Dog Walking Brewster
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 13 pet parents in Brewster have booked dog walking
Brewster, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Melissa is extremely good with all animals and I would highly recommend her! Years ago when one of my german shepherds had a behavior issue we asked Melissa to work with us and the trainer to help correct the problem. Melissa understood what the trainer was doing and helped us to learn how to work with our dog. She has also fed, walked, and administered meds to our dogs while we were on vacation. Melissa is very reliable, knowledgeable about animals and extremely good with them. I trust her with all my animals care!”


About: I adore animals and like to treat everyone as if it’s my own. I have been pet sitting throughout college and post grad for about 5 years now. I am incredibly reliable and will treat your space as if it’s my own. I work a fully remote job. I am incredibly flexible and able to care to all your pets needs. Welcome all jobs short or long. I like to keep your furry friend on there set schedule and routines. Everyone operates differently like to meet with the family and see what is best for your animal while you’re away. Love sending lots of updates and pictures throughout the process.
“Jessie is sooo patient with my energetic Pittie. They really love each other which makes me feel more comfortable. She is flexible and available, often at the last minute. Highly recommend.”

“We’ve used Richie several times to walk and feed our 2 pitties and could not be happier. He was professional, communicative, and loved on our babies while we were away. We are super picky about who we allow not only into our home, but to care with our doggies. Richie never disappointed! We will absolutely utilize him again in the future and recommend him to anyone looking for a great person to take care of your animals needs. Thanks Richie for being so great!”


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’m currently away for college, and will be back in Connecticut on November 24th. When I’m back, I won’t have very much scheduled and will be free most of the time. 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.
About: I've been surrounded by pets my whole life. Growing up, I cared for many cats and dogs. I don’t have any animals at the moment. However, I did care for my cat, Susan, and Siberian Husky, Luke, for 15+ years before they both crossed the rainbow bridge in 2019. I know the tender, loving care that’s required to take in an animal and I’m sensitive to the fact that these kittens & pups are your babies! Each dog/cat/pet has a different personality and set of needs based on their breed or lifestyle and I’m prepared to take on any challenge. I’ve had prior experience home/dog/cat sitting and my schedule is pretty flexible. My phone is on hand at all times and I’m more than willing to send you pics throughout our time together! Currently, I have a flexible schedule and am looking to care for cats and pups to fill my days with more furry friends. 🐱 🐶 When I had pets at home, I would care for them by taking them on walks and playing their favorite games. I installed an electric fence for my dog so he could run around and enjoy the outdoors when I couldn’t walk him.

About: Hello I have been watching dogs for several years now. I truly love the companionship of dogs. I have watched many breeds of dogs including Labradors, Pit Bulls, Yorkies, you name it. I have many dog toys at home and a sizeable yard for the dog to go potty in. I also have a large home so your pet will have plenty of space to roam around. I will send pictures daily and let you know how your dog is doing. If your dog has any special needs or requires any sort of medical attention I will be there to provide the required assistance. I also have a small dog at home and she loves the company of other dogs. I hope to hear from you soon!
About: I have a lifelong love for cats with expertise in feline care. I grew up with five cats in my home. I have two cherished cats of my own. I also have experience caring for dogs and taking them on walks. I love puppy energy! Whenever I get to meet some new kitty friends, or a pup who needs a fun walk I am happy! I have open availability throughout the week. I am happy to hear your schedule to see if I can be available for your pet for a drop in visit or dog walk. I will gladly send you pictures and video updates of your precious kitty cat! Also, I am happy to play with them using their favorite toys.
“John (Cotter) was very communicative and wonderful with our dogs! Our pups are a very energetic (crazy) pair - they loved Cotter. Thank you for taking great care of them!”

“We had a great experience with Delphine! We were able to meet her in person and she instantly had a connection with Rosie. We have full confidence in Delphine and look forward to booking her again. Thanks!”

About: I’ve been walking dogs since I was a kid, and have cared for several senior dogs while their families were away in recent years. I’ve also house-sat for kitty families and multi-pet homes. Whether your pet has special requests or just needs some company, I’m excited to meet them! I’m a Park Ranger who works seasonally and I am currently in the off-season until March. Thus, I have a very open, flexible schedule for all your pet care needs. My approach is very thoughtful and considerate of your space and what you prefer your pet be allowed to do. Before entering anyone’s home, I like to check in with the home owner to ensure I’m aware of all rules and preferences so I can provide the excellent service you’re looking for while respecting your boundaries as well.
About: Hi there! My name is Kat, and I have a deep, well-rounded background in animal care. With 3+ years of hands-on experience in animal rescue and 10 years of personal pet sitting (and 22+ years of animal-loving!), I bring calm expertise, safety awareness, and specialized care that goes far beyond standard pet sitting. I'm also a certified Wilderness First Responder and American Red Cross CPR Certified. Rescue Training: My time in animal rescue taught me to read subtle animal body language, prevent stressful situations, and keep pets safe and relaxed in any environment, while also serving as a friend and comfort to animals in need! Medication Administration: I have experience giving oral, topical, and routine medications to a wide variety of animals, ranging from kittens to senior dogs. Experience in All Sizes & Energy Levels: From toy breeds to giant dogs, I understand how to handle different temperaments and physical needs. I love taking high-energy dogs on extensive, engaging walks (especially on our local hiking trails!) to keep them physically exercised and mentally happy. I am a full-time student supporting myself while working toward my paralegal certification. I take my courses online from 9 a.m. to 1 p.m. (Monday-Thursday), so I am available for in-home sitting, drop-in visits, or whatever your pet may need! Since I offer only In-House Sitting, Drop-In Visits, and walk services, your pets will receive 1-on-1 attention without leaving the comfort of their familiar surroundings. My priority is maintaining their daily routine while keeping your home secure and your pets safe. With every visit, I will provide consistent photo updates and detailed reports after each drop-in/day! Flexible, personalized pet care (drop-ins & sitting): Regardless of whether it's a quick 30-minute stop-in for food, meds, play, and potty breaks, or an overnight stay, I adapt entirely to your pet’s individual needs and routine. I strive to keep homes tidy, secure, and maintained, reducing travel stress for everyone and helping pets feel their best! Outdoor Safety: During walks and outdoor breaks, safety is paramount- I practice attentive situational awareness and strive to maintain large distances from any off-leash dogs, as well as ensuring your pet is safely and securely harnessed/leashed. Overall Safety Precautions: From my rescue experience, animals are curious!- In this, I ensure all doors, gates, and deadbolts are latched securely during every entry and exit, double-check that food and medications are sealed out of reach, as well as keeping a watchful eye out for subtle changes in pet health or behavior. Home Maintenance/Overall Peace of Mind: During house sits and drop-ins, I am happy to bring in mail, water plants, keep your living spaces spotless, or help with any other tasks.
“She was punctual, very kind, and extremely flexible. She treated my puppy like she had known my little girl , for her whole life, and I’m so grateful for how quickly she responded and was there for her , even though everything was very last minute. I truly appreciate her kindness and how wonderful she was with my puppy. I would definitely recommend her!🥹🩷🐶”


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. 🐾💛
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 currently own two dogs a mini Australian Shepard and a cocker spaniel. But, my family is a huge dog loving family and I have also owned labs, retrievers, and collies. I have a fenced backyard with a doggy door that holds about an acre of land and I live on a very quiet road with hiking trails across from my house that I bring my dogs into all the time! I’m work 3 times a week at Ridgewood Country Club in Danbury. I can leave during my breaks to tend to your pets. If they are staying at my home I have a doggy door and fenced in backyard. And then the remainder of the week I am free! I have a doggy door inside my home with a fenced in backyard for the 3 days I can’t be at home all day long. All other days I would love to take the dogs hiking and make sure they have a great time! I do own two dogs that are very friendly. But they can also be seperated into my basement if other dog is not friends with them. I also have a lot of experience with cat sitting my neighbors cats.
“Today was Lanie’s first time walking our pups. After our initial meet and greet yesterday, I felt very comfortable and confident that she provides thoughtful care of the pets she cares for. She accommodated a 30 minute shift in plans, and spent a good amount of time with the boys. They were both very calm and content when I got home. Thank you!”

About: My name is Alisa. I’ve had pets my whole life since a young girl. I’ve had taken care of not only my own pets but friends and families pets. I’m a dog lover! I have 2 dogs of my own, a Yorkie named Bella, who is 12 years old and a Pitbull name Zoey, who is 3 years old. My dogs are my world and are very much spoiled. I will take care and treat your dog as my own! I care for all pets different breeds, sizes and ages. I will take care and give any medications that needs to be given. I will help and attend to your dog in any way I can. Any specific requests for them ? Please feel free to let me know. I take any and all opportunities to cuddle and go on fun adventures with your dog(s). I’m very reliable, trust worthy, and flexible. I look forward to meeting your fur baby and getting the opportunity to grow a bond with your pet! I have a part time job but my schedule is very flexiable. As for right now I can take your dog(s) for a walk, do check in’s and dog sitting at your home. Accommodations can be made. In your home I will care and treat your pet as my own. I will make sure to clean up and follow any instructions given to me. Your pet(s) will be in great hands with me. To give a piece of mind, throughout the stay I will keep you updated if liked with pictures and videos of what your pet(s) are up to and all adventures we’re having.
About: I’ve grown up with a labrador retriever who quickly became my live-in best bud! I’ve adored animals ever since. I’ve helped neighbors/friends watch over their dogs/cats and homes, short-term and extended periods of time, either stopping by throughout the day to care for the pet or living in the home while their owners are away. I also have experience caring for an elderly and newly blind dog, and understand each pet has specific needs and care, plus consistency in routine is important when their owners are away from them. I am currently looking for a full/part-time job and am in between jobs right now, so I have a lot of time flexibility in a day-to-day while I am job searching. I care for others pets the same way I’d care for my dog, Mackie. Plenty of quality time, walks and meals based on their usually routine, playtime outside in the mornings and/or afternoon.
The median cost per walk for dog walking in Brewster is $25
Dog parents share their Rover experiences - Brewster
We were attending my daughter’s wedding and we found a pet friendly hotel, but Cooper being a nervous Golden Retreiver whined and barked a lot. Our vet had mentioned the Rover app as a a good source. I contacted Emma L at 9 am on the day of my daughter’s wedding . She answered in 10 mins and we worked out a schedule in less than 30 mins. Cooper got to stay home where he was much less stressed and more comfortable. Emma saved the day for us on incredibly short notice, she even sent pics and updated us after each walk. We were able to feel comfortable and fully enjoy our daughter’s wedding. I can’t recommend her highly enough Thanks again Emma

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 dog walking

1. Search
Browse profiles of walkers near you who offer dog walking.
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 walking - Brewster
Select a filter and find qualifying sitters offering dog walking.Sitters in Brewster average 3 repeat dog walking clients
FAQs for Dog Walking - Brewster
Frequently asked questions about Rover
The average cost of Dog Walking in Brewster is $39 per walk as of November 2026. Most bookings cost between $28 and $43 per walk. On Rover, walkers 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 November 2026, there are 3,481 sitters on Rover offering Dog Walking across Brewster. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in Brewster. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Brewster after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
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 walker 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.
Yes, you can find walkers who have experience with handling special pet needs in Brewster. On Rover:
- 88% of walkers can help with special care needs
- 91% 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.
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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
walkers 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 walker.


