House Sitting in Wainscott

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Top rated Wainscott house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Anica E.
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Anica E.
from
$85
per night
5.0 out of 5.0 stars
41 reviews
12 repeat clients
26 years of experience
Cutchogue, NY, 11935

I almost don't want to leave this review, because Anica is so fabulous I don't want anyone else to snatch her up! Anica is just what you are looking for in a pet sitter...we have two Tibetan spaniel rescues from ARF, one is very friendly and active, while the other one is terribly shy. She managed both of them brilliantly. I will definitely hire her again and again and again...Now I can have a social life! Thank you Anica!

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Nissa L.
Sitter Profile Image: Derick P.
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Derick P.
from
$30
per night
8 years of experience
East Hampton, NY, 11937

About: Caring for dogs has always been second nature to me. It’s something I’ve done since I was little, and it’s become a true passion. Just like my heritage, I take pride in doing my best, whether it’s training energetic puppies, comforting senior dogs with extra care, or simply giving every pup the love and attention they deserve. I’m patient, reliable, and always tuned in to each dog’s unique personality and needs. I’m a born and raised local from East Hampton, and I currently work full-time in the village five days a week. I’m available after 5 PM every day and have two days off during the week, which gives me plenty of flexibility for walks, drop-ins, or overnight care. Having my own license makes it easy for me to travel around and help out wherever I’m needed. Living and working locally lets me stay connected and reliable for the pets and families I care for. When caring for dogs in my home, they have a big backyard to explore with plenty of space to run and play. I live on a quiet, friendly street, perfect for walks, outdoor time, and keeping pups relaxed and happy. I also live close to the springs dog park and local beaches. When I’m caring for pets in my clients’ homes, I make sure to follow their routines closely so the dogs feel safe and comfortable in their own space. I give them plenty of attention, playtime, and affection, treating every pet like my own. Whether it’s at my home or yours, I always make sure they’re loved, cared for, and well looked after.

Sitter Profile Image: Joselinne G.
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Joselinne G.
from
$150
per night
5 years of experience
East Hampton, NY, 11937

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!

Sitter Profile Image: Lilah M.
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Lilah M.
from
$100
per night
5.0 out of 5.0 stars
2 reviews
1 repeat client
8 years of experience
East Hampton, NY, 11937

About: I’m 27 years old and have been around dogs my entire life. I currently care for three dogs—one of my own and two family dogs—so I know how important daily exercise, attention, and love are for them. I have plenty of experience with dog walking and making sure pups get the activity and care they need. I currently work at Village Hall from 9am–4pm, which gives me plenty of flexibility to care for pets before and after work, as well as during my lunch break at noon. I’m able to fit in walks, playtime, or check-ins throughout the day to make sure your pup gets the attention they need When caring for pets, whether in my home or my client’s, I make sure they’re in a calm, safe, and structured environment. I take time to learn each pet’s routine, personality, and any specific needs before visits begin. I keep all spaces clean, secure, and free from hazards, and ensure gates and doors are always properly closed. I believe trust is built through consistency and communication, so I provide regular updates and photos to keep owners informed. I handle every pet as if they were my own—with patience, affection, and attention to detail—so they always feel comfortable, loved, and cared for.

Sitter Profile Image: Morgan A.
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Morgan A.
from
$100
per night
5.0 out of 5.0 stars
7 reviews
1 repeat client
20 years of experience
East Hampton, NY, 11937

We were able to book Morgan last minute and she was fantastic! Great communication, super friendly, and took wonderful care of our dog, Woody. We were able to relax and enjoy our trip knowing he was in such good hands. Highly recommend! 🐾

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Veronica S.
Sitter Profile Image: Kriss P.
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Kriss P.
from
$35
per night
1 year of experience
Wainscott, NY

About: Your dog is going to have a good time with me because I really enjoy time with them, they make my life better every single day. In my opinion the safest way to know the love is sharing time with dogs, they always let you know how happy they are to have to near, they just are always good and better for our life with the hability to change a bad day in a few minutes with some with some licks and barks from them. Dogs are love, Joy, loyalty for everybody around the world. Undoubtedly! I am 100% sure about it. Let me be happy with your dog too :) I will be so glad I am a part time employee, so I have always some time to take care of your dog when you are busy and need some help with your fur friend I have an spacious home with one dog and always door open to receive your dog when you need help taking care of him or her

Sitter Profile Image: Jennifer F.
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Jennifer F.
from
$35
per night
5.0 out of 5.0 stars
4 reviews
15 years of experience
Mattituck, NY, 11952

Jennifer and Emily meet in the morning of the November 15. Emily can be very shy. She immediately like Jennifer. I certainly did too! She is so sweet. She talked so nicely with Emily. We disgusted how she can be shy and she is afraid of most things. Talked food time and bathroom habits. Jennifer left and then came back for the appointed time. Emily was very happy to see her. Jennifer provided many pictures of their time together while I was out. My Emily was happy to see me come back but, not about Jennifer leaving. Emily went to hide after she left. She was upset with me that Jennifer had left. She ignored me for the rest of the night. Jennifer had made quite an impression on her. Jennifer is an unbelievable person. Hiring her would be a blessing to you and your pet. I give her 10 out of 10.

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Donna P.
Sitter Profile Image: Kyle H.
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Kyle H.
from
$50
per night
5.0 out of 5.0 stars
19 reviews
9 repeat clients
24 years of experience
Calverton, NY, 11933

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.

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Claudia F.
Sitter Profile Image: Samantha P.
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Samantha P.
from
$205
per night
5.0 out of 5.0 stars
4 reviews
1 repeat client
18 years of experience
Southampton, NY, 11968

About: Proud adoptions coordinator at ARF while also engaging in all aspects of animal care life across the shelter. Aspiring licensed vet tech currently taking courses. I've been around dogs most of my life. Pitbulls particularly are my spirit animal. I have acquired experience with a multitude of animals working in a veterinary hospital, which sparked the direction of my career with animals. Very experienced with shy, anxious, fear based pups. Do you have an animal that has social anxiety, is skiddish, or Is your dog nervous or selective? I’d love to see if I am a good fit for them. I have full availability for pet sitting and dog walking on Tuesdays and Wednesdays as well as the evenings. If you are local to Wainscot there may be more availability. Unfortunately, I cannot accept other animals in my home at this current time but perhaps one day in the future. I have my indoor cat at home with my significant other and I would love to drop in to tend to your pet(s) or go for walks!

Sitter Profile Image: Carol R.
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Carol R.
from
$100
per night
5.0 out of 5.0 stars
11 reviews
4 repeat clients
25 years of experience
East Hampton, NY, 11937

About: I have a deep love for dogs and 25 years of experience caring for them. I can assist with training, administer medications as needed, and ensure your pet receives plenty of exercise, attention, and loving care. "As a work-from-home professional, I have ample time and a genuine love for animals. I offer a variety of pet care services, including boarding, home sitting, daycare, walks, and playtime, available on both weekdays and weekends." I'm flexible and can adapt to your dog's specific care needs. To ensure a safe environment for all, dogs will remain on a leash on my 3-acre property unless they are exceptionally well-trained off-leash. Please let me know if you'd like to include walks on Bay Beach, the beach, or at a dog run in your dog's care plan.

Sitter Profile Image: Kristin g.
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Kristin g.
from
$100
per night
5.0 out of 5.0 stars
2 reviews
25 years of experience
East hampton, NY, 11937

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.

Sitter Profile Image: Lindsey F.
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Lindsey F.
from
$55
per night
18 years of experience
Southampton, NY, 11968

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.

Sitter Profile Image: Emily S.
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Emily S.
from
$125
per night
5.0 out of 5.0 stars
33 reviews
9 repeat clients
15 years of experience
Hampton bays, NY, 11946

Emily is wonderful. Our dogs are getting older and require medication, one requires an insulin shot. Emily handled them seamlessly and with great care. We’re so glad we found her!

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Mary C.
Sitter Profile Image: Grace Woods S.
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Grace Woods S.
from
$125
per night
5.0 out of 5.0 stars
1 review
1 repeat client
2 years of experience
Southampton, NY, 11968

About: I’ve been a dog walker and pet sitter for almost four years, doing drop-in visits and walks for dogs of all sizes and personalities. I’ve also grown up with animals my whole life — two dogs, a few cats, and even small pets like rodents — so I’m comfortable caring for all kinds of animals. I’ve also fostered cats, which has given me even more experience with pets that have different needs and personalities. I truly love spending time with animals and making sure they feel safe, happy, and cared for while their owners are away. typical day usually includes a mix of walks, drop-in visits, and spending time with the pets I’m caring for. I make sure each dog gets a good walk, some playtime, and plenty of attention. For cats or smaller pets, I give fresh food and water, clean up after them, and spend time keeping them company. I love going for neighborhood walks, playing fetch, or just giving belly rubs and cuddles. Every visit is about making sure the pet feels happy, comfortable, and cared for while their owner is away. When caring for pets in a client’s home, I follow their usual routine as closely as possible to help them feel comfortable and stress-free. I make sure they’re fed on schedule, get plenty of walks and playtime, and always have fresh water. I keep things clean, give lots of love and attention, and make sure they’re never left bored or anxious. I also send photo updates and messages so owners can relax knowing their pets are happy and in good hands.

Sitter Profile Image: Alexia H.
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Alexia H.
from
$75
per night
6 years of experience
Southampton, NY, 11968

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. Unfortunately, I live in a housing that does not allow for pets. 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.

Sitter Profile Image: Brice C.
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Brice C.
from
$75
per night
5.0 out of 5.0 stars
6 reviews
1 repeat client
25 years of experience
Southampton, NY, 11968

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.

Sitter Profile Image: Patricia L.
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Patricia L.
from
$100
per night
9 years of experience
East Hampton, NY, 11937

About: Since I was a child, I’ve always been surrounded by pets and truly consider them part of the family. Over the past 9 years, I’ve gained hands-on experience caring for dogs of all ages and personalities—from energetic puppies to senior dogs with health needs. I currently live with a sweet senior corgi, so I understand how important it is to offer patient, attentive care that matches each dog’s routine and comfort level. Whether it’s giving medication, going for a long walk, or offering calm companionship, I always care for pets as if they were my own. Pet care fits into my weekly routine perfectly. I currently work mornings and have open availability in the afternoons and evenings for walks, visits, and short-term sitting. My flexible schedule allows me to give your pets the time, attention, and consistency they deserve, especially during the summer months. I will care for your pets in the comfort of your home, where they feel safest. I follow your instructions closely to maintain their routine and create a calm, stress-free experience. I always communicate clearly and send regular updates to help you feel at ease while you're away. You can trust that your pet is in loving and attentive hands.

Sitter Profile Image: Melissa S.
Verified Enhanced Background Check
Melissa S.
from
$100
per night
5.0 out of 5.0 stars
22 reviews
4 repeat clients
30 years of experience
Water Mill, NY, 11942

About: We have loved working with Rover and pet sitting! Meeting so many nice people and their awesome pets! When we dog-sit, the dogs are treated with love and just like another member of our family. I am very responsive and respectful to the owners and pets needs, including schedules, treats, walks, medication, etc. We have a very large fenced in yard and a safe neighborhood for walks. We can accommodate crates, but do not require them. What ever makes you and your pup the most comfortable! I also have a gated in area in the house just for your dog so they are especially safe when I leave the house. We are a busy family but in the summer, I am home most of the time. We have our super friendly dog Fellini., so typically a new visitor, just jumps right in and Fellini shows them the ropes. As a teacher I’m off all weekends, holidays, summer and during the school year, someone is always home by 3, leaving lots of time for the doggies. I will do whatever you request and/or are comfortable with as the owner, leaving the pet out during the day or crating. Whatever you think is best! I've even had dogs on a scheduled nap time :) open communication here is important! I will ALWAYS send photos but usually do this via text as the app is a bit burdensome.

Sitter Profile Image: Albert Z.
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Albert Z.
from
$160
per night
5.0 out of 5.0 stars
5 reviews
1 repeat client
15 years of experience
Southampton, NY, 11968

About: I have an immense amount of love for all animals. I enjoy getting to know each individual pet and their needs. It brings me joy to connect with each one of them. I am a seasonal farm worker. I am outdoors most days in nature, whether at the farm or in the garden. I spend lots of time walking in nature. I have a home in Southampton, close to nature trails and the ocean beaches. I also have an apartment in Brooklyn where I frequent the parks nearby. I have a small Boston terrier mix who is a delight to be around for humans and animals alike. I am happy to accommodate to your pets needs.

Sitter Profile Image: Kurt F.
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Kurt F.
from
$95
per night
5.0 out of 5.0 stars
63 reviews
18 repeat clients
30 years of experience
Montauk, NY, 11954

Kurt was great with our 2-year-old Frenchie. He was very responsive and able to accommodate us at the last minute. He was attentive throughout the duration of the sit and sent frequent updates and photos. You can tell he is a real dog lover, which put our minds at ease. I would definitely recommend him for your Montauk petsitting needs!

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Melissa B.
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Over 1
pet parents in Wainscott have booked house sitting

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  1. 1. Search

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  3. 3. Book & Pay

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The median cost per night for house sitting in Wainscott is $80

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Wainscott average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Wainscott on Rover as of Jan 2026 was about $80 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Wainscott house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jan 2026, there are 150 house sitters in Wainscott. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Wainscott house sitters respond in under an hour.

House sitters in Wainscott have an average of 16 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Wainscott.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Wainscott house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.