House Sitting Chatham
Find a loving house sitter to watch over your pets and your home.
Chatham, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“It's been a minute since I used Rover (eight or nine years goes by quick). I had a great Rover sitter out West many years ago when there was no whites on his face, butt, and paws. He was just a black pup then. He walked, ran, and leapt pain-free. 'Mack', like his owner, has just simply gotten older, and is described with whatever adjectives come with the word, 'old' since. Enter Angela. I reached out to her a couple weeks before I was leaving for a week, and she responded promptly. She came to my house a few days later, over the weekend, to meet him. Mack is vocal, overly so at times, and is protective of me, in spite of my attempts to dissuade that behavior, constantly, for 13 years. Get near me, he barks. Just the way it is. Angela gave him a treat here and there while being unwavered and kind to him. He was nipping her heels as I showed her around my place... ...still unwavered and kind. I knew she was the right person, and she took the job which was staying at my house with him for a week. She walked the old man every day, took excellent care of my house (absolutely not asked of her), easily navigated a farmer's dog diet, and fired happy/action pictures of my dog to me every evening. He was definitely loved. He showed his belly in return. He doesn't do that for just anyone. I could tell he was kinda bummed it was me in charge again when I returned. I wanna keep Angela to myself, but it's only fair to recommend her. She's responsible, beyond trustworthy, and truly great with doggies! Highly recommended!”
“Zuzana was amazing! She walked Roosevelt every day and sent us cute photos and videos. I was afraid Roosevelt wouldn't want to come home. We will use Zuzana again for sure. Highly recommend!”
“Skyla was great! She confirmed our plans and any instructions beforehand, and kept us updated with pictures and notes. She stayed at our house and everything was left in good order - including a very happy dog:)”
“Emily took great care of our two (very large) dogs! She also sent pictures of our cat, brought in packages, and was a big help filling in last minute when another sitter canceled. Would definitely rebook!”
“So glad I found taylor! My life is full of last minute things and finding someone who is awesome, trustworthy and reliable on the peninsula is GOLD!. She came by to meet the dogs and the vibe was so great, my dogs settled in with her quickly. I got daily updates and pictures (sometimes I was extra and needed more, I missed them!!) She left the house clean and tidy. Even washed the sheets from the bed 🥲 left a sweet note on the counter and I truly hope she meant it when she said she would watch them anytime because... that will definitely be used! Thank you Taylor for being a sweet, kind soul, that my doggos and I trust!”
“Caroline is a conscientious, caring and dependable sitter that did an excellent job with my two pups. . I strongly recommend her for anyone needing a stay-over sitter. She communicated well and went the extra mile to adjust food when one of my dogs had some GI issues and the house was in good shape when I returned from a 4 day trip. You can’t go wrong with Caroline and I will reserve her again in the future.”
“What could go wrong went wrong with my dog while we were out of town. Dana kept me updated on everything and got him to his vet, then brought him to the hospital. She didn’t leave my dog’s side until the hospital admitted him. He was stabilized and I now have him home! Thank you, Dana for picking up on his symptoms and getting him the care he needed!”
About: Hi my name is Ali! I have taken care of dogs since Sumer of 2023. For people that live around me. I can walk, feed and spend the nights with them for however long you need! :). I am very flexible with time! I can do any days of the week for your pet as needed! It can be morning or night:) I will take them for desired time for walking, feeding, and household care if necessary. I am also willing to stay overnight when necessary for care.
About: I’ve grown up with dogs of all kinds—big, small, energetic, and everything in between! From Huskies to Pitbulls, I’m comfortable with every breed and always provide loving, respectful care. I work full-time during the week but am available for evening visits after 5:30 PM. Most Saturdays I’m available after 1:00 PM, and I’m fully available on Sundays. I’m very reliable and love keeping pet parents updated so you always feel comfortable and confident. While I don’t offer pet care in my own home, I’m happy to care for your pet(s) in the comfort of your home where they feel most safe and relaxed. I follow all care instructions closely and can accommodate feeding schedules, medications, litter box care, playtime, and plenty of attention. I’m also available for overnight stays if needed.
“Jackie is the best! She stayed at our house with our babies for 8 nights while we were overseas, and Brenda and Dylan just loved her. She sent tons of photos and was in touch every day so we knew what they were up to. And she even baked them homemade dog biscuits! Cannot recommend her highly enough!!”
“Marie took care of our new puppy and older dog while we were gone for a day trip. Marie is a terrific communicator, sent tons of pics and updates, and took wonderful care of our dogs. We feel so lucky to have found her!”
“Sarah is AMAZING. She took such good care of our boys and our house while we were on our honeymoon, and we came back knowing that they had been well loved while we were away. We will absolutely be booking with Sarah again!”
About: We recently moved to Harwich from Bedford, MA in Oct 2024. We love taking walks and taking car rides with our Goldens to try new trails or beaches that are pet friendly and meet other dogs and Pet Owners My Wife and I are recently retired now living in Harwich and are avid walkers. We love taking walks on the beach, Thompsons Field and neighborhoods. Our Golden has the common area free to roam and we crate her at night. We have a runner off back deck that we use while outside with her. Never let her loose unless we are with her.
“Iben and Trevor were great! Our two pups loved all the cuddles, hikes and playtime. Happy to host them in our home while we were on vacation (helped our dogs feel much less anxious staying in their own beds in our home); they sent us lots of photos and videos and helped us feel comfortable being away from our pups.”
“Karen communicated wonderfully, followed our requests and send photos of the babies. We were super pleased with her and will be having her back again soon next time we are away!”
About: Hi there! My name is Staci and I’m a born and raised Cape Codder and mother of 4! Our family loves all animals-we have 1 rescue pup named Bo, an awesome cat, Archie, and a rescue guinea pig named Hot Dog.🌭 I have my associates degree in Veterinary Technology and have worked in local vet hospitals on the Cape for the last 10+ years as a veterinary technician. I have lots of experience with all breeds and temperaments and would love to care for your furry family member! Currently working part time and happy to schedule drop in visits and pet sittings in your home! Contact me to discuss scheduling. I’m located in Harwich! I am a safe, trustworthy person with years of experience with dogs and cats of all shapes and sizes. I have been trained in the “fear-free” method of animal care and hope to make this experience enjoyable for you and your pets!
About: I have taken care of dogs my entire life. My family has always had multiple dogs in our home and a house isn’t a home without a dog. For years I have cared for friends and family dogs while they were either at work or vacation. Now that I am retired I have a lot more time to give helping others who need support to care for their dog. I am available all hours of the day and night. I can pick up dogs or they can be brought to my home. I am semi retired and this allows me lots of flexibility in my schedule. I have a fenced in yard that backs up to conservation land that I use to exercise my own dogs. If allowed by owner, walks on the beach at low tide is a favorite activity for our dogs. During the summers I walk the many trails this area has to offer, many with ponds the dogs love to swim in.
The median cost per night for house sitting in Chatham is $80
Pet parents share their Rover experiences - Chatham
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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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Popular requests for house sitting - Chatham
Select a filter and find qualifying sitters offering house sitting.Sitters in Chatham average 2 repeat house sitting clients
FAQs for House Sitting - Chatham
Frequently asked questions about Rover
As of September 2026, there are 269 sitters on Rover offering House Sitting across Chatham. 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 Chatham 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 Chatham 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 Chatham 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 Chatham. On Rover:
- 92% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 96% 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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