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!”
“Ashley is our border collie Tess' new best friend. We are new to the area and Ashley has been an excellent resource. She is very personable, handled Tess well from the start, and kept us informed while we were away. We look forward to having her stay with Tess soon.”
“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!”
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.
“Allyson came by for a meet and greet which made me feel much more relaxed. She was super responsive with pictures and messages. House was left in great condition and the animals were obviously loved!”
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.
“I really cannot come up with enough accolades to express our gratitude for Helena's care of our very senior Doxie, Fenway. Since he's 17+, it is important for us that his caregiver understands senior dogs, which Helena undoubtedly does. She is easy to get to know and is warm and caring. Her communication was frequent and included pictures. She went above and beyond in taking care of our buddy and in maintaining the house. We felt completely at ease leaving Fenway in Helena's excellent care!”
“While we were away for a medical procedure, our 15 year old dog became quite ill, requiring lots of attention and complex caregiving — and house cleaning — as well as comforting. Caitlin managed all parts of this VERY difficult booking, which was much more than she bargained for, with competence and grace , and kept her safe and comfortable while we scheduled the Vet and raced home. We were so relieved to have such close and competent attention for our little girl, and grateful for Caitlin‘s grace and confidence at a precarious time. We can’t say enough good about Caitlin and we can’t thank herenough.”
About: My family has owned 4 dogs. A Chow-Chow , Rat terrier, Golden Doodle and a Maltese. My favorite part of taking care of them was being able to go on walks with a furry friend 😊 I try to be as flexible as possible. I work at a restaurant- usually working until 3pm. would love to fit your furry friend into my weekly routine Having a clean and tidy space for animals to play safely. Make sure to always have an eye on them when they are walking around the house.
About: I've had dogs my whole life and volunteer weekly at an adoption center, walking various different breeds and ensuring they get the care they need and the necessary exercise. I am currently a student and look forward to taking care of pets and providing them with the care they need. I have had a passion for taking care of animals ever since I was really little and cannot wait to provide pets with my services! I have had a multitude of pet experiences and will watch for signs from your dog to ensure their best care. In my own home pets are like family and your pets will be treated as such.
About: I love all kinds of fur babies! They aren't just pets; they’re family. I have had dogs of my own for 35 years and grew up around them. I have the patience for puppy care and consistency needed to help them learn life skills like house training. Pet care fits naturally into my daily and weekly routine because I enjoy staying active, organized, and spending time with animals. I make time throughout the day for walks, feeding schedules, playtime, bathroom breaks, and giving pets attention and companionship. I’m able to plan my schedule around a pet’s needs to make sure they receive consistent care, exercise, and supervision. Caring for pets is something I genuinely enjoy, so I’m committed to making them feel safe, comfortable, and well cared for while their owners are away. I care for pets by making sure they stay on their normal routine as much as possible and receive plenty of attention, exercise, and affection. In a client’s home, I follow all care instructions closely, including feeding schedules, walks, medications, playtime, and maintaining a clean and comfortable environment. I also provide companionship so pets feel less stressed while their owners are away, and I keep owners updated with messages and photos for peace of mind.
About: I am a friendly, professional 43 year old artist and mom. I have been taking care of various dog breeds since I was 10 years old, starting with three feisty Dalmatian puppies who grew into show dogs. I have experience caring for senior dogs of my family with various injuries and age disabilities which required heavy lifting and constant care and special diet needs. I am adept in feeding, crate training, walking, playing, health issues. I have been dog walking/sitting for neighbors, friends and family dogs throughout college in Boston, graduate school in Chicago and as and artist in New York City. Most recently my sister and I had a freelance dog walking business based around South Dartmouth, Martha's Vineyard and New Bedford, MA. I am an absolute dog lover--reliable,athletic, attentive, patient, calm under pressure and adaptable in various environments. I am available for long walks for athletic dogs, playing with your pup, devoting attention and care to senior dogs, dog sitting at home, quick jaunts for the day, or anywhere in between! I am a freelance artist living in Hyannis, MA and am very flexible to dog walking or sitting 7 days a week, very early morning throughout the day till evenings. I am available for dog walking, sitting, and feeding as frequently as needed for various dog sizes, ages, and health, exercise and time requirements in a client's home and am very comfortable with any outdoor local environment.
About: I’m a caring dog mom. I lost my dog so now I want offer you pet sitting in your home .. I work remotely so your dog will always be with me. I’m able to get out and walk your dog morning afternoon and after work. I have experience with a large breed dog as my past two dogs have been old English bulldogs. Open to any questions or conversations and happy to help you with your dog sitting needs. I work remotely so I’m able to watch your dog all day long. I am a walker so if your dog needs exercise, I am an active tennis player so I’m able to walk your dog at all times. I work remotely and I will be able to let your dog out multiples times a day or more when/ if needed. Happy to discuss any additional needs.
About: Back on Rover after a two year hiatus! I currently live with my mother at her house in Cotuit. My house is located in a very safe family oriented neighborhood. I currently have one amazing dog named Smoki (Texas Cattle Dog) who has never met a dog he didnt like! He loves dogs of all sizes and is extremely well tempered. Several parks, trails are nearby and sidewalks line every street. Virtually my entire life growing up I was surrounded by animals (dogs,cats,fish etc) in my house and learned to love and properly take of animals at a young age. My current house is very pet friendly so i would love to take care of your dog/dogs while your away. We have tons of toys, leashes or whatever else you may have forgot to pack. I work from home on the computer doing apprasial work/school so my schedule allows me incredible flexibility. Anything from a Chihuahua to a St. Bernard would be a joy to spend time with. I have experience with almost every size/age of dog so no need to worry! I pay EXTRA attention to detail and have a lot of experience with special care for dogs (oral medicine,special diet,blindness, etc.). Iam up everyday at 6am to run so feel free to contact me at any time. My days revolve around my children or to some people dogs. I spent ten years out in Portland, Oregon and amassed a ton of experience with dogs over that time working for Rover. I would like to bring that experience to the Cape! I’m currently working from home so my schedule is as flexible as it gets. My schedule revolves around exercise and my dog so I’m always up early (6am) and always active. Expect your fur baby to be treated as a member of the family. Be it my home or yours I pride myself in going the extra mile. Everything from toys and treats are in abundance. Expect constant supervision and constant photo updates. My house is extremely safe and pet friendly. I have everything you could ever need to take care of a dog or cat!:)
“Yassy house sat for my dog and two cats for over a week and a half while I was out of the country. She was excellent at keeping a consistent schedule and was quick to ask questions when something wasn't clear. Feedback I would offer her is to send more frequent updates / pictures versus me having to check in, but all in all it was a pleasure. Definitely set my mind at rest with my fur babies.”
“We can't say enough great things about Sarah and the amazing care she provided for our dog Ruth. We recently adopted Ruth and this was the first time we had to leave her for the weekend. Even before we left, Sarah was incredibly communicative, engaging, friendly and helpful. She truly helped calm any nerves or anxiety we may have had about being away. Even though we provided a detailed "care instruction document" for Ruth, Sarah went above and beyond and built out a schedule that she shared with us ahead of time. In addition to sending us pictures and updates, she was very communicative and checked in with us often. When we returned, Ruth was very happy to see us...but I'll be honest...I think she missed having Sarah around! We'd love to rebook with Sarah the next time we are looking for someone. She was incredible and we can't shout her out enough!!! Thanks again Sarah!”
The median cost per night for house sitting in Chatham is $80
Pet parents share their Rover experiences - Chatham
I am so grateful to have found Iben. She is a lovely person - easy to talk with and great at communicating, especially about details that I would have otherwise let slip through the cracks. I came home to happy *mellow* dogs which, to me, means they had good attention and plenty of walking with Iben. Can’t wait to travel again in hopes that Iben can stay with these two!
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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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.
How to book house sitting
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 - 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 October 2026, there are 244 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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
- 92% can help with giving oral medications or injections
- 95% 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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