House Sitting Southold
Find a loving house sitter to watch over your pets and your home.

Over 32 pet parents in Southold have booked house sitting
Southold, 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’ve always loved animals and have experience caring for many different kinds of pets, including dogs, cats, chickens, and even reptiles! I’m very responsible, patient, and attentive, and I truly enjoy making pets feel safe, happy, and cared for while their owners are away. I’ve watched numerous animals over the years and understand how important it is to treat every pet like family. Whether your pet loves playtime, cuddles, walks, or just a calm and caring environment, I’ll make sure they get the best care possible! I currently work part-time, so I have a flexible schedule and plenty of time to give pets lots of attention, care, and playtime throughout the day. I’m available for walks, drop-ins, boarding, and pet sitting during most weekdays and weekends. I love spending time with animals and making sure they feel comfortable, safe, and happy while their owners are away. Your pet’s safety and comfort are always my top priority. I provide a calm, loving, and clean environment where pets can feel relaxed and cared for. I’m very attentive to routines, feeding schedules, medications, and any special instructions provided by owners. I also have experience around different types of animals and understand the importance of patience, supervision, and making pets feel secure.

About: Hi!! My name is Hailey!! and I’ve been an animal lover for as long as I can remember!! As a dog and cat owner myself, I understand how important it is to find someone you can trust with your furry family members. I currently have a Golden Retriever named Arlo and a cat named Clover, so I know the importance of providing pets with love, patience, exercise, playtime, and PLENTY of attention!! Whether your dog needs a fun walk, a drop-in visit while you’re away, or overnight care, I’ll make sure they feel safe, comfortable, and loved. Every pet in my care will be treated like they’re part of my own family. I’ll follow your pet’s routine, provide fresh food and water and medications, give lots of affection, and send plenty of photo and video updates so you can have peace of mind while you’re away. I’m a responsible online college student with a flexible schedule, and I am very dependable, organized, and attentive to each pet’s unique needs and personality. I know every animal is different, and I’ll always take the time to earn their trust and make sure they have a perfect experience!! I can’t wait to meet you and your furry best friend!! My schedule is flexible, allowing me to spend quality time with the pets in my care rather than rushing through visits. I understand how important routines are, and I’ll follow your feeding, medication, potty break, and exercise instructions carefully. I make sure pets feel at home and safe and comfortable my house is clean and spacious for your fur baby to play I will keep my eyes on your baby 24/7 till my service time is up I will make sure they are well fed and have plenty of water.
“Sarah was awesome as our dog’s pet sitter. She was so conscientious and attentive to all of his needs. It was very evident how much he enjoyed his time with her. Sarah was so good with our dog and and is an excellent pet sitter! Additionally, she sent many great pics and I felt very reassured that Koa was in great hands while I was away.”


“Elizabeth truly went above and beyond as a dog sitter for our puppy Fausto. We found ourselves in a last-minute bind while on vacation and reached out to her through Rover.com. Despite the distance and logistical challenges involved in getting to us, Elizabeth immediately offered her assistance without hesitation. Her kindness and willingness to go the extra mile were evident from the start. From the moment Elizabeth arrived, it was clear that Fausto was in excellent hands. She showered him with love and attention, treating him as if he were her own. We felt incredibly fortunate to have found someone so caring and dedicated to looking after our furry family member. Communication was seamless throughout the entire process. Elizabeth was consistently responsive to our texts and provided regular updates on Fausto's well-being. This level of attentiveness gave us peace of mind knowing that he was happy and thriving under her care. In summary, I cannot recommend Elizabeth highly enough to anyone in need of a dog sitter. Her commitment to prioritizing the needs of the pets entrusted to her care is truly exceptional. If you're searching for a top-tier sitter who will treat your dog with the utmost love and respect, look no further than Elizabeth. She exceeded our expectations in every way possible, and we are immensely grateful for her exceptional service.”


“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.”

“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: Hi, I’m Rachel, and I’ve been caring for animals for over two decades. For the past several years, I’ve traveled the country as a trusted pet sitter through reputable apps and personal referrals, providing high-quality care in homes across the U.S. What began as a lifelong love for animals has grown into a full-time calling rooted in reliability, intuition, and genuine respect for the pets and families I serve. Now that I’m back home, I’m excited to offer local pet care with the same level of professionalism and heart I’ve brought to every sit nationwide. Your pets’ comfort, safety, and happiness will always be my top priority :) I’m a homebody who works from home, so pet care fits perfectly into my day. I’m around to give them attention, keep them company, and make sure they feel safe and loved the whole time. I care for pets in other peoples homes currently, if it’s family, friends or clients I’ve met throughout the years, my main priority is to ensure a safe and healthy environment for every animal. This includes bathing, always making sure they have food and water/or following specific feeding times, play time, walks, pets, relaxation time.
“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!”

“Gavin was GREAT! He stayed with and played with our two kids (dogs) and lived in our home in East Hampton for close to 3 weeks while we were in New Zealand. While we were away he kept in constant touch with us supplying an endless stream of photos and videos clearly evincing the progress of the dogs trauma of us leaving, with the initial photo of the dogs look of being held hostage (semi joke) to the next of enjoyment with and of the dogs and the dogs change too). He clearly loved them and they loved him back. He is VERY communicative and we appreciated it. He follows direction well and since he lives nearby to us didn't have to travel far to take care of his other responsibilities such as other dogs (like his own). A very responsible fellow and will of course use him again when we return from FL.”

“This was our first time leaving our dogs with someone other than family, so we were understandably a little nervous. Julie was absolutely wonderful and took such great care of our dogs. She gave us complete peace of mind while we were away, and it meant so much to know they were in such loving, capable hands. We will definitely request Julie again and highly recommend her to anyone looking for someone they can trust with their pets!”

“I am very satisfied with Risa and will hire her again. She was excellent with our senior rescue and our crazy yellow lab pup. She showed up early and provided pictures and feedback during her visit. Risa has a pleasant demeanor. She is a nice young lady.”

About: I have grown up with a dog in my household my whole life! I have experience with everything from laid back Golden’s to high strung Sheppards! Dogs give me so much happiness and I can’t wait to make local dogs happy too! I can do anything from run with your dog to just hang out with them on the couch. Whatever you need I can be more then accommodating! I work 9-5 Monday-Friday. I’m available after work and on weekends as well! I’m all about getting your dog outside and being active. I think it’s important for them to get fresh air, sniff around and get all they’re bottled up energy out! I can’t wait to meet you and your fantastic furry friend! I’m currently working Monday-Friday, 9am-5pm. I’m available after work and on weekends. I’m available for dog walks, drop ins and can take care of a dog at the owners home. I will not be caring for dogs in my home but I am happy to come to your home and take care of your dog or cat.
About: I have always worked with animals ever since I was little. I grew up around a farm and took care of various small pets. I also have experience cat sitting and dog sitting from some friends. I have my own elderly dog who needs accommodations, so I’m ready for any task needed! 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: I’ve had dogs my whole life, from the day I was born to now! I volunteered at an animal shelter for a year too! I love animals and I love working with them, and hopefully that will become my future career♥️ I take care of my dogs daily and I walk them everyday. I am currently a full time student at a college, so for the summer I will be available every day. But starting late August, I will be starting my 3rd semester so I will be only available on the weekend’s! I wash my dogs, I take them on long walks, I feed them, and they love to cuddle. They are now senior dogs, so they sleep more often, but they are given the love and care that they need!😊
About: My name is Alex and I would love to care for your furbabies as if they were my own! I host one family at a time (up to three pets from the same family). This ensures a premium experience for your pet that is calm, friendly and enjoyable. I do not have children or any pets of my own-this way I am be able to maintain a stress free environment for your pet to avoid any anxiety or nervousness around children or new animals. It is my job to put you and your pets at ease while you are away or busy. I want to ensure a stress free experience for all. 🐾 I will always be around to supervise the animals while I petsit! I offer a happy and calming experience for your pet in which they will enjoy lots of attention and cuddles/playtime from me or naps and comfort time and relaxing music should they desire. I’ve taken care of a number pets throughout my life. I grew up with small terriers and had fish too. Friends animals were always like my own. I adopted my beloved cat Calvin when I was 21 and in December 2022, 11 years later, he passed away leaving a hole in my heart. He had many health problems such as asthma and IBS, for which he was on several daily medications. This taught me to administer oral medication in pill pockets and use an inhaler attachment for him. I miss being around animals in general now that he’s been gone. I am looking so much forward to being able to provide boarding in my lakeside home. At this time, I’m not able to offer housesitting, very happily offer drop ins house sits and walks! Kindly note: * if your dog has a history of aggression towards people or has indoor accidents frequently I will not be able to host them. *Experience with breeds such as greyhounds, who may need a more quiet atmosphere I am available consistently at the moment as I run a part time home business. 24 hour consistent time with your pet is ensured. If they wish they can also sleep in the bedroom/bed. The fenced yard is big enough to run around supervised and also has tiered retaining walls. I also have a separate area for a cat(s) and a walk in closet style litter box “room”. I have plenty of toys, treats and catnip. At this time, I’m not able to offer boarding, very happily offer drop ins house sits and walks!
About: Hello! I’m a local caretaker who always grew up with pets and have a passion for helping others. I currently have a B.S. in Applied Psychology and plan on pursuing my masters degree soon. I have taken care of family and friends pets over the years and am happy to provide references. Feel free to reach out if you are looking for help! I currently have a very flexible schedule, which allows for me to incorporate pet care as well as other services in to my weekly routine. I am happy to spend quality time with your fur babies, as well as drop-in visits. I enjoy exercise and love to go on walks and enjoy the fresh outdoors!
About: I am a big animal lover. I have experience with dogs, cats, bunnies, and chickens! I have raised kittens and chicks, and have watched both big and small dogs and rabbits. I am happy to house sit as well and water any plants you might have. I am a reliable, organized person that just loves to help out. I cannot have a dog of my own at this time, but I am looking to give my love to a puppy all the same! Please feel free to ask me any questions :) I am able to walk, house sit, and drop in during the day Monday-Sunday until about 2:30 pm with some exceptions! Generally this schedule works for my work I respect the home and check in with the owner first regarding expectations and what I should know about their pet. I strive to make a comfortable, fun, and friendly environment for your animal and will be sure to leave your home the way I came.
About: Animal lover since the day I was born! I have a 5 year old cat named Lilly who is extremely friendly with other pets so I can bring pets to my house. I worked at New York’s Best Pets on Dyckman 200 Street before it burned down unfortunately and there I took care of feeding, grooming and playing with the pets as well as customer service. I’ve taken care of many dogs in the past, from walking to dog sitting. I have given prescribed medicine to dogs when they needed it and have trimmed their hair when asked to, as well as given them a full shower and a good groom. I live next to Raynor Beach Country Park and I love going out for walks and runs so you know your dogs will always have a good time and stay fit! I’ve been taking care of pets most of my life and I want to give pets the best experience they’ve ever had. I’m athletic so I have plenty of energy to burn. With me, I can guarantee your pets will have a great time and you’ll be satisfied with how they’ve been taken care of!
The median cost per night for house sitting in Southold is $68
Pet parents share their Rover experiences - Southold
We love Maria! Cookie needs lots of snuggles and attention, and it is evident she gets all she needs and more from Maria while we are away. She isn’t stressed at all when we get back to her. Maria is very communicative, sends lots of pics, is good with our home, and is kind! She quickly became our go-to!

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.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer house sitting
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Southold
Select a filter and find qualifying sitters offering house sitting.Sitters in Southold average 3 repeat house sitting clients
FAQs for House Sitting - Southold
Frequently asked questions about Rover
The average cost for House Sitting in Southold on Rover is $77.7 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 543 sitters on Rover offering House Sitting across Southold. 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 Southold 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 Southold 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 Southold 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 Southold. On Rover:
- 96% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 96% 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.


