House Sitting Wainscott
Find a loving house sitter to watch over your pets and your home.
Wainscott, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Maria was absolutely wonderful with our dog, Milli! She was incredibly attentive, patient, and tuned into Milli’s needs from the start. You could tell she genuinely cares about the dogs she walks—she took the time to make Milli comfortable, gave her plenty of exercise, and sent thoughtful updates after each walk. Milli adored her and would get so excited every time Maria arrived! It’s such a relief to know our pup was in such capable and caring hands. Highly recommend Maria to anyone looking for a reliable and loving dog walker!”
“Ariel was fantastic. All the fantastic pictures and updates aside, our goldens had the best time. The girls were so well taken care of and I would certainly recommend Ariel to anyone!”
About: I was lucky enough to grow up with dogs and cats my whole childhood and have never spent a day in my house without a pet there. I love animals so much and it brings me so much joy to connect with them. I understand the patience and empathy it takes to get to know an animal and for them to feel comfortable around us. One day I hope to open up an animal shelter of my own on a big plot of land somewhere in the country and provide support to all kinds of animals. I currently go to college but I have afternoons and weekends free to play and care for your babies. I have breaks in my day as well in case your doggies get lonely or need a walk! In my home we let the animals come and go as they please with the doggy door, but we try and take the dogs on a long walk once a day to keep em healthy. We feed them dry food in the morning and wet at night. I try and spend a lot of time with my pets to create a familiar bond with them.
About: I’m a certified vet assistant with clinical experience working at a vet tech for 3 years. I have been dog and cat sitting for close to 7 years now. My clients have become more like family to me and I treat their pets like my own as I consider them to be. I currently work full time. I generally spend at much time at the home as I can. I have an hour lunch that i, depending on location, make my way back to spend time with my current clients before returning around 4. I like to provide as close to the same routine as my Clients dog(s) or cat currently have. My goal is to make sure my clients know their pets are in safe caring hands.
“My best friend, Roquefort, a 13 year old Great Dane has been suffering with mobility issues, resulting from aging. Albert proved to be a godsend as I have commitments in NYC without someone to care for Roq in my absence. He strictly adhered to all the details of care we covered and even provided more. Albert's general demeanor was perfect as he is a calm person with sensitivities to the needs at hand. Handling Roq was not easy, as he is a large creature requiring assistance to move about. He made my apprehension fade, knowing he would provide devoted attendance to Roq's needs, with much gentle treatment and constant awareness of his needs. I'm very glad that Albert is now a resource.”
About: I have taken care of dogs before. I have provided walks and spending the night. I have a golden retriever myself. I would love to become your pups new friend!! I am currently working part time but I am very flexible with my availability. I love being able to help all pups that’s I can A major important thing to safety is to make sure the pets and are in a safe environment making sure there is a fence all times. Having trust with the pet you are taking care of is super important as well
“Emily watched our dog in our home and was fabulous - our dog loved her and she sent great photos the entire time. I highly recommend Emily as she seemed to really enjoy spending time with our pup and took great care! Thanks !”
About: I have 8 animals of my own, both dogs and cats. I also work part time as a Kennel Technician so I am very familiar with different animal personalities and how I’m expected to care for them! Neighbors, friends, family & clients have relied on me to care for their furry friends and I’ve loved getting to know each one. I am pet CPR & First aid Certified. I work as a nanny from 11-5 as well as dog sitting overnights frequently. I work as a nanny from 11-5 in Southampton. College is online so that won’t be a problem right now. My scheduled days can change but shifts are no longer than 6 hours at a time, Mon-Fri. I live in Sayville. I have plenty of time in the morning & afternoon for long walks and fetch! My weekends are completely free. I will take wonderful care of your pets as if they were my own. My pups love to play outside and get lots of attention so I want to share the love!! It’s always fun getting to know your dogs and cats. I have built a trusted clientele over the last 3 years of being on Rover. I am very responsible and will care for your house just as well as your pets! I know it takes a lot to entrust someone in your home so I won’t let you regret it.
“Ava was amazing with our dog and with housesitting. She helped with our dog’s meds, did lots of walks in the woods with her, and checked in with us regularly. Couldn’t have been a better sitter! Thank you Ava!”
About: Hi, I’m Stephanie! A dependable, detail-oriented pet sitter based in the NYC/Hamptons with a genuine love for animals and providing high-quality care. I understand how important it is to have someone trustworthy, calm, and attentive looking after your pets and home while you’re away! I’m experienced with dogs of different sizes, temperaments, and routines, and I’m happy to accommodate everything from long beach walks and active playtime to slower-paced companionship and structured care. I prioritize communication, consistency, and making sure your pet feels comfortable, safe, and loved in their familiar environment. Whether you’re away for the weekend, spending time in the city, or traveling longer-term, I aim to provide a seamless, reliable experience and peace of mind for both you and your pet. I have flexibility in my remote work schedule where I can spend extra time with pets. I’m typically signed on from 9am-5pm with periodic meetings, but am able to step away for breaks during the workday. Ensure that your pet is comfortable with me! I usually prefer some extra time together when arriving to make sure they feel safe with me in your home.
About: I’ve loved dogs my whole life — I grew up with them and raised my own Chihuahua mix from a tiny puppy. Through her I got real, hands-on experience with crate training, leash walking, and basic commands, with a lot of professional training along the way. I’m great with puppies and happy to handle pills or meds if your dog needs them. What matters most to me is that every dog and family is different. Whatever routine and commands keep your dog feeling safe and loved, I’ll learn them and stick to them so your pup stays on their normal rhythm while you’re away. A few things that make me an easy guest in your home: I’m quiet, I don’t drink or smoke, and I don’t have pets or children of my own — so my full attention is on your dog and your space. I work remotely, so I’m flexibly available and your dog is rarely left alone. And as a Hamptons local, I understand the care families here expect for their pets and their homes. Because I work remotely with a flexible schedule, I build my day entirely around your dog. If your pup needs a walk every couple of hours, I can do that. If they’re happy with fewer, that works too. I love a good long walk, so if your dog does as well, we’ll have a great time — and if that’s not their thing, no problem at all. I’m also happy to do plenty of play and fetch in the backyard. Whatever level of activity your dog needs, I can provide it. I structure the day around their routine: when they eat, when they need breaks, when they want downtime. I’m mostly home, so your dog won’t be left alone for long. I do like to slip out for a yoga class here and there, but I’m always happy to talk through timing so it fits with what you and your dog are comfortable with. Since I’d be staying in your home, my focus is on two things: keeping your dog’s routine exactly as it should be, and treating your space with real respect. I’m extraordinarily committed to keeping your dog’s environment and schedule consistent — same routine, same rhythm, so they feel secure even while you’re away. And I see staying in someone’s home as a privilege. I’ll follow any house instructions you provide, and I’ll leave your home clean and just as I found it, if not better. I also know how nerve-wracking it can be to be away from your baby. When I had my own dog, I remember how much a quick photo and update meant to me — so I’ll keep you in the loop with regular updates so you can relax knowing your dog and your home are in good hands. Whatever you need to feel comfortable, I want to provide it.
About: Hi! I’m an experienced and reliable pet lover who truly enjoys caring for dogs like they’re my own. I’m active, attentive, and committed to keeping your pup safe, happy, and well-loved while you’re away.
“Amanda watched my very elder dog and two rambunctious kittens for a week while I was out of the country. Amanda was fantastic. She was great with all the animals. She even offered (and took) one of the kittens to the vet when the kitten had a minor issue. I’d gladly use Amanda again.”
About: I’ve raised and cared for four dogs with wildly different needs: two spirited mixed breeds, a clever Golden Doodle, and a loyal Rottweiler. This hands-on experience taught me how to adapt to every pup’s unique temperament—whether it’s managing a high-energy Doodle’s playfulness, building confidence in shy mixes, or reinforcing gentle discipline for strong breeds like Rotties. **What I Offer:** ✅ **Breed-Specific Insight**: Familiar with the quirks of designer breeds (like Doodles’ smarts + hyperactivity) and powerful guardians (like Rottweilers’ loyalty). ✅ **Puppy Fundamentals**: Housebreaking, leash training, socialization, and basic commands—no bad habits on my watch! ✅ **Tailored Care**: Your dog’s routine = my priority. Need a marathon fetch session? A calm cuddle buddy? Done. I treat every dog like family because, well, they *are*. Let’s chat about how I can keep your pup happy, safe, and thriving! I’m available in the afternoon after 7pm. On my days off I’m fully available for all your pets needs. Runs, walks, cuddles you name it ! Safety always comes first ! By first always figuring out what your pet is comfortable with and what they do not like ! My focus is to always make them feel welcomed and have fun !
“Catherine was great with our puppy! She’s communicative, and sends updates and photos. We felt at ease leaving our pup with her. She also took good care of our home. We would recommend her, and will be booking with her again in the future.”
“Camilla was wonderful watching our dog Bella on our mini moon! She was super flexible and accommodating to our schedule and our little Bella adored spending time with Camilla. I would definitely book with her again!”
About: I have been taking care of dogs and my own for a while. Friends and family always rely on me with pet care they need. I also volunteer at my local animal shelter during my free time. I am a very reliable individual and care for others, especially our furry friends! I currently go to college full time, but I do have some time during the holidays and weekends. I have a lot more availability when I am back home. When I am caring for pets at a client’s home, I respect their space and follow all instructions provided. I send updates to reassure the owner. I always make sure pets feel comfortable in their safe environment!
“Kyle is a great pet sitter, he was very conscientious of the animals needs and was great in the house. He kept me up to date and sent pictures and updates. My dogs loved him! I highly recommend.”
“Dominique is an absolute sweetheart and conquered my large, high energy dog head on with absolutely no doubts. Great communication skills, and Dakota seemed to take a very quick liking to her! Highly recommended for all of your dog sitting needs”
The median cost per night for house sitting in Wainscott is $75
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?
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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.
Meet local sitters who will treat your pets like family
1. Search
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Popular requests for house sitting - Wainscott
Select a filter and find qualifying sitters offering house sitting.Sitters in Wainscott average 3 repeat house sitting clients
FAQs for House Sitting - Wainscott
Frequently asked questions about Rover
As of August 2026, there are 324 sitters on Rover offering House Sitting across Wainscott. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Wainscott walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Wainscott maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Wainscott choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 .
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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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
- 100% 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.
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