House Sitting Head of the Harbor
Find a loving house sitter to watch over your pets and your home.
Over 27 pet parents in Head of the Harbor have booked house sitting
Head of the Harbor, 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.
“Magda was a wonderful sitter for our dog and two cats! She took the time to do a meet-and-greet beforehand to make sure our pets were comfortable with her, and that our dog got along well with her dog, Frankie. She was very reliable and communicative while we were away and made sure to send updates with very cute pictures and videos! It made traveling much easier knowing our pets were happy and well cared for. We would happily book with Magda again! Highly highly recommend her to anyone looking for a trustworthy and caring pet sitter.”
“Another wonderful job by Amanda! Our elder dog Chelsea was getting over not feeling well and Amanda cared for her like she was her own. She gave lots of feedback and pics. Showered our Chelsea Girl with attention. Will book again!”
“Ava is an absolute gem of a care taker for both my cat and my home. I recommend her wholeheartedly. She is trustworthy and sent me many photos, even when communication channels were limited as my husband and I were traveling internationally. She richly deserves all five stars in my rating.”
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.
“I recently used Tricia for the first time for two nights of pet sitting with my senior chihuahua, and I couldn’t be happier with the experience! She was incredibly professional, attentive, and clearly has a genuine love for animals. She took such amazing care of my dog and kept me updated the entire time with thoughtful messages and photos, which gave me so much peace of mind. It meant everything knowing Winnie was in such good hands. I will absolutely be using her services again and highly recommend her to anyone looking for a reliable, caring pet sitter!”
About: I have owned dogs all my life. When I turned 10, I got my own dog and he has been my best friend ever since. I have experience pet sitting and dog walking! I am currently home for the summer, so I have plenty of time to care for your pets! I am available for most of June and July. I am happy to care for your animals in any way you see fit. Please provide me with detailed instructions outlining how to properly care for your pet!
“This is atleast the forth time Anthony And Melanie have stayed at the house during our trips taking magnificent care of Ollie. The are kind, pet knowledgeable and Ollie adores them! No worries when they are here looking after Ollie. Barbars and Frank Navetta”
“Melissa is simply amazing. We have re-booked her over 10 times for home visits and home sitting our pet, Scott. We all were going on an international trip of ~10 days and we were worried since this was the first time we using someone’s services to stay at home and take care of Scott. Punctuality is Melissa’s virtue and Scott was absolutely comfortable with her. All those 10 days, we were very peaceful and Melissa ensured, with pictures and videos of Scott, that we were always in touch! A very big shout out to Melissa for a fantastic service!”
“Lissette stayed with Bertha for the second time and once again we came back to a happy dog! Lissette is knowledgeable and communicative and we can tell she genuinely enjoys caring for dogs. We are so grateful to have found Lissette!”
“Tatiana did a fantastic job watching my puppy Wesley today. She played outside with him and sent me texts and pictures throughout the day. I would highly recommend her and can’t wait to book future events. I felt completely confident leaving my fur baby with her.”
“Great experience having Giana stay and care for our 14 year old Cocker Spaniel who we thought at this age would do better in her home environment. Giana was most professional, and I felt completely comfortable with my doggie and house in her care.”
About: Growing up, animals were always more than just pets—they were cherished members of the family. From a young age, I was surrounded by dogs and cats, each one showered with love and attention as though they were siblings. Whether it was a wagging tail or a purring cat curled up on the couch, I’ve always had a natural connection to animals, fawning over them and giving them the care they deserve. As I got older, I didn’t just care for my own pets—I was the go-to person for friends and family when they needed help. Whether it was feeding, walking, or just providing companionship, I loved looking after their animals as if they were my own. It was a joy to be there for their pets, whether it was a quick visit or a longer stay. I also had the rewarding experience of fostering dogs. It was incredibly fulfilling to provide a temporary home, offer love and stability, and then see them transition to a new family. Each fostering experience taught me more about patience, adaptability, and the diverse needs of different pets. Currently, I’m a proud owner of two wonderful cats who are like family to me. My commitment to their well-being is unwavering, and it’s this same dedication I bring to every animal I care for. Whether it’s a dog, cat, or anything in between, I understand the importance of personalized care, and I treat each pet with the same level of love and respect as I would my own family members. In every role, from fostering to pet-sitting, I’ve always believed that the best care comes from the heart. I’m happy to accommodate visits at times that work best for you and your pet, whether it’s early mornings, evenings, or weekends. Your pet’s care and comfort are my top priority, and I’m excited to work with you to find a schedule that fits your needs! When I visit your pet, my goal is to provide them with the same care and attention they would receive from you. During my pop-in visits, I’ll ensure that their basic needs are met, including feeding them, letting them out for bathroom breaks, and giving them the necessary playtime and affection. I always make sure to check that they are safe and secure while on walks, keeping a close eye on their surroundings and any potential hazards. I believe in treating your pet like family, so I’ll make sure they feel loved, comfortable, and well-cared for while you’re away. Whether it’s cuddles, playtime, or just a calm moment to unwind, I’m here to make sure they have the best care possible.
“Where do I even begin with Sharon- she is just SO INCREDIBLE!!!!!! We went out of town for 5 days and this is the first time we used Rover. Sharon came over to our home twice before we left to meet our animals and to go over all of the details. I was a little nervous about leaving our furbabies but let me tell you, I was so comfortable with Sharon taking care of them knowing they were in loving hands. Sharon sent me photos and updates of them every day and exceeded all expectations. I will forever use Sharon to watch our babies, they absolutely loved her!!! My skiddish scared cat even came out to greet her which never happens with anyone. Sharon is such a sweet, respectful person and I could not recommend Her enough. ❤️”
“Elisa did an incredible job house sitting and taking care of our dog, Stella! She was attentive, communicative, and I wouldn’t hesitate to reach out to her again the next time we have to go away!”
“Thank you so much for looking after Zorro on such a short notice. You were so accommodating and we felt at ease leaving him with you. You made the whole experience very comfortable. Thank you so much.”
“Catherine was great with our puppy! She’s communicative, and sends updates and photos. We felt at ease leaving our pup with her. She also took good care of our home. We would recommend her, and will be booking with her again in the future.”
“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.”
The median cost per night for house sitting in Head of the Harbor is $65
Pet parents share their Rover experiences - Head of the Harbor
Magda was a wonderful sitter for our dog and two cats! She took the time to do a meet-and-greet beforehand to make sure our pets were comfortable with her, and that our dog got along well with her dog, Frankie. She was very reliable and communicative while we were away and made sure to send updates with very cute pictures and videos! It made traveling much easier knowing our pets were happy and well cared for. We would happily book with Magda again! Highly highly recommend her to anyone looking for a trustworthy and caring pet sitter.
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!
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
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 - Head of the Harbor
Select a filter and find qualifying sitters offering house sitting.Sitters in Head of the Harbor average 3 repeat house sitting clients
FAQs for House Sitting - Head of the Harbor
Frequently asked questions about Rover
The average cost for House Sitting in Head of the Harbor on Rover is $86.03 per night (as of August 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 August 2026, there are 3,054 sitters on Rover offering House Sitting across Head of the Harbor. 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 Head of the Harbor 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 Head of the Harbor 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 Head of the Harbor 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 Head of the Harbor. On Rover:
- 90% of sitters can help with special care needs
- 92% 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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