Dog Boarding Highland Mills

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Over 65
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: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
55 reviews
13 repeat clients
5 years of experience
Highland Mills, NY, 10930

Jadyn is a terrific and loving sitter. Our fur baby Beau was definitely loved and well cared for, Jadyn even gave him a bath before we picked him up. She is our No. 1 choice whenever we need someone to care for Beau and we'll be referring her to our friends and family in the area. Thank you so much Jadyn.🫶🏽😊

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Kenneth G.
Sitter Profile Image: Tina T.
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Tina T.
from
$45
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Monroe, NY, 10950

Buddy stayed at Dina for a few days and came back perfectly fine! In the photos and videos Tina sent me, it seemed that Buddy had a wonderful time and even had fun! Thank you, Tina!

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Rivky A.
Sitter Profile Image: Natacha T.
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Natacha T.
from
$65
per night
5.0 out of 5 stars
17 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.
Sitter Profile Image: Patricia R.
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Patricia R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
126 reviews
39 repeat clients
12 years of experience
New Windsor, NY, 12553

This is my first time using Rover and I was A little hesitant at first because it was my first time leaving my dog with a sitter. But I must say I was very satisfied and happy with the services that Patty and her daughter provided. Both Patty and her daughter Took great and wonderful care of Livvy which made me very happy. On a daily basis she would send pictures of Livvy which put me at ease, made me comfortable and content and it showed that Patti and her daughter truly cared for Livvy. I would highly recommend Patty and her daughter to everyone! Your fur baby would be in good hands!!

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Olga H.
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: Natasha & Hamir D.
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Natasha & Hamir D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
14 years of experience
Cortlandt Manor, NY, 10567

Natasha made us so at ease when watching our girl while we got married! She sent daily updates with pictures, and Scout came back like she was on vacation!

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Julia T.
Sitter Profile Image: Chris C.
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Chris C.
from
$60
per night
4.9 out of 5 stars
41 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: Crystal B.
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Crystal B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
64 reviews
14 repeat clients
10 years of experience
Fort Montgomery, NY, 10922

Crystal is the best! I was a bit worried as this was the first time I’ve ever gotten a sitter or left Nico alone but she was amazing! Very friendly and kind, she communicated all throughout his stay with many photos and even accommodated for our late pickup. Definitely keeping her for next time hah! 🥰

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Jaanai R.
Sitter Profile Image: Emily G.
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Emily G.
from
$38
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
New Windsor, NY, 12553

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.

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Daisy A.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
63 reviews
25 repeat clients
20 years of experience
Milton, NY, 12547

Maria was awesome!! Thank you so much! It’s the first time we have every left Bubby and we went away with peace of mind he was well being taking care of! She would send updates and pictures randomly to show us bubby was having a good time! Thank you again!

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

David took great care of Tully and she came home happy and tuckered out from her weekend vacation. He was very responsive with communication and took her on short notice after my previously booked sitter canceled.

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Patrick L.
Sitter Profile Image: Ariana B.
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Ariana B.
from
$80
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
14 years of experience
Peekskill, NY, 10566

About: Looking for more than just a quick walk or a busy kennel? I provide personalized, one-on-one care tailored to your dog's personality, age, and energy level. Whether your dog enjoys a neighborhood walk, a wooded trail hike, a sniff walk, puzzle games, fetch, or simply relaxing with companionship, my goal is to make every visit enjoyable, enriching, and stress-free. I have over 14 years of hands-on experience with dogs, including supervising groups of up to 30 dogs in a professional dog daycare and caring for puppy groups under 4 months old. For more than five years, I also organized dog hikes throughout Westchester County, NY, and Fairfield County, CT, giving dogs a safe, structured, and fun way to exercise and explore. My experience is strongest with Golden Retrievers, Labrador Retrievers, Doodles, Cavaliers, and other friendly companion breeds that thrive with individualized attention, exercise, enrichment, and companionship. While I welcome many different breeds, I always schedule a meet-and-greet first to make sure we're the right fit for each other. My own Golden Retriever, Kobi, was my best friend and adventure partner for over 12 years. Together we explored hiking trails, beaches, kayaking trips, road trips from Maine to Florida, and countless daily walks. He taught me that every dog is an individual with unique needs, and that is exactly how I care for every dog I meet. I believe many dogs are happier with personalized care than large-group environments. Over the years, I have learned to read canine body language, recognize stress signals, manage different personalities, and create a calm environment where dogs feel safe and comfortable. I have experience with puppies, senior dogs, oral medications, and dogs that simply need extra patience and attention. My home has a fenced yard for supervised outdoor time and is just a five-minute walk from beautiful wooded trails. I intentionally keep boarding and daycare small by accepting only one guest dog at a time, or two dogs from the same family, so every dog receives plenty of supervision, affection, exercise, and individual attention. I also have a playpen available for puppies and young dogs who benefit from structured rest time. My apartment is on the second floor, so dogs should be be comfortable using stairs. While living in England, I helped care for a Golden Retriever, and later in Spain, I cared for a Yorkshire Terrier. These experiences, together with years of owning dogs, leading dog hikes, and working professionally in dog daycare, have given me experience with many different breeds, personalities, and energy levels. My approach combines practical experience with a calm, patient mindset. I am certified in Reiki and Emotion Code energy work and believe dogs thrive when they feel safe, understood, and respected. While every visit focuses first on your dog's physical needs, I also pay close attention to their emotional well-being. Services I offer: • Dog walking • Adventure walks and hikes (up to 2 hours) • 30-60 minute drop-in visits • Puppy visits and enrichment activities • Limited home daycare • Limited boarding for approved dogs For everyone's safety and comfort, I require a meet-and-greet before accepting new clients. I look forward to meeting you and giving your dog the same love, attention, and care that I gave my own. Pet care fits naturally into my daily routine. I am self-employed as a bookkeeper and real estate agent, which allows me to work primarily from home and maintain a flexible schedule. While I occasionally leave the house for appointments, errands, or property showings, I am able to plan my schedule around the needs of the pets in my care. This flexibility allows me to provide frequent potty breaks, exercise, playtime, companionship, and close supervision for dogs staying in my home. I provide a safe, calm, and personalized environment with plenty of individual attention. My home has a fenced yard for supervised outdoor time, and I live just a 5-minute walk from wooded trails for walks and adventures. Dogs have access to a comfortable sofa, toys, and puzzle games for enrichment and mental stimulation. I live in a second-floor apartment, so dogs should be comfortable using stairs. I only accept 1 dogs at a time or 2 from the same family to ensure each dog receives plenty of supervision, exercise, and companionship.

Sitter Profile Image: Barbara F.
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Barbara F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
117 reviews
35 repeat clients
30 years of experience
Peekskill, NY, 10566

Barbara was a great communicator - she provided lots of updates on how my dog was doing. My dog had a really fun time while at her place and i could tell he was well taken care of. She also made me feel at ease leaving my dog with her and was really attentive to my dog’s individual needs and personality!

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Jee P.
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

Olive Oyl had the best time with Annie, she got to play and spend lots of time outdoors! It was wonderful receiving photos and updates from Annie throughout the stay, felt like we got to be a part of it as well! Thank you so much for welcoming her into your home!

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Danielle & Jacob R.
Sitter Profile Image: Claire R.
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Claire R.
from
$40
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Beacon, NY, 12508

About: I have grown up and have taken care of dogs and cats my whole life! I also volunteer at a shelter to get more experience with animals! I am usually available round the clock if needed for pet care! My responsibility’s have included waking up early to feed and get water for the animals and walk the dogs! When I need to help with pet care in my home I am available but when I’m working to watch someones pet that is my responsibility

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

Arsenii takes great care of Bubba like always! We can rest assured that Bubba would have a great time when we are in vacation if he’s with Arsenii. He’s simply Bubba’s favorite :)

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Mingjie L.
Sitter Profile Image: Stephanie P.
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Stephanie P.
from
$70
per night
4.9 out of 5 stars
80 reviews
54 repeat clients
20 years of experience
Stony point, NY, 10980

I would give a hundred stars if I could. I’ve never left my cat alone before but Stephanie put me at ease. She is truly a professional, so kind and caring. I will book her every single time.

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Kelly C.
Sitter Profile Image: Morgan F.
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Morgan F.
Star Sitter
from
$64
per night
4.9 out of 5 stars
191 reviews
112 repeat clients
17 years of experience
West Milford, NJ, 07480

We are so lucky to have found Morgan! When our long time dog sitter moved away, we needed to find a new sitter for our two energetic German Shorthairs. From the beginning, Morgan was wonderful. She was responsive to all of our questions. She has a large, fenced-in backyard which was a must. During our time away, Morgan kept us updated with messages and pictures which helped us appreciate that the dogs were in great hands. We also appreciated her willingness to let us bring their big dog beds to help them feel more “at home”. When we picked up our pups, I could tell right away how happy and well-cared for they were. We will definitely be using Morgan again!

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Carol R.
Sitter Profile Image: Alexis A.
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Alexis A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
44 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: Jane H.
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Jane H.
from
$70
per night
5.0 out of 5 stars
39 reviews
23 repeat clients
20 years of experience
Chester, NY, 10918

This was our first time using Rover.com for our dog Macy. Jane was very sensitive to Macy's needs and the message updates and photos were reassuring. Jane said Macy was welcome back anytime and I look forward to booking future stays with Jane.

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Maureen L.
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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

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
repeat dog boarding clients

FAQs for Boarding - Highland Mills

Frequently asked questions about Rover

The average cost for Dog Boarding in Highland Mills on Rover is $61.05 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 1,723 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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