Pet Boarding Highland

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

Pick-Up
Search

Over 44
pet parents in Highland have booked pet boarding

Highland, Find top rated pet boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Dawn M.
Verified Background Check
Dawn M.
from
$75
per night
5.0 out of 5 stars
• 117 reviews
46 repeat clients
20 years of experience
Milton, NY, 12547

“Dawn was terrific. She was very accommodating with my last minute request, was easy to set a meet and greet, and Dawn was super friendly. Dawn took my pup for multiple walks and hikes and he came back exhausted. I highly recommend Dawn! Thank you for a great experience and for taking such good care of Bowie!”

Profile image
Dustin W.
Sitter Profile Image: Cristian P.
Verified Background Check
Cristian P.
from
$62
per night
5.0 out of 5 stars
• 29 reviews
8 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!”

Profile image
Elaine R.
Sitter Profile Image: Angel F.
Verified Enhanced Background Check
Angel F.
from
$63
per night
4.9 out of 5 stars
• 14 reviews
1 repeat client
10 years of experience
Poughkeepsie, NY, 12601

“Angel was great with our dog who has some behavioral challenges. They listened and communicated well with us and we would absolutely recommend them and hope to have Bento stay with them again if it works out”

Profile image
Jessica T.
Sitter Profile Image: Leslie P.
Verified Enhanced Background Check
Leslie P.
from
$65
per night
5.0 out of 5 stars
• 27 reviews
4 repeat clients
5 years of experience
New paltz, NY, 12561

“Leslie and her lovely family took great care of our dog Newt during a long trip! She provided great communication and updates - including pics of Newt enjoying lots of snuggles. When he ran low on food she very kindly took the effort to seek out a special diet food to meet his needs. We really appreciated knowing he was in great hands!”

Profile image
Christina B.
Sitter Profile Image: Katlyn & Stephen B.
Verified Enhanced Background Check
Katlyn & Stephen B.
from
$50
per night
5.0 out of 5 stars
• 3 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”

Profile image
William N.
Sitter Profile Image: Brittany L.
Verified Enhanced Background Check
Brittany L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 45 reviews
15 repeat clients
37 years of experience
Wappingers Falls, NY, 12590

“Brittany was reliable and timely in communicating. Our fur babies had a good time with her and they came home feeling good. She was polite to interact with. We will be using her again if we need a sitter!”

Profile image
Christine S.
Sitter Profile Image: Maryline P.
Verified Background Check
Maryline P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 174 reviews
69 repeat clients
25 years of experience
Wappingers Falls, NY, 12590

“Maryline is a great dog sitter! She is very caring and is great with animals. I couldn’t have found a better sitter. My dog is a senior who does not like to be away from me but she was very happy and content with Maryline, her 2 boys and her sweet dog Eli. She walked, play with and fed her on her schedule. I strongly recommend her! You’re dog will feel right at home.”

Profile image
Laura Ann D.
Sitter Profile Image: Katherine L.
Verified Enhanced Background Check
Katherine L.
from
$45
per night
5.0 out of 5 stars
• 18 reviews
7 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.”

Profile image
Erin E.
Sitter Profile Image: Stefanie A.
Verified Enhanced Background Check
Stefanie A.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 44 reviews
18 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!”

Profile image
Natasha E.
Sitter Profile Image: Sammy C.
Verified Background Check
Sammy C.
from
$71
per night
4.4 out of 5 stars
• 5 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!”

Profile image
Mary C.
Sitter Profile Image: Annette G.
Verified Background Check
Annette G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 347 reviews
131 repeat clients
49 years of experience
Pawling, NY, 12564

“Annette is wonderful with my old girl Kota , and I have also seen how well she treats all her furry guests , Kota gets a toy and treats when she comes home , i do not have the anxiety I use to when we went on a trip ,,, highly recommended ,, Jane”

Profile image
Jane K.
Sitter Profile Image: Chelsea L.
Verified Enhanced Background Check
Chelsea L.
from
$40
per night
10 years of experience
Wappingers Falls, NY, 12590

About: I have cared for dogs my entire life, including my own pets and those of family members. My experience ranges from energetic 8-week-old puppies to senior dogs, and from tiny teacup Yorkies to Labs, Newfoundlands, and Great Danes. I’m comfortable administering medication and adjusting care to each dog’s age, size, routine, and personality. Although I’m new to boarding through Rover, I work from home full-time, so your dog will receive plenty of supervision, attention, and companionship. Dogs are welcome to relax on the furniture, roam comfortably throughout the house, and enjoy supervised playtime in my fully fenced yard. My goal is to make every dog feel safe, comfortable, and genuinely at home while you’re away. I work from home full-time, so caring for your pet can easily fit into my daily routine. Dogs will have frequent opportunities for potty breaks, supervised time in the fenced yard, indoor play, rest, and plenty of attention throughout the day. Feeding, medication, walks, and bedtime routines can be adapted to match what your pet is accustomed to at home. Because I am home throughout the day, your pet will have consistent companionship and supervision rather than being left alone for long periods. I want every pet staying with me to feel safe, comfortable, and part of the household. Dogs are welcome to roam throughout the home, relax on the furniture, and enjoy supervised playtime in my fully fenced yard. I follow each owner’s instructions regarding feeding, medication, activity, sleeping arrangements, and household rules so that the pet’s routine remains as familiar as possible. I also adjust care to each dog’s age, energy level, size, and personality—whether that means active play for a puppy, companionship for an adult dog, or a quieter and more supportive routine for a senior.

Sitter Profile Image: Jacqueline V.
Verified Enhanced Background Check
Jacqueline V.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
25 years of experience
Kingston, NY, 12401

“We had a family medical issue and was able to book Jacqueline quickly. Our dogs are both rescues and it matters a great deal to us who we bring into their lives. Jacqueline immediately made us, and our dogs, feel comfortable and within 5 minutes of being with them, our eldest was resting in her lap. Jaqueline sent constant photos and updates and we are very grateful to have found her and will for sure book her again. TY again, Jaqueline. That last note was from the pups!”

Profile image
Diana R.
Sitter Profile Image: Janice A.
Verified Enhanced Background Check
Janice A.
Star Sitter
from
$108
per night
5.0 out of 5 stars
• 283 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

“Janice was amazing! I will definitely leave my dog Beau with her again! She has so much love for all animals and we felt so at peace leaving Beau for his first dog-sitting visit. There is so much space for the dogs to run and play and I knew he was in great hands:)”

Profile image
Michele D.
Sitter Profile Image: Gretchen K.
Verified Enhanced Background Check
Gretchen K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
5 years of experience
Beacon, NY, 12508

“Gretchen took excellent care of my dog while I was away. He seemed very happy during his stay. I also received daily photos and updates about how he was doing. I'll definitely use Gretchen's services again.”

Profile image
Cigdem U.
Sitter Profile Image: caroline D.
Verified Enhanced Background Check
caroline D.
from
$65
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
Rhinebeck, NY, 12572

“This was our second time using Caroline as our dog sitter, always a great experience! She’s very communicative, sent us updates, and took such great care of our puppy while we were away for two nights. We plan to book with Caroline again and highly recommend her!”

Profile image
Jillian Q.
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Nicole P.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

“Nicole was absolutely amazing!!! She was so responsive, sent lots of pics and I’ve never seen my dog so happy in someone else’s home! 10/10 experience!!! Thank you Nicole for taking such perfect care of Misha!!!”

Profile image
Inna K.
Sitter Profile Image: Stephen N.
Verified Enhanced Background Check
Stephen N.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 37 reviews
13 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.”

Profile image
Linda P.
Sitter Profile Image: Jadyn G.
Verified Enhanced Background Check
Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 57 reviews
15 repeat clients
5 years of experience
Highland Mills, NY, 10930

“Jadyn was excellent with Max. He was so happy with her. She is awesome and loving with Max. She took pictures and kept us updated. She takes great care of our dog. She is a definitely someone that you can trust with your pets. We will definitely be use her services for the future. I was thrilled with the care she provided for Max.”

Profile image
Melissa E.
Sitter Profile Image: Dennis D.
Verified Enhanced Background Check
Dennis D.
from
$55
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Kingston, NY, 12401

“Denis wa a godsend. I was diagnosed with cancer and needed to be in city for over 3 weeks my husband wanted to stay with me. So on short notice he was able to fill in the days that friends and family could not and stayed flexiable to add additional days for me. Bella had fun and made a new friend with his dog. We will.use him again.”

Profile image
Suzanne L.
1 / 1
View more

The median cost per night for pet boarding in Highland is $65

Pet 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.

Profile image
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.

Profile image
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

Profile image
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.

Profile image
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!

Profile image
Greta K.
Boarding
1 / 1
Find pet care near you

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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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 pet boarding - Highland

Select a filter and find qualifying sitters offering pet boarding.

Sitters in Highland average 10
repeat pet boarding clients

FAQs for Pet Boarding - Highland

Frequently asked questions about Rover

The average cost of Pet 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.

There are 474 sitters on Rover for Pet Boarding in Highland. About 90% of Highland sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge