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.
“Mia was excellent. She should be very proud of herself, especially with how active and vocal our larger dog was when she visited for the meet and greet. The dogs look very well taken care of and it would be an honor to book Mia again in the future. Thank you for helping our family while we were away.”
“Jessie is awesome! She’s a great communicator and was able to fit us in eventhough our booking with last minute and her schedule was extremely busy. It was a huge stress relief to know our babies were being taken care of. Thank so much Jessie, we really really appreciate you!”
“Paul was able to come, with very little notice, to sit with my 2 dogs while I had to run some urgent errands. He was prompt, friendly, communicated well, and was patient and kind with my nervous dogs who had been traveling and were in a new environment. I am so grateful to Paul for helping me out and I look forward to hiring him again!”
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.
About: Hi, my name is Ryan, and I’ve spent a lot of time fostering abandoned dogs. Through that experience, I’ve worked closely with dogs of all kinds, including those with behavioral challenges, helping them build the confidence and skills they need to thrive in loving forever homes. It’s been an incredibly rewarding journey, filled with meaningful connections and plenty of bittersweet goodbyes along the way. Although I’ve decided to take a step back from fostering, I realized just how much joy dogs bring to my everyday life. I’m excited to continue working with dogs by offering caring, reliable dog daycare and boarding services, while putting the experience and skills I’ve developed to good use. I'm at home full time and I'm able to watch your pups all day long! Multiple walks, a trip to the dog park and playtime at home every single day! My approach emphasizes patience, structure, and positive reinforcement to ensure each dog receives attentive, individualized care in a safe and supportive environment with a limited amount of dogs at a time. Dogs are welcome on all furniture and beds, so they can relax wherever they feel most comfortable. If your dog prefers their crate, you're welcome to bring it along, but they're free to make themselves at home anywhere in the house.
“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!”
“Lily cared for my kitty, also named Lily while I was out of town. My kitty needed medication twice a day, and Lily did a great job of making sure all doses were administered as needed. I was able to relax without worry. Lily was kind enough to even water my outdoor plants during the heatwave. I truly appreciate her help, she is very responsible, provided great feedback, followed all directions, is very nice and flexible. I highly recommend Lily as a sitter for your beloved pet.”
“Kathleen is amazing! She’s so kind and personable and took care of my baby so well. She truly knows so much about animal care and it was such a pleasure to have her here. Thank you!!”
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: 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 going to college in September, so I’m not available for long term arrangements that go past summer. 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.
“Hallie was just an amazing caregiver for my cats while I was away! The photos she sent of the girls and details of each visit added to my peace of mind. She watered my plants, took in my mail and brought my trash to the curb, as well. I would recommend Hallie without hesitation and hopefully can utilize her expert services in the future.”
“Our beloved fur-boy is Garrett, a 4-year-old Siberian Husky who loves Richie! Just recently, we went away for a 5-day trip and had to leave Garrett at home. Luckily, we met Richie and hired him to do drop-in visits, 3 times a day, for the entire time we were away. Richie made sure that Garrett was taken out for his potty breaks, took him for walks and provided the kind of service and care that he needed. Richie delivered beyond my expectations. He is very reliable, dependable and communicated really well, providing us with updates and feedbacks. From now onwards, he is my to-go-to person whenever we need a back up care for Garrett!”
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 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.
“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: ive grew up with every type of animal. from dogs to snakes to frogs! ive cared for dogs while people were out of state and haven’t had a complaint ! i take care of animals every day! feeding dogs, lizards, frogs, fish and cats! i can definitely care for any of your specific pets needs too ! ! i have a fenced in yard. and i can take them out as much as they need! and follow your feeding schedule and any other needs! I can administer medicines . And even work with “harder” dogs. I’ve worked with the most friendliest dog to “agressive” dogs . I’m very patient ! Same goes for kitties!
“I cannot put into words how wonderful this man is . He truly gave my babies- Charlie,Grizzly and Boots awesome care and unconditional love. Every day he sent pictures to me so i would not worry. They were spoiled and truly care for. Thank you Linda & Gus.”
“Carlie is FABULOUS! She had quality visits with my two dogs, and provided thorough, insightful honest feedback about how each was doing. One is an elder requiring heart meds. He showed some signs of stress on one of her visits which she described to a T. She had the good judgement to give him a pee and poo break but forego the walk with him. Next visit he was great. Based upon her feedback I felt completely confident that they were in the best possible hands. Carlie is a vet tech, and this added skill/ experience was obvious in how she handled things. She is a woman of kind and gentle temperament and great skill. I could not recommend her more highly. THANK YOU CARLIE!”
About: After being laid off, I found a new passion for animals. I currently have a high energy and excitable boxer. His name is mcfly like from back to the future. I have experience with dogs that pull, nip, need basic manners and obedience training. I can also assist with crate training and cleaning. Medicine administration and feeding are also my forte with the help of delicious food or treats. If you have puppies, I would to help with basic training and manners. I love long walks and staying active, tug of war, and playing. I am very flexible and up at the crack of dawn so I can be called for emergencies or last minute walks etc. When I’m done walking your fur baby I can also put out food and water upon request. FYI- Venmo price is cheaper.
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!
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 dogs like family
1. Search
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Popular requests for dog sitting - Brewster
Select a filter and find qualifying sitters offering dog sitting.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.
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