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
pet parents in Fort Montgomery have booked dog sitting

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: Valerie S.
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Valerie S.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
11 reviews
8 repeat clients
23 years of experience
Sleepy Hollow, NY, 10591

Valerie is wonderful. Very flexible, kind and caring! Will be rebooking for all my upcoming pet needs.

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Mary C.
Sitter Profile Image: Stephanie P.
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Stephanie P.
from
$40
per visit
4.9 out of 5 stars
83 reviews
55 repeat clients
20 years of experience
Stony point, NY, 10980

Stephanie takes great care of all of our pets, is quick to respond to questions/concerns about them, and was able to accommodate our booking on a day's notice due to a family emergency that required us to travel immediately. I highly recommend her!

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Ashley G.
Sitter Profile Image: Rafe W.
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Rafe W.
from
$30
per visit
5.0 out of 5 stars
6 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: Vanessa G.
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Vanessa G.
from
$21
per visit
5.0 out of 5 stars
16 reviews
7 repeat clients
10 years of experience
Peekskill, NY, 10566

About: I’ve had dogs my entire life and understand the care each one (puppy-senior) requires. Many friends, family, and coworkers have trusted me to care for their fur babies - walks, feedings, drop-ins, etc. They have all become family to me! 🧡 That being said, I’d love to be apart of your pet’s daily care! I am currently available after 5pm Monday-Thursday, after 3:30pm on Friday and between 8:30am- late evening on Saturday and Sunday. I am very flexible overall! I have experience teaching basic dog training commands - sit, lay down, roll over, paw, etc. I can walk (3) dogs at a time. Long walks and play are essential for their well-being and health. Happy to take them to dog parks too!

Sitter Profile Image: Mary Kate P.
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Mary Kate P.
from
$30
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
11 years of experience
Nelsonville, NY, 10516

Mary Kate always does a great job taking care of my dog. She's very responsive and gives great peace of mind!

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Danny M.
Sitter Profile Image: Candice K.
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Candice K.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
70 reviews
24 repeat clients
15 years of experience
CORTLANDT MANOR, NY, 10567

Candice was the sweetest pet sitter for our cat! She was patient with him and communicative with us throughout the time we were away. We would definitely rebook her in the future!

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Megan R.
Sitter Profile Image: Michael G.
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Michael G.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
37 reviews
8 repeat clients
26 years of experience
Highland falls, NY, 10928

Michael was great with our pups!

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Sarah H.
Sitter Profile Image: Alesandra P.
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Alesandra P.
from
$50
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: I grew up around animals, from birds and hermit crabs to cats and dogs, my household has always been filled with pets. I have also fostered medically fragile dogs and volunteered at the Westchester Humane Society. I am passionate about ensuring all animals receive the best possible care and I will give your pet the same love I give my own. I currently work part time and I’m a full time grad student, but I have my own transportation so my schedule is open and flexible. I will schedule a meet and greet with you and your pet to learn all about their unique quirks, likes, dislikes, and routines prior to beginning services with them. I ensure a safe environment by using non-retractable leashes on walks and will send you updates while I am with your pet. Your pet's safety is my top priority.

Sitter Profile Image: Yhakerra M.
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Yhakerra M.
from
$45
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
8 years of experience
New city, NY, 10956

About: I’ve been an animal lover since the womb! I also currently work as a vet assistant at Spring Valley Animal Hospital. I can also honestly say I love animals more than humans :) My schedule at my current job varies. I get my new schedule for the next week every Thursday. I’m 100% sure that I could be available for your pet if planned accordingly. I am a cat mom of 1 red tabby boy & a few stray cats that I still feed at my old house. I understand the concern people have for their fur babies. I’m here to give your pets the best & loving experience possible!

Sitter Profile Image: Timothy D.
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Timothy D.
from
$22
per visit
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Arlington, NY, 12603

Timothy was a great sitter for our elderly cat. He was patient, kind and easily administered medication for our fur guy. We absolutely will hire Timothy again when we’re out of town and know our cat Stoopy would be in good hands.

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Lauren K.
Sitter Profile Image: Griffin B.
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Griffin B.
from
$25
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
5 years of experience
Croton-on-Hudson, NY, 10520

About: I grew up in Oklahoma on 90 acres with cows, horses, cats, and dogs. I've always had a passion for animals and the outdoors. One of the unique experiences I offer is adventure outings for your pup. Living near the beach allows me to provide refreshing beach walks, and as an avid hiker, I also enjoy taking dogs on scenic trail adventures where they can safely explore and enjoy nature. I currently have two dogs of my own—a Miniature Dachshund and a German Shepherd mix we rescued. If your dog would benefit from a positive, supervised social outing, I’m happy to provide that as well. Growing up, I regularly cared for and walked neighbors’ and family members’ pets, so I understand how important it is to find someone you trust. My goal is to give you peace of mind while your pet has a fun, enriching experience. You can rest assured that your furry family members will be cared for and loved as if they were my own. As a full-time dog dad to my two pups, I maintain a flexible schedule and am readily available to help ensure your pets receive the care and attention they deserve. Whether it’s a quick neighborhood walk for exercise or an extended stay with a pet who needs a little extra companionship, I’m here to provide dependable, attentive care. My goal is to give you peace of mind while you’re away, knowing your pets are safe, happy, and fully cared for. I am committed to providing a high level of personalized care and attention to every client. I ensure that when you book a walk or service with me, your pets receive my full, undivided focus. This dedicated one-on-one time allows me to tailor each visit to your pet’s individual needs, personality, and routine. I also have a spacious SUV available for safe transportation if needed. For dogs who enjoy a little extra adventure, I offer nature hikes as an additional service, giving them the opportunity to explore and exercise in a safe, supervised environment. Feel free to send me a message with what you’re looking for, and I’ll respond as soon as possible. I look forward to connecting with you and your pets!

Sitter Profile Image: Brandon F.
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Brandon F.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
7 years of experience
Ossining, NY, 10562

Wow. I can’t say enough about the quality of care Brandon provided to our active dog Coco (who needed medicine administered and extra TLC during his visit) and our kitty Cora. His communication with us and the animals was wonderful, he updated us in real time, and everyone was in great shape when we arrived home. We’ll definitely be rebooking with Brandon!

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Madeleine H.
Sitter Profile Image: Erin S.
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Erin S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
4 years of experience
Nanuet, NY, 10954

About: I’ve worked with dogs of all sizes at a pet care facility for over 2 years. I also have an animal science degree and have worked with many animals especially cats, dogs, and horses. l would love to get to know your furry friend! I’m a recent college graduate currently taking a gap year before graduate school. This means I have plenty of time to follow your schedule, and take care of your furry friends. I have experience giving pilled medications, and have also administered insulin for a diabetic dog. I can prepare raw food or kibble with any supplements or toppers you’d like. Additionally, I love to teach dogs new fun tricks and playing fetch in the yard.

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

Jessica is amazing. She is truly very understanding and it’s such a great job with our dog. She sent us pictures of him as she was watching him. She is the best I would highly recommend Jessica.

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Caroline F.
Sitter Profile Image: Shannon & Justin M.
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Shannon & Justin M.
from
$30
per visit
5.0 out of 5 stars
10 reviews
7 repeat clients
20 years of experience
Warwick, NY, 10990

Justin was reliable and got along great with my German Shepherd.

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Leilani W.
Sitter Profile Image: Jessie G.
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Jessie G.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
225 reviews
93 repeat clients
10 years of experience
Patterson, NY, 12563

Jessie is great! She has helped take care of our cat before and we we always appreciate her communication with regular updates and speedy responses

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Christine V.
Sitter Profile Image: Robert L.
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Robert L.
from
$35
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
30 years of experience
Warwick, NY, 10990

Robert was a great dog care person! He gave our dogs special attention by interacting with them in play & extra pets and cuddles. Our dogs love Robert. Highly recommend.

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Kimberly A.
Sitter Profile Image: Nahomi B.
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Nahomi B.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Croton-on-Hudson, NY, 10520

About: I provide calm, one-on-one care for dogs who do best with consistency, close supervision, and a peaceful home environment. I have hands-on ASPCA volunteer experience and 15 years caring for my own dog, Peggy, and I’m especially comfortable supporting dogs with medical needs, anxiety, or those who require extra patience and structure. Because I work from home, I’m able to provide consistent supervision throughout the day rather than leaving your dog alone for long stretches. I follow routines closely, including meals, medications, potty breaks, and rest, while maintaining a predictable environment that helps your dog settle quickly and feel secure. Safety, structure, and clear communication guide everything I do. I provide a calm, clean, and well-supervised environment where your dog is closely monitored at all times and never left unattended.

Sitter Profile Image: Dawn B.
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Dawn B.
from
$30
per visit
5.0 out of 5 stars
33 reviews
12 repeat clients
20 years of experience
Bronxville, NY, 10708

About: My 3 kids and I run a small business caring for animals mostly dogs. All 3 are in their 20’s. My son, Adam does most of the walks and house sitting, I handle the boarding. My reviews are not only for me but for my boys as well. I come from a long line of animal lovers and grew up with many dogs, cats, birds, hamsters. Animals are my life! They offer unconditional love and rely on us to give them love, affection and to meet all of their basic needs. I own my own home on a private dead end street. When your fur babies are here, they are part of our family and are never left alone. There is always someone at home. My mission is to make sure all pups in my care, feel safe, loved and happy. I recently left my job in the medical field. I’m spending my time now with my adult children and my dogs. Life is too short to not do what you love everyday Safety is a priority in my home and I live on a private street with only two houses so there is absolutely zero traffic here

Sitter Profile Image: Jasmine E.
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Jasmine E.
from
$25
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Wallkill, NY, 12589

About: I have a very special connection with all animals and will love and care for your pet as if it were my own! I have a lifetime of experience with cats and a few years of experience with dogs, namely raising and training my own dog from ~2 months old. He’s the sweetest, happiest pup and he is very loved! I work from home and have plenty of time to spend with your pet, whether that’s walking them, playing with them or bringing them to appointments!! I don’t have a fenced in yard but have plenty of space to walk and play with your dog outside (or inside!). I can crate the dog if necessary, and my puppy is extremely friendly and welcoming with new dogs!

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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.
Drop-In Visits
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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?

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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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
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Popular requests for dog sitting - Fort Montgomery

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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 August 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 August 2026, there are 12,396 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:

  • 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 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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