Dog Boarding in Highland

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Top rated Highland 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: Maria V.
Verified Background Check
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

she was an excellent nanny for Pluto .. she was always in contact with me, she sent me photos and videos, she looked after Pluto for 5 days ... 100% recommended, she has a lot of love and responsibility for pets

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

Pepper came back soooo happy from Volha’s house! She had a blast hanging out with the family, and I was at ease receiving multiple photos and updates throughout the day. Will absolutely book with Volha again in the future!

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Cami D.
Sitter Profile Image: Mildred P.
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Mildred P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
73 reviews
23 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: Cherissa P.
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Cherissa P.
from
$60
per night
5.0 out of 5 stars
23 reviews
14 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

I cannot overstate how amazing Cherissa and her family were. They loved and took care of my dog like he was their own. I got pictures and updates every day and she was so flexible which helped us out so much. I was nervous to leave my dog with anyone because we’ve had bad experiences with boarding facilities but he was so happy the entire time he was with her and came back happy and exhausted from 4 days of playing. I would absolutely bring him back to her if I ever needed a sitter again. She is the best!!!

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Olivia Rose H.
Sitter Profile Image: Jennifer & Thomas H.
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Jennifer & Thomas H.
from
$45
per night
5.0 out of 5 stars
4 reviews
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: Gabriel A.
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Gabriel A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
160 reviews
56 repeat clients
20 years of experience
Tillson, NY, 12486

This was my first time using Rover and I was so happy I chose Gabriel. My dog Jack is a 17 year old who is blind, hard of hearing and frail. Gabriel’s love for dogs was evident by the excellent care he gave Jack. The daily pictures he sent of Jack were heartwarming and allowed me to feel relaxed during my vacation. Gabriel will definitely be my choice the next time I need to board Jack.

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Diane R.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$35
per night
5.0 out of 5 stars
29 reviews
11 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: Jeff H.
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Jeff H.
from
$64
per night
5.0 out of 5 stars
208 reviews
70 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: Chaqutia M.
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Chaqutia M.
from
$65
per night
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
New Paltz, NY, 12561

Cici was wonderful with Ruby! I had another rover fall through and Cici worker with me to find a solution. We were able to have a very slow and steady meet and greet. It gave Ruby a ton of confidence for the stay. All the updates about how my pup was fitting in with her family were great. She handled the pup well. Would highly recommend

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

Kenniqua was incredible! She took my request last minute due to a family emergency, and she really eased the stress of that weekend. Our dog was happy, got to sleep on the bed, and got walks. Her space was calm and her dog Honey was a sweetie. Kenniqua provided updates and wonderful communication. Will definitely ask Kenniqua to care for my pup again. Thank you for helping us out, Kenniqua!!

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Ashanti S.
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
133 reviews
62 repeat clients
19 years of experience
Pleasant Valley, NY, 12569

Loretta took care of our dog like he was her own for the week we needed to be away. Regular updates, lots of pictures, and lots of love. He did so much better than regular boarding and clearly had fun (both with Loretta and her dogs). We really appreciate how well cared for our big boy was, and will definitely be back!

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Jessica B.
Sitter Profile Image: Thalya V.
Verified Enhanced Background Check
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: Nayeli A.
Verified Enhanced Background Check
Nayeli A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
21 years of experience
HIGHLAND, NY, 12528

Nayeli was great! Excellent communications and expectations. We did a meet and greet to make sure Rosie and her pups got along. She was attentive to Rosie's needs and personality quirks, and sent lovely updates that were very reassuring. Will definitely book again!

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Chana R.
Sitter Profile Image: Kimberly M.
Verified Enhanced Background Check
Kimberly M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
75 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: 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

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: Amruta Y.
Verified Enhanced Background Check
Amruta Y.
Star Sitter
from
$67
per night
5.0 out of 5 stars
88 reviews
28 repeat clients
14 years of experience
Poughkeepsie, NY, 12601

Amruta is very easy to work with. We needed a last minute care for our dog for a day. Great and prompt with communications. Very kind and sweet. Will definitely keep her in our sitter’s short list.

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Veeree K.
Sitter Profile Image: Brandie B.
Verified Enhanced Background Check
Brandie B.
Star Sitter
from
$85
per night
5.0 out of 5 stars
48 reviews
15 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Brandi took great care of our Millie while we were away on vacation. We loved all of the updates and photos she sent to us. Millie looked like she had a the best time with all her doggy pals. We will definitely use Brandi again in the future!

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Jessica C.
Sitter Profile Image: Sammy C.
Verified Background Check
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: Cristian P.
Verified Background Check
Cristian P.
from
$62
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

Cristian went above and beyond to make sure i felt 100% comfortable while i was boarding my pit mix Nala for 11 days for the first time. Nala even sadly got a pretty severe UTI during her stay and Cristian was so on top of it with photos, concern, and ended up even taking her to the vet for me and getting the care she needed. Even with a 6hr time change he managed to keep up with great communication and updates throughout the stay. I truly couldn’t be happier with my experience. He will definitely be my top choice in the future - no question. Thank you endlessly Cristian!

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Kennedi D.
Sitter Profile Image: Jennifer Z.
Verified Enhanced Background Check
Jennifer Z.
Star Sitter
from
$75
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
1 year of experience
New paltz, NY, 12561

Jennifer was an excellent sitter! She sent lots of updates and photos, and it was clear that Juliette was well cared for and having a great time. She even got her a little lamb toy, which was so sweet and unexpected. Would recommend her completely!

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Kate M.
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Over 124
pet parents in Highland have booked dog boarding

Highland dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Nayeli is an amazing choice for watching your pooch. When you travel, the last thing you want is to worry about your dog while away. So glad we found Nayeli! Our yellow lab will be spending a lot of time with her, as we travel quite a bit.

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Casey M.
Boarding
5.0 out of 5 stars

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.
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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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  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 is $63

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 average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Highland is $63 per night, including service fees. Boarding your dog for one week typically costs $441. 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 dog boarding rates can be found as low as $29 to as high as $73 per night.

If you’re searching for a Highland 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, 353 sitters provided dog boarding in Highland. 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 dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Highland have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 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.

Rover makes it easy to find Highland 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 353 dog boarding sitters in Highland on Rover, so you’re sure to find the perfect match for your dog! In Highland, 94% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.