House Sitting in Head of the Harbor
Find a loving house sitter to watch over your pets and your home.

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Top rated Head of the Harbor house sitters
About: I’ve grown up taking care of animals with my own pets. Have experience dog sitting and walking with puppy’s through elderly dogs. Always have been passionate about being dogs best friend. I am currently a student at Stony Brook taking 14 credits during the day. Message me for drop in visits or walking to find a time that works for the both of us. My home has a natural fence of a swamp. I take my elderly dog (Esther) out on walks every other day (ussally the beach) and on the off days we stay out in the back yard playing fetch. This seems to be the best schedule for an elderly dog full of life but with fading joints.
“We had Kelly come dog sit in January for a week. She was amazing! Very comforting for us that my dog, Sophie, would be cared for in my home. Sophie is normally an anxious dog. While Kelly was with her, Sophie was completely fine. I really enjoyed the photos of Sophie that Kelly sent me during her stay. Kelly stayed overnight for Sophie, she was very respectful of my home and left it the way she found it. I would highly recommend Kelly for your pet needs!!!!”

“Asher did a great job taking care of our 5 year old lab while we were away for the weekend. We returned to a happy dog and a well cared for house. I highly recommend him and plan on using him again.”


“This was our first time leaving our dogs with a sitter and also the longest we had ever been away from them, so we were understandably a little nervous. Our dogs can be very anxious and reactive around new people, but by the end of her stay they absolutely loved Staci. Staci was incredibly attentive, thoughtful, and proactive throughout the entire time we were away. She kept a close eye on anything that seemed even slightly out of the ordinary and always kept us informed. We especially appreciated the many photos and updates she sent each day, which gave us tremendous peace of mind while we were traveling. It was clear that she genuinely cared about our dogs and their well-being. We came home to two happy, comfortable pups, and we couldn’t have asked for a better experience. We would highly recommend Staci to anyone looking for a reliable, caring, and attentive pet sitter.”

About: I’ve always possessed a deep love for animals and have grown up around pets my entire life. I have several years of hands-on experience working at a grooming salon, where I assisted with bathing, feeding, and caring for dogs of all breeds and temperaments. I’ve also volunteered at local animal shelters, which helped me better understand dog behavior, body language, and each pet’s unique emotional needs. I’m patient, dependable, and committed to making every pet feel safe, comfortable, and loved while you’re away. I would be honored to care for your furry family member like they’re my own! 🐾 I recently graduated and am taking a gap year, pursuing additional courses as an aspiring physician assistant and working part-time in healthcare. My schedule is very flexible throughout the week, which allows me to dedicate plenty of time, attention, and care to your pets. I’m generally available most weekdays and weekends, except Thursdays. Your pet’s safety and comfort are my top priorities. I always take the time to understand each dog’s routine, personality, and needs to help them feel comfortable and cared for while you’re away. I’m attentive to body language, feeding schedules, medications if needed, and making sure pets feel safe, loved, and stress-free in their own environment. I’m also happy to provide regular updates and photos for peace of mind.
“Amanda was great with our kitties while we were away on vacation! She sent lots of updates with photos/videos and was very respectful of our space. Amanda went above and beyond during meal times as our kitties need to be separated and can be picky eaters. I would highly recommend Amanda for any of your pet care needs!”

“Kimberly was great! We've never used a pet-sitter before so were a little nervous, but Kimberly came over to meet us and our dog before we left and put our minds at ease. Our pup took to her right away when she visited and we appreciated the thoughtful questions she asked. She was a great communicator before and during her stay with our pup and sent so many great photos. Just got home from our trip and the house is spotless. Definitely recommend!”

“Ava is very responsible and conscientious. She sent lots of photos and checked in when she had questions, as well as responded to my questions. Max was well taken care of while we were away!”

“Melanie and Anthony were great with our dogs, even with one of them in heat. They kept them well fed and exercised. We were very pleased with the experience”

“We had an excellent experience with Jess, and could not recommend her more highly. She stayed overnight with our dog, in our home, and checked in frequently throughout the day, which gave us tremendous peace of mind while we were away. Communication was outstanding — she sent regular updates along with plenty of photos and videos, and was always responsive and thoughtful in her messages. Jess was incredibly respectful of our home, keeping everything clean, orderly, and exactly as we left it. Most importantly, it was clear that our dog was well cared for, happy, and comfortable the entire time. She is trustworthy, reliable, and genuinely attentive, and we felt completely confident leaving both our dog and our home in her care. We would absolutely use her again and recommend her without hesitation.”


“Kathy knows her business and has a natural connection with dogs. Our little Chihuahua mix is very shy with strangers, but Kathy gave her a "massage" that immediately won her over. We were very comfortable knowing Kathy was taking care of our dog and two cats for the holidays. Highly recommended.”


About: I’ve always had animals in my life and taken care of dogs and cats since I was little. There is nothing quite like having a pet; nurturing it yourself, forming that special bond and learning all those quirks that make each animal special. My own dog Maxie is very social and even at 10 years old is super playful. I wanted to be a pet sitter because I enjoy being around animals and taking care of them. It always makes my day meeting a new dog. I am comfortable with any kind of breed and any age. My hours are flexible and I have over 20 years experience. I am a teacher, I generally work from 7-2 but I available before 7 to make sure they are well fed. I can also come back on my lunch breaks to make sure they get some play time and need to go for walks as well as anytime after 2:30. I am also available on Saturdays and most Sundays. I would bring toys and treats for your fur baby so that they feel comfortable with me. I would ask their owners what their routine is and if they have any medical concerns I should be aware of. I would send them pictures of their pets throughout the day and keep their owners regularly updated on how they are doing. I normally walk my dog 3 times a day and feed him twice a day ( morning and night ) with snacks in the middle of the day with plenty of water and potty breaks. I would be doing the same things too. I usually play with my dog first thing when I get home and before we go to bed. I would do the same things too when I pet sit.
About: I absolutely love animals!! I had a Schnauzer named Loki years ago. I decided I wouldn’t have another puppy, but I’ve been having a blast watching other people’s dogs. It’s kind of like a fun uncle type of situation I’ve been thriving on lately. I have tons of experience watching and handling animals. Since my youth, I’ve been in love with nature. I even became an Eagle Scout! I’m passionate about animals and all life in general. I even thought about becoming a vegan, but that’s another topic of discussion… I’m a yoga instructor, so my schedule is very flexible. My free time is spent running, exercising, and studying. You can find me either outdoors or at a coffee shop! I am very communicative and attentive, so you can expect multiple text messages with updates on how your puppy is doing. Expect mini photo shoots!
“Hands down best dog sitter I’ve ever had. I’ve never felt more comfortable leaving my baby with anyone else. I received photos and updates throughout the day and the experience with dogs was unmatched. Thank you! Will definitely use again!!!”

“Trisha graciously watched my 2 older dogs at the last minute in my home. She was an amazing houseguest, and was incredible with my visually impaired dog who requires various daily medications. My other grumpy dog took to Trisha immediately, which is remarkable as he can be stingy with his affection. Thank you Trisha and we all look forward to seeing you again soon.❤️”


About: I’ve always had a love for animals and enjoy making pets feel safe, comfortable, and cared for while their owners are away. I understand that every dog has a different personality and routine, so I take the time to follow each owner’s instructions closely. Whether your pet needs walks, playtime, feeding, cuddles, or just a calm companion, I’ll make sure they feel loved and cared for. I work from home, so pet care fits very naturally into my daily routine. Since I’m home often, your pet won’t be left alone for long periods of time, and I can help keep them on their normal schedule so they feel safe, comfortable, and cared for. For house sitting, I’m also able to bring my work equipment with me, which allows me to stay with your pet while still working remotely and giving them consistent care and companionship. When caring for pets in a client’s home, I make it a priority to keep their routine and environment as normal and comfortable as possible. I carefully follow all instructions for feeding, walks, potty breaks, medications if needed, crate routines, and any house rules. I always make sure doors, gates, leashes, and fenced areas are secure, and I pay close attention during walks and playtime to keep pets safe. I’m respectful of every client’s home and will treat both your pet and your space with care. I’m also happy to send updates and photos so you feel comfortable while you’re away.
About: From reptiles to horses, i've been working in animal hospitals, hotels, petsitting and rescues for more than half my life. Love every type of animal and treat them always like my own. I have been in this industry for about 18years. It’s truly a passion of mine to ensure the best care is provided and to give owners peace of mind when they have to leave their pets or be able to help those who have never had to care for a hurt/sick fur baby. I have an American bully named Apex, a cat named Whiskey, 2 conures and a ball python. I am no stranger to the care and comfort needs of all breeds and species of animals. They are all loved and cared for diligently to make sure they feel at home and comfortable in any surrounding
Over 26 pet parents in Head of the Harbor have booked house sitting
Head of the Harbor pet parents share their Rover experiences
Tatiana was an amazing dog sitter for our dog, Steely! She kept us updated the entire weekend with messages and photos, which gave us so much peace of mind while we were away. It was very clear that Steely was well cared for, loved, and comfortable the whole time. We truly appreciated her communication, reliability, and kindness. We would absolutely recommend Tatiana to anyone looking for a trustworthy and caring pet sitter!

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. 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 away
3. 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 Head of the Harbor is $65
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 Head of the Harbor 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 Head of the Harbor on Rover as of Jun 2026 was about $65 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 Jun 2026, there are 3,057 house sitters in Head of the Harbor. 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, 83% of Head of the Harbor house sitters respond in under an hour.
House sitters in Head of the Harbor have an average of 14 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 Head of the Harbor.
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. Head of the Harbor 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.





