Dog Boarding Highland

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Over 44
pet parents in Highland have booked dog boarding

Highland, 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: Rebecca D.
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Rebecca D.
from
$45
per night
5.0 out of 5 stars
71 reviews
24 repeat clients
26 years of experience
Highland, NY, 12528

Zelda is always a member of the family when she stays with Rebecca! She even got to participate in the holiday activities over the weekend. She came home happy and tired

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Linnea M.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$35
per night
5.0 out of 5 stars
45 reviews
19 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

Donna is absolutely great, very nice, accommodating and very punctual. She sent many pictures with our dog, who seemed very happy and well taken care of. We are very pleased to have met her and shall definitely contact her again for future bookings. Thank you, Donna!

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Mrs Lidia F.
Sitter Profile Image: Volha P.
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Volha P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
217 reviews
85 repeat clients
12 years of experience
Poughkeepsie, NY, 12601

I'm a repeat customer. Volha and family provided a happy and loving home for my dog. My pooch received the attention that she loves and they were able to administer her meds as well. I am satisfied they were available when my plans changed at the last minute. Highly recommend; my fur baby was very happy and bubbly when I picked her up.

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Judith J.
Sitter Profile Image: Nayeli A.
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Nayeli A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
31 reviews
6 repeat clients
22 years of experience
HIGHLAND, NY, 12528

Nayeli filled in at short notice to provide boarding and care for my senior shepherd/husky (shepsky). She took care of his food and medications and provided excellent communication and updates during the stay. He had a great visit with her.

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Bret P.
Sitter Profile Image: Gabriel A.
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Gabriel A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
171 reviews
60 repeat clients
20 years of experience
Tillson, NY, 12486

Gabriel and Annie are wonderful! It was the first time we boarded our dog Zoe and they were so attentive to her and to us nervous humans! They sent photos and videos, which really put us at ease. Zoe had a blast with the pack and came home a happy pup. We’ll be back! Thank you!

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Jo A.
Sitter Profile Image: Mildred P.
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Mildred P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
77 reviews
23 repeat clients
15 years of experience
Poughkeepsie, NY, 12603

Mildred and her family were incredibly wonderful to Luna and to me! They lived her like their own, and even fell IN love with her! I had lots of pictures from her even showing her lying on of the beds being pet. Luna is anxious and they either with her to warm up, there are two couples in the house and her son and they all take care of the dogs. What a wonderful place to leave your pup.

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Cynthia F.
Sitter Profile Image: Jeff H.
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Jeff H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
242 reviews
85 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

It is Yuna’s first time sleep without us around. It is obvious that Yuna had a good time enjoyed the stay with Jeff when we picked Yuna up. We will definitely go back to Jeff again next time when Yuna needs boarding service.

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Catherine P.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
65 reviews
27 repeat clients
20 years of experience
Milton, NY, 12547

My dogs always enjoy going to Maria’s house. It’s not a kennel but a house where my dogs get the same love and affection as at home. Been there three times and will use Maria again for our next trip

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Gary S.
Sitter Profile Image: Judy & Steven C.
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Judy & Steven C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
40 years of experience
Poughkeepsie, NY, 12603

Absolute peace of mind through the entire experience. This was only the third time with a sitter and second boarding my Whiskey dog overnight; but never have I felt as content as when he was with Judy, her wonderful family & beautiful home. Was able to completely enjoy my vacation knowing he was cared for as one of her own. I really can’t thank her enough for what that contentment was worth to me. To top it off she’s so nice!! Had pushed the date forward a day at the last minute, she was totally understanding and went with the flow. Just thank you!!!! I know Whiskey dog misses his new friends already =^_^=

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George M.
Sitter Profile Image: Thalya V.
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Thalya V.
Star Sitter
from
$60
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
6 years of experience
Poughkeepsie, NY, 12603

Thalya was great and really looked after my dog Duke really well! We were gone for over 20 days and Thalya really went above and beyond to make Duke feel at home! Would recommend to all!

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James H.
Sitter Profile Image: Dawn M.
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Dawn M.
from
$75
per night
5.0 out of 5 stars
114 reviews
45 repeat clients
20 years of experience
Milton, NY, 12547

Dawn was terrific. She was very accommodating with my last minute request, was easy to set a meet and greet, and Dawn was super friendly. Dawn took my pup for multiple walks and hikes and he came back exhausted. I highly recommend Dawn! Thank you for a great experience and for taking such good care of Bowie!

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Dustin W.
Sitter Profile Image: Amanda L.
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Amanda L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
33 years of experience
Kingston, NY, 12401

Amanda and her husband took wonderful care of Jack. I received daily updates and pictures which helped ease my anxiety about leaving him for a few days. He was so spoiled! You can tell they are dog lovers and treated him like he was theirs. I will be using them in the future and have already booked Jacks next stay without hesitation.

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Deb A.
Sitter Profile Image: Cherissa P.
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Cherissa P.
from
$60
per night
5.0 out of 5 stars
23 reviews
15 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

Cherissa and Ricardo were great with my 4yr old pup. They took very good care of him and sent pictures of him and let me know he was doing great. I would recommend them to anyone to watch their dog! Great job thank you!

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Jamie C.
Sitter Profile Image: Sean B.
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Sean B.
from
$50
per night
5.0 out of 5 stars
22 reviews
11 repeat clients
35 years of experience
Kingston, NY, 12401

Sean was so great with our dog. He proactively messaged us each day and gave us updates on how our dog was doing. Our dog came back well rested and happy. We will definitely be using him again!

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Brandon T.
Sitter Profile Image: Annette G.
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Annette G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
340 reviews
130 repeat clients
49 years of experience
Pawling, NY, 12564

Once again Annette has enabled me to leave Charlie and not worry. She is so reliable and knowledgable. We were gone for close to two weeks and I didn't worry about Charlie at all. Thank you Annette!

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Barbara F.
Sitter Profile Image: Mario C.
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Mario C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
107 reviews
34 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

Mario was absolutely wonderful. Kind, friendly, and such genuine care for my dog. It was so reassuring to receive pictures of my pup every day and seeing how happy he was. I would definitely recommend Mario and will most certainly request his services again!

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Tamara B.
Sitter Profile Image: Amruta Y.
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Amruta Y.
Star Sitter
from
$67
per night
5.0 out of 5 stars
92 reviews
28 repeat clients
14 years of experience
Poughkeepsie, NY, 12601

Amruta took great care of our bichon and goldendoodle when they boarded with her. They came back home very happy and healthy. She sent regular updates on a daily basis along with pictures and videos of the dogs. Amruta also took very good care of their meals and breaks. She is very responsive to any questions and provides timely updates. Thank you so much, Amruta.

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Ricky C.
Sitter Profile Image: Kimberly M.
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Kimberly M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
83 reviews
27 repeat clients
56 years of experience
Tillson, NY, 12486

My pup stayed at Kimberly’s home for a night. She took great care of him! She was very easy to communicate with and responsive. Kimberly is a true animal lover! I highly recommend her and will definitely reach out to her in the future!

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Erica J.
Sitter Profile Image: Megen H.
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Megen H.
from
$45
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
20 years of experience
Wallkill, NY, 12589

Megen took great care of our dog Lotta. She has a fenced in backyard which was great so our dog was outside a lot and played with the other dogs there. Easy to communicate with. Highly recommend!

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Hazel K.
Sitter Profile Image: Cory M.
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Cory M.
from
$45
per night
5.0 out of 5 stars
60 reviews
26 repeat clients
22 years of experience
Wappingers falls, NY, 12590

This was Kogi's first boarding experience and he had the best time~ he came back so happy he didnt want to leave! Thank you Cory for taking such amazing care of him and welcoming him to your family even for a short time🥰

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Fabian & Yra L.
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The median cost per night for dog boarding in Highland is $65

Dog parents share their Rover experiences - Highland

1 / 1
5.0 out of 5 stars

Nayeli was very attentive and kept me up to date on everything going on while she boarded my dog. I was very pleased with the communication and her commitment to making the stay a very pleasurable experience. I would highly recommend her services.

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David P.
Boarding
5.0 out of 5 stars

I never felt so good about leaving my baby with anyone before. Amruta was exceptional. Kind sweet professional. My Zoe loved her. Amruta sent pictures updates and was amazing

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Michelle C.
Boarding
5.0 out of 5 stars

Great communications. Showed a great deal of care for our dogs comfort before even drop off. Will definitely consider using him again.

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Biren J.
Boarding
5.0 out of 5 stars

Sammy was super responsive and very good with Marti. He kept me updated and is clearly very good with dogs. Will be booking again!

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Greta K.
Boarding
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Popular requests for dog boarding - Highland

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Sitters in Highland average 10
repeat dog boarding clients

FAQs for Boarding - Highland

Frequently asked questions about Rover

The average cost for Dog Boarding in Highland on Rover is $55 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 467 sitters on Rover offering Dog Boarding across Highland. 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.

97% of Highland 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 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 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.

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 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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