House Sitting Southold
Find a loving house sitter to watch over your pets and your home.
Over 7 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.
“Sarah and Zen hit it off from the moment they met. Sara is very knowledgeable on dogs and really took good care of Zen physically and emotionally. Zen did not want her to leave!”
“Emily takes great care of our sheepadoodle she has watched her for many nights in our home over the years and it works out because our dog is comfortable and Emily takes pride in ensuring her happiness and leaves everything just as she found it - clean. 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: 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: 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’m a reliable and caring dog lover who genuinely loves spending time with dogs of all kinds. My neighbors and family members have often relied on me taking care of their dogs while they’re away which gave me experience in being attentive and patients to different dogs needs. Whether your dog needs a quick walk, some exercise, or just a little extra attention during the day, I’m here to make sure they’re happy, safe, and well cared for. I am currently working part-time so I am super flexible to work with you and your dogs schedule and routine. Whenever you need me I can try to accommodate you! In a client’s home, I respect their space and keep everything clean and organized while giving their pet plenty of attention, exercise, and affection. I make sure pets get enough outdoor time, stay hydrated, and feel relaxed while their owner is away.
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 Southold is $70
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 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 - 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 of House Sitting in Southold is $94 per night as of October 2026. Most bookings cost between $75 and $122 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 533 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.
<b>Tip:</b> 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 , 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 Southold. On Rover:
- 91% of sitters can help with special care needs
- 93% 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.
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