Dog Sitting Brewster
Book a Brewster dog sitter to watch your dog in your sitter’s home or yours.

Over 38 pet parents in Brewster have booked dog sitting
Brewster, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: For the past three years, I’ve volunteered at a local animal shelter with my mother. I completed my senior internship there and now volunteer on my own. In my time at the shelter, I’ve gained lots of dog walking experience, especially with young puppies. I’m familiar with shelter training techniques and with cleaning and sanitation. I have two dogs of my own, one of which is a difficult walker. I know how most types of dog harnesses work. My internship involved spending time in the cat room, during which time I worked with cats of all temperaments. I don’t currently work in an official capacity and don’t play any sports, so I’m free pretty much all the time aside from my volunteer work. I’m used to animals with a wide range of play styles. I have a dog that loves to play fetch and go for swims, and I live near a large trail system, so I’m most familiar with those forms of enrichment. I have a minivan and can drive dogs to dog parks, trails, and fields.
“I cannot thank Erin enough for a last-minute request fulfilled! She was/is very professional, communicates like a champ, and took care of Shootz like he was her own! Full comfortability leaving not only my pup in her hands but also my home. She even cleaned the doggy bowl and another dish! WOW-FIVE STARS!”

About: If you’re looking for someone to just drop a bowl of kibble and scroll on their phone, I’m probably not your person. But if you want someone who will treat your pet like a misunderstood genius or a retired diplomat, we’re going to get along great! I work for the MTA as a train operator in the city, but on my days off I love taking my corgi Zuko on long walks and playing in our yard. I've had dogs and cats since I was young, and have a special affinity for all animals. If you want your fur baby treated like the king or queen they know they are while you're away, look no further! I am currently off Mondays, Tuesdays, and Wednesdays so I will have the full 24 hours of those days to walk, play, entertain, and care for your pets. I have a large unfenced yard on a very quiet street off the main road. I also have a extremely friendly and energetic corgi named Zuko who will assuredly be your pets new best friend. There will be tons of playing, running, fetch and more to ensure your pet has the best experience staying at their home away from home.
About: I’m a caring, responsible, and easy-going person who truly loves animals. I treat every pet like my own and always make sure they feel safe, comfortable, and cared for I’m very flexible and I can work around a lot of times and make a lot of times work. We can work together to find what works best. I always make sure that animals are put in situations where they have the ability to thrive and are never in situations where their safety is in jeopardy.
About: With over 6 years of experience working in veterinary hospitals and over 10 years of caring for pets, your babies will be in great hands. I have 2 large dogs, 3 cats, and a snake! I have also fostered various other individuals over the years (including a mama with 7 kittens and a geriatric pitbull.) I am experienced in administering medication, as well as basic injections such as VetSulin. If you have any questions at all, please feel free to reach out! I hope to meet you and your fur (or furless) babies soon! I just moved to Ridgefield from Orlando, so my schedule is completely open for your pet care needs! I have 2 dogs and 3 cats of my own, and am excited to add your pets routine into my schedule. I am happy to stay the whole day at your home or make multiple visits throughout the day. Whichever is preferred! I will follow your care instructions meticulously, and I provide regular updates.
“Kristin 's care of our two kitties was excellent. She was reliable and attentive to their food and care while we were away. We especially appreciated her photos of them from each home visit! We recommend her highly!”


About: I’ve been around dogs and cats since I could walk, so caring for animals has always felt second nature. I also volunteer as a dog walker, socializer, and trainer at Danbury Animal Welfare Society, where I work with dogs of different temperaments, energy levels, and needs. My style is calm, patient, and attentive, whether your dog needs a real exercise walk, your cat needs a quiet check-in, or your older pet just needs someone gentle and consistent. I know trusting someone with your pet and your home is a big deal, so I take reliability seriously. I’ll show up when I say I will, pay attention to your pet’s routine, and send clear updates so you know they’re safe, happy, and cared for. I currently work full time, but my evenings and weekends are often free. I’m a good fit for weekend walks, evening check-ins, drop-in visits, and occasional pet care when your regular routine needs extra support. Because I value reliability, I only accept bookings I know I can show up for fully and on time. I pay close attention to each pet’s body language, comfort level, routines, and boundaries, and I never force interactions with people, dogs, or unfamiliar situations. For walks, I keep dogs securely leashed, avoid unsafe areas, and adjust the pace to the dog’s age, energy, and temperament. I’m comfortable with shy, anxious, energetic, and older pets, and I believe patience and consistency go a long way. For drop-ins, I’ll respect your home, follow your instructions carefully, check food, water, litter, doors, and gates, and send clear updates so you know how your pet is doing.
About: I am an animal lover. I have had animals my entire life ( cats, dogs, snakes, tarantulas, lizards, fish, turtles, and chinchillas). I understand the responsibility it takes to care for all animals . I am very patient and show compassion to the needs of all animals. I am currently the owner of 3 cats and a dog. I find being around animals very relaxing. I enjoy playing with them and look forward to making a connection with the animal so that it feels safe and joyful. I also have a great understanding to the different temperaments of all animals. I would love for the owner and animal to feel that their in good hands at all times. I will follow all the rules and wishes that the owner feels necessary for their animals to feel safe. I am currently working as a school teacher for 21 years. I am available 3:30pm- 10:00pm on weekdays and on the weekend I am available all weekend. Available majority of the summer as well. I have 2 cats that are house bound. I have an Alaskan Klee Kai that is allowed to be out with supervision. We are not fenced in.
“Kathleen is a true professional! As this was our first time using Rover, I spent plenty of time ready through her numerous reviews and they all played true. Kathleen was prompt and responsive. Her updates were thorough and we knew had left our fur baby in good hands! We will happily have Kathleen again in the future for our cat sitting needs. Thank you for the assurance our little four legged friend was in good hands!”

About: Hi everyone! My name is Michelle :) I’ve been taking care of pets (cats, dogs, fish) since I was a teenager! I’ve looked after pets and homes for friends and neighbors and ensured a safe and happy experience for everyone involved while the family was away! I’ve always had pet siblings growing up, and am the proud mama to a 6-year old hound/ pit mix named Chewy! I’m a special education teacher who is about to be on summer break, so I would love to support you and your fur babies! I am about to be on summer break, so I have very flexible availability. Reach out to me and we can chat about your needs! I offer in home care for dogs and cats, and can provide whatever they require! I love to walk, play, and snuggle. I am dependable, responsible, and secure.
“Meghan did an amazing job checking in on our cat while we were away! She was professional, kept our house clean, and most importantly, our cat was happy and comfortable. It gave us real peace of mind knowing our pet was in such good hands. Highly recommend!”

“Joseph always goes above and beyond as a pet sitter. He is an incredibly good communicator and I know that my dog is being well loved and taken care of under Joseph’s care. My dog is very active and still has lots of puppy energy, but Joseph remains patient with him and makes sure that my dog can safely get his energy out.”


“Isabelle is so sweet and she was great with our boy Boone! We didnt have enough time for her to meet Boone prior to booking so our boy was nervous when she first got there, but she made sure to give him his space and time to warm up to her. It paid off because they spent the evening on the couch together 😊 She followed the schedule we provided and she sent photo and picture updates throughout their time together, which was great. Boone made a new friend so we’ll be sure to book Isabelle again!”

About: I’ve taken care of and loved all breeds of dogs since I was a child. Neighbors, friends, and family have relied on me to walk, feed, and care for their fur babies as they were my own. I have experience with large strong breeds and small dogs as well as seniors and pets with special needs. I am currently working part time as a healthcare professional in private practice from my home so I have plenty of time and flexibility to care for your pet. I offer check-ins, walks, and feeding of your pet in the safety of your own home and neighborhood. I pride myself on being a trusted member of society with excellent references.
About: I’m a reliable pet sitter with hands-on experience caring for both dogs and cats. At home, I have two dogs and a sweet, feisty kitty, so I’m used to different personalities, energy levels, and routines. From playful walks to calm cuddle time, I make sure every pet gets the care, attention, and comfort they’re used to while you’re away. Pet care fits naturally into my weekly routine. I work weekdays and typically get out of work at 3PM on Fridays, which gives me time in the afternoons for check-ins, walks, and spending time with your pets—whether that’s getting your dog out for some exercise or hanging out and giving your cat some attention. Saturdays I usually have open availability as well, making it a great day for longer visits, walks, or drop-ins, as long as I don’t have a ministry commitment or travel scheduled. I’m committed to being reliable and intentional with the time I do have, making sure your pets are cared for and comfortable. I care for pets with a strong focus on safety, consistency, and making them feel comfortable in their environment. In a client’s home, I follow your pet’s normal routine as closely as possible—feeding schedules, walks, playtime, and any specific instructions you provide. I take time to understand each pet’s personality and boundaries so they feel safe and not overwhelmed. I’m mindful of keeping doors secure, monitoring leash safety on walks, and making sure pets are never put in risky situations. I also keep your home respected and tidy while I’m there. When caring for pets in my own home (if applicable for the service), I provide a calm, supervised environment where pets are never left in unsafe situations and are gradually introduced to any new surroundings or animals if needed. I prioritize comfort, structure, and attention so pets feel secure and cared for. Overall, my goal is to create a peaceful, trustworthy experience where your pet feels safe, seen, and well cared for while you’re away.
“Delphine provided excellent cat sitting services for Bill. She sent frequent updates and photos, keeping me reassured throughout. Bill was clearly well-cared for and happy in her care. Highly recommend!”

About: Hi! I’m Caitlin, a lifelong animal lover with nearly 10 years of pet-sitting experience. I’ve cared for dogs, cats, much more and I’m comfortable with pets of all sizes and personalities. I’m skilled in feeding, exercise, medications, and daily care, always making sure pets get the attention and love they deserve. As a daycare teacher, patience, safety, and reliability come naturally to me. I treat every pet as if they were my own, creating a calm, happy, and stress-free experience. Whether you need walks, drop-in visits, or overnight care, you can trust that your furry friends will be well cared for, loved, and spoiled while you’re away. I work 6:30 AM–3:30 PM as a preschool teacher. I’m available for overnight stays during the week, and depending on your pet’s location, I may be able to stop by during my lunch break for a quick potty break. I’m also available for evening walks, drop-in visits, and weekend care. I provide care in your home, following your pet’s routine and rules to keep them safe, happy, and comfortable. I offer walks, potty breaks, playtime, feeding, and companionship, always supervising to ensure your pet is secure and stress-free. I prioritize safety, trust, and consistency, tailoring care to each pet’s personality and needs. You can relax knowing your furry, feathery, or scaly friend will receive attentive, loving, and reliable care while you’re away
“Another great experience!!! Jean always leaves my home so nice and my pets happy 😊. I was gone for quite a while this time (honeymoon), and I came home to two very happy cats, my mail inside, and plenty of food/water. I always feel so secure when I know she’s coming around and can actually relax and rest assured they’re in good hands :). No one else I would book with and look forward to having Jean around again!!! ♥️ as always, thank you!! ☺️”

The median cost per visit for dog sitting in Brewster is $25
Dog parents share their Rover experiences - Brewster
Excellent dog walker and cat sitter! Reliable, caring, and great with all 3 of my pets. Communication was outstanding, and I loved receiving updates and photos. My dog and cats were very comfortable with Kelsey and well cared for. Highly recommended and will definitely use her again!

Kelsey is great! It was clear our pup loved her at their first meeting, and Kelsey took great care of him during a check-in visit. It turns out I didn’t have service while she was with him, so even when I was unable to get back to her question in a timely manner, Kelsey problem-solved and took care of Felix perfectly. We’re glad to have her as part of our pup’s care team!

I cannot recommend Kelsey enough! This was my first time using Rover and i has the best experience.. i am so happy i found Kelsey! She was very responsive and when I needed her to go meet my dog sort of last minute, as so nice and willing to make it happen. Thank you for taking the best care of Yoda!!

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 Rover works

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Brewster sitters!Sitters in Brewster average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Brewster
Frequently asked questions about Rover
The average cost for Dog Sitting in Brewster on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 3,477 sitters on Rover offering Dog Sitting across Brewster. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Brewster stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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!
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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Brewster with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Brewster. On Rover:
- 92% of sitters can help with special care needs
- 96% 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.
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.

