Dog Boarding Highland Mills

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Over 31
pet parents in Highland Mills have booked dog boarding

Highland Mills, 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.

1 / 1
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

This was our second time boarding Billie with Sonia and her family, and we are so glad to have found someone local who takes such good care of Billie! Thank you to Sonia, Brian, and Vivian!

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

David was THE BEST!! I left my dog in David's care for two weeks and I never had a single moment of worry or doubt. He was a thoughtful, dedicated sitter who went above and beyond. My dog Charlie has trauma/aggression issues that make it hard for me to feel safe leaving him with a sitter, but David was extremely attentive and extremely careful. And when my dog got finicky with anxiety and didn't want to touch his meals, David went the extra mile with treats and enticements to keep him eating regularly. Charlie was in the best hands around. Highly recommended!!

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Alejandro A.
Sitter Profile Image: Arsenii S.
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Arsenii S.
Star Sitter
from
$72
per night
5.0 out of 5 stars
18 reviews
2 repeat clients
4 years of experience
Montrose, NY, 10548

Arsenii was wonderful with my dog Genevieve while we had to be away for a family’s memorial. He was always kind, understanding, and sent me updates with pictures everyday without me having to ask. He also brought all her things (bed, food, toys, etc) back to my car when I picked her up, which was so generous. Genevieve also had the best time with them, and was very happy and relaxed. I’ll definitely be asking Arsenii to help out again in the future. Fully recommend him!!

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

Holly had an amusing time with Annie. She was loved, happy and made new friends. It’s good to know that I have someone close to provide quality dog care. Thank you Annie!

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Constance M.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
from
$25
per night
12 years of experience
Washingtonville, NY, 10992

About: I've been caring for dogs since middle school, including over 12 years of hands-on experience caring for my own dog, Aubrey. I've also had family, friends, and neighbors rely on me to walk, feed, groom, and care for their pets. Over the years, I've gained experience with dogs of many sizes, breeds, and personalities, including Golden Retrievers, mixed breeds, Yorkshire Terriers, hounds, Chihuahuas, and Corgis. I especially enjoy caring for senior pets and making sure they receive the patience, attention, and affection they deserve. I like spending quality time with them, grooming them, observing their behavior and how they're doing, and making sure they're comfortable and cared for. I've also expanded my experience through volunteer work with Rockland Orange Furrever Homes and the Hudson Valley SPCA, where I've worked with shelter animals and gained additional experience observing animal behavior and providing hands-on care. Whether your pet needs a good walk, a meal, some grooming, companionship, or simply someone who will give them plenty of love and attention, I want them to feel safe, comfortable, and cared for while you're away. I currently have a flexible schedule, which gives me plenty of time to dedicate to pet care. I enjoy making time for walks, play, grooming, companionship, and simply getting to know each pet's personality and routine. I'm able to be flexible with my availability and want every pet in my care to feel comfortable, safe, and loved. When caring for pets in a client’s home, I focus on keeping them safe, comfortable, and following their normal routine as closely as possible. I make sure doors, gates, and other exits are secure, provide fresh water and meals according to the owner's instructions, and give pets plenty of attention and exercise. I also pay close attention to their behavior and overall condition so I can recognize anything unusual and communicate concerns to their owner. During walks, I use safe handling practices and stay aware of the pet's surroundings, other animals, and potential hazards. I want every pet to feel comfortable and cared for while their owner is away.

Sitter Profile Image: Jessica S.
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Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
43 reviews
19 repeat clients
25 years of experience
Ossining, NY, 10562

Jessica and her husband were clearly so patient and understanding about sitting for a senior dog. Salto came back happy and excited! They sent regular photos and updates. I would absolutely have Salto stay with them again if we are in the area.

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Michelle T.
Sitter Profile Image: Cindy S.
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Cindy S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
32 years of experience
Warwick, NY, 10990

Cindy was great and really put my mind at ease when she looked after my dog, Roxi. We had never boarded her before and were nervous to leave her alone with someone she didn't know. Cindy first did a meet & greet beforehand to make sure Roxi would be comfortable around her & her pets. Then after I booked her, she sent me multiple pics and updates daily and assured me Roxi was doing fine which I so appreciated. I will definitely be using her next time I need a sitter! Great experience!

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Geralyn V.
Sitter Profile Image: Lieb B.
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Lieb B.
from
$70
per night
5.0 out of 5 stars
83 reviews
44 repeat clients
5 years of experience
Suffern, NY, 10901

I will never let anyone else watch my Stormy Girl as long as Lieb & his wife are around. The care they have given my dog along with all the updates made me feel comfortable & now she practically has a second home 😂 Lieb was also super accommodating for me as well in regards to unexpectedly extending our stay multiple times last minute. We have an American Bully and they were knowledgeable about big dogs which was very important to us especially with a bully breed. They are amazing and if you want to relax while your dog is in someone’s care Lieb is who you should go with!

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Jillian S.
Sitter Profile Image: Alexis A.
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Alexis A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
47 reviews
14 repeat clients
25 years of experience
Middletown, NY, 10940

First time using Rover and super apprehensive… but Alexis made the experience of leaving my puppy behind super comforting. I was kept updated on Khloe and what she was doing. Comments throughout the day which I appreciated. I definitely recommend Alexis and will use her again and again.

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Krishna M.
Sitter Profile Image: Melissa C.
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Melissa C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
35 years of experience
Chestnut Ridge, NY, 10977

Melissa and her family are the absolute BEST!!!! My dog absolutely loves going to their home and being entertained, loved and treated like a princess. I can't say enough good things!

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Patricia Y.
Sitter Profile Image: Jill S.
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Jill S.
from
$60
per night
5.0 out of 5 stars
177 reviews
48 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: Chris C.
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Chris C.
from
$55
per night
4.9 out of 5 stars
43 reviews
13 repeat clients
35 years of experience
Monroe, NY, 10950

Paisley always has the best time. She comes back healthy and happy. I never worry about her staying with Chris since I always get updates and pictures!

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Lizzy H.
Sitter Profile Image: Carla C.
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Carla C.
from
$50
per night
4.9 out of 5 stars
137 reviews
39 repeat clients
15 years of experience
Highland Lakes, NJ, 07422

Carla was awesome! I had a last-minute and unexpected opportunity to take my girlfriend and her grandson away for an overnight trip and didn't have a plan for the pups. Carla came through with a same-day booking request and the dogs had a great time. She was very responsive, and based on how well the boys slept when they got home, they had a great time playing with her dog while there!

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Eric B.
Sitter Profile Image: Michael W.
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Michael W.
from
$55
per night
5.0 out of 5 stars
9 reviews
20 years of experience
New City, NY, 10956

We had an excellent experience with Michael from Rover. From the very beginning, he demonstrated outstanding communication by ensuring we brought all the necessary supplies and asking thoughtful questions about our three furbabies' care. He was always responsive and replied to our messages promptly, giving us confidence that our pets were in great hands. During their stay, Michael went above and beyond by sending us daily updates with pictures and messages, which gave both my fiancé and me peace of mind. He also carefully followed all of our care instructions, including cleaning our pets' eyes as requested, showing genuine attention to detail and compassion for their well-being. It was clear that Michael truly cared for our three furbabies and treated them as if they were his own. We greatly appreciated his professionalism, reliability, and dedication. We would highly recommend Michael to anyone looking for a trustworthy and caring pet sitter, and we would not hesitate to book with him again.

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Sean Michael R.
Sitter Profile Image: Sandra E.
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Sandra E.
from
$55
per night
5.0 out of 5 stars
150 reviews
62 repeat clients
10 years of experience
Middletown, NY, 10940

Sandra was amazing with our dog Lola while my family and I were on vacation! She was incredibly kind and on top of everything. She sent us pictures almost every day, including photos of Lola relaxing in her room, which really helped us feel at ease. Whenever I asked how Lola was doing, she replied right away. She treated Lola like part of her family, and Lola clearly felt comfortable and happy there. We’ll definitely be booking with Sandra again. Highly recommended!

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Juan Antonio V.
Sitter Profile Image: Monica & Kelvin G.
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Monica & Kelvin G.
from
$69
per night
5.0 out of 5 stars
303 reviews
104 repeat clients
6 years of experience
Upper Saddle River, NJ, 07458

When my dog sitter fell through last minute before the long weekend, I was scrambling and I turned to Rover. Monica and Kelvin were available, very communicative and my dog came home relaxed and happy! Would definitely re-book.

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Vanessa K.
Sitter Profile Image: Stephanie P.
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Stephanie P.
from
$70
per night
4.9 out of 5 stars
83 reviews
56 repeat clients
20 years of experience
Stony point, NY, 10980

Stephanie is amazing! She cared for our pup on short notice, sent update texts and kept him an extra night due to weather complications. Very accommodating and reliable, thank you!

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Cassie R.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
53 reviews
18 repeat clients
25 years of experience
Middletown, NY, 10940

Daniel watched our one and a half year old cockapoo for a long weekend. Our pup had a great time. Daniel sent daily updates and took him for walks. There is a fenced in yard which was great too! We will definitely book again for future trips.

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Nora C.
Sitter Profile Image: Richard & Karen R.
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Richard & Karen R.
Star Sitter
from
$79
per night
5.0 out of 5 stars
181 reviews
78 repeat clients
30 years of experience
Peekskill, NY, 10566

We feel so secure having our two dogs stay with Karen and Richard! Their communication is great and they’re always great to make arrangements with! Thanks!

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Sam P.
Sitter Profile Image: Natacha T.
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Natacha T.
from
$65
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
10 years of experience
Cortlandt Manor, NY, 10567

Natacha was a God-sent. She watched out 7 month old Husky, Samon for 3 days. Natacha had a gorgeous Husky herself. She sent up pic and updates daily. We felt confident that Samson would be safe in Natacha's care, and he was. We will be using her again in the future to care for Samson. Could not have asked for a better sitter!

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George R.
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The median cost per night for dog boarding in Highland Mills is $60

Dog parents share their Rover experiences - Highland Mills

1 / 1
5.0 out of 5 stars

Hazel, was very well taken care of. Chris kept us updated with pics and messages We are very thankful

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Samer E.
Boarding
5.0 out of 5 stars

Jadyn was great! She answered all questions and take great care of my dog while we were away. Will definitely be using her again! She even came home with a nice brushing!

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Ashley L.
Boarding
5.0 out of 5 stars

Ilona was absolutely wonderful! She went above and beyond to take care of our Misty girl. Extremely quick and responsive, caring, and even went above and beyond to pick her up at our wedding venue post-Ceremony! Would 100% going with Ilona if your fur baby needs a sitter. She was wonderful — thank you again, Ilona!

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Samantha S.
Boarding
5.0 out of 5 stars

Isabella took care of Archie for a day and a night, and I honestly couldn’t have asked for a better experience. From start to finish, she was incredibly kind, attentive, and communicative. She sent me so many pictures and thoughtful updates throughout the day, which really put my mind at ease. Any time she had even the smallest concern about Archie, she let me know right away and asked what I preferred she do — which made me feel so respected and involved. I truly felt like Archie was in the best hands possible. Her home is beautiful, and her dogs are so sweet, kind, and friendly. Archie was clearly comfortable and well cared for the entire time. 10/10 experience — I would highly recommend Isabella and would absolutely book with her again!

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Carol G.
Boarding
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Sitters in Highland Mills average 9
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FAQs for Boarding - Highland Mills

Frequently asked questions about Rover

The average cost for Dog Boarding in Highland Mills on Rover is $53.5 per night (as of September 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 September 2026, there are 1,699 sitters on Rover offering Dog Boarding across Highland Mills. 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 Highland Mills 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 Highland Mills 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 Highland Mills 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 Highland Mills.

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 Highland Mills 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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