Dog Boarding Highland

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Over 42
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
60 reviews
25 repeat clients
20 years of experience
Milton, NY, 12547

My dog had a great time, we were very nervous for it being our first time leaving our dog, and Maria made us feel comfortable and reassured us that our dog would be fine, he was. Thank you Maria and your mom!

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

Mildred is the best. My fur baby absolutely loves his time there and gets so excited when dropping him off. She is reliable and we will definitely contact her first. So good!

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Michael R.
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

Volha and Cristian were great. Our regular sitter was out of town and we were so happy to have found Volha and Cristian to watch our pups for the week. Volha was communicative without being overbearing and we loved all the photos of them enjoying their stay. Would highly recommend them!

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Joshua O.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$35
per night
5.0 out of 5 stars
34 reviews
13 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: Jeff H.
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Jeff H.
from
$64
per night
5.0 out of 5 stars
218 reviews
75 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Jeff and Bruce went above and beyond in caring for Clover, keeping us updated the entire time, which gave us such peace of mind. It was clear he was in great hands, relaxing and enjoying their home. Pickup and drop-off were seamless, and their thoughtful handwritten note in Clover’s bag was such a sweet touch! We’ll definitely book with them again for a longer stay!

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Ken B.
Sitter Profile Image: Nayeli A.
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Nayeli A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
21 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: 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

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: Jennifer & Thomas H.
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Jennifer & Thomas H.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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: Thalya V.
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Thalya V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
27 reviews
9 repeat clients
6 years of experience
Poughkeepsie, NY, 12603

Thalya did an amazing job taking care of our 3-year-old dog, Lucky Oreo. She was incredibly responsive, sending regular updates that kept us reassured and informed. Her loving care and attention made all the difference, and Lucky Oreo was clearly happy and well looked after. We highly recommend Thalya for her exceptional pet-sitting services!

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Laura P.
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
11 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: Gabriel A.
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Gabriel A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
165 reviews
59 repeat clients
20 years of experience
Tillson, NY, 12486

Gabe and Annie were fantastic and very communicative, they sent me daily photos. When I was away on a stressful work trip, I never had to worry about my Daisy Lou being cared for and loved. She came home a happy camper!

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

Kiki was wonderful! Had to book fairly last minute and she took great care of our 55 pound hound mix! Would book again. Responsive, flexible, sent photos!

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

This was Bluey’s first time being away from home as he is still a pup. Amruta ensured he’d be safe and well taken care of and he certainly was. Bluey needed additional time warming up because he is shy and Amruta was very understanding and accommodating. It was also hard for me but Amruta reassured me with photos, videos and prompt replies. Thank you for taking such good care of our puppy. If you are looking for quality care please don’t hesitate to book with Amruta. Thank you again, we appreciate you and will use your services again! (:

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Lala-Marie P.
Sitter Profile Image: Csaba & Nicole K.
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Csaba & Nicole K.
Star Sitter
from
$69
per night
5.0 out of 5 stars
134 reviews
62 repeat clients
19 years of experience
Pleasant Valley, NY, 12569

Loretta is absolutely wonderful and my dog had a great time while he was with her. I could tell he was being loved and taken care of while I was away which gave me so much peace of mind. We will definitely be back with Loretta!

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Sarah H.
Sitter Profile Image: Brittany L.
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Brittany L.
from
$45
per night
5.0 out of 5 stars
35 reviews
11 repeat clients
37 years of experience
Wappingers Falls, NY, 12590

I would definitely recommend Brittany to anyone that needs boarding for their pets. She treated our puppy Storm like she was one of her own. She sent us pictures of Storm having a great time and assured us that she was playing the entire time she was there. When we picked her up she was clearly happy and exhausted. We will definitely be using Brittany again in the future.

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Michael C.
Sitter Profile Image: Sammy C.
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Sammy C.
from
$70
per night
4.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Poughkeepsie, NY, 12601

Sammy was great with our dogs. They liked him instantly and were very happy when we picked them up. Sammy sent photos and updates regularly. Would book with him again!

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Mary C.
Sitter Profile Image: Matthew H.
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Matthew H.
Star Sitter
from
$60
per night
4.9 out of 5 stars
13 reviews
4 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

Matthew and his family are excellent dog caregivers! They have a very large fenced yard for the dogs to play. They are very attentive and sent many photos! I have an older newly adopted dog, they were so sweet and gentle with her. I highly recommend them!!!

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

A few firsts: a first-time booking with Rover and a first time my Charlie ALMOST didn’t want to come home with me 🥴🐶 Kimberly’s a gem…warm & caring & communicative & totally convenient. Highly recommend!

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Kim K.
Sitter Profile Image: Celina I.
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Celina I.
from
$35
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
6 years of experience
Poughkeepsie, NY, 12603

Thank you so much! I’m glad Toque was able to make some new fury friends. He will definitely be back for a play date or overnight sleepover 🐶

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Myrna T.
Sitter Profile Image: Katlyn & Stephen B.
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Katlyn & Stephen B.
from
$50
per night
5.0 out of 5 stars
2 reviews
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.
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The median cost per night for dog boarding in Highland is $64

Dog parents share their Rover experiences - Highland

1 / 1
5.0 out of 5 stars

Incredibly responsive, friendly , and easy going. Amruta agreed to watch our dog child during our wedding weekend and…. Bring him for family photos and back on our wedding day. She made it so easy and we were able to trust her to deliver. Alfie had a great time and we couldn’t have done it without Amruta. Thank you!!

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Benjamin R.
Boarding
5.0 out of 5 stars

Nayeli took such great care of our two pups! I really appreciated that she took the time to send pictures and videos multiple times per day and kept us informed about how they were doing. It felt great knowing that our dogs were in good hands while we were away. Nayeli also had great communication with us throughout the entire process. I would definitely use her again to care for our pups!

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Johanna T.
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
5.0 out of 5 stars

Bailey was wonderful! So easy to communicate with, friendly, and took excellent care of our pup. We will definitely plan on booking with her again!

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Ryan J.
Boarding
5.0 out of 5 stars

Alison and Jason cared for Dougie during our wedding weekend. It helped knowing that he was in school CJ good hands. Thank you both! Highly recommend.

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Katelyn S.
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

Sitters in Highland average 10
repeat dog boarding clients

FAQs for Dog Boarding - Highland

Frequently asked questions about Rover

The average cost for Dog Boarding in Highland on Rover is $49.98 per night (as of July 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 July 2026, there are 477 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.

96% 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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