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
53 reviews
11 repeat clients
5 years of experience
Highland Mills, NY, 10930

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!

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Shawn M.
Sitter Profile Image: Lieb B.
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Lieb B.
from
$70
per night
5.0 out of 5 stars
73 reviews
36 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
26 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: 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: 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: 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 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.

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

Alexis was great with our Archie! She was attentive to his needs, gave him lots of love and nice long walks, which he loves! She also sent us pictures throughout the day.We’ll ,without a doubt, book with her again in the future!

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

Jon was great with my dog, gave her plenty of exercise and sent pictures and updates of her progress. Having a fenced in yard was also a huge bonus for my very high energy dog. Would recommend.

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Joshua B.
Sitter Profile Image: Carla C.
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Carla C.
Star Sitter
from
$45
per night
4.9 out of 5 stars
118 reviews
30 repeat clients
15 years of experience
Highland Lakes, NJ, 07422

Carla took great care of my dog while I was at a wedding. I appreciated the videos she sent and that she was able to accommodate us last minute. Definitely recommend!

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Michaela E.
Sitter Profile Image: Melissa C.
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Melissa C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
36 reviews
9 repeat clients
35 years of experience
Chestnut Ridge, NY, 10977

I cannot recommend Melissa and her family enough. From the moment we had a meet and greet with her, I knew Watson would be in amazing hands! After dropping him off, I was updated multiple times a day with pictures, videos, and updates of him living his absolute best life. There was also so much care taken to accommodate him since he had a recent injury that he’s just out of recovery for. They took care of him as if he was their own, even going for walks in the rain! I’m so grateful to have found people so truly caring and who love animals to take care of my little guy! He is currently sound asleep after an adventure filled few nights! I’ll absolutely be booking again in the future! Thank you all again for being incredible ☺️

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

A wonderful experience for Oliver, the 15 yr old terrier mix! Annie took great care of him and to ease our minds, she send a text with a picture so we could see he was in good hands. I highly recommend Annie, she is a very loving and knowledgeable caretaker. We will be using her services again next week for the Thanksgiving holiday!! Thanks a million Annie....!! xxxooo, Oliver and family!

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Patti 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: 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

Richard and Karen are the best dog sitters we’ve ever had. They welcomed our two dogs into their home for a ten day stay while we were abroad. Every day we received photos and updates on how they were doing. When we had a travel mixup and had to extend our stay by one day, they were more than happy to have them for an additional night. Both of our dogs are quirky and we could tell they really got their personalities. So grateful that we found Richard and Karen, they will now be our go-to care when we leave town.

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Noah L.
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

Sandra was responsive answered all our questions and was a pleasure to work with. Most importantly Gatsby had a great stay he was very happy and well cared for.

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Carter M.
Sitter Profile Image: Tina T.
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Tina T.
from
$45
per night
5.0 out of 5 stars
6 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: Maria V.
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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 had a great experience with Maria. It’s evident that she and her family truly love animals based on how well they cared for my cat, Pumpkin. Maria also responds quickly and happily sent photos showing Pumpkin as happy and healthy, which I really appreciate. 10/10 I will be booking again! Thanks Maria!

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Colin C.
Sitter Profile Image: Vicky A.
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Vicky A.
from
$60
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
15 years of experience
Middletown, NY, 10940

Very professional and loving I would leave my pet with Vicky anytime as well as recommend. Will see you soon Vicky. Thanks again

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Rosalind C.
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

Once again they did an amazing job with raiden. They provided updates took him on his walks and comforted him when he missed us. Thanks again and highly recommend.

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Lenny M.
Sitter Profile Image: Jessica D.
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Jessica D.
from
$52
per night
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Croton-on-Hudson, NY, 10520

Jessica was so amazing!! I felt so confident with my sweet girl Daisy being in her and her daughter’s hands. She got so much love and care. Jessica was so in tune with her needs and incredible at communicating with me. I could tell Daisy was so happy and comfortable. Highly recommend Jessica!

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Jacqueline G.
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.
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Over 61
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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  1. 1. Search

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  2. 2. Meet & Greet

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  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 9
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 $52 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, 1,752 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, 91% of Highland Mills dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Highland Mills 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 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 1,752 dog boarding sitters in Highland Mills on Rover, so you’re sure to find the perfect match for your dog! In Highland Mills, 95% of sitters offer daily exercise, 96% offer medication administration, and 90% 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.