Dog Sitting Fort Montgomery

Book a Fort Montgomery dog sitter to watch your dog in your sitter’s home or yours.

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Over 7
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Fort Montgomery, 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.

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Sitter Profile Image: Katarina A.
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Katarina A.
from
$25
per visit
3 repeat clients
15 years of experience
Haverstraw, NY, 10927

About: Hi neighbors, I am new to the neighborhood and looking for new pups to love! I am a part time dog aunt (my brothers pup is a Yorkie) who I always take care of. I bring my kind, compassionate and fun attitude to all of my clients! Trust me with your pup and they are sure to have a good time. From walking in the dog park to belly rubs and cuddles, I am your trusted dog aunt! I have 15 years of experience caring for pups and would love to take care of yours. If you have any special requests or if your pup needs anything extra, please do let me know and I am happy to accommodate! Looking forward to hosting your pup!

Sitter Profile Image: Marta A.
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Marta A.
from
$25
per visit
5.0 out of 5 stars
130 reviews
50 repeat clients
7 years of experience
Ossining, NY, 10562

We are so grateful for Marta, thank you so much! We were able to go on a family vacation out of the country and know that she was taking excellent care of our shy and nervous senior kitty and following all of our instructions about his special diet and medication! She always made an effort to connect with him and make him feel comfortable which we really appreciated. We will definitely hire her again!

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Mary D.
Sitter Profile Image: Kacie B.
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Kacie B.
from
$20
per visit
2 years of experience
Woodbury, NY, 10930

About: I’ve always had a genuine love for animals and enjoy spending time getting to know each pet’s unique personality. I’m patient, attentive, and focused on making pets feel safe, comfortable, and cared for while their owners are away. I have experience at the local animal shelter with dogs and cats of different ages and temperaments, including energetic puppies and more independent or senior pets. I’m especially mindful of routines, feeding schedules, and exercise needs, and I always aim to provide consistent care that matches what pets are used to at home. Whether it’s playtime, walks, or quiet companionship, I make sure each pet feels loved and well taken care of. Pet care fits naturally into my routine because I genuinely enjoy being around animals. I have a flexible schedule that allows me to provide consistent care throughout the day, including mornings, afternoons, and evenings when needed. I prioritize reliability and make sure I’m fully present during each visit or stay. Whether it’s daily check-ins, walks, or extended care, I’m able to adjust my time to meet the needs of both pets and their owners. I prioritize creating a calm, safe, and clean environment for every pet in my care. I follow all instructions carefully, including feeding routines, medication needs, and house rules. In a client’s home, I’m respectful of the space and make sure pets feel secure in their familiar surroundings. I always supervise interactions, ensure doors and gates are secure, and provide constant attention during visits or stays. My goal is to build trust with both pets and owners by being dependable, attentive, and caring at all times.

Sitter Profile Image: Anahi M.
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Anahi M.
from
$18
per visit
5 years of experience
Cold Spring, NY, 10516

About: Hi! I’m a college student and lifelong animal lover with over 5 years of experience caring for pets. I currently have two cats and one dog of my own, and I’ve also pet sat for friends and family for the past 5–6 years. Through these experiences, I’ve cared for pets with different personalities, energy levels, and needs. Whether it’s dog walking, feeding, playtime, litter box care, or providing companionship, I make sure every pet feels safe, comfortable, and loved while their owner is away. I understand how important it is to trust someone with your pets, and I treat every animal as if they were my own. I’m responsible, dependable, and committed to providing attentive care and regular updates to pet owners. I have wa flexible schedule and plenty of time to dedicate to pet care. During the summer and school breaks, I have wide availability for walks, drop-in visits, and pet sitting. I do my best to accommodate each pet’s routine and needs, whether that means early morning walks, afternoon playtime, or evening check-ins. I communicate regularly with pet owners and provide updates so they know their pets are happy and well cared for. Your pet’s safety and comfort are my top priorities. I carefully follow all instructions regarding feeding schedules, medications, exercise, and routines. I understand that every pet is different and take the time to make them feel comfortable and secure. When caring for pets in a client’s home, I respect their space and maintain a clean environment. I provide regular updates and photos so owners can feel confident their pets are receiving attentive, loving care while they are away.

Sitter Profile Image: Brenda C.
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Brenda C.
from
$35
per visit
5.0 out of 5 stars
44 reviews
14 repeat clients
18 years of experience
Peekskill, NY, 10566

Brenda was very good. She did a drop in for my pups, sent photos throughout the whole visit, then gave a full update at the end. Really great!!!

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Mike L.
Sitter Profile Image: Ava D.
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Ava D.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Fort Sanders, New Windsor, NY, 12553

I cannot say enough good things about Ava as our dog walker. She walks my pitbull, Giovanni, and my Frenchie, Jerry, and is so gentle, patient, and calm with them, which means everything to me. Ava is incredibly reliable, always on time, and treats Giovanni and Jerry like her own. I love the updates I get after walks, and I always feel like they are safe and well cared for when they’re with her. Both dogs are happier, calmer, and get so excited every time Ava shows up. If you’re looking for someone you can completely trust with your dogs—especially strong breeds—Ava is the best!

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Greg T.
Sitter Profile Image: Laura S.
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Laura S.
from
$18
per visit
5.0 out of 5 stars
3 reviews
9 years of experience
New Windsor, NY, 12553

Wonderful caring person!

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Myra F.
Sitter Profile Image: Scott M.
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Scott M.
from
$16
per visit
5.0 out of 5 stars
5 reviews
20 years of experience
Cortlandt, NY, 10567

About: Large dogs are my specialty, I enjoy walking and playing with them. I have plenty of room to play in the back yard or go for a long walk on a nature trail. I have experience in kenneling, potty training and leash training dogs. I work full time but have every afternoon and weekend available. I would enjoy walking a pet after work and am available to do overnight care. I have a pet friendly and private apartment with a large private back yard. I am very close to the black river trail which is excellent for dog walking.

Sitter Profile Image: Rafe W.
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Rafe W.
from
$30
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Cortlandt Manor, NY, 10567

About: I’ve had 6 dogs in my lifetime and of all shapes, sizes and personalities. I have never met a dog that I haven’t gotten along with and have been caring for mine and my friends dogs and cats when needed since I was 10. I trained each one of my dogs and take great care to respect them as the magnificent boys and girls they are. I really love animals of all kinds and meeting new ones is always the highlight of my day, and I look forward to meeting more! I’m currently applying to graduate school and studying for standardized testing, so my schedule can be as flexible as needed to accommodate for yours or your pets needs. I’m quite active with my dogs so I’m more than happy to deal with any energy levels in animals. That being said my care revolves around keeping your pets as happy as possible, and if you are ok with it I have a fully fenced in garden and three lovely dogs to keep them company!

Sitter Profile Image: Jessica D.
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Jessica D.
from
$25
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Ossining, NY, 10562

About: I've owned and cared for animals my whole life, from cats and dogs to snakes and chinchillas. My fur babies are everything to me - I even have them forever tatted on me! My current English bulldog, Stella, is half-blind and all crazy. She is a protector and lover of my two girls, who have known and grown up with animals their whole lives. While a sweetheart, she remains separate from my boarded friends. I have experience caring for senior animals, shy and timid babies with, and large breed guardian dogs. I also enjoy volunteering at two of our local animal shelters and am raising a future veterinarian. I believe animals are the purest form of love and require nothing less in return. Whether my own or yours, you can trust that I'll care for them all the same ♥️ I'm available most days of the week and weekends. Pet care and motherhood are my full-time roles, and my daughter may often accompany me on my walks. My home has large yard and a separate family area where my boarded friends can have their own quiet, private space to hang out with me: hang on the couch, watch TV, or play outside. I have a large crate if needed and plenty of space.

Sitter Profile Image: Maxine B.
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Maxine B.
from
$25
per visit
5.0 out of 5 stars
12 reviews
8 repeat clients
13 years of experience
Yorktown Heights, NY, 10598

Maxine did an excellent job taking care of my two cats, Misty and Brroklyn. She kept in contact with me daily and sent photos as well. I'm a happy owner.

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Antoinette E.
Sitter Profile Image: Martin C.
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Martin C.
from
$30
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
40 years of experience
Yorktown Heights, NY, 10598

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.

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Pamela C.
Sitter Profile Image: Colleen R.
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Colleen R.
from
$14
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
7 years of experience
New Windsor, NY, 12553

Super sweet gal!

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Allyson J.
Sitter Profile Image: Maria V. S.
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Maria V. S.
from
$18
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
17 years of experience
New city, NY, 10956

I couldn’t have asked for a better sitter for my 2 dogs, Ender and Petra. From the very start, communication was excellent. Maria was responsive, attentive, and made sure to keep me up to date. I reviewed photos and saw how happy and relaxed both pups were. I wholeheartedly recommend her to anyone looking for someone trustworthy, kind, and professional. Will certainly book again! 🐾

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Claudio
Sitter Profile Image: Elisabeth L.
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Elisabeth L.
from
$40
per visit
2.7 out of 5 stars
9 reviews
1 repeat client
30 years of experience
Peekskill, NY, 10566

About: Over 15 years experience running my own pet care company. Trust in my services, and give your pets the best care possible. Loving and reliable. I have plenty of references and a resume I can email to you if wanted. I mostly work from home doing freelance copywriting, so have plenty of free time to do house and pet sitting. I have a reliable car too. I no longer care for pets in my own home, as I moved into a no pets allowed apartment. But I will treat your pets and home with the utmost respect.

Sitter Profile Image: Maritza L.
Verified Enhanced Background Check
Maritza L.
from
$20
per visit
5.0 out of 5 stars
23 reviews
7 repeat clients
7 years of experience
New Windsor, NY, 12553

Maritza was great with my cat, Riley. She took time to meet Riley and get an idea of her daily routine. She provided daily updates with tons of photos and videos and a description of how Riley was during each visit. Maritza was very respectful throughout the process and provided me with a sense of ease knowing my cat was in good hands while I was away. I definitely recommend her to anyone looking for pet sitting services! Thank you!

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Kaitlin P.
Sitter Profile Image: Monique M.
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Monique M.
from
$49
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Peekskill, NY, 10566

About: I am currently employed as a pet sitter, taking care of various pets while their owners are away at work, or on vacation. I love your animals as if they are my own. I will care for your pets and love them as part of my family. I take responsibility for entering people's homes and ensuring the proper care of their pets. I can be trusted with providing animals the proper medication for their individual needs. I will ensure that pets are safe and given adequate attention when their owners are away from home. Pets are welcome in my home or I can care for them at their home. I am very flexible to make it convenient and easy for you and your fur babies. I'm currently working part time and I make my own schedule so I'll have plenty of time to give your pet the attention that they deserve. Please keep me up to date on what special care your pet will need when caring for in your own home and where the treats are located :)

Sitter Profile Image: Kathleen P.
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Kathleen P.
from
$30
per visit
5.0 out of 5 stars
144 reviews
18 repeat clients
50 years of experience
Haverstraw, NY, 10927

Kathleen is always a pleasure to work with. She is accommodating when asked for something outside of the normal pet sitting. I trust her in my home implicitly. Such a great find and an asset to Rover

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Stacey R.
Sitter Profile Image: Anjané N.
Verified Enhanced Background Check
Anjané N.
from
$25
per visit
4 years of experience
Peekskill, NY, 10566

About: Hi! My name is Anjané, and I have 4 years of professional pet care experience through pet sitting, dog walking, drop-in visits, boarding, and house sitting. I have experience caring for dogs and cats of all ages, including puppies, senior pets, and high-energy dogs. I understand that every pet has unique needs, and I always take the time to learn their routine, preferences, and personality to help them feel comfortable and safe while you're away. As a pet owner myself, I know how important it is to have someone trustworthy caring for your pets. I provide regular updates, photos, and communication throughout every booking so you can have peace of mind knowing your pet is receiving excellent care. My goal is to treat every pet like family and provide a safe, loving, and reliable experience for both pets and their owners. Pet care is my primary focus, and I build my schedule around the pets in my care. I provide consistent feeding schedules, potty breaks, walks, playtime, enrichment, and plenty of attention throughout the day. I am committed to keeping pet parents updated with photos and messages so they can feel confident their pets are safe and happy while they are away. Your pet’s safety and comfort are my top priorities. I carefully follow each pet’s routine, feeding instructions, medication schedules, and any special care requirements. My home is clean, pet-friendly, and smoke-free. For house sitting and drop-in visits, I treat every client’s home with the same respect and care I would expect for my own. I provide regular updates and photos throughout each stay.

Sitter Profile Image: Marisa L.
Verified Enhanced Background Check
Marisa L.
from
$25
per visit
10 years of experience
Pomona, NY, 10970

About: I am a huge animal lover! I was a camp counselor at a daycare/boarding facility where dogs interacted and played together all day. I supervised up to 30+ dogs daily, and I have had hands-on experience with little and big dogs. I fed, cleaned, bathed, and administered medications that don't involve needles. I also have a lot of hands-on experience with cats and fish. I'm a huge animal lover, and I love children as well. I am not able to watch pets in my home, because of the pets I already have. However, I would be 100% willing to stay in your home to care for your beloved family member, or make visits. :)! I'm currently working as a 7th-grade English teacher in the Rockland County area from 9:00-3:40. I'm lucky enough to have awesome work hours that allow me to take care of pets as needed! Currently I can't watch other animals in my home because I have two cats of my own and a new puppy! All 3 of my animals are spoiled rotten! They have so many toys, tons of playtime, and the best of the best quality food and treats! I love my animals like my children, I even had a puppy shower for my new puppy! (Ask me for photos, and I will show you lol!) It's important to me, that your fur baby is comfortable, safe, and well taken care of. I will try my best to mimic your pet's schedule and keep them feeling pawsitively happy!

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The median cost per visit for dog sitting in Fort Montgomery is $25

Dog parents share their Rover experiences - Fort Montgomery

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5.0 out of 5 stars

Jessie is the best. Our girls love her and she is so considerate and thoughtful with flexing to give them the best care!

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Jennifer D.
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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
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet & Greet

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Sitters in Fort Montgomery average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Fort Montgomery

Frequently asked questions about Rover

The average cost for Dog Sitting in Fort Montgomery on Rover is $33.3 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 12,327 sitters on Rover offering Dog Sitting across Fort Montgomery. 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 Fort Montgomery 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 Fort Montgomery 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 Fort Montgomery 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 Fort Montgomery. On Rover:

  • 89% 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.

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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