Dog Boarding New Windsor

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Over 271
pet parents in New Windsor have booked dog boarding

New Windsor, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: David G.
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David G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
83 reviews
22 repeat clients
5 years of experience
New Windsor, NY, 12553

David was awesome and took excellent care of my pup while we were traveling. She had loads of play time, yummy healthy snacks and plenty of cuddles. I would highly recommend David to anyone looking for above and beyond care, loads of knowledge on dogs and a very proactive and professional approach to providing excellent care.

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Nancy H.
Sitter Profile Image: Patricia R.
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Patricia R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
128 reviews
39 repeat clients
12 years of experience
New Windsor, NY, 12553

Pat is amazing! Treated my Harli like her own. Sent me pictures throughout her stay which always came at the perfect time. I knew Harli was in good hands and received all the love and care she would normally get at home. :) My spoiled princess was well taken care of!

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Jalyssa W.
Sitter Profile Image: Theresa & Michael G.
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Theresa & Michael G.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
New Windsor, NY, 12553

Theresa and Michael are wonderful cat sitters, true pet lovers who took care of Mr Soots for me in every way possible. From cuddles and love to pictures of Soots playing and being his cheeky self, I could see that my cat felt so at home and comfortable with Theresa and Michael right from day one. I would recommend their cat sitting services to anyone. Fantastic people and wonderful hosts for pets.

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Barry S.
Sitter Profile Image: Annie R.
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Annie R.
Star Sitter
from
$75
per night
4.9 out of 5 stars
161 reviews
58 repeat clients
7 years of experience
Cornwall, NY, 12518

Annie was so amazing with my elderly dog! She provided updates as the week went on knowing this was his first time and my first time doing this. Would HIGHLY recommend and rebook with her!

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Courtney H.
Sitter Profile Image: Tara D.
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Tara D.
from
$50
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
3 years of experience
Wappingers Falls, NY, 12590

Tara was great! She kept us posted with all day activities. She sent our dog home happily with a cute little toy. We’ll definitely book her again!

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Han P.
Sitter Profile Image: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
56 reviews
14 repeat clients
5 years of experience
Highland Mills, NY, 10930

Jadyn was excellent with Max. He was so happy with her. She is awesome and loving with Max. She took pictures and kept us updated. She takes great care of our dog. She is a definitely someone that you can trust with your pets. We will definitely be use her services for the future. I was thrilled with the care she provided for Max.

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Melissa E.
Sitter Profile Image: Daniela F.
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Daniela F.
from
$48
per night
4.8 out of 5 stars
34 reviews
11 repeat clients
5 years of experience
Newburgh, NY, 12550

Daniela took exceptional care of my fur-baby, keeping me up to date with beautiful pictures and messages. I recommend her 100% 😀 Thank you Daniela, you are the pet sitter I always needed.

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Gabriela & Maidely F.
Sitter Profile Image: Maryline P.
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Maryline P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
169 reviews
65 repeat clients
25 years of experience
Wappingers Falls, NY, 12590

From start to finish, Maryline was wonderful to deal with. Her attentiveness with my dog was exceptional. She made the whole process feel like we were leaving our dog with a family member. We got constant updates and photos. Can’t wait to use her services again.

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G S.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
64 reviews
26 repeat clients
20 years of experience
Milton, NY, 12547

Maria (and family) were lifesavers and saved our trip by having availability last minute when another sitter canceled on us. Our dogs looked so happy and loved while we were gone. Definetly recommend and look forward to using her again!

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Candice G.
Sitter Profile Image: Gretchen K.
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Gretchen K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
5 years of experience
Beacon, NY, 12508

Gretchen took excellent care of my dog while I was away. He seemed very happy during his stay. I also received daily photos and updates about how he was doing. I'll definitely use Gretchen's services again.

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Cigdem U.
Sitter Profile Image: Lillian R.
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Lillian R.
from
$60
per night
5.0 out of 5 stars
1 review
18 years of experience
New Windsor, NY, 12553

Thank you for helping out so last minute. Bruce had a blast and is just knocked out from playing g with Jasper. A great weekend for all.

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Kristy V.
Sitter Profile Image: Leah W.
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Leah W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
137 reviews
43 repeat clients
15 years of experience
Beacon, NY, 12508

Leah was excellent, she sent a lot of updates and made sure my puppy got a lot of yard time. I plan on using her again next month! Thanks Leah for taking sure good care of our puppy.

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Jason S.
Sitter Profile Image: Terrance R.
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Terrance R.
from
$45
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
12 years of experience
Newburgh, NY, 12550

One of the best, great with communication and great with introducing shy dogs to a pack. I can always trust that Terrance will take care of leo.

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Reicland R.
Sitter Profile Image: Brittany L.
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Brittany L.
from
$45
per night
5.0 out of 5 stars
38 reviews
15 repeat clients
37 years of experience
Wappingers Falls, NY, 12590

This was my first experience with getting dog sitter for my dog. I was very relaxed and comfortable when I met Brittany and loved the fact that we communicated about my dog and she sent me some pictures on how she was doing. I definitely recommend using Brittany and will use her again 😊

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Tahiesha C.
Sitter Profile Image: Alexis M.
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Alexis M.
Star Sitter
from
$45
per night
4.9 out of 5 stars
26 reviews
5 repeat clients
10 years of experience
West Point, NY, 10996

Alexis was fabulous when we boarded our two dogs with her for four nights! She was communicative and extremely flexible when we had to change our drop off time. Our dogs seem happy and healthy. They were both really tired when we got them to our hotel so I think they must've played a lot. Highly recommend!

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Jessica M.
Sitter Profile Image: Sonia G.
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Sonia G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
56 reviews
16 repeat clients
10 years of experience
Peekskill, NY, 10566

Sonia is an amazing dog sitter! Very kind, caring and responsible. Treated my dog like her own. Lives in a beautiful neighborhood to walk dogs. Very easy to talk to and arrange dates and times. Sent pictures every day. My dog made new friends and had a nice vacation with Sonia and her family.

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Jill S.
Sitter Profile Image: Tara M.
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Tara M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
172 reviews
48 repeat clients
11 years of experience
Newburgh, NY, 12550

Communicative, friendly, and flexible. Camry had an amazing time playing with all the other animals on the property. I couldn’t have asked for a better place for my dog to stay I definitely would book again

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angelo m.
Sitter Profile Image: Claire R.
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Claire R.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Beacon, NY, 12508

Claire was great! Very attentive and kept me updated with pictures while I was away. I would absolutely have her watch my dog again and recommend!

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Kristin I.
Sitter Profile Image: Jill S.
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Jill S.
from
$60
per night
5.0 out of 5 stars
176 reviews
46 repeat clients
57 years of experience
Washingtonville, NY, 10992

Jill was great to work with! She is very attentive and loving towards our dog, Rufus! Jill sent lots of photos and updates. Rufus had a great time during our meet and greet and during his stay with Jill! We highly recommend!

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Mary Ellen H.
Sitter Profile Image: Megen H.
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Megen H.
from
$45
per night
5.0 out of 5 stars
32 reviews
13 repeat clients
20 years of experience
Wallkill, NY, 12589

Megen took great care of our dog Lotta. She has a fenced in backyard which was great so our dog was outside a lot and played with the other dogs there. Easy to communicate with. Highly recommend!

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Hazel K.
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The median cost per night for dog boarding in New Windsor is $65

Dog parents share their Rover experiences - New Windsor

1 / 1
5.0 out of 5 stars

Awesome experience with boarding for my dog. Super understand, communicative and caring throughout. Highly recommend!

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Oded N.
Boarding
5.0 out of 5 stars

Great sitter, easy to communicate with and very detailed. Our dog had a great week, and was very relaxed at her home. Would absolutely use this sitter again!

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Matthew F.
Boarding
5.0 out of 5 stars

Harvey has a great stay with Daniela (and Chico)! Easy drop off/pickup, great communication and frequent photo updates. I would leave Harvey with them again. Thanks!!!

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Joshua M.
Boarding
5.0 out of 5 stars

Patricia is the best with our little Romeo!! He loves her & he’s not an easy old man. We are so happy leaving him with her!!!

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Wanda F.
Boarding
5.0 out of 5 stars

Tara is wonderful! We left Teddy with her for 2 weeks! Tara took good care of Teddy and made him feel so comfortable and loved that he was himself in no time at all and running her household (as Yorkshire Terriers often do)! Tara went above and beyond in making sure he ate and was happy! Tara kept us informed every day making us also feel comfortable. Totally recommend Tara to take care of your pet! Thank you Tara!!!

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Maria R.
Boarding
5.0 out of 5 stars

Awesome job was very attentive to my pets needs. Was conscious of the heat that week and kept his paws off the pavement. Even treated a small wound to the paw and my fur son was recovered before I picked him up. David kept me abreast all the way through the sitting period.

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Luico H.
Boarding
5.0 out of 5 stars

Thank you for taking care of my pup for the weekend! Thank you for being so responsive, easy to work with, and sending us photos of our baby!

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Lauren T.
Boarding
5.0 out of 5 stars

Marlene was welcoming and provided a nurturing and loving home for my dog while I was away. Will be asking her to board my dog in the future.

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Paul S.
Boarding
5.0 out of 5 stars

Alicia took great care of our dog. She was responsive and shared plenty of pics and videos which we absolutely loved while we were out of town. We highly recommend her.

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Johnell J.
Boarding
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Popular requests for dog boarding - New Windsor

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Sitters in New Windsor average 11
repeat dog boarding clients

FAQs for Boarding - New Windsor

Frequently asked questions about Rover

The average cost for Dog Boarding in New Windsor on Rover is $49.95 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding 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 Boarding. For more information on service fees, click here .

As of August 2026, there are 1,031 sitters on Rover offering Dog Boarding across New Windsor. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

95% of New Windsor sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which New Windsor landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their New Windsor home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your New Windsor.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your New Windsor sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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