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Top rated Southold house sitters

“Jordan is fabulous. We had to book a house sitter at the last minute and Jordan responded quickly. We did a meet greet at our home with her and the dogs and we knew immediately Jordan was going to do awesome. She of took great care of our little guys and our house. Jordan is friendly, attentive to the dogs, and super easy to work with. She communicated throughout her stay giving us peace of mind knowing the dogs and our home were being well cared for. We will definitely use Jordan again !”



“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.”


“Jessica saved the day with my son’s wedding. I needed someone to watch my new 2 pound puppy. She sent updates and photos. Never used Rover before. Excellent experience will def use again.”


“Kimberly has a beautiful energy that the dogs responded well to. I could tell from the photos she sent that they were having a fabulous time playing with her. When I got home they were safe and sound and relaxed...and even a bit tuckered out, which was perfect considering I'd had a long day!”


“Sam was great! She took care of my dog, Frankie for 3 nights and was super responsive and communicative, sending pictures every day! Frankie looked happy and well cared for!”


About: I’ve spent my childhood with dogs and have provided dog sitting/walking services to my friends whenever they’re out of town. I love dogs of all shapes and sizes! I work a part time job with varying hours. I am usually off during the week. I’m looking for occasional and flexible cat or dog sitting visits. I am very respectful of clients homes and will follow all specified and agreed upon care instructions. I have my own transportation and am local to the Hamptons.

“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!”


About: I’ve had pets since I was 5 . Was thought to take well care of them and to give them the attention they need.i enjoy walking them , giving them baths and playing with them. I work Monday to Friday. Would be available to take care of pets on week ends and week days after work . I will always make sure they get the care they need . I cannot offer at home care since I don’t have fenced backyard and because o live with roommates. I can offer visits to your home on a schedule that is best for you and your fur baby .

About: I had a dog in my family for around 10 years. He was really the best. It was so fun to watch him grow up and take care of him through it all. I absolutely adore animals and love to give them attention, play with them and learn with them. I work full time but have different hours and sometimes will be available in the mornings, sometimes the middle of the day, and sometimes weekends! I will always have time for animals. I provide a safe and comforting environment for dogs and humans alike. I am very considerate and observant of everything around me so I will always make sure everyone is safe and having a great time with everything they need. I am very respectful of people’s space and always make sure to leave things the way I found them.

“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 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 had and cared for all kinds of animals my entire life. I have 15+ years of experience in pet sitting from cats to horses and most animals in between! I am available for house sitting and care daily! I usually take my own dogs on long walks or to the beach and would be happy to do the same with your pup! I have two friendly dogs to keep your pup company! I have the ability to crate your dog or put them in a gated room if needed.

About: Hi! I'm a passionate dog lover who truly enjoys spending time with furry friends. Whether it's going for walks, playing in the park, or providing the care and attention they deserve, I’m always up for the task. Your pup’s happiness and well-being are my top priority I am working 9-5pm I can walk your dog in the morning or after work. Let me know what time will be the best for you. I can go to your house and play with your pet or I can take to a dog park. Let me know what works best for you

About: I’ve always grown up with multiple dogs! Our family loves pups of all ages and sizes! I will treat your pup like one of our own! I work as a teacher. I’m able to do before school hours, after school hours, lunch time breaks and weekends! I am able to spend most of the day with your pup! I have a fenced in yard and one senior dog who spends most of his day sleeping! I live near the beach and love strolls down to the water!

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.
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Anica E.Star Sitter

“Highly recommend Anica! She is reliable and responsive and took great care of our dogs and cat. She left our home clean and sent frequent updates. 10/10!”


Carley T.

“I've had the pleasure of booking Carley twice now, and both times have been fantastic! She is reliable, attentive, and clearly loves animals.”


Jordan R.

“Jordan is fabulous. We had to book a house sitter at the last minute and Jordan responded quickly. We did a meet greet at our home with her and the dogs and we knew immediately Jordan was going to do awesome. She of took great care of our little guys and our house. Jordan is friendly, attentive to the dogs, and super easy to work with. She communicated throughout her stay giving us peace of mind knowing the dogs and our home were being well cared for. We will definitely use Jordan again !”




Kyle H.

“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.”


Dayanara J.

“She is very respectful, responsible and kind <3 my two dogs love her and she did an amazing job. Always send a lot of picture and fast respond”


Brianna E.

“Thank you so much. We always feel safe leaving our animals and home in your care. Definitely recommend you to friends and family.”


Jessica M.Star Sitter

“Jessica saved the day with my son’s wedding. I needed someone to watch my new 2 pound puppy. She sent updates and photos. Never used Rover before. Excellent experience will def use again.”


Kimberly G.

“Kimberly has a beautiful energy that the dogs responded well to. I could tell from the photos she sent that they were having a fabulous time playing with her. When I got home they were safe and sound and relaxed...and even a bit tuckered out, which was perfect considering I'd had a long day!”


Samantha S.


“Sam was great! She took care of my dog, Frankie for 3 nights and was super responsive and communicative, sending pictures every day! Frankie looked happy and well cared for!”


Lacina O.
“Lacina is an animal lover with an attention to detail. She cares about the pets in her life, and has always been someone I could depend on when in need. She has pets of her own, but also loves meeting all animals! Shes familiar enough with different pets and animals to read their body language and not push their boundaries or comfort levels. Lacina is a loving and trustworthy person, who’s been on both ends of needing care for her own pets and providing care for other’s.”


Emily S.


“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!”


Dayleene P.
“I’ve known Dayleene for a very long time and she’s been the most loving and trustworthy dog sitter I’ve met. My dogs love her as if she was family. I highly recommend Dayleene Phillips for this position”


Jessica S.
“Jessica is great with dogs. She loves them and they love her too. Dogs feel safe around her and gravitate towards her. She is very responsible, kind and caring. I would trust Jessica with any dog. She’s had a lot of experience training our dog as well as caring for him, from walking to feeding to administering medicine - whatever it was - Jessica always handled it and with ease. Give her a try - you’ll be very happy and more importantly your dog will be happy!”


Joseph S.

“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!”


Michelle B.
“I have been friends with Michelle since we were in preschool. She is so kind, caring and she loves animals! She has lived with dogs her entire life and they mean the world to her. In addition to being her friend we also worked together as lifeguards and caterers, where she demonstrated excellent people skills and was always very responsible. Michelle is the perfect person to care for your pets and I hope you meet her soon!”


Morgan A.
“Morgan has taken care of our dogs on numerous occasions as well as the pets of many of my friends. She is able to reach and connect with even the most difficult of pooches. She gives them her undivided attention, is down on the floor playing with them, takes them for long walks and shows them bundles of love. I call her the “dog whisperer.” She is amazing!! I would trust her implicitly and quite frankly, she missed her calling…she should have gone to vet school.”


Cintia S.
“Cintia is friendly, caring, and goes above and beyond in everything she does. It was difficult to find reliable help until I met Cintia. You can trust her with your fur baby. ❤️”


Rebecca T.
“Rebecca was amazing with my pup! She welcomed him into her home and showed him plenty of love while I was away! 10 out of 10 would recommend!”


Brice C.
“Whenever I travel or am working long days, Brice is my go-to for animal care! Whether taking my dogs to the beach or dog park for exercise, or hanging out with my kitties while the dogs play in the yard, I know they are being loved and well cared for! Brice is also an excellent dog trainer. My dogs have better recall since he has been looking after them, and he has even worked with me to ensure I am giving proper commands to ensure obedience and safety. My animals get so excited when he comes to the house- which tells me everything I need to know! I highly recommend him as a pet sitter :)”


Jess B.

“We had a wonderful experience with Jess. Would highly recommend her. She was attentive to our dog Finn. She is very friendly and reliable. Will definitely be using her again.”
Over 6 pet parents in Southold have booked house sitting
Southold pet parents share their Rover experiences
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Southold is $66
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 house 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.
Sitters in Southold 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 Southold on Rover as of Aug 2025 was about $66 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.
As of Aug 2025, there are 251 house sitters in Southold. 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, 85% of Southold house sitters respond in under an hour.
House sitters in Southold have an average of 19 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 Southold.
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. Southold 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.
