Dog Boarding Highland

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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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: Donna w.
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Donna w.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 56 reviews
23 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: Mildred P.
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Mildred P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 82 reviews
27 repeat clients
15 years of experience
Poughkeepsie, NY, 12603

“Mildred and her family provided excellent care for my dog Mochi. She was also very friendly and professional in the way she related to me. I would certainly recommend her as a pet care provider.”

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

“Jeff was absolutely fantastic! He kept us up to date on Gretta in a timely manner. I was a nervous Nellie leaving her overnight as she hasn’t been away from us much in her 11 years. Look no further for the most excellent dog sitter. Thanks, Jeff!”

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Karolyn H.
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
• 8 reviews
2 repeat clients
10 years of experience
Kingston, NY, 12401

“My dog had a great time with Jennifer, Thomas and their kids. They’ shared photos of her getting petted on the couch and going on walks. She was exhausted when she came home after having had a very fun day with this lovely family.”

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Adrianne R.
Sitter Profile Image: Rebecca D.
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Rebecca D.
from
$45
per night
5.0 out of 5 stars
• 72 reviews
24 repeat clients
26 years of experience
Highland, NY, 12528

“Rebecca is so wonderful with my Boston Terrier Elvis. He is nearly 14 and almost blind so I am always a little nervous to leave him in a new place, but it was obvious that he was well cared for with Rebecca. She made both of us feel at ease and it is so nice to know that Elvis has a home away from home. It make traveling and time away so much easier on both of us, thank you Rebecca!”

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Ruth M.
Sitter Profile Image: Nayeli A.
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Nayeli A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 33 reviews
8 repeat clients
22 years of experience
HIGHLAND, NY, 12528

“We’re so happy we found Nayeli! My husband and I were looking for a sitter near our Airbnb in upstate NY since it didn’t allow dogs, and Nayeli was absolutely fantastic. She’s very knowledgeable and took such great care of our dogs, including giving thyroid medication to our Husky. She sent us regular updates and photos, which made us feel completely at ease while we were away. Her home is clean, well-equipped, and safe for dogs. The fenced backyard is beautiful, and our dogs had so much fun playing there with her own dogs — they got along so well! We couldn’t have asked for a better experience and will definitely book with Nayeli again in the future. Highly recommend her to anyone looking for a trustworthy, caring, and reliable dog sitter!”

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Faith M.
Sitter Profile Image: Brittany L.
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Brittany L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 47 reviews
15 repeat clients
37 years of experience
Wappingers Falls, NY, 12590

“This was my first experience with getting dog sitter for my dog. I was very relaxed and comfortable when I met Brittany and loved the fact that we communicated about my dog and she sent me some pictures on how she was doing. I definitely recommend using Brittany and will use her again 😊”

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Tahiesha C.
Sitter Profile Image: Cristian P.
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Cristian P.
from
$62
per night
5.0 out of 5 stars
• 30 reviews
8 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

“Took great care of Brooklyn for two days. This was the first time for boarding and couldn’t have been better. Pictures during the stay were great.”

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john b.
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: Katlyn & Stephen B.
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Katlyn & Stephen B.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Pleasant Valley, NY, 12569

“Katlyn took great care of my dog over a weekend i was away. I would have her pet sit again in the future”

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William N.
Sitter Profile Image: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 59 reviews
15 repeat clients
5 years of experience
Highland Mills, NY, 10930

“Jadyn was so so great with my girls! this was a last-minute request and she helped us out. No problem and I got two very happy very tired puppies when I picked them up, could not recommend her more for any of your doggy daycare needs.”

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Scott R.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$80
per night
5.0 out of 5 stars
• 33 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

“My girl Josie had a fantastic time with Nicole; she was well-cared for, well-loved and I received daily updates and pics of all the fun she was having. I highly recommend Nicole and will certainly use her again!”

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Angela C.
Sitter Profile Image: Jenna L.
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Jenna L.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
15 years of experience
Highland, NY, 12528

“Jenna was so great with our Lulu! She was super responsive and prepared and sent lots of photos! She was very communicative and kept us updated. I’ll definitely be using Jenna again”

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Heather A.
Sitter Profile Image: Brittany T.
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Brittany T.
from
$55
per night
5.0 out of 5 stars
• 71 reviews
25 repeat clients
18 years of experience
Beacon, NY, 12508

“Brittany sent me regular updates and photos of Frannie’s first stay at her home! She knew I was nervous with Frannie meeting new and male people, so she made sure to keep me updated on Frannie’s interactions with her dad. Brittany even slept on the couch when Frannie refused to go upstairs to bed! A+ for sure, can’t wait to use her again.”

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Megan C.
Sitter Profile Image: caroline D.
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caroline D.
from
$65
per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
10 years of experience
Rhinebeck, NY, 12572

“We Love Caroline! She sent the sweetest update pics and was lovely to work with. Easy communication, good vibes all around. I’ll def be contacting her again for hangs with my pup.”

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Pepper M.
Sitter Profile Image: Dawn M.
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Dawn M.
from
$75
per night
5.0 out of 5 stars
• 118 reviews
46 repeat clients
20 years of experience
Milton, NY, 12547

“Dawn is fantastic - we have finally found our official dog-sitter. Our normally shy dog Willa took to her and Maestro (Dawn's amazing dog) immediately and wasted no time making herself at home in Dawn's beautiful home. Dawn is an excellent communicator and provided lots of updates, photos and details of each day. Would 100% recommend!”

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Jill L.
Sitter Profile Image: Lucienne T.
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Lucienne T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 49 reviews
12 repeat clients
30 years of experience
Carmel, NY, 10512

“Lucienne was such an amazing help with my one year old cat. My cat, Juno, stayed with Lucienne for almost a month and I got many updates, photos, and videos which eased my anxiety when I was away. Lucienne was very easy to reach whenever I had questions or concerns which was amazing and she always responded quickly. I’m sure Juno will miss her. I definitely recommend Lucienne!”

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Sofia S.
Sitter Profile Image: Emily L.
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Emily L.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
New Paltz, NY, 12561

“Emily is amazing! I live in LA but was visiting my mom in Woodstock and needed a dog sitter last minute for my little senior dog, Rihanna. Emily graciously took her for a house sit in her home for a long weekend. Emily was thorough and asked about Rihanna’s routine, taking care to follow it well. I can tell that Emily has extensive experience with pets and a special love for them. Rihanna required both liquid and pill medicines that Emily took care to give her 2x a day. Emily also sent photo updates in the app and kept me informed about how Rihanna was doing. Rihanna seemed extremely happy with Emily, and I can tell that she got lots of love. She can be anxious when traveling, but Emily’s calm presence was great for her. I would 100% select Emily again!”

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Melissa D.
Sitter Profile Image: Beckie M.
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Beckie M.
from
$45
per night
4.6 out of 5 stars
• 12 reviews
4 repeat clients
15 years of experience
Walden, NY, 12586

“Beckie and her family were the perfect home away from home for our high-energy 2yo German Shepherd. She has a beautiful and massive back yard and provided photo updates throughout the stay. We’ll happily trust Beckie with Echo on future trips and highly recommend her!”

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Chelsea M.
Sitter Profile Image: Daniela F.
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Daniela F.
from
$48
per night
4.8 out of 5 stars
• 35 reviews
12 repeat clients
5 years of experience
Newburgh, NY, 12550

“Daniela took exceptional care of my fur-baby, keeping me up to date with beautiful pictures and messages. I recommend her 100% 😀 Thank you Daniela, you are the pet sitter I always needed.”

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Gabriela & Maidely & Oscar F.
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The median cost per night for dog boarding in Highland is $65

Dog parents share their Rover experiences - Highland

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5.0 out of 5 stars

Thank you so much to Nayeli for watching Gatsby while we were away on vacation! She sent us lots of updates while we were away and it looked like he was having a blast with his friends!

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Kelley H.
Boarding
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

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.

How to book dog boarding

  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

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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 is $55 per night as of October 2026. Most bookings cost between $39 and $105 per night. On Rover, 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 460 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.

95% 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, 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 , 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 .

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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