Pet Boarding in Highland

Find a loving Highland pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Highland pet 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: Cristian P.
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Cristian P.
from
$62
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

I love leaving Willow with Cristian and his family. My fur baby always comes home happy. He keeps us updated and sends lots of fun pictures to keep us connected while we are away. Definitely recommend!

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Elaine R.
Sitter Profile Image: Jonathon M.
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Jonathon M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
20 years of experience
Walden, NY, 12586

Highly recommend. Johnathon has a lovely space where my pups had a blast. Loved the pictures he sent of them while I was away at my wedding. My Luna is an anxious dog and yet she did great. Definitely would rebook from here on out.

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Pavela S.
Sitter Profile Image: Jennifer Z.
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Jennifer Z.
Star Sitter
from
$75
per night
5.0 out of 5 stars
8 reviews
3 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.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

Nicole took excellant care of Baxter and Oliver during our vacation. Daily updates and photos showed my pups happy and loved in my absence. Thank you so much for taking the worry away.

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Tricia J.
Sitter Profile Image: Francesca & John B.
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Francesca & John B.
from
$75
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Walden, NY, 12586

Francesca and John were wonderful! Buddy did very well during his stay. This was his first time ever boarding and I was nervous about how he would do since he is an older dog. They kept me updated all the time and assured me he was relaxed and not anxious. So glad we found them!

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Meaghan B.
Sitter Profile Image: Tara D.
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Tara D.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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: Celina I.
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Celina I.
from
$35
per night
5.0 out of 5 stars
23 reviews
7 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: Stephen N.
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Stephen N.
Star Sitter
from
$110
per night
5.0 out of 5 stars
32 reviews
11 repeat clients
25 years of experience
Beekman, NY, 12533

I cannot recommend Stephen enough. He took amazing care of our Buddy while we were away. He communicated and sent us videos and updates every day. He was cautious when introducing Buddy to the other dogs in his care and we had a meet and greet prior to the stay which I appreciate, he goes above and beyond to make sure the dogs in his care are compatible to keep all dogs safe. I look forward to using him in the future and I know Buddy will too. You can see that dogs in Stephens care are treated as his own and that is so comforting when leaving your dog in his care.

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Linda P.
Sitter Profile Image: Terrance R.
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Terrance R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
12 years of experience
Newburgh, NY, 12550

One of the best, great with communication and great with introducing shy dogs to a pack. I can always trust that Terrance will take care of leo.

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Reicland R.
Sitter Profile Image: Katherine L.
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Katherine L.
from
$45
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
30 years of experience
Ulster Park, NY, 12487

Katherine was a great sitter. She really loves dogs and my dog Tyson had the greatest time her and her dog Tilly. They got along really well. Thank you so much for loving my dog for the weekend! It's so comforting to know your dog is having a great time while you are away.

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Erin E.
Sitter Profile Image: Katlyn & Stephen B.
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Katlyn & Stephen B.
from
$50
per night
15 years of experience
Pleasant Valley, NY, 12569

About: We (fiancé and I) have been pet owners our entire lives. I own and have cared for horses, dogs, cats, guinea pigs, and more. We have a single family home, in a safe and quiet neighborhood in the heart of Pleasant Valley. Our fenced in backyard has poles, jumps, and tunnels to entertain your furry friend with dog agility! Our flexible schedule( myself and fiancé) allow us to care for your dog day and night, in a safe and secure setting. I work remotely most of the week. Our property has a fenced in backyard in safe and quiet neighborhood. We treat our doggy guests like our own, and they will have lots of fun playing in the comfort of our home. We have two friendly dogs, a Cockapoo and Jack Russell, both males who love interacting with all dog breeds.

Sitter Profile Image: Gretchen K.
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Gretchen K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
5 years of experience
Beacon, NY, 12508

Posey had a great stay with Gretchen and her dog Sunny! She felt right at home from the first visit and I felt more than comfortable leaving her there. Sunny was super sweet and relaxed with another dog in his home. In the photos we received Posey looked very happy relaxing on the furniture and on walks! Communication with Gretchen was clear and prompt. We will definitely board Posey there again. So happy to have an homey alternative to the kennel!

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Katri J.
Sitter Profile Image: David G.
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David G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
78 reviews
22 repeat clients
5 years of experience
New Windsor, NY, 12553

David and his wonderful family are the definition of “above and beyond” when watching our pup Eleanor! He took very special care to provide enrichment, exercise, and to make sure all of her needs were met. He kept diligent notes for us, was an excellent communicator, and was clearly so invested in the health and happiness of our pup. He even sent us home with a couple of treats he’d found out she liked! He’s absolutely wonderful and I cannot recommend him enough.

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

Well things could not have been better!! Annette sent text messages and pictures to keep me up to date which keeps anxiety to a minimum. She was great!

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KEVIN H.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$108
per night
5.0 out of 5 stars
274 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice is such a warm and loving person. My dog took to her immediately and it was clear she is an animal person. She prioritizes making sure that your pet feels safe and comfortable. It is such a relief to have someone like her taking care of my girl when I have to be away.

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Victoria S.
Sitter Profile Image: Mario C.
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Mario C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
103 reviews
32 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: Imogene D.
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Imogene D.
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Rifton, NY, 12487

Imogene took excellent care of Rummi and really treated her like a member of the family. We will definitely book Imogene again in the future!

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Pamela and Jason D.
Sitter Profile Image: Erika N.
Verified Enhanced Background Check
Erika N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
37 reviews
8 repeat clients
20 years of experience
Carmel, NY, 10512

We are so happy to have found Erika! She takes great care of our 19lb doodle and sends lots of photos. She’s super easy to communicate with and is very personable as well.

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Erin P.
Sitter Profile Image: Stefanie A.
Verified Enhanced Background Check
Stefanie A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
34 reviews
15 repeat clients
31 years of experience
PLEASANT VALLEY, NY, 12569

Stephanie took amazing care of my two older pups. Her home was welcoming, and her pets had a blast with their new playmates while we were out of town, Stephanie provided consistent updates and photos, we were able to relax and enjoy our getaway knowing they were in good hands. I will definitely be returning!

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Natasha E.
Sitter Profile Image: Karif & Natalie J.
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Karif & Natalie J.
from
$45
per night
30 years of experience
Poughkeepsie, NY, 12603

About: I’ve been a dog lover all my life , currently have five little dogs of my own so when your dog visits he will always have playmates I currently work from home so availability won’t be a problem , my wife also works from home as well, your pets will always be supervised My yard is fully fenced in an of course there will be several playmates to accompany them on there outdoor excursions, I have crates available

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Over 40
pet parents in Highland have booked pet boarding

Highland pet 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 so kind and my lil cat loved her stay. Bailey's place is nice and clean and on a quiet street - would recommend her 10/10!

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Hope K.
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 pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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 pet boarding in Highland is $65

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

  • World-class support

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

Sitters in Highland average 10
repeat pet boarding clients

Pet Boarding FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Highland on Rover as of Jun 2026 was about $65 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Highland pet 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, 471 sitters provided pet 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, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Highland pet boarding sitters respond in under an hour.

Sitters who provide pet boarding in Highland have an average of 18 years of experience. Pet 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 pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

There are 471 pet boarding sitters in Highland on Rover, so you’re sure to find the perfect match for your pet! In Highland, 95% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet 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 pet 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.