Pet Sitting New Windsor

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 136
pet parents in New Windsor have booked pet sitting

New Windsor, Find top rated pet 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: Christina B.
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Christina B.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
239 reviews
70 repeat clients
15 years of experience
Newburgh, NY, 12550

Christina really came through in my time of need. She takes such great care of my Benji and Bailey and even manage to navigate my patio construction with grace and humor expressed through her daily updates. She has taken some of the best pictures of the pups too! Highly highly recommend ⭐️⭐️⭐️⭐️⭐️

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Teresa F.
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: Jazlynn S.
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Jazlynn S.
from
$23
per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
11 years of experience
New Windsor, NY, 12553

Jazlynn has been incredible to work with. She is very accommodating and is quick to respond to any schedule changes. She is phenomenal with our dog and always makes sure our dog is well taken care of.

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Joe V.
Sitter Profile Image: Tara M.
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Tara M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
168 reviews
48 repeat clients
11 years of experience
Newburgh, NY, 12550

As always Tara was fantastic. Very caring towards Fig and always goes above and beyond. We know Fig is well taken care of when we're away and have that piece of mind.

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Lauren 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: Maritza L.
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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 an amazing sitter! She sent photos and updates every time she took care of our cats, Buddha and Gagoots. You can tell by the photos that they really liked her. She played with them and really cared for them from a Wednesday through Sunday! We will definitely use her again! Highly recommend her.

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Mary Ann B.
Sitter Profile Image: Jacquelin W.
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Jacquelin W.
from
$28
per visit
5.0 out of 5 stars
114 reviews
35 repeat clients
30 years of experience
New Windsor, NY, 12553

Jacquelin was fantastic. We were not the easiest group. We had many steps and requests and she had no problems whatsoever. She was extremely friendly and sent us many pictures. All of our animals seemed very excited to see her and we will definitely be reaching out to her again.

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Morgan K.
Sitter Profile Image: Jordan M.
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Jordan M.
from
$15
per visit
5.0 out of 5 stars
31 reviews
14 repeat clients
15 years of experience
Beacon, NY, 12508

Jordan is the ABSOLUTE BEST!!!! I will always use her anytime I need someone to watch or play with my fur baby!! Thank you Jordan for going above and beyond !!

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Jodie B.
Sitter Profile Image: Jonathan C.
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Jonathan C.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
18 reviews
4 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: Theresa & Michael G.
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Theresa & Michael G.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
New Windsor, NY, 12553

About: I have had cats and dogs my whole life. I have watched all kind of pets for friends, family, and clients. Even a few lizards and hamsters! All ages are welcome from seniors (medicine included) to littles. I work full time and my husband (my pet loving partner) is home in the AM hours. We are a team of pet care. I am available to do walks in the mornings and evenings. If you pet needs a mid-day check in, my husband would LOVE to spoil your pet with attention. My home is pet friendly. We don't have a gated yard, but we love to walk and are active hikers too. In your home, I am respectful of your house and will follow any instructions you have.

Sitter Profile Image: maryanna t.
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maryanna t.
from
$18
per visit
4.9 out of 5 stars
17 reviews
4 repeat clients
10 years of experience
New Windsor, NY, 12553

I highly recommend Maryanna .... thanks

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Frank M.
Sitter Profile Image: Madison F.
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Madison F.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
3 years of experience
University, Newburgh, NY, 12550

About: I’ve owned dogs that I have actively taken care of for years now! Raising my own boxer puppy and helping out family and friends by dog sitting and taking care of dog their dogs for them! I’m currently a freshman at UB! My classes are pretty short and spread out throughout the day! I would have ample time to check on your dog multiple times day! I am also available almost every weekend! I can actively take your dog out, play with it, take it for walks! Whatever is needed to make sure your dog is in a good environment!

Sitter Profile Image: skye a.
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skye a.
from
$20
per visit
4.8 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Cornwall-On-Hudson, NY, 12520

Skye was wonderful with my cats. She went above and beyond what I expected. I knew she was going to be a perfect match when she came to meet my girls. I did not have any worries while I was gone. I even received pictures of my cats while away. I’d absolutely recommend her and use her again

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Angelina W.
Sitter Profile Image: Daniela F.
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Daniela F.
from
$30
per visit
4.8 out of 5 stars
33 reviews
11 repeat clients
5 years of experience
Newburgh, NY, 12550

Daniela was very sweet to my pets. She was punctual, spent time with them and communicated well. Normally after a day or two away my dog is very depressed but when I got home he very upbeat and happy. I would definitely rebook.

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richard l.
Sitter Profile Image: Nancy C.
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Nancy C.
from
$18
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
New Windsor, NY, 12553

I was very happy with my overall experience with Rover. It was easy to set up and choose someone to care for my 2 cats when I was out of town. Nancy was great! She came when she said she would and gave me updates at each visit. When I came home, the house was so calm and peaceful. The cats were safe, fed and happy. I would definitely recommend Nancy and will use her again in the future. Thanks! :) Rose G.

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Rose G.
Sitter Profile Image: Gretchen K.
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Gretchen K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
5 years of experience
Beacon, NY, 12508

About: Hi I’m Gretchen! I’ve always loved animals and three years ago I got my own dog, the cutest Sunny. Since then I’ve cared for our dog and watched many others. At our house your dog would get at least one long walk a day (a minimum of two miles), excellent attention throughout day (I work from home) a fun home environment (lots of playing) and tons of snuggles. I have an active dog so go on at least one long walk a day and would love to bring your pup with us. I work from my home office so am around all day. I have a very friendly 3 year old Australian Shepard mix that loves to play and hang with other dogs. My 11 year old son also loves to pet dogs and give them tons of attention.

Sitter Profile Image: Jenna G.
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Jenna G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
45 reviews
16 repeat clients
10 years of experience
Newburgh, NY, 12550

Jenna has been taking care of my pups for the past month or so and I couldn’t be happier. I work in NYC, 3 days a week and am gone about 12 hours an each day. It’s so nice to have found someone I can rely on to show up and take good care of my Benji and Bailey! Thanks so much Jenna!

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Teresa F.
Sitter Profile Image: Leah W.
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Leah W.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
134 reviews
43 repeat clients
15 years of experience
Beacon, NY, 12508

Leah was fantastic! Took great care of our two kitties, even tracking them down when they were shy/hiding. She gave us great peace of mind while on vacation.

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Laura B.
Sitter Profile Image: Rebecca Z.
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Rebecca Z.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
120 reviews
33 repeat clients
10 years of experience
Newburgh, NY, 12550

I have been booking with Rebecca since October 2024! My partner and I always talk about how amazing it’s to have her taking care of our two cat boys. Our shy cat loves her and our social one as well! And it always puts a smile on my face when I check Rebecca’s updates and photos of each visit, while we are away ✨💕💕

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Camile O.
Sitter Profile Image: Anna B.
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Anna B.
from
$20
per visit
4.9 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Newburgh, NY, 12550

Anna did a great job taking care of my cates. Especially my diabetic cat that is resistant to being given his injections, Anna was able to accomplish the task without any issue.

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Mike D.
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The median cost per visit for pet sitting in New Windsor is $25

Pet parents share their Rover experiences - New Windsor

1 / 1
5.0 out of 5 stars

Laura was great. She took care of our Teddi on a very hot day and gave her the care she needed. We will definitely use here again.

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Nancy J.
Drop-In Visits
5.0 out of 5 stars

Christina fit in a last minute drop-in for my cats and as usual did a wonderful job and sent me the best check in note and photos. I always know they’re in good hands when she visits :)

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Ciana F.
Drop-In Visits
5.0 out of 5 stars

Maya was very sweet and communicative. She was able to pick up our last minute drop in request and was very flexible with our schedule/any changes to the selected times. She stopped by, cleaned up after him, walked, fed and gave him fresh water before leaving him with a treat. She also followed our instructions on how to close his gate properly. Much appreciated!!

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Jaanai R.
Drop-In Visits
5.0 out of 5 stars

Ava is very reliable, punctual and is amazing with communicating. She took great care of Aspyn during her drop in…I highly recommend her!

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

Rebecca is the best! She's so good with my cat Ruth. Ruth requires daily medications and Rebecca has the patience and skill to get Ruth to take her medication without much fuss.

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Adam C.
Drop-In Visits
5.0 out of 5 stars

Thu was great! She came and loved up on my puppies. She gave them time outside and fed them plus sent lots of pictures. I would highly recommend using her.

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Michelle M.
Drop-In Visits
5.0 out of 5 stars

Maritza was an amazing sitter! She sent photos and updates every time she took care of our cats, Buddha and Gagoots. You can tell by the photos that they really liked her. She played with them and really cared for them from a Wednesday through Sunday! We will definitely use her again! Highly recommend her.

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Mary Ann B.
Drop-In Visits
5.0 out of 5 stars

He was so wonderful and accommodating. I am always going to use him. Keep him on your payroll please.🫶😁

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Leanne P.
Drop-In Visits
5.0 out of 5 stars

Skye was wonderful with my cats, and I would absolutely book with her again! She took great care of them while I was away and sent detailed notes and updates that I really appreciated. it meant a lot to feel like she truly understood how important my cats are to me. I felt completely at ease knowing they were in good hands, and it made being away from them so much easier. Would 100% book with her again

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Briana V.
Drop-In Visits
5.0 out of 5 stars

Rebecca went above and beyond!! Our pets loved her and we couldn’t be happier! Such a relief to have such an attentive, caring person take care of our pets and make our trip worry free!! We will definitely looking forward to her services in the future!!

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Laura K.
Drop-In Visits
5.0 out of 5 stars

Tara is amazing! She really, really cares and takes her time with your pets. I'm so happy I found her!

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Stephanie C.
Drop-In Visits
5.0 out of 5 stars

Marlene took such good care of my cat for nearly 2 weeks while I had to leave the country very professional clean and hard-working. I’ll be sure to come back to her if I ever need him taken care of again thank you so much.

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Noor M.
Drop-In Visits
5.0 out of 5 stars

I can’t say enough how happy I am with her service . My dog was well taken care of with gentle loving care. I am so happy . Thank you for the peace of mind

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Cindy M.
Drop-In Visits
5.0 out of 5 stars

Gabrielle was fantastic! She was punctual and awesome with her care for my Kane and Khoda. Much appreciation and I will be rebooking Gabrielle again!

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Vic R.
Drop-In Visits
5.0 out of 5 stars

Anna did a great job taking care of my cates. Especially my diabetic cat that is resistant to being given his injections, Anna was able to accomplish the task without any issue.

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Mike 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?

  • 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

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Sitters in New Windsor average 5
repeat pet sitting clients

FAQs for Drop-In Visits - New Windsor

Frequently asked questions about Rover

The average cost for Pet Sitting in New Windsor on Rover is $22.2 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 2,423 sitters on Rover offering Pet Sitting across New Windsor. 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 New Windsor 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

Yes, you can find sitters who have experience with handling special pet needs in New Windsor. On Rover:

  • 93% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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