House Sitting Highland

Find a loving house sitter to watch over your pets and your home.

When are you returning?
Search

Over 68
pet parents in Highland have booked house sitting

Highland, Find top rated house sitting

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: Kasey S.
Verified Enhanced Background Check
Kasey S.
Star Sitter
from
$63
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
27 years of experience
Wappingers Falls, NY, 12590

Communication with Kasey was a breeze. She was flexible and took great care of our dogs. I’m grateful she was available to look after them while we were traveling over the weekend.

Profile image
Sulbin P.
Sitter Profile Image: Shana G.
Verified Background Check
Shana G.
Star Sitter
from
$63
per night
5.0 out of 5 stars
137 reviews
42 repeat clients
8 years of experience
Highland, NY, 12528

Shanna did a great job with my boys. I was able to focus on my surgery and recovery without worrying about Ashe and Smudgie. I would highly recommend her.

Profile image
Cheryl A.
Sitter Profile Image: Ebony G.
Verified Enhanced Background Check
Ebony G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
25 years of experience
Poughkeepsie, NY, 12601

Absolutely wonderful! Very friendly and communicative. Our girls were super relaxed and happy when we got home to a very clean house. 10/10 would book again. Thank you for all of the pics and updates on our girls over the course of your stay.

Profile image
Rachael H.
Sitter Profile Image: Thomas-James C.
Verified Enhanced Background Check
Thomas-James C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
15 years of experience
Milton, NY, 12547

TJ was great! He took care of my two babies with such love and attention. He was at my house when he said he would be and cuddled with my boys to make them feel safe. I would highly recommend TJ to watch your pets!

Profile image
Michelle M.
Sitter Profile Image: Claire M.
Verified Enhanced Background Check
Claire M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
17 years of experience
Poughkeepsie, NY, 12601

Claire was *fantastic*! She took incredible care of our menagerie for five nights/6 days: three mid size dogs (50-60lb); two older, each on a number of medications, and a very spunky 5yo. We also have three cats including a frail 15 yo; and 9 hens. We live in an old farmhouse that is in various stages of renovation - for sure, not the easiest for house sitting. Thankfully Claire was undaunted by the challenge. During our time away, she was terrific providing updates and was super quick with replies when I had the additional need to check in- super reassuring, especially give that this was our first time with Rover, and having a combined housesitter/animal sitter at this house. We returned home to a very content crew - the truest sign of being well cared for in our absence, and the house in perfect order- seemingly better than we left it. We highly recommend Claire, without reservation. She was truly outstanding.

Profile image
Peter M. F.
Sitter Profile Image: Alesandra P.
Verified Enhanced Background Check
Alesandra P.
from
$100
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

Really grateful to’ve found such a great sitter! Super communicative and of course most importantly, great with our dogs. Felt safe leaving them and our home in her care.

Profile image
Kathryn F.
Sitter Profile Image: Donna w.
Verified Enhanced Background Check
Donna w.
Star Sitter
from
$80
per night
5.0 out of 5 stars
49 reviews
20 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

We couldn’t have asked for a better pet sitter! Donna stayed overnight with our cats and dogs and took absolutely amazing care of all of them. She was reliable, kind, attentive, and connected so easily with each of our pets. We have a lot to manage, and we know caring for all of them is no small task, but she handled everything so wonderfully. It was such a comfort knowing they were in such loving and capable hands while we were away. When we came home, the house looked great, and our pets were happy and well cared for. She is truly thoughtful, responsible, and loving, and we would absolutely trust her with our pets again. We highly recommend her!

Profile image
Aspen P.
Sitter Profile Image: James H.
Verified Enhanced Background Check
James H.
from
$126
per night
5.0 out of 5 stars
44 reviews
10 repeat clients
10 years of experience
Gardiner, NY, 12525

James was able to handle our dogs reactivity to the fireworks after a storm that took our power out. We came back and they seemed calmer than usual as a bonus too! Amazing!

Profile image
Kelly K.
Sitter Profile Image: Avery G.
Verified Enhanced Background Check
Avery G.
Star Sitter
from
$25
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
7 years of experience
Poughkeepsie, NY, 12601

About: I have had a life long love of animals and have grown up with cats and dogs. In addition I am a long standing volunteer at the SFSPCA, and am trained in dog and cat care. If your pet is shy or out going I know exactly how to work with them. I am a college student with a fairly flexible schedule. As junior my course load is predictable therefor I can work with you to find a convenient care schedule. I am available to walk dogs or care for cats at your home. I have a car and can reliably get to you. When we first meet I would love to spend a little time with your pet and learn your routine in order to make them as comfortable as possible. If you are traveling for an extended period I will gladly send you pictures and keep you posted on what is going on.

Sitter Profile Image: Emma M.
Verified Enhanced Background Check
Emma M.
from
$60
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
New Paltz, NY, 12561

Emma was a delight- professional, responsive, kind… and my cat adored her. She went above and beyond and I would have her return anytime!

Profile image
Lauren T.
Sitter Profile Image: melanie t.
Verified Enhanced Background Check
melanie t.
from
$80
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
poughkeepsie, NY, 12601

Melanie is an absolute ace. She stayed with my dog Baxter and my cat Stella for five days while I was away, and I could not have asked for better care. It was obvious from the moment I got home that my animals were loved, engaged, and truly cared for, not just “watched.” Baxter was excited to see me for about five minutes… and then ran to the window looking for Melanie. He even ran straight to my truck outside, which he has never cared about, clearly expecting her to step out. That says everything. Melanie spent real time with them, kept my home clean and tidy, and even washed all of the containers I use for homemade dog and cat food, which was completely above and beyond. I came home to calm, happy animals and a house that felt respected and cared for. If you’re looking for someone trustworthy, attentive, and genuinely invested in your pets’ well-being, stop scrolling and book Melanie. I would hire her again in a heartbeat and feel lucky to have found her.

Profile image
Jennifer S.
Sitter Profile Image: Patricia H.
Verified Enhanced Background Check
Patricia H.
from
$125
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

Patricia was amazing. Our newly adopted doghas separation anxiety and continued to give her a run for her money the whole first part of the second day. She was patient with Lucy and in the end we were so happy to be able to complete our vacation without worries. We will definitely have her back

Profile image
nancy r.
Sitter Profile Image: Dawn M.
Verified Background Check
Dawn M.
from
$100
per night
5.0 out of 5 stars
117 reviews
45 repeat clients
20 years of experience
Milton, NY, 12547

Dawn was the best! Got along great with our dog, sent lots of photos/videos/updates, and was super easy to coordinate and communicate with. Would highly recommend!

Profile image
Jim R.
Sitter Profile Image: Rose V.
Verified Enhanced Background Check
Rose V.
Star Sitter
from
$40
per night
4.9 out of 5 stars
261 reviews
90 repeat clients
25 years of experience
Kingston, NY, 12401

First time leaving our girls and by the time we got back Rose was their best friend. Can't say enough good things about Rose ! She took terrific care of our dogs & our home. Excellent experience, highly recommend

Profile image
Louise P.
Sitter Profile Image: Timothy D.
Verified Enhanced Background Check
Timothy D.
Star Sitter
from
$130
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Arlington, NY, 12603

Tim is so great! Kind - big hearted - and took great care of our two Australian Shepherds while we were away. He sent pictures and updates and was so thoughtful.

Profile image
Nicole C.
Sitter Profile Image: Aliza B.
Verified Enhanced Background Check
Aliza B.
from
$120
per night
5.0 out of 5 stars
86 reviews
47 repeat clients
40 years of experience
Highland, NY, 12528

We are so grateful to have found Aliza! She stayed at our home with our two pups while we were out of town for a family event. This was the first time our pack of four had been separated since Covid, also our first time using Rover, so I wasn't sure what to expect or how it would go. Plus, it was the Fourth of July weekend and one of our pups is not good with fireworks or thunderstorms. But Aliza rose to the occasion! She swaddled and comforted little Leah during the fireworks with her best Mom skills. She sent plenty of pics so that I was able to feel completely at ease while we were away. Good communications via text. We found Aliza to be reliable and flexible, mature, trustworthy and responsible. The house was left for us in the same condition as she found it. The most important part was that the pups were happy and fine when we returned home. Wagging tails all around! Would definitely recommend and we will definitely rebook with Aliza in the future.

Profile image
Carol K.
Sitter Profile Image: Kaylene M.
Verified Enhanced Background Check
Kaylene M.
from
$150
per night
4.5 out of 5 stars
3 reviews
11 years of experience
New Paltz, NY, 12561

Kaylene Is awesome she played with Eli, took on walks, water pkants and took great care of our house. Eli looked so happy in the pictures she sent. We will definitely use her again and recommend her.

Profile image
Rich N.
Sitter Profile Image: Angelica R.
Verified Enhanced Background Check
Angelica R.
from
$135
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
5 years of experience
Stanfordville, NY, 12581

Angie did a great job watching our two dogs. She updated us often and sent lots of great photos. She was a great house guest and we look forward to having her watch our pups again.

Profile image
Jane L.
Sitter Profile Image: Catarah R.
Verified Enhanced Background Check
Catarah R.
from
$80
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Beacon, NY, 12508

Catarah and Patrick were amazing!!!! They came for a "meet and Greet" and were very professional and had a list of things they needed to know in order to take the best care of Brie! While we were away they were putting up pictures of Brie as well as updates as to how things were going. They cleaned the whole house!!!!!! And washed the linens they used. They left a nice note as well as a little treat for me and my husband. We were thrilled with them! And so was Brie! I would highly recommend them!!

Profile image
Connie W.
Sitter Profile Image: Jasmine E.
Verified Enhanced Background Check
Jasmine E.
from
$75
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Marlboro, NY, 12542

Jasmine kept my fur babies happy and healthy while we were out of town. She cared for them in our home and was respectful of the space. She was a pleasure to communicate and coordinate with.

Profile image
Stephanie P.
1 / 1
View more

The median cost per night for house sitting in Highland is $75

Pet parents share their Rover experiences - Highland

1 / 1
5.0 out of 5 stars

We’re very happy we got to have Aliza watch over our senior dog, Jovi, for 5 days while we traveled. This was our first time leaving Jovi for more than a day so we were anxious, especially because Jovi is medically complex and requires meds and injections at certain times of the day. However, between Aliza’s past experience and the daily updates/ pictures she sent us, we were quickly put at ease. We returned at the end of our trip to see Jovi in good health & good spirits, so she clearly enjoyed her time with Aliza! She’ll be the first person we call the next time we need a dog sitter.

Profile image
Lisa A.
House Sitting
5.0 out of 5 stars

For being last minute and handling my senior pup and mischievous cat she did an amazing job!! Very patient and kind to my two fur babies !! My cat did not want her to leave !!! Very good !!

Profile image
Valeria B.
House Sitting
5.0 out of 5 stars

I feel fully at ease when Catherine agrees to take care of my two cats. Highly recommend Catherine for her care and attentiveness!

Profile image
Anke R.
House Sitting
5.0 out of 5 stars

Fantastic Jill! They were reliable, caring, and kept me updated with photos and messages while I was away. My cats were happy, well cared for, and comfortable when I returned home. I highly recommend their services and would gladly book with them again. Thank you.

Profile image
Anke R.
House Sitting
5.0 out of 5 stars

Sophia is an awesome pet sitter! I have a very high energy, high drive working dog, and Sophia did a lovely job caring for her, keeping my dog happy, enriched, and safe. My dog also gets quite a robust regimen of supplements and medications, all which were administered with care. I highly recommend Sophia and will absolutely call her again the next time I need a sitter.

Profile image
Sarah J.
House Sitting
5.0 out of 5 stars

So kind and attentive to our dog’s needs, and more than held down the fort while we were away. Breanna is the best!

Profile image
Brenda E.
House Sitting
5.0 out of 5 stars

Lily did a good job and kept in touch with us throughout her visit with Phin. We will use Lily again as needed.

Profile image
Paul C.
House Sitting
5.0 out of 5 stars

Katarina did an excellent job taking care of our three cats while we were out of town. She was very attentive, great with our cats, very communicative (sending regular updates), and we'd absolutely hire her again!

Profile image
Devan G.
House Sitting
5.0 out of 5 stars

Nathan did a wonderful job looking after our three eccentric cats. We have one cat who needs meds twice a day and he had no problem dosing him. Even the shy cat came out for him! We came home to calm, happy cats! Thank you Nate!

Profile image
Judith M.
House Sitting
5.0 out of 5 stars

We had a wonderful first experience with Amruta caring for our two Havanese in our home. From the start, communication was excellent, and she immediately put us at ease. Our dogs were happy, well cared for, and clearly loved the attention. It was such a comfort knowing they were in good hands. We wouldn’t hesitate to have her back again!

Profile image
Rita G.
House Sitting
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 house sitting
  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 house sitting - Highland

Select a filter and find qualifying sitters offering house sitting.

Sitters in Highland average 3
repeat house sitting clients

FAQs for House Sitting - Highland

Frequently asked questions about Rover

The average cost for House Sitting in Highland on Rover is $81.25 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting 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 House Sitting. For more information on service fees, click here .

As of September 2026, there are 738 sitters on Rover offering House Sitting across Highland. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Highland walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Highland maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Highland choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Highland. On Rover:

  • 97% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge