Dog Boarding in Highland Mills

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Top rated Highland Mills dog boarders

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: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
52 reviews
11 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: Lieb B.
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Lieb B.
from
$70
per night
5.0 out of 5 stars
70 reviews
35 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: Natasha & Hamir D.
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Natasha & Hamir D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
24 reviews
3 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: Arsenii S.
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Arsenii S.
from
$75
per night
5.0 out of 5 stars
10 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: Craig M.
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Craig M.
from
$65
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
1 year of experience
Croton on hudson, NY, 10520

Craig took excellent of my dog Tucker. Craig’s large fenced in back yard was so thrilling to Tucker that he was very tired after the visit. I will be using Craig again on a regular basis. Thanks so much Craig

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John R.
Sitter Profile Image: David G.
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David G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
78 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: Melissa C.
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Melissa C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
35 reviews
9 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: Terrance R.
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Terrance R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
12 years of experience
Newburgh, NY, 12550

Terrance is definitely someone you can leave you dog with and won't have to worry about anything. He has prior experience with dealing with them, his dogs are friendly and calm. My dog isn't used to interacting with other dogs, but with Terrance and his dogs, Leo was able fit right into the pack. I will definitely book with Terrance again.

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Reicland R.
Sitter Profile Image: Jonathon M.
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Jonathon M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
20 years of experience
Walden, NY, 12586

John and his family took care of my two pups and did an awesome job. They sent updates and pictures everyday. Seeing how fast my pups took to his family says everything. I will definitely be using them again for all my boarding needs.

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

She is truly amazing. She instantly made me feel at ease leaving our baby. Very communicative, daily updates with photos and videos. She goes above and beyond. Our baby suffers from allergies, and she was great with keeping up medications and updates on symptoms. It was his first birthday not at home with us, and she went out of her way to ensure his day was special and got him special birthday treats. She made him feel comfortable, very loving and truly caring. I can tell she has a big heart, and really has a love for animals, I saw she really cared. It was so nice to see, she eased my mind, especially as I tend to over worry about him, and he was very happy with her as so were we. We would DEFINITELY rebook. I cannot thank her enough for her care, love, attentiveness she had for our baby Guinness.

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Denise T.
Sitter Profile Image: Annie R.
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Annie R.
Star Sitter
from
$75
per night
4.9 out of 5 stars
154 reviews
56 repeat clients
7 years of experience
Cornwall, NY, 12518

Annie seemed to love animals from the heart. Its not just a job to her. Danny seemed happy and well taken care if in our absence. Will definitely trust her again.

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Franklyn R.
Sitter Profile Image: Monica & Kelvin G.
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Monica & Kelvin G.
Star Sitter
from
$69
per night
5.0 out of 5 stars
283 reviews
94 repeat clients
6 years of experience
Upper Saddle River, NJ, 07458

We had a fantastic experience with Kelvin and Monica leaving our Ace in their care 🥲. From the moment we dropped Ace off, we knew he was in great hands. Kelvin - thank you for showing us around and having Ace get comfortable with his surroundings. Thank you for providing us with regular updates, photos and the occasional video ❤️, which put our minds at ease. Ace came back happy, healthy, and well taken care of. Kelvin and Monica went above and beyond to cater to Ace's food needs and high energy. We highly recommend Kelvin and Monica to anyone looking for top-notch care for their furry family member{s}. Thank you for providing such a wonderful experience for Ace! The Santanas 🐶🐕 ❤️

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Allan S.
Sitter Profile Image: Sridevi M.
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Sridevi M.
from
$53
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
5 years of experience
Nanuet, NY, 10954

Sridevi is a great host for my kitten, Mochi! He stayed with them over the holidays. She made him feel at home with lots of care and toys and activities. She provided frequent videos and photos and kept me updated. She also provided video call. Highly recommended!

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Fred F.
Sitter Profile Image: Jessica S.
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Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
41 reviews
18 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: Stephanie P.
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Stephanie P.
from
$70
per night
4.9 out of 5 stars
80 reviews
50 repeat clients
20 years of experience
Stony point, NY, 10980

Stephanie was great with my pup who was a little hesitant around some dogs and came home a little more confident. She knew all about feeding raw food and was very accommodating.

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Lisa S.
Sitter Profile Image: Kenniqua B.
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Kenniqua B.
from
$45
per night
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
Marlboro, NY, 12542

Kenniqua was incredible! She took my request last minute due to a family emergency, and she really eased the stress of that weekend. Our dog was happy, got to sleep on the bed, and got walks. Her space was calm and her dog Honey was a sweetie. Kenniqua provided updates and wonderful communication. Will definitely ask Kenniqua to care for my pup again. Thank you for helping us out, Kenniqua!!

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Ashanti S.
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
178 reviews
78 repeat clients
30 years of experience
Peekskill, NY, 10566

I was feeling anxious about leaving my furbabies with strangers but Karen & Richard agreed to meet with me and the babies right before my trip. They assured me they would take great care of them and made me feel very comfortable leaving them. We texted on a daily basis and they also sent me pics and videos every day. I think they spoiled them more than I do!?? I would definitely recommend Karen & Richard, they were terrific!

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Marilyn M.
Sitter Profile Image: Sandra E.
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Sandra E.
from
$55
per night
5.0 out of 5 stars
141 reviews
56 repeat clients
10 years of experience
Middletown, NY, 10940

Our pet was in great hands. Sandra took very good care of her. I highly recommend Sandra. We will be using her again in the future for caring for our pet when we are away.

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Rich S.
Sitter Profile Image: Barbara F.
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Barbara F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
114 reviews
32 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: Maria V.
Verified Background Check
Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
20 years of experience
Milton, NY, 12547

I did not want to put my dogs in a kennel and was looking for a quiet home for the dogs to stay. Maria provided the perfect place for them. A quiet home on a dead end street where they were given long walks and personal attention during their stay. Maria provided video and pictures to us during their stay. I plan on using Maria again on our next vacation and would recommend her.

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Gary S.
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Over 53
pet parents in Highland Mills have booked dog boarding

Highland Mills dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jadyn stayed with my 119-pound Bernedoodle for five days, and she was absolutely amazing. She maintained regular communication throughout my trip and sent pictures, which gave me great peace of mind while I was away. Knowing that she already had experience caring for large dogs made me feel very comfortable from the start. My dog was well cared for, and I could tell he was in great hands. I will definitely be booking Jadyn again for my next vacation and highly recommend her to anyone looking for a reliable and caring pet sitter.

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Jasmine P.
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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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. 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 Highland Mills is $60

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 Highland Mills average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Highland Mills is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Highland Mills dog boarding rates can be found as low as $23 to as high as $66 per night.

If you’re searching for a Highland Mills dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 806 sitters provided dog boarding in Highland Mills. 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, 92% of Highland Mills dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Highland Mills have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Highland Mills.

Rover makes it easy to find Highland Mills 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 806 dog boarding sitters in Highland Mills on Rover, so you’re sure to find the perfect match for your dog! In Highland Mills, 94% of sitters offer daily exercise, 95% offer medication administration, and 91% 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.