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.

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

“Maria (and family) were lifesavers and saved our trip by having availability last minute when another sitter canceled on us. Our dogs looked so happy and loved while we were gone. Definetly recommend and look forward to using her again!”

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Candice G.
Sitter Profile Image: Mildred P.
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Mildred P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 79 reviews
27 repeat clients
15 years of experience
Poughkeepsie, NY, 12603

“Mildred was a wonderful sitter to work with. Great communication and prompt responses. My boy had a blast in the beautiful big fenced in yard. I definitely would book again in the future”

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

“I recently had Cherissa watch over my mini Goldendoodle, Sofia, and I couldn’t be happier with the experience. From the very first interaction, she was professional, kind, and clearly passionate about animals. Cherissa and her family took the time to get to know Sofia’s routine, preferences, and any special needs, which made me feel totally at ease. While I was away, she provided regular updates—including photos and messages—which really reassured me that my pet was happy and well cared for. I highly recommend Cherissa and her family to anyone looking for reliable and compassionate pet care. I’ll definitely be booking with them again in the future!”

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Mark P.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 54 reviews
23 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

“Donna was great. She treated my dog like he was her own. I felt extremely confident that Guinness was being very well taken care of. Guinness came home very happy but tired from all the fun he had playing with Donna's dogs. I will definitely use Donna and her services again. I'm very happy. I found her thank you so much.”

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Briana H.
Sitter Profile Image: Gabriel A.
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Gabriel A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 178 reviews
62 repeat clients
20 years of experience
Tillson, NY, 12486

“Ace looked like he had a blast while with Gabe. He sent me pictures and videos over the time he was watching him. I will book with him again in the future.”

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Barry G.
Sitter Profile Image: Jennifer & Thomas H.
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Jennifer & Thomas H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Kingston, NY, 12401

“Jennifer, Thomas and their girls took such good care of our pup. They sent frequent updates and photos throughout the visit, and we could instantly tell how comfortable our dog was in their home. Cannot recommend them enough!”

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Danielle N.
Sitter Profile Image: Jeff H.
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Jeff H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 257 reviews
88 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

“Our dog had an amazing stay with Jeff! We are always nervous leaving her with someone new, but Jeff is so responsive and great about sending photos and updates. She had a lot of fun and we were able to relax and enjoy the wedding we were attending in the area. Highly recommend!!”

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Amy A.
Sitter Profile Image: Thalya V.
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Thalya V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
• 31 reviews
10 repeat clients
6 years of experience
Poughkeepsie, NY, 12603

“Thayla was an outstanding dog sitter! She kept me updated regularly about Khloe, and was always quick to respond to messages, which gave me great peace of mind. Khloe warmed up to her immediately, and I could see how much Thayla genuinely cares for animals. She made sure to stick to Khloe’s routine. I couldn’t have asked for a better sitter and will definitely book her again!”

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Brania N.
Sitter Profile Image: Volha P.
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Volha P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 223 reviews
88 repeat clients
12 years of experience
Poughkeepsie, NY, 12601

“This was the first time boarding Roman with someone he didn’t know so I was a bit nervous at first. However, Volha was very understanding, professional, and attentive to me and my pup! Highly recommend!!”

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Dean 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
• 13 reviews
5 repeat clients
40 years of experience
Poughkeepsie, NY, 12603

“Our little guy, Wrigley, had an absolutely wonderful stay with Judy and Steven! I wholeheartedly recommend them to anyone looking for a warm, welcoming environment for their pup. As a beagle, Wrigley usually hates being left behind—but I felt completely at ease knowing he was in such caring hands. He got the royal treatment with pup cups, plenty of love and attention, and he even made a new friend in their sweet dog, Ginger. Thank you, Judy and Steven, for making Wrigley feel so at home and for giving me such peace of mind!”

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Susan & Dave J.
Sitter Profile Image: Nayeli A.
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Nayeli A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 32 reviews
8 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: Kimberly M.
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Kimberly M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 87 reviews
29 repeat clients
56 years of experience
Tillson, NY, 12486

“Kimberly took excellent care of my little cavalier puppy Rudy🐶. It was his first time away from me and she updated me with messages and pictures. I was able to enjoy my trip knowing he was well taken care of with kindness & love. He bonded with her & I will definitely be requesting her services in the future!”

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ellen s.
Sitter Profile Image: Lyanne S.
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Lyanne S.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 98 reviews
30 repeat clients
12 years of experience
Newburgh, NY, 12550

“Lyanne is such a tremendous person. She takes great care of our dog, Ember, every time she stays over. Ember is a large dog, and can be a handful, but Lyanne has gladly accommodated whenever we asked. I highly recommend Lyanne.”

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Sean M.
Sitter Profile Image: Chaqutia M.
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Chaqutia M.
from
$75
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
12 years of experience
New Paltz, NY, 12561

“Chaqutia looked after my pup, Ralph, for just over a week. I was nervous about leaving him for such a long period of time especially as he was unwell. Chaqutia put my mind at ease instantly and sent updates multiple times throughout the day of both photos and videos as well as a report of how he did with his food and confirming he took his meds. Any questions I had or suggestions I made, she responded to promptly. She’s a very kind and caring person and also very responsible with things like a camera set up in the room dogs sleep in to check on throughout the night. She was flexible with both pick up and drop off times and really listened to our needs Her home is beautiful, large and on a very quiet secluded road which was reassuring as less traffic. Her family are truly lovely and her eldest child played with Ralph lots (particularly loved those videos) Would definitely use Chaqutia again and recommend her to others!”

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

“Amruta is the BEST! She watched our dog Skip for almost 3 weeks while we were on vacation and during that time she sent daily pics, videos and updates. She is a dream dog sitter: Caring, smart, trustworthy, and responsible. Pretty sure Skip misses her :) We will definitely book again!”

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Sasha B.
Sitter Profile Image: Megen H.
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Megen H.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
14 repeat clients
20 years of experience
Wallkill, NY, 12589

“Megen was great, our dog came back very happy! Megen's pets were great play friends and she communicated well while we were away. Megen was also very flexible with drop off and pick up which we really appreciated.”

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Greg B.
Sitter Profile Image: David G.
Verified Background Check
David G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 92 reviews
23 repeat clients
8 years of experience
New Windsor, NY, 12553

“David was a fantastic sitter! Went above and beyond for my dog the whole time I was away. Even took extra care to calm him during a storm. Kept in tofu the whole time and sent pictures. Couldn’t recommend more!”

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Kelsey G.
Sitter Profile Image: Tara D.
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Tara D.
from
$70
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
3 years of experience
Wappingers Falls, NY, 12590

“Tara was great! She kept us posted with all day activities. She sent our dog home happily with a cute little toy. We’ll definitely book her again!”

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Han P.
Sitter Profile Image: Cory M.
Verified Enhanced Background Check
Cory M.
from
$55
per night
5.0 out of 5 stars
• 62 reviews
28 repeat clients
25 years of experience
Wappingers falls, NY, 12590

“My puppy Skye loved her stay with Cory and her family. She made me feel at ease that she was going to be fine and safe as she’s a climber. Skye did great with Cory and is an exceptional caregiver. She sent me updates on and off as well. I highly recommend Cory and will use her again. Thankyou so much.”

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Ashlee H.
Sitter Profile Image: Mario C.
Verified Enhanced Background Check
Mario C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 114 reviews
36 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

“Was so happy to find someone to take care of our dog during a holiday, and we felt better knowing he was safe with Mario! We did a doggie day care day with him in advance so they could get to know each other, and our dog was excited to see Mario when we dropped him off for an overnight! We received updates during the stay also. Would definitely recommend Mario and will book him again for future dog watching needs!”

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Amanda S.
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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

Leaving a pet behind is always tough, but Jordan made Emma feel right at home with plenty of love and attention. To my complete surprise, Jordan gave an unexpected breakfast for Emma when I went to pick her up.

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Sonny H.
Boarding
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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog boarding - Highland

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Highland average 10
repeat dog boarding clients

FAQs for Dog Boarding - Highland

Frequently asked questions about Rover

The average cost of Dog Boarding in Highland on Rover is $55 per night as of October 2026. Most bookings cost between $39 and $105 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

97% of sitters in Highland can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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.

<b>Tip:</b> 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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