House Sitting Brewster

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

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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.

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Sitter Profile Image: Jason S.
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Jason S.
from
$55
per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
15 years of experience
Carmel Hamlet, NY, 10512

“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.”

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Jeffrey P.
Sitter Profile Image: Allison D.
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Allison D.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
8 years of experience
Brewster, NY, 10509

“Amazing kitty care– thank you so much! Highly recommend. My cat was cared for by a loving companion and her communication was excellent. Highly recommend! 🐈⭐️💫”

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Raquel V.
Sitter Profile Image: John H.
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John H.
from
$100
per night
5.0 out of 5 stars
• 24 reviews
12 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

“Cotter (John) did an amazing job caring for our pups while we were attending an out of state wedding. Very dependable and my dogs were very comfortable with him. Thank you, Cotter.”

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Tanya B.
Sitter Profile Image: Richie G.
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Richie G.
from
$80
per night
5.0 out of 5 stars
• 34 reviews
21 repeat clients
7 years of experience
Patterson, NY, 12563

“Rich is very responsible, he took care of Shiraz in our home while we were away. He spent lots of time with Shiraz so that he wouldn’t have to be crated, we were very grateful for him.”

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Janet B.
Sitter Profile Image: Eliza W.
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Eliza W.
from
$32
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Ridgefield, CT, 06877

“Eliza made herself available on short notice, kept me updated with multiple pictures and videos daily, my two dogs were safe and happy when I returned and the house was spic and span. I highly recommend Eliza!”

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Kelly M.
Sitter Profile Image: Katharina D.
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Katharina D.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
South Salem, NY, 10590

“Kat was amazing and very accommodating to our needs. She asked a lot of questions about the dogs needs before the sit and kept in communication She took care of four dogs, including a small puppy and sent lots of pictures. All of the dogs seemed happy and it worked out great. Kat cleaned up really nice and even washed the linens that she used so I didn’t have to do that when we come back.”

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Laura K.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$90
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Brewster, NY, 10509

“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.”

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Felipe R.
Sitter Profile Image: Lisa M.
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Lisa M.
from
$59
per night
10 years of experience
Katonah, NY, 10536

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. ..

Sitter Profile Image: Kevin H.
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Kevin H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
20 years of experience
Pawling, NY, 12564

“Kevin's great! He's taken care of Shadow before and come to meet the boys before hand. He had no problem syringe feeding our senior until we could be home to hand feed him, and he took great care of the boys. Sent pictures/ updates. The best.”

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Anne T.
Sitter Profile Image: Brandon F.
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Brandon F.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 25 reviews
5 repeat clients
7 years of experience
Ossining, NY, 10562

“We had some last minute changes because I got sick and Brandon was super flexible and responsive. He’s great with our dog and our dog adores him. He takes him on long walks, very on top of food, water and medication. Took excellent care of the house as well.”

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Jennifer A.
Sitter Profile Image: Penny N.
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Penny N.
from
$100
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Norwalk, CT, 06851

“Penny stayed in our home with our dog for a long weekend. She was responsive and responsible. I would happily hire her again!”

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Emily B.
Sitter Profile Image: Melissa R.
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Melissa R.
from
$85
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
25 years of experience
Danbury, CT, 06811

“Melissa took very good care of our Jetta while we enjoyed our mini vacation. She updated us with photos while we were away. Thank you, Melissa.”

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Helen S.
Sitter Profile Image: Katherine F.
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Katherine F.
from
$120
per night
1 repeat client
20 years of experience
Bedford, NY, 10506

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.

Sitter Profile Image: Don H.
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Don H.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
30 years of experience
Pawling, NY, 12564

About: My name is Don H. I am a professional pet sitter, dog walker and licensed dog trainer for 30+ years. I have been in the pet industry for many years, this is what I do full-time and love every minute of it. I care for all breeds of dogs and cats and also reptiles, fish, rodents, goats, horses I will e-mail/text or phone you updates and photos of your pet while you are away. I would love to help you out whether you need a pet/house sitter, dog training, dog walking, trail walks or your dog to be transported to Vet or Groomer. Your pet will be well cared for whether in your home or ours. I am a call way. Sincerely, Don My clients will give reference to how trustworthy and experienced I am when caring for pets in your home. I have respect for your property and even go the extra mile making sure your home is maintained and your pets are safe. I will take in your mail, water plants, take out your garbage/recyclables at no charge. Overnights include picking up after your pet inside and out. Why I love dog sitting I have been around all animals my whole life, I started my journey when I became a certified dog trainer. I also worked as a Kennel Manager for a medium-size kennel in Greenwich, CT. People tell me that I have great patience and calmness when working with difficult dogs. my goal is to help owners and their pet's to become one. I have over 25 years experience as a dog trainer and pet care provider. About my yard Yes i do have a backyard. Although it is not fenced in but I have tree barriers that keeps them safe. I also am close to a dog friendly park where all dogs are on leashes. I will not take a dog off leash when he/she is in my care. My experience administering medication Yes with my kennel experience, I am very comfortable administering medication. I am also comfortable administering shots for dogs and cats. I am a full time pet care provider and a dog walker and i have been training dogs of all breeds for the last 30 years. I give all my furry guest lots of play time and walks and all of our guest hang out with us we are cage free unless your owner wants your dog to sleep in one

Sitter Profile Image: Ian W.
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Ian W.
from
$70
per night
5.0 out of 5 stars
• 36 reviews
15 repeat clients
8 years of experience
Sandy Hook, CT, 06482

“My dogs, especially the standoffish one, of my 3, loved Ian upon meeting him. He is very patient and gentle. He is so considerate and attentive. I cant praise him enough! We are actually stuck where we traveled to, and were able to book him last minute for a few more days. We will be tipping him accordingly upon our retun thanks to his last minute flexibility. HIGHLY RECOMMEND”

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Elizabeth M.
Sitter Profile Image: Shyann B.
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Shyann B.
from
$28
per night
5.0 out of 5 stars
• 1 review
1 repeat client
1 year of experience
Bedford Hills, NY, 10507

About: I have taken care of friends and family pets over the course of this year some long-term and some short term. Frequent dog park visits and timely feedings. I can accommodate all types of diets, raw kibble, and specialty foods. I currently work full-time however I have a rotating schedule so I can often pet sit and drop in weekdays if needed and weekends. I am off in the mornings so drop and visits are easy for people who work 9 to 5 and just want their dog to have some extra time out or to just check in on the cats. There is an option of having your pet here in my space all to themselves or with my personal pets. I have different options of sleeping accommodations for your pet cage, cot and cushioned. Though I do not have a fenced in yard, I have a dog park in my complex as well as a dog park 4 minutes away by car. I can accommodate all diets, including raw diet.

Sitter Profile Image: Stuart Z.
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Stuart Z.
from
$32
per night
5.0 out of 5 stars
• 21 reviews
13 repeat clients
20 years of experience
Danbury, CT, 06810

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.

Sitter Profile Image: Paul R.
Verified Enhanced Background Check
Paul R.
from
$100
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Shelton, CT, 06484

About: I cannot imagine life without pets! I am a very loving and friendly person with a passion for animals. I provide the following services: dog walking, potty breaks, drop-in visits, overnight care & baths. I am extremely responsible and will provide the best care for your pets, guaranteed. If you have any questions, don’t hesitate to ask! I have open availability 7 days a week. I am fully committed to providing care to your pets. Please let me know the day(s), time & service that is ideal for you. I have 2 mini golden doodles and 2 cats. They are extremely friendly and get along great with other animals. While staying over or going to a clients home, I will ensure to follow the provided instructions and keep their home as clean as when I initially get there.

Sitter Profile Image: Emily M.
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Emily M.
from
$130
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Redding, CT, 06896

“Emily was great with the fog and left the house sparkling clean. I will hire her again!”

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Paul F.
Sitter Profile Image: Chloe S.
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Chloe S.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
20 years of experience
Brewster, NY, 10509

About: I’ve grown up with large-breed dogs, especially Labs, and have cared for two or more cats at a time. Neighbors, friends, and family have relied on me for over five years to walk, feed, and bathe their pets—including large dogs and bigger cat breeds. I’m comfortable handling active dogs, giving them plenty of exercise, and providing calm, loving care for all animals. I treat every pet as if they were my own. My schedule is full-time remote but flexible, and I’m happy to work with most schedules. This allows me to give your pets the time, attention, and care they deserve, whether that’s walks, playtime, feeding, or just keeping them company while you’re away. I create a safe, loving environment in my own home and will be sure to do the same in yours. I follow your pet’s routines, ensure they’re comfortable, and keep them supervised during walks or playtime. Whether it’s making sure they get enough exercise, providing calm companionship, or keeping their space clean and cozy, I always put their well-being first.

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The median cost per night for house sitting in Brewster is $70

Pet parents share their Rover experiences - Brewster

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5.0 out of 5 stars

Lucy took great care of our fur babies - even managing to sneak in walks during a nor’easter! She was very responsive and sent pupdates. And she didn’t flinch with all the special instructions we had…which I know were a lot!

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rebecca p.
House Sitting
5.0 out of 5 stars

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.

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Jonathan F.
House Sitting
5.0 out of 5 stars

Courtney is the best! It was such a relief to know my pups were in good hands while we were away! She’s a blessing!

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JoAnn N.
House Sitting
5.0 out of 5 stars

Candice was great with our two-year-old standard poodle. She is cheerful, competent and very responsible.

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Steve G.
House Sitting
5.0 out of 5 stars

Jessica was absolutely wonderful with our dogs. She gave them so much love and attention, and we felt completely at ease knowing they were in her care. I highly recommend her services to anyone looking for someone reliable and kind.

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Melissa A.
House Sitting
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  • 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

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  • 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. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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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 October 2026, there are 2,185 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 , 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 .

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 .

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.

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
  • 93% 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.

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