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.
About: I am a loving, responsible, reliable, friendly 38 year old who loves animals, especially dogs! I was born and raised in Southampton, NY. I work full time as a Human Resources manager for a company in NYC (I go into the city 2-3 days a week). I am looking to make some extra money and keep busy on my off days and remote work days, and why not do that by doing something I love! I can do dog walking/visits/feedings before, and I can do overnights (at your home or mine) as long as I am not out of town. I have many years of dog sitting (some cat) experience with dogs of all sizes and breeds. My entire life I have had at least one dog in my family home, I promise your dog will be in safe and loving hands!!! I am genially available as long as I’m not in the city for work. I go into the city 2-3 days per week but otherwise I’m very flexible! My home is safe and pet friendly. I can fit a crate if needed. I have yard space to walk dogs and live in a walkable neighborhood to take longer walks as well.
About: With hundreds of 5 star reviews on Wag, as well as ........, I have been a valued pet care (& childcare) professional in both NYC & the East End for over two decades. I am reliable, flexible, compassionate, and very patient. In addition to my extensive experience in the field, I also have professional dog training certifications; owning two self-trained PSDs of my own. I live in Southampton village full-time and am willing to travel up to 10 miles for bookings. I am also willing to transport pets to and from the beach for on or off leash nature walks. Please consider me when searching for professional, safe, and compassionate pet care! I teach full time at SES & SYS! I am available for pet care private services weekday afternoons after 4:30pm and anytime on Saturdays & Sundays! I have a fenced in yard and two professionally trained service dogs of my own as friendly companions, as well as one cat who thinks he’s a dog.
“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 !”
“Joseph is very professional, great communicator, and he is so knowledgeable about dogs and their behaviors. Our dogs were treated like family and you could tell they were treated so well by how relaxed they were when we got home. Highly recommend!”
About: As a child I grew up with strong ties to nature and animals. I have much experience with dogs, as I had two growing up, one of which is now a senior. I have experience handling different types of animals such as chickens, fish, turtles, cats, dogs, rabbits and hamsters. I’m a college student looking for some extra money on the side, so this would be the perfect job for me! I go to college mostly online, but I do have a class or two in person some days. I’m able to drop in whenever because I’ll be very much free. I can give your pet some comfort and take care of them while you’re gone! I love to go on walks and play with any furry friend!
About: Hi, I’m Finley! I’m a student here in New York, but I’m originally from Iowa and have been around dogs my whole life. At home, we have three Labradors, one is 13! I grew up training and caring for. More recently, my boyfriend and I rescued an Australian Shepherd mix who’s now 9 months old, and I’ve loved working with her through puppy training all summer! Since I don’t have any dogs with me in New York, I’d be so happy to share that same love and care with your pup. Why I’d Love to Care for Your Pet • Over 15 years of experience with dogs, from puppies to seniors. • Hands on training experience with both energetic and older dogs. • Active lifestyle with plenty of walks, playtime, and outdoor adventures. • Big fan of dog snuggles and quality downtime, too. • Flexible schedule to give your pet attention and care when they need it. (I’m mainly an online student so I have plenty of free time to watch your pup!) I miss my own pup at home so much, which is why I’d love the chance to take care of yours. I can’t wait to meet your furry family member and treat them like one of my own. Im currently a student but only have classes part time. My roommate is also a student who’s home whenever I’m not, so your pet will always have someone around at all times!! I have a pretty good size apartment and love to play and snuggle!! I also love to walk so your pet would get plenty of exercise.
About: I have grown up with dogs and various other animals my whole life!! I’m a huge animal lover and will treat your dog like my own :) I currently am a part time student so I have plenty of time to give to your dogs the full attention they need and deserve! I have a very large, isolated, fenced in yard that my old dog loved to play in!! I can crate your dog easily if needed!
About: I have over 35 years of experience caring for dogs, having grown up with them and always been around them. I specialize in taking dogs on long walks and engaging them in play, making sure they get the exercise they need. I've cared for dogs belonging to neighbors, friends, family members, and other clients, which has broadened my experience with different breeds and personalities. I work part-time and care for my elderly father, which gives me a flexible schedule for dog walking and weekend pet sitting. I lead an active lifestyle and love taking dogs on long walks and playing with them to keep them happy and healthy. I provide a safe and comfortable environment for pets at their home. I follow their routines and ensure they feel secure and cared for. Keeping pets safe is my top priority, whether I’m walking them or watching them at home.
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.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
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 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 October 2026, there are 317 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Wainscott. On Rover:
- 91% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 98% 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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