfortable and have a positive experience while you’re away.
“Nina was great and we will definitely use her again. She had no problem managing our playful puppy, sent pictures throughout the day, and took great care of her. She was great at communicating and our puppy returned to us happy and healthy.”
“Lourdes was an absolute life saver! I needed someone to watch my dog for a couple hours super last minute and she came through. Picked him up and treated him like family with no hesitation! I would absolutely booked her 1000 times again! Thank you so much!”
“Daisy had a great stay with Kelly and her three dogs. Kelly is obviously very good with dogs and Daisy fit right in within minutes after arriving. Also got daily updates/photos and a video, so made it easy know Daisy was having a good stay.”
“Emily was so great with our dog Rua. She was so communicative and responded so quickly to any questions we had, she sent photos and updates which is always great to have peace of mind. I would 100% recommend Emily to anyone looking for a great sitter for their little buddy. Thank you!!”
About: I am a dependable and responsible person who has a passion and a love for dogs and wishes to care for yours. I have grown up around dogs my entire life and have loved and valued each one in my life. I adopted 2 dogs in my life and the love I feel/felt for them is like no other. I trained and raised my dog that I adopted at 19 and have been a pet sitter for multiple families throughout the years. I am now a stay at home mom looking to care for dogs for extra income. We are home bodies that usually love to stay local and enjoy our home. I’m a stay at home mom and my partner works remote so our dog gets tons of love and attention throughout the day. We have a large fenced in yard and our amazing dog churro to keep your pet company. Daily walks and playtime outside is a must.
The median cost per night for dog boarding in Wainscott is $65
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 to book dog boarding
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 for dog boarding - Wainscott
Select a filter and find qualifying sitters offering dog boarding.Sitters in Wainscott average 10 repeat dog boarding clients
FAQs for Dog Boarding - Wainscott
Frequently asked questions about Rover
As of November 2026, there are 197 sitters on Rover offering Dog Boarding across Wainscott. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
97% of sitters in Wainscott can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Wainscott 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 Wainscott.
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.
Yes, you can find sitters who have experience with handling special pet needs in Wainscott. On Rover:
- 94% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
You and your Wainscott 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 NY 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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