Dog Boarding in New Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated New Windsor dog boarders

“We could not have asked for a better sitter for our Dexter. Lyanne is kind and loving and takes the extra step to ensure your pet is comfortable and happy in her care. We didn’t have to worry at all about Dexter during our 8-day cruise and that made our vacation even more relaxing. I would hire her again in a heartbeat. Thank you, Lyanne for taking such great care of our boy! He loved spending time with you ❤️”



“Patricia was great and Prince loved his stay with her. She kept me updated throughout his stay and even accommodated to my situation. I would definitely recommend her and will be using her again.”


“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.”


“David and his family were incredible with my Moosey. This was the longest I’ve ever been away from her and I am extremely grateful to have found care that is so considerate and joyful. Moose has a ton of energy and personality, and David and his family ensured that she was loved, exercised, and understood like the puppy baby she thinks she is. He communicated thoroughly about her day-to-day and checked in about any deviations to their or her regular schedule. He is also very flexible and understanding, which I truly appreciated before and after a long trip abroad. Though they are moving, I truly hope (and know Moose does as well) to rebook their services in the future. Amazing, loving, knowledgable family with amazing snacks! Definitely recommend.”


“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”


“Bobby was fantastic with our dog Andy, giving him lots of attention and playtime. He was very diligent at giving updates and sharing photos throughout the stay. Andy loved the walks in the woods next to the house. He was very well cared for!”


About: With our puppy, you dog will have plenty of exercise and playtime. We have a spacious home and flexible schedule for pet care. I work various hours and my partner works from home. We have a yard for the dogs and separate basement area for boarding comfortably (or to keep our cat away from non-friendly dogs). We enjoy the dog park with your permission and spend a lot of time outside during the warm months. I work 12-5 so we go to the park before or after. Our dog is young and energetic so he needs it. Potty breaks are often during the day in our yard. The dogs are rarely left home for more than a few hours. We have crates for our dogs, special areas for the cat to stay safe, and a basement for boarding other dogs comfortably. Our goal is to give our clients a better experience than if they were in a crated boarding facility all day.


“Annie was great with my pup, Athena. She was available on short notice and talked me through her process. Athena came home happy, tired and satisfied. I would not hesitate to book again. Thank you!!”


About: I’ve been around dogs for years from big to small young to old. I love getting to know each one separately to ensure that I provide them with their specific needs. I’m available throughout the week as well as weekends. I have a flexible schedule. I have my own transportation so I’m able to travel around. I have a nice sized fenced yard. I also have well sized apartment for fur animals to move around. I can crate your dog if needed. I can accommodate to whatever it is most comfortable for parent and fur baby to ensure that they are in the best hands.

“Laurie is the best !!!! She took great care of Sula, and sent lots of updates. Sula felt comfortable right away, and got lots of playtime and cuddles. I felt so relieved knowing Sula was in the best hands! Highly recommend, will be returning”


“Our dog, Grace, stayed two nights at Leah’s home, and she was comfortable and safe. We found Leah to be easy going. She seemed to have a few dogs who board on a regular basis, and everyone got along. There’s a nice, big , fenced backyard.”


“We were very pleased with Jadyn and her care for our 100 pound Cane Corso. This was the first time we had used Rover for these services and were were nervous, but Jadyn was very calm and reassuring. She kept us up to date on his care with pictures and messages. She did an outstanding job!”


About: I have extensive experience caring for both cats and dogs, ensuring their safety, comfort, and happiness at all times. What sets me apart from other sitters is my attention to detail, patience, and genuine love for animals. I understand that every pet has its own personality and needs, so I take the time to follow specific routines, dietary requirements, and any special instructions you provide. In addition to general care, I have skills in administering oral medications, handling anxious pets, and reinforcing basic commands for dogs. I’m also experienced in recognizing signs of stress or illness, which allows me to respond quickly if a situation arises. Whether it’s playtime, walks, feeding, or giving attention, I make sure pets feel loved and secure while their owners are away. My goal is to provide the same level of care and affection they would receive from you. Pet care is an important and enjoyable part of my day! I plan my schedule around the pets I’m caring for, making sure they get their walks, meals, and attention right on time. Spending time with animals is something I look forward to, so I always make sure they have the care and love they need every single day. Your pet’s safety and comfort are always my first priority. When I’m in your home, I follow your instructions carefully and make sure everything is secure and pet-friendly. I give your pets plenty of love and attention so they feel happy and stress-free while your away. If I care for them in my home, they’Ll have a clean cozy space with fresh water, a comfortable resting area, a big fenced in backyard, and lots of playtime. I always make sure pets feel safe, loved and well cared for in any environment.

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.

“Maria, her mom and her sisters were absolute angels taking care of our 9 m/o Golden Retriever, Finn - as a puppy he is so energetic and very strong so it definitely is not an easy task keeping him occupied but Maria was so patient with him and really gave him the best attention he's ever had! Plus the daily pics and videos were so enjoyable to receive. Will definitely use her again!!”


“I would definitely recommend Brittany to anyone that needs boarding for their pets. She treated our puppy Storm like she was one of her own. She sent us pictures of Storm having a great time and assured us that she was playing the entire time she was there. When we picked her up she was clearly happy and exhausted. We will definitely be using Brittany again in the future.”

Loving dog boarding sitters in your neighborhood
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Terrance R.Star Sitter

“Was able to enjoy my time away knowing she was in great care. Got updates and pictures. Will reach out again to Terrence anytime I'm going anywhere!”


Lyanne S.Star Sitter

“We could not have asked for a better sitter for our Dexter. Lyanne is kind and loving and takes the extra step to ensure your pet is comfortable and happy in her care. We didn’t have to worry at all about Dexter during our 8-day cruise and that made our vacation even more relaxing. I would hire her again in a heartbeat. Thank you, Lyanne for taking such great care of our boy! He loved spending time with you ❤️”




Patricia R.
Star Sitter


“Patricia was great and Prince loved his stay with her. She kept me updated throughout his stay and even accommodated to my situation. I would definitely recommend her and will be using her again.”


Theresa & Michael G.

“Amazing stay for our annabelle ! Theresa and Michael took great special care of our scary kitty with daily pics and updates if there was a 10 rating i would give !!!”


Daniela F.

“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.”


David G.Star Sitter

“David and his family were incredible with my Moosey. This was the longest I’ve ever been away from her and I am extremely grateful to have found care that is so considerate and joyful. Moose has a ton of energy and personality, and David and his family ensured that she was loved, exercised, and understood like the puppy baby she thinks she is. He communicated thoroughly about her day-to-day and checked in about any deviations to their or her regular schedule. He is also very flexible and understanding, which I truly appreciated before and after a long trip abroad. Though they are moving, I truly hope (and know Moose does as well) to rebook their services in the future. Amazing, loving, knowledgable family with amazing snacks! Definitely recommend.”


Tara M.
Star Sitter


“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”


Bobby V.Star Sitter

“Bobby was fantastic with our dog Andy, giving him lots of attention and playtime. He was very diligent at giving updates and sharing photos throughout the stay. Andy loved the walks in the woods next to the house. He was very well cared for!”


Anna B.
“I have known Anna for more than 10 years now. She is a kind, caring and generous human being who is always looking out for others. Including our furry loved ones! Since I've known her she has cared for not only friends and families as a nanny, but has also been able to raise both dogs and cats in her personal life. Anytime I've needed a helping hand with my fur-babies, she is always at the ready to either give them a walk, feed them while I'm away, or even just show some tender loving care. Anna would be such a great asset to the Rover team and I am confident that she will go above and beyond to helping others in the same way I've seen her help those around her!”




Annie R.
Star Sitter


“Annie was great with my pup, Athena. She was available on short notice and talked me through her process. Athena came home happy, tired and satisfied. I would not hesitate to book again. Thank you!!”


Gabrielle R.
About: I’ve been around dogs for years from big to small young to old. I love getting to know each one separately to ensure that I provide them with their specific needs. I’m available throughout the week as well as weekends. I have a flexible schedule. I have my own transportation so I’m able to travel around. I have a nice sized fenced yard. I also have well sized apartment for fur animals to move around. I can crate your dog if needed. I can accommodate to whatever it is most comfortable for parent and fur baby to ensure that they are in the best hands.


Emily G.

“She is amazing and a blessing! I definitely recommend her to take care of your pet. She’s very attentive and a pleasure to have watch out pet. Will definitely come back again.”


Laurie L.

“Laurie is the best !!!! She took great care of Sula, and sent lots of updates. Sula felt comfortable right away, and got lots of playtime and cuddles. I felt so relieved knowing Sula was in the best hands! Highly recommend, will be returning”


Leah W.
Star Sitter


“Our dog, Grace, stayed two nights at Leah’s home, and she was comfortable and safe. We found Leah to be easy going. She seemed to have a few dogs who board on a regular basis, and everyone got along. There’s a nice, big , fenced backyard.”


Jadyn G.Star Sitter

“We were very pleased with Jadyn and her care for our 100 pound Cane Corso. This was the first time we had used Rover for these services and were were nervous, but Jadyn was very calm and reassuring. She kept us up to date on his care with pictures and messages. She did an outstanding job!”


Meghan L.
“Meghan is the sweetest, most loving person I have ever met and that goes for humans and animals! That's because to her there is no difference. The respect and admiration she shows for animals goes above and beyond. She takes amazing care of her own pets and treats mine like kings. She has a vigilant eye guaranteed to keep your pet safe, plus she has amazing energy that will match any playful doggo.”


Kenniqua B.
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.


Kalyna M.Star Sitter

“We felt very secure having our dog stay with Kalyna. She was very friendly and accommodating, and we really appreciated everything.”


Maria V.Star Sitter

“Maria, her mom and her sisters were absolute angels taking care of our 9 m/o Golden Retriever, Finn - as a puppy he is so energetic and very strong so it definitely is not an easy task keeping him occupied but Maria was so patient with him and really gave him the best attention he's ever had! Plus the daily pics and videos were so enjoyable to receive. Will definitely use her again!!”


Brittany L.Star Sitter

“I would definitely recommend Brittany to anyone that needs boarding for their pets. She treated our puppy Storm like she was one of her own. She sent us pictures of Storm having a great time and assured us that she was playing the entire time she was there. When we picked her up she was clearly happy and exhausted. We will definitely be using Brittany again in the future.”
Over 315 pet parents in New Windsor have booked dog boarding
New Windsor dog parents share their Rover experiences
Tara was absolutely wonderful with Milo! She cared for him as if he were her own, sending lots of photos and thoughtful updates that kept us at ease while we were away. She took the time to understand his quirks, even letting him choose his favorite sleeping spot, and made sure he was happy and comfortable. Her warmth, attention to detail, and genuine care really stood out. We’re so grateful for the loving environment she provided and would trust her with Milo anytime!

Krystle made us feel comfortable watching our ‘Harley’ from the minute we met her. She was so welcoming and Harley melted into her arms. Prior to that day, Krystle sent a list of questions to help her in giving Harley the best care she could which proved to be helpful. I plan on using her again and highly recommend her.

Popular requests near you
Select a filter and find qualifying New Windsor sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in New Windsor is $63
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in New Windsor average 9 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in New Windsor is $63 per night, including service fees. Boarding your dog for one week typically costs $441. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most New Windsor dog boarding rates can be found as low as $33 to as high as $66 per night.
As of Aug 2025, 550 sitters provided dog boarding in New Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of New Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in New Windsor have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 9 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in New Windsor.
Rover makes it easy to find New Windsor dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 550 dog boarding sitters in New Windsor on Rover, so you’re sure to find the perfect match for your dog! In New Windsor, 98% of sitters offer daily exercise, 100% offer medication administration, and 98% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
