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

Over 47 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.
“Martin was amazing with my two dogs. He spent the time to built their trust and love and took them on long and engaging walks which left them exhausted. I 100% recommend him.”
About: As the owner of three dogs, I understand how important it is to have someone you can trust with your pets. I’m reliable, patient, and will care for your dog like one of my own, making sure they feel safe, loved, and well cared for while you’re away. I currently work at a hospital 3 days a week so I’m available . I’m also an empty nester so I have time in my schedule . I follow each pet’s routine, provide fresh food and water, daily walks, playtime, lots of attention, and ensure they feel safe, comfortable, and loved. ..
About: I’ve had 2-3 dogs in my house since I was in middle school. Since high school, I began dog, cat, and baby sitting for my neighbor on a regular basis and even continued while on breaks from college and after graduation. For the past 5 years, I was the primary dog, cat, and house sitter for a lovely family. My senior year of college I fostered a dog, which my family and I then went on to adopt. I have experience with dogs and cats of various breeds, sizes, and ages. After helping a variety of dogs & cats in NYC, I have relocated to Connecticut, and I’m looking to help out any people and pets in my area! I currently work a hybrid schedule and am onsite on Tues-Thurs. My work allows me to take calls on walks and have the ability to take animals out for walks as needed! We currently live in a condo with easy outdoor access. I do not have any pets. I am comfortable with crate training, but my home is also flexible to let your pet(s) roam if that is preferred!
About: With over a decade of hands-on experience, including extensive work at a rescue barn and shadowing at a veterinary hospital throughout my life, I bring a wealth of knowledge in caring for a variety of beloved pets. My expertise spans from horses to dogs, cats, and even exotic reptiles and birds. Since the age of 10, I have been walking, feeding, bathing, and caring for neighbors' and friends' pets. These responsibilities have fostered a deep understanding of their unique needs and preferences. When pets are with me, their comfort and needs come first, and I ensure to care for them in the best way possible. I work part-time, allowing me plenty of availability for your pet. With adequate notice, I can come to your house or have your pet come to mine any day of the week. Additionally, I can visit in the morning and at night as needed. At home, I share my life with two dogs and a cat, all of whom enjoy the spacious comfort of our expansive backyard and the security of being crate trained. This personal connection fuels my passion for ensuring every pet under my care receives not just attention, but genuine affection and tailored care to keep them happy, healthy, and content.
“Marta has cared for our 3-4 month old puppy several times in the last weeks and every time we come home, he is happy and relaxed. Her wise caring approach is evident throughout: from the first meet-and-greet through each care visit. Our fellow is a rescue pup, so her capacity to support his emotional well-being takes on great significance in tgese early stages of his growth.”

“Steve was great with Miss Hazel. He was timely and attentive to her. Followed our instructions well and gave us lots of updates. In fact when we came home, she expected him to be there. When she didn’t see him, she went looking for him all over the house! We were only gone 2 days and already she loved him! Thanks for the peace of mind while we were away from our girl!”

“Erica was great with my pup!! She communicated very well & I felt at ease leaving my dog with her for drop in visits! She sent plenty of photos :) Would definitely book again!! my dog loved her!”
About: I’ve been caring for my own dogs as well as pets of family and friends since a young age, and I understand how important it is to find someone you can trust. I treat every pet as if they were my own—ensuring they feel safe, loved, and well cared for while you’re away. My dog is friendly, well-socialized, and enjoys playing with other pets. With your permission, I’m also happy to provide high-quality photos during each visit, so you can see your pet happy and content. I currently work full-time in a hybrid position, which means I’m home about 3 out of 5 weekdays. I’m also available most weekends and enjoy spending time outdoors. During the warmer months, I often take my dog to the dog park for play and exercise. Your pet will receive plenty of attention, care, and companionship, whether we're relaxing at home or enjoying time outside. I do my best to ensure each pet feels safe, happy, and part of the family during their stay. I have an open, unfenced yard, so for safety, all pets will be leashed while outside. We also have a spacious deck where your pet can relax and enjoy the summer breeze. Inside the home, your pet will be free to roam and play under supervision. My own dog is friendly and happy to provide companionship if your pet enjoys socializing. I have a medium-sized crate available if needed, and plenty of toys to keep your pet engaged. Fresh water will always be available, and your pet’s comfort and safety are my top priorities.
“Anaiyah is a wonderful sitter! She was very attentive with my cat and made sure he was eating and drinking. She sent pictures of my cat everyday and made me feel confident that my cat was taken well care of. I will be booking Anaiyah again!”


About: I am a lifelong dog owner. I have experience walking and training dogs. I love dogs and learning about all the different breeds. As a pet parent I understand about keeping pets on s the daily schedule I work from home and my schedule is flexible which allows me to take care of my dogs. The dogs are by my side most of the entire day I get down to the dogs level and try to learn about their individual personality and breed of the dog that they are. I am always learning about dog behaviors.
About: I have taken care of cats and dogs as well as other animals for many years both in my own home as well as at other families homes! I can be relied on to care for the animal as if they are my own and provide lots of love to them! I work as a nanny but am also home each night and my parents are often home during the day when I am not home (they are also animal lovers!). Also happy to help on weekends as well! We have an unfenced backyard but we have a dog play area with its own ramp from the house down into a fenced in area with grass and water and some shade! Inside the house we would either crate the animal at night or if they are not used to being in a crate, keep them in a room separate from our animals with plenty of air conditioning, food, water, playtime, and lots of fun time outside!
About: Having grown up in a household bustling with three dogs and three cats, I've been immersed in pet care from a very young age! My hands on experience ranges from raising a German Shepherd to managing the boundless energy of a Husky and the loyal companionship of a Lab—each breed presenting its unique challenges. As a college student, I continue this passion with my beloved dog, Dewey, who is a constant companion. My specialties include embracing long walks (hiking is a favorite), potty training, and dedicating quality time to ensure pets are happy and healthy. As a recent college student with a vast amount of flexibility, I find more time to dedicate to my passion for pet care. Though I work part-time nannying , my free moments are often spent on long walks with my dog, Dewey, or those of my friends. These outings range from early morning walks to peaceful nighttime walks, seamlessly integrating into my daily routine. In my home, I create a welcoming environment for pets by ensuring they have a safe, comfortable space for their little vacation! I prioritize routine, from feeding and exercise to play and rest in my acred fenced backyard, adapting to the individual needs of each pet. When caring for pets in a client's home, I maintain their familiar routines to minimize stress. Since each pet is different, I have to adapt to what they are used to at home to make them comfortable. I also keep thorough communication with owners, providing updates and seeking guidance to tailor my approach according to the pet’s habits and preferences. Whether in my home or theirs, I am committed to providing a nurturing and attentive care environment that meets each pets unique personality!
About: Hi! I'm so glad you're here! I know how important it is to find someone you can completely trust with your pet and that's exactly the kind of care I strive to provide. Whether your pup needs a fun walk to burn off energy or they just want a friendly face while you're away, I'll make sure they feel safe, loved, and cared for every step of the way. I treat every pet as if they were my own, following their routine closely so they stay comfortable and stress-free. I have five years of experience with both my own and family members' dogs, giving me hands-on experience with daily walks, feeding, playtime, and providing lots of love and attention. You can expect dependable communication, plenty of photo updates, and personalized care based on your pet's unique personality and needs. I know every animal is different, and I take the time to earn their trust while making sure you have complete peace of mind. I currently work part-time, giving me flexibility for dog walks and drop-in visits throughout the week. I'd love the opportunity to meet you and your furry family member! Your pet's safety and well-being are always my top priorities. I understand that every pet has their own routine, personality, and needs, so I'll take the time to follow your care instructions carefully and make sure they feel comfortable during every visit. Whether we're out for a walk or spending time together at home, I'll provide a calm, caring, and dependable environment while treating your pet and your home with the utmost respect. My goal is to give you peace of mind, knowing your pet is in safe and caring hands. Here are the Services I offer and What to Expect: 30 Minute Dog Walks include a fun stroll around your neighborhood or a nearby trail to give your pup the exercise, fresh air, and mental stimulation they need during the day. 30 Minute Drop-Ins include potty breaks, feeding, playtime, and of course plenty of snuggles to keep your pet happy and comfortable while you’re away.
About: Hi, I’m Cory! I’ve been around dogs for most of my life and have many years of hands on experience caring for dogs of different breeds, sizes, ages, and personalities. I grew up with multiple dogs of my own and have also cared for many dogs and cats through Rover over the years. Although I don’t currently have a dog of my own, I do have a kitten named Callie who is very friendly and accustomed to the dogs that stay with us. Your dog does not need to be cat friendly to stay with me. If your dog doesn’t do well with cats, just let me know ahead of time so I can make arrangements to keep Callie safely separated and give your dog their own space. I understand how important it is to have someone you can trust caring for your pet while you’re away. My goal is to make every dog in my care feel safe, comfortable, loved, and as close to their normal routine as possible. I’m attentive to each dog’s individual needs and am happy to follow specific feeding schedules, walking routines, sleeping arrangements, and other instructions you provide. I’m also experienced with administering medications, including oral medications and insulin injections, and I’m comfortable caring for dogs who require a little extra attention as part of their daily routine. I currently work at a middle school on weekdays until 1:45 PM. While I’m at work, my husband is home with our three children, so dogs staying with us are never left home alone during that time. Once I’m home, I’m available to provide plenty of attention, walks, playtime, cuddles, and companionship. We also have a fully fenced in yard, giving dogs plenty of space to safely get outside, stretch their legs, play, and enjoy some fresh air throughout the day. IMPORTANT — PLEASE READ BEFORE BOOKING: Because this is a family home with children and I may care for dogs from more than one household, all dogs staying with me must be friendly and safe around children. Dogs must also be friendly with other dogs unless we have discussed and arranged a private stay in advance. If your dog is not dog friendly or you are unsure how they behave around other dogs, I may still be able to accommodate them ONLY when arranged with me ahead of time and I have no other dogs scheduled to board during their stay. Please contact me before booking so I can confirm whether I’m able to provide a private stay for your requested dates. Otherwise, dogs staying with me must be comfortable and safe around other dogs. For the safety of my family and every animal in my care, I ask that you be completely open with me about your dog’s personality, habits, medical needs, anxieties, triggers, and typical behavior. The more I know about your dog beforehand, the better I can make their stay comfortable, safe, and enjoyable. I know leaving your pet with someone else can be stressful, and I want you to feel confident knowing they’re being treated like part of the family while they’re here. You can depend on me to provide attentive, reliable, and loving care and to treat your pet as I would my own. Please feel free to reach out with any questions or tell me a little about your pet before booking. I look forward to meeting you and your furry family member! 🐾 I'm off from work during the summer and during the school year I work at a middle school until 1:45. While I’m gone, my family will have plenty of time to play with your pups! I will do anything to make your pup feel comfortable and at home away from home during his stay with me. I love detailed instructions so please feel free to let me know everything about your pet! I have a fenced in yard and 2 children who are huge dog lovers who would love to keep your dog(s) busy and keep them company!

“We hired Kalyna for a home visit just to meet her and have her spend a little time getting to know our dog. Everything went great, and we hired her for a home visit next weekend. We look forward to working with her!”

“Vinny helped me ensure my pets had great care during a family emergency. I am forever grateful for his prompt help and excellent care, it was such a comfort to know my pets were taken care of and I didn’t need to worry about them at all. Thank you!!”

About: I have had animals my whole life. I’m able to give dogs and cats medication and will treat them as my own while you’re away so you don’t have to worry. I used to travel a lot and I know how stressful it could be to find someone you can trust that will give your baby the best care. I currently work from home and have a big house with a fenced in yard so the dogs can get their exercise. My schedule is very flexible. Feel free to schedule a meet and greet before you book! I have a large fenced in yard and my home is away from high traffic areas. If your pup likes the water, I also have a pool. I can also crate your pup if needed. If your pup likes the car I can take them with me for the day.
About: My dog Chanel is my world so it would be a pleasure to share that same love to others. I’ve grown up around dogs between all of my family so this is a joy to experience. I currently work day shifts and very loyal to my schedule of care with my dog at home. It would be no burden or issue at all to care for others 4 legged friends. The same care I provide to my own as if she was my daughter is the same care I’d give to others pets. Any dog in my care is my family.
The median cost per visit for dog sitting in Brewster is $25
Dog parents share their Rover experiences - Brewster
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 dog sitting

1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Brewster
Select a filter and find qualifying sitters offering dog sitting.Sitters in Brewster average 5 repeat dog sitting clients
FAQs for Dog Sitting - Brewster
Frequently asked questions about Rover
The average cost of Dog Sitting in Brewster on Rover is $28 per visit as of October 2026. Most bookings cost between $22 and $46 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 3,408 sitters on Rover offering Dog Sitting across Brewster. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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.
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 .
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:
- 88% 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.
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.








