House Sitting Head of the Harbor
Find a loving house sitter to watch over your pets and your home.
Over 3 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.
“Beth was very caring to Buddy and stayed in touch with me daily on how he was doing. She took good care of my house as well and communicated quickly. I’d book her services again :)”
“☆☆☆☆☆ It was a blessing to find Sharon. She was truly wonderful. She gave great care to our pets and our home. She kept a pet journal and sent photos and videos of our two dogs. She brought in the mail, kept an eye on the place and alerted us to any issues. We will definitely use Sharon again.”
“Kelly was such a great caretaker for our babies and our house! She is so patient and loving; she took excellent care of everyone; and she gave us frequent photos and updates while staying at our house. We will absolutely ask her to care for our pets again!”
“We are so happy we met Nicole to watch our 2 pups and cat while we were away. She handled our 2 big pups like a pro - they are not the easiest and are a bit on guard when meeting new people but she quickly put them at ease. She sent daily updates and followed our instructions perfectly. I am very happy that we have Nicole to trust with our animals!”
“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!”
About: I’ve had a dog pretty much my whole life, so I’m very used to taking care of them and being around them every day. I also spend a lot of time around my girlfriend’s cat and help take care of her, so I’m comfortable with both dogs and cats. I genuinely love animals and I’m someone you can trust to make sure your pet is well taken care of and gets plenty of attention while you’re away. I’m a commuter engineering student at Stony Brook, so I have a pretty flexible schedule and spend a lot of my week at home. Most days I’m only on campus for a few hours at a time, and I’m free all day on Saturdays. I do have an occasional longer class day, but even then I’m able to plan around your pet’s schedule. A lot of my schoolwork is done on my laptop, so when I’m pet sitting I’m happy to study and do my work from your home, which means I can spend plenty of time with your pet throughout the day. I also usually go to a local gym for about an hour and a half in the evening, but otherwise I’m around and can be pretty flexible. I’ll follow whatever routine you already have for your pet so they can stay as comfortable as possible while you’re away. I’m active and in good shape, so I’m more than happy to take dogs on long walks or give them as much exercise as they’re used to. I can handle feeding, walks, playtime, bathroom breaks, litter boxes, and whatever else is part of their normal routine. I’m also completely comfortable sleeping with your pets if that’s what they’re used to, or giving them their own space so it’s really whatever you and your pet are most comfortable with. I’m happy to send pictures and updates too so you know they’re doing well.
About: Hi everyone! I wanted to get started on Rover because I have experience watching friends, family, and neighbors dogs and I would love to meet some more furry friends! My first job was working at a vets office walking the dogs in the back and since then I have been walking dogs and dog-sitting around my neighborhood. I also grew up with my amazing dog Maddie, so I understand your pets are more then animals they are truly family. I love creating a calm, loving and happy environment for your babies. I can't wait to meet them! I'm currently working part-time so I have a very flexible schedule. I am able go over and take care of them any date, time, or holiday. Dog Walks- Reliable exercise with care and attention. Check Ins- Feeding, playtime, or quick potty breaks I always want to provide a safe and loving environment. I will handle your fur baby with care, love, and intention. I require that I meet your dog before I take care of them. The most important thing is that there is trust between me and your dog.
“Maria was wonderful!! Our dog loved her and wasn’t stressed at all when we got home. She sent pictures and updates and overall was great to work with! She’s a gem!”
“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!”
“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!”
“Staci is wonderful. We just did a trial run for a longer trip and it worked out great! We have three dogs, one of whom is very difficult and she really was able to accommodate and work through his quirks. We also felt relaxed and appreciated her photos and updates.”
About: I've had ample experience pet sitting for friends, family, and neighbors. My experience includes working as a vet assistant at a clinic for cats. I also have experience giving medication to pets (one of my own cats requires daily shots). I am in school part time, so I have lots of availability. I can watch your pets overnight on weekends, and at flexible times during the week. I am not able to board any animals at my home, but I can and will make sure that your home environment is a safe and loving place while your pets are in my care.
“We had Sonnie of the duo stay at our house with our pups and we’ve never come back from vacation before and had the dogs been so relaxed. Sonnie did such a phenomenal job caring for our animals and our house. We felt incredibly comfortable leaving them in Sonnie’s care after two pre-vacation visits where our pets simply could not get enough of Sonnie. Sonnie showed kindness and understanding, sent us daily updates and pictures. I would definitely hire Sonnie again when we go away or just to let the pups out or walk them when we have a long day away. Thanks so much Sonnie!”
“Melanie and Anthony are absolute gems as pet sitters and house guests. They are so kind and caring- both towards animals and towards us humans - taking great care of all of us during their stay. They sent lovely photos of our pets being adored and living their best lives in our absence and they took great care to be respectful about my needs as a person with Celiac disease, even leaving extra GF staples for me and cleaning the house! They are truly great humans and we feel so lucky to have found them. Booking them again ASAP!!”
“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!”
“Jess took care of my 11 year-old puppy ☺️ for eight nights. She took excellent care of him, sent just the right amount of photos to put me at ease. The house was left very clean.”
“Gianna was fabulous!!! Great communication throughout the entire time. Both our dogs loved her very much. We would totally recommend Gianna for all your pets need. We had peace of mind while we were away knowing she was caring for our big puppies and staying at our house. 5 STAR :-)!!”
“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.”
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.
“Shannon was such a great sitter. The pups took an instant liking to her. She was excellent at communicating and keeping me updated. I certainly will book her again should the opportunity arise. Highly recommend! Thanks Shannon.”
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 $55.5 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 3,014 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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