House Sitting Brewster
Find a loving house sitter to watch over your pets and your home.

Over 3 pet parents in Brewster have booked house sitting
Brewster, 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.
“Jason was fantastic with my pups. He was aware of how to interact with them, seemed to enjoy walking them, feed them as directed and walked them as requested. I am very happy and pups seem to be also.”

“Gabbi was so very amazing! We were nervous to leave our dogs last minute but she was reassuring and also made them feel super comfortable. I could tell in the pictures she sent and when we got home that our dogs were very happy with her. Thank you Gabbi!”

About: Professional conservationist with deep outdoor experience and an equestrian background handling large animals. I read animal behavior naturally, staying calm and patient with breeds from Jack Russells to Bloodhounds, Pit Bulls, Shiba Inus, and Golden Retrievers. I work full-time Monday through Friday with a flexible, remote-friendly schedule, letting me build in multiple walks throughout the day. Pet care fits naturally alongside my work, never feeling rushed or squeezed in I prioritize consistency, sticking to your pet’s normal routine for feeding, walks, and rest. I keep a close eye on safety and comfort in your home, offer plenty of attention and exercise, and send updates so you always know how things are going.

“Stephanie was great and super communicative- She provided regular updates and photos which gave me peace of mind while I was away and I can tell she genuinely loves animals! I highly recommend!”

“Maria took great care of Boo. He’s a quirky senior not so friendly kitty & Maria managed him well. I had regular updates & came home to an orderly house & “happy” cat. I highly recommend Maria & hope to call on her again!”


About: Hi! I’m Jess, and if my friends had to describe me, they’d probably say I’m the human version of a golden retriever friendly, energetic, loyal, and always excited to make new friends (especially the furry kind!). While I haven’t owned a dog myself, I’ve spent years helping care for dogs belonging to family, friends, and many of my personal training clients. Whether it’s walks, playtime, feeding, cuddles, or simply keeping them company, I genuinely love spending time with animals and making sure they feel safe, comfortable, and loved. As a personal trainer and health coach, I’m very active, dependable, and attentive to details. I’ll treat your dog like family and make sure they get plenty of exercise, affection, and care while you’re away. I understand how important it is to trust the person caring for your pet, and I would be honored to be that person for your furry family member. Pet care fits very naturally into my daily routine right now. I currently have a flexible schedule and am looking to stay active and productive throughout the summer while doing something I genuinely enjoy. I love animals and see pet sitting and dog walking as an opportunity to help both pets and their owners. I know many people have vacations, family events, long workdays, and summer plans, and it can be stressful worrying about leaving a beloved pet behind. My goal is to provide loving, dependable care so pet parents can enjoy their time away with peace of mind, knowing their furry family member is getting plenty of attention, exercise, companionship, and affection. As someone who is active, responsible, and caring, I enjoy spending time outdoors, going for walks, and giving pets the love and attention they deserve. I look forward to helping families this summer while building meaningful connections with both pets and their owners. 🐾💛 When caring for pets in my client’s home, I do my best to keep their routine as normal and stress free as possible. I carefully follow all instructions regarding feeding schedules, walks, potty breaks, medications, playtime, and any special needs. I make sure pets have fresh water, a clean environment, plenty of exercise, and lots of love and attention throughout the day. Every pet has a unique personality, so I take the time to build trust and make them feel safe, comfortable, and cared for while their owner is away. Whether your pet enjoys long walks, playing fetch, cuddling on the couch, or simply having someone nearby, I’m happy to accommodate their needs. As a personal trainer and health coach, I lead an active lifestyle and love spending time outdoors, making me a great fit for dogs who enjoy walks and playtime. I also understand how important pets are to their families, so I treat every animal as if they were my own and provide regular updates, photos, and communication so owners can have peace of mind while they’re away. 🐾💛
“Courtney is great. She took great care of all of my pups and was incredibly communicative throughout the day. I would definitely recommend Courtney to anyone who wants to leave their dogs in good hands.”

“Kevin was amazing!! He took care of our new puppy when we unexpectedly adopted and had an international trip coming up. Couldn’t have asked for someone to take better care of our pup!”

About: I have raised and trained my own dog since he was a puppy, 5 years now! Patient, reliable, and I treat every pup like family. My schedule is very flexible. I know what it is like to need a reliable and trustworthy sitter to take care of your pets needs. I know how stressful finding a sitter is, so I treat your space with care, follow your routine, keep things safe and calm, and send photo and video updates!

“Ariana came and stayed with my pup while I was away over the 4th of July weekend. She was great with my pup who is afraid of loud sounds and fireworks. Ariana treated her like she would her own pup. I can't recommend her highly enough.”

“Carlie was not only very professional but so kind to our Gigi. I highly recommend her, because she is very knowledgeable about your pet, as well as has a soft spot to make them at ease and relax.”


“Alex was awesome housesitting for us and our two rescues. He was accommodating and has a soothing way about him which is great for the dogs. He administered pills and even hand fed our fussy girl. We are definitely using him again … if he will have us!”
About: Hi! I’m Sierra — I graduated with my M.S in elementary education and I am currently focusing on nannying/dog walking. I have over 6 years of pet care experience in Fairfield County. I’ve worked with a variety of families through both a professional pet care company (for 5 years) and on my own. I absolutely love animals and have a dog and five cats of my own, so I really understand how important it is to find someone you trust with your pets. I’m responsible, flexible, and always make sure each pet feels safe, happy, and loved. Whether it’s walks, feedings, playtime, or just keeping them company, I’ve got you covered! I also have amazing references that I can send over.😊 I’m currently available during the day during the week and anytime on weekends. I am also flexible when needed. I can’t wait to hear from you! When caring for pets in my clients’ homes, I follow all instructions closely, including feeding, medication, and exercise routines. I make sure the home stays safe and secure, sticking to the pet’s usual schedule to keep them comfortable. I give plenty of attention and monitor their health, while keeping their space clean and respecting the client’s home. I also send regular updates to owners and quickly communicate any concerns. My goal is to provide loving, reliable care that puts both pets and owners at ease.

About: I have extensive experience providing care for pets of all ages, ranging from energetic puppies to senior animals with special needs. With puppies, I focus on consistent routines that support their growth and development, including feeding on schedule, basic training reinforcement, safe playtime, and gentle socialization. For adult and older pets, I provide attentive care that includes administering medication, monitoring health changes, assisting with mobility challenges, and maintaining a comfortable and stress-free environment. Currently avaliable 24/7 and boarding, until further notice. At this time my attention and serivces is 100% on the pet that i provide care for. When caring for pets in my home or my clients’ homes, safety, trust, and comfort are always my top priorities. I create a secure environment by keeping spaces clean, pet-friendly, and free of hazards, while following each owner’s specific routines and guidelines. I build trust through reliability, clear communication, and treating every pet with the same love and respect I give my own. Whether it’s providing a calm space for rest, safe playtime, or attentive supervision, I ensure pets feel comfortable and owners have peace of mind knowing their companions are in caring hands.
About: I am a special education teacher living in Danbury CT. Growing up I had a variety of pets. Though I currently do not have any pets, I have always loved animals. Recently I have cared for my parents’ dog when they were unable to. I am a highly rated pet caregiver on another app. I look forward to meeting and caring for your pet. I am available after 4pm during the week and on weekends. In addition, I am available during school vacations. I am open to walking your dog as well as dog sitting at your home when needed. I look forward to meeting your pet, I would love to care for your pet in your home. I enjoy walking and giving your pet the exercise they need.

About: I've been around animals my entire life; dogs, cats, horses, there isn't a four legged creature I don't love! I'm very attentive and always make sure any dog is well cared for and played with. Old or young, dogs have felt comfortable around me and I bond with them in a way that makes them feel safe and content. I've taken care of little dogs all the way up to Great Danes, and understand the needs of varying breeds. Whether its some good old fashion belly rubs or running with your dog, so they will spend their time with me wagging their tail and not feeling anxious that they are missing their parents while you're away! A girl's best friend is an understatement for sure!
“William did a great job watching all our pets, especially our dog Rosie, who just really loves someone by her side (a lot). We had some unexpected travel changes and William was communicative and flexible as we worked it all out. He is prompt, responsible, and was eager to know the details of how to best care for our pets. Everything went smoothly and we're glad we found William!”

“Eric did a terrific job taking care of our senior pup. Our doggo was extremely relaxed and happy when we came back from our trip, so it was obvious that Eric took amazing care of him. Eric was also very thorough about following instructions and asking questions about our dog's routines and preferences. And the house was in great shape as well!”

The median cost per night for house sitting in Brewster is $70
Pet parents share their Rover experiences - Brewster
Jason was amazing! Jason was communicative with us, such professionalism, and took wonderful care of our two pups (one’s a drama girl, with emotional needs:) while we were away. We cannot wait to go on vacation knowing he will be back at our home, caring for our pups.

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.
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 - Brewster
Select a filter and find qualifying sitters offering house sitting.Sitters in Brewster average 3 repeat house sitting clients
FAQs for House Sitting - Brewster
Frequently asked questions about Rover
As of November 2026, there are 2,230 sitters on Rover offering House Sitting across Brewster. 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 Brewster 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 Brewster 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 Brewster 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 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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 Brewster. On Rover:
- 90% of sitters can help with special care needs
- 92% 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.





