Dog Sitting Montgomery

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

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Over 8
pet parents in Montgomery have booked dog sitting

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: Amber C.
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Amber C.
from
$35
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
Chester, NY, 10918

We had an emergency pet request while we were out of town and Amber came at short notice, she is our pet hero! thank you so much Amber!!!!

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Adam B.
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: Jaylin I.
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Jaylin I.
from
$35
per visit
5.0 out of 5 stars
3 reviews
6 years of experience
Walden, NY, 12586

My booking with Jaylin was last minute I must say he was professional. I will be using him again.

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bag l.
Sitter Profile Image: Kimberly M.
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Kimberly M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
83 reviews
27 repeat clients
56 years of experience
Gardiner, NY, 12440

Kimberly was thoughtful and communicative and took good care of our cat while we were away for the weekend. We appreciate Kimberly, would recommend her, and plan on asking her to do future kitty visits!

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Valerie L.
Sitter Profile Image: Jonathan C.
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Jonathan C.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
10 years of experience
Newburgh, NY, 12550

Jonathan made a drop in visit to give Hudson a meal and some time outside. I received pictures and confirmation that Hudson was doing great!

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Clara B.
Sitter Profile Image: Jasmine E.
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Jasmine E.
from
$30
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Wallkill, NY, 12589

Jasmine is fantastic! My dog is nervous around new people and takes a little while to warm up. Jasmine is so patient and accommodating and took the time to make my dog feel comfortable. She’s reliable and communicative and takes great care of my dog when she drops in.

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Mayme S.
Sitter Profile Image: Paula W.
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Paula W.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
251 reviews
23 repeat clients
39 years of experience
Ellenville, NY, 12428

We simply could not have asked for better and we are so thrilled and relieved that we have found such great care for our 2 cats and one dog. We have a stretch booked with Paula for September and it gives us such peace of mind to know they will be so well cared for. Thank you Paula!

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Anik O.
Sitter Profile Image: Carole S.
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Carole S.
from
$20
per visit
1 year of experience
Washingtonville, NY, 10992

About: Hi! I’m a devoted dog mom to Millie, my Cavalier King Charles Spaniel, and I bring that same hands-on care to every dog I look after. Raising Millie has taught me how much dogs thrive on consistency — reliable potty breaks, patient leash time, and reading their cues. I’m comfortable with feeding schedules and specific dietary needs, and I love a good sniff-led walk that lets a dog explore at their own pace. I’m patient, observant, and treat every dog’s home and routine like my own. Expect close attention to your instructions, thoughtful updates, and a sitter who genuinely loves the work. Looking forward to meeting your dog! 🐾 Pet care is already woven into my everyday routine — I’m home with Millie for feedings, potty breaks, and walks multiple times a day, so caring for a dog on a consistent schedule is second nature to me. I’m happy to build drop-in visits around your dog’s existing routine, whether that means a quick midday potty break or a longer afternoon walk. Since I’m mainly offering drop-in visits and walks, I focus on keeping things consistent with what your dog already knows — following their regular schedule, feeding routine, and any specific instructions closely. In my own home, I’m hands-on with Millie’s daily care, from meals to sniff-led walks, and I bring that same patience and attention to detail into your home so your dog feels comfortable and looked after.

Sitter Profile Image: James H.
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James H.
from
$38
per visit
5.0 out of 5 stars
44 reviews
10 repeat clients
10 years of experience
Gardiner, NY, 12525

James is always conscientious of issues while we are away. The power went out so the litter went out with the trash in case the toilet wouldn’t flush. We always get such cute photos of our cat babies too!

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Phoebe S.
Sitter Profile Image: Kenniqua B.
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Kenniqua B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
10 years of experience
Marlboro, NY, 12542

About: Hi. My name is Kiki and I love dogs!! I have years of hands-on experience working with dogs of all breeds, sizes, and temperaments. I was a manager at a cage-free dog daycare for 5 years, where I handled everything from group play supervision to administering medications and managing daily care routines. I also volunteered for 3 years at Second Chance Dog Rescue, helping with socialization, walking, and basic training. In addition, I’ve provided trusted pet sitting services in Peekskill, NY for 5 years until the family relocated. I’m trained in pet CPR, comfortable administering all types of medications, and have a dog of my own—so I truly understand how important it is to find someone reliable and compassionate to care for your pets. I have a car, am highly dependable, and treat every animal as if they were my own. Although I work full-time and attend school, I have large daily time blocks available between commitments, which I dedicate to pet sitting, walking, and drop-in visits I care for every pet like my own, ensuring they feel safe, loved, and comfortable while following their regular routine, my skills are administering medications, and giving personalized attention. Every pet has a specific personality so I try to respect that much like people.

Sitter Profile Image: Theresa & Michael G.
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Theresa & Michael G.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
New Windsor, NY, 12553

Theresa did a great job caring for my black and white cat Leo who needs injections of insulin and for my orange cat Oliver. She was able to accomplish everything needed and was very pleasant to work with!

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Mike D.
Sitter Profile Image: Kayla M.
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Kayla M.
from
$20
per visit
8 years of experience
Gardiner, NY, 12525

About: If you’d ask anyone in my life they will tell you I am a dog person more than human person. I’ve always had immense love for all dogs and do my best to play off their personality :). My three years of experience at a dog daycare/boarding facility has taught me patience with all dogs. I can provide feeding, walking, medicating (have cared for diabetics) and can be a temporary companion for your baby if needed :) While I was in my undergrad I had the wonderful experience of fostering a pitty mix from my local spca for 3 months. When we got him he was extremely underweight and was having a hard time in the shelter. I nursed him back to the happy guy he was all along and he’s now in a happy loving home 🖤 I’m currently working part time and taking classes as I am in the process of completing a masters program. I do not know the days I work week to week but am available to give services 3 times a day (7amish, 2pmish, and in the pm). My family dog is a grazer so we just put some food out for the day and he’ll eat whenever. If your pups have scheduled meals I’m 100% able to work with it. If your pup is high energy and my schedule is open I’m available to play with them, find a park or take them for a walk to give them enrichment. For those with reactive or babies that have a hard time trusting strangers, I completely understand and can work with that as well!!

Sitter Profile Image: Ashley M.
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Ashley M.
from
$35
per visit
5.0 out of 5 stars
2 reviews
13 years of experience
New Windsor, NY, 12553

About: I have been pet sitting since the age of 14. I have looked after animals of all kinds, such as dogs, cats, chickens, reptiles, and amphibians. I am comfortable giving medication (outside of injection) and am willing to work with animals of all ages. As we enter the school year I am unavailable for midday drop ins but am available for house sitting or walks after 4pm. This is not my full time position so I will be unavailable from 8am to 4pm. My availability will open up during holiday breaks so keep an eye out for when my availability opens up. I always schedule a meet-and-greet before any care to get to know you and your pets. It helps me ensure I am providing the best care.

Sitter Profile Image: Gianna L.
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Gianna L.
from
$17
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
1 year of experience
New Windsor, NY, 12553

Gianna has been a pleasure to work with this month. December can be challenging but she remained flexible and up beat despite the weather. My mini dachshund is absolutely in love with her. Thank you 💕

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Kerry C.
Sitter Profile Image: Alexa S.
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Alexa S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
New Hampton, NY, 10958

About: I take pride in my work and strive to treat each and every animal I care for as I would my own personal pets. I personally understand how difficult it can be to trust someone with your furry family members and do my best to make the experience as amazing as possible for both pets and pet parents. I have worked in the pet care industry for over ten years now. I began dog walking in NYC, then managed a luxury boarding/daycare facility for dogs in East Syracuse. Since then I have also branched out into working in animal rescue as well. I also am currently pursuing a certification in dog training. I currently work for myself so my hours are flexible. I can accommodate dog walking most mornings, afternoons and nights. I currently offer in home boarding but limit it to three dogs per night to ensure the best quality of care. I understand that allowing someone into your home to care for your pet can be nerve racking, so I strive to be as mindful of this as possible. Some of the ways I ensure I do this are by speaking with the client before hand to go over anything specific they need done, entering the home in a safe and respectful manner, greeting the pet I'm caring for with enthusiasm, creating a bond with them & making the experience as fun and stress free as possible.

Sitter Profile Image: Kalyna M.
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Kalyna M.
from
$30
per visit
4.9 out of 5 stars
103 reviews
80 repeat clients
8 years of experience
Newburgh, NY, 12550

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

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Susan M.
Sitter Profile Image: Cierra M.
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Cierra M.
from
$35
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
New Windsor, NY, 12553

About: I’m a dedicated animal lover with two dogs and a cat of my own who are truly my children—so I will treat your pets with the same love, care, and attention I give mine. I understand how important it is to leave your pets with someone you trust, and I take that responsibility seriously. I’m patient, attentive, and committed to keeping pets comfortable, safe, and happy while maintaining their normal routines. Whether it’s walks, playtime, feedings, medications, or plenty of cuddles, I make sure every pet feels at home and well cared for. I follow all instructions closely and provide regular updates and photos so you can feel at ease while you’re away. My goal is to give you peace of mind and ensure your pets feel loved every step of the way. I’d love to meet you and your furry family members! I am very active and love going for walks so if it includes your fur baby that’s a plus! I am here to fit your fur babies needs. I love bonding with ALL animals. I have a horse, a cat and two dogs of my own who I love and care for daily. I love giving treats, baths and lots of play time.

Sitter Profile Image: Natisha D.
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Natisha D.
from
$100
per visit
4.8 out of 5 stars
77 reviews
36 repeat clients
2 years of experience
Middletown, NY, 10941

Perfect communication and reliability as always!

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Tania L.
Sitter Profile Image: Kaitlyn D.
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Kaitlyn D.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Newburgh, NY, 12550

Kaitlyn was an awesome sitter for my cat for the 5 days I was away. She followed all of my instructions that I had and was great with the details and pics of her visits. I would 100% recommend her services. Thank you so much Kaitlyn for taking care of my fur baby! ?

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Alana C.
Sitter Profile Image: Tiffany T.
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Tiffany T.
from
$30
per visit
5.0 out of 5 stars
4 reviews
18 years of experience
Pine Bush, NY, 12566

Tiffany was amazing with Bella and treated her like one of her own pups!

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Savannah D.
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The median cost per visit for dog sitting in Montgomery is $25

Dog parents share their Rover experiences - Montgomery

1 / 1
5.0 out of 5 stars

These three pups were so well taken care of! We have NEVER come back to our house looking and smelling so good!! Annie cleaned up any and all messes and left the pups happy and well loved. We will definitely be working with Annie again!

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Jill B.
Drop-In Visits
5.0 out of 5 stars

Rhylee was absolutely amazing and sent the cutest photos and videos. She was so respectful and took care of everything asked. I would highly recommend her!

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Brooke B.
Drop-In Visits
5.0 out of 5 stars

Angelique is amazing ! She watched my three dogs and I cannot recommend her enough. She treated my dogs and my home as if they were her own. We were in contact throughout my time away. She took extra special care of my elderly dog and allowed my St. Bernard time to warm up to her. She is very experienced and it is very obvious the dogs safety and well being were her top priority. I cannot wait to use her again!

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Meghan G.
Drop-In Visits
5.0 out of 5 stars

Rhylee took very good care of my dog while I was away. She was punctual & communicative. It was great to have peace of mind that my dog was being well cared for. I will definetly be using her again!

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Maureen R.
Drop-In Visits
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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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog 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 dog sitting - Montgomery

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Montgomery average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Montgomery

Frequently asked questions about Rover

The average cost for Dog Sitting in Montgomery on Rover is $24.42 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 1,461 sitters on Rover offering Dog Sitting across 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 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 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 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 Montgomery. On Rover:

  • 95% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 99% 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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