House Sitting Highland

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

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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.

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Sitter Profile Image: Shana G.
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Shana G.
Star Sitter
from
$63
per night
5.0 out of 5 stars
134 reviews
42 repeat clients
8 years of experience
Highland, NY, 12528

Shana was our first experience with Rover and it was great place to start. Shana communicated well leading up to the stay and even visited twice to get the lay of the land. During the stay, Shana haves updates, sent pics, and asked questions when necessary. When our usual sitter took over the second portion of our trip, they reported that the house was in good order. Thanks!!

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Jamie M.
Sitter Profile Image: Ebony G.
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Ebony G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
13 reviews
2 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.

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Rachael H.
Sitter Profile Image: Alesandra P.
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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.

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Kathryn F.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$80
per night
5.0 out of 5 stars
44 reviews
18 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

About: I’ve had animals since I was a child. A horse when I was 10 dogs, cats and still have dogs, cats and a horse in my life as of now have no problems with ministering medication to any animal. I am retired. Looking for a hobby that I love. I am available all times of the day seven days a week. It may be so. I have five small dogs of my own with a backyard fenced in and a doggie door for them to go in and out as they please.

Sitter Profile Image: Thomas-James C.
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Thomas-James C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
15 years of experience
Milton, NY, 12547

TJ is wonderful! Punctual, responsible, communicative and I came home to happy little dog. Highly recommend, will definitely contact TJ again.

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Janette M.
Sitter Profile Image: Kasey S.
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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

Kasey was great with our bird and dog. They liked her right away and she took good care of them and our house while we were away. We appreciated her communications and photo updates and also her attention to details around the house. A snow storm was coming and she was kind enough to put our windshield wipers up. Very thoughtful.

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Joelyn W.
Sitter Profile Image: Rose V.
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Rose V.
Star Sitter
from
$40
per night
4.9 out of 5 stars
260 reviews
90 repeat clients
25 years of experience
Kingston, NY, 12401

Rose was so fantastic with my two rescue pups. I have one particularly shy pup, and Rose was patient and gentle while she warmed up. By the end of the stay, both pups were very comfortable with Rose and looking forward to her next sit!

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Elizabeth M.
Sitter Profile Image: Michele F.
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Michele F.
from
$115
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
11 years of experience
Poughkeepsie, NY, 12603

Michele was fabulous!! Jasper was in great hands! She sent plenty of photos and I appreciated this! She also drove Jasper to his doggie daycare, Central Bark! This kept Jasper occupied and offered Michele a break! Although I know she would have kept him busy at home too.

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Melissa G.
Sitter Profile Image: melanie t.
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melanie t.
from
$85
per night
5.0 out of 5 stars
6 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.

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Jennifer S.
Sitter Profile Image: Stefanie A.
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Stefanie A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
41 reviews
16 repeat clients
31 years of experience
PLEASANT VALLEY, NY, 12569

Stephanie was great and sent me tons of pictures of our animals. She was really loving and kind towards them all and made sure to give me lots of updates and gave them tons of snuggles and cuddles. Everyone was super happy with her.

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Ro B.
Sitter Profile Image: Aliza B.
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Aliza B.
from
$120
per night
5.0 out of 5 stars
86 reviews
46 repeat clients
40 years of experience
Highland, NY, 12528

We are a third time client (for a long overseas vacation) and are very happy with Aliza’s care. We highly recommend and will be booking again the future!

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Mark H.
Sitter Profile Image: Catarah R.
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Catarah R.
from
$65
per night
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
Beacon, NY, 12508

I rebooked with Catarah when I went to NYC and she was so great! Everything about the stay was great. She house sat my dog and it went perfect!

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Andrea G.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$60
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
10 years of experience
New Paltz, NY, 12561

Sarah was fantastic and we highly recommend her to anyone! She did a great job caring for our fickle pugs. She kept us updated with pictures and messages about how the dogs were doing. We felt totally comfortable leaving them in her care. Having Sarah stay with our pugs gave us peace of mind to enjoy our vacation.

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Saralyn & Sam S.
Sitter Profile Image: Timothy D.
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Timothy D.
from
$110
per night
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Arlington, NY, 12603

About: I have spent many years caring for dogs and I pride myself on building trust, providing excellent care, and treating every pet like they’re family. I have a very flexible schedule, allowing me to provide dependable care throughout the week. Animal care is a true passion of mine and I am committed to giving every pet the attention, exercise, and affection they deserve. I understand the importance of trusting someone with your pet and home. I am reliable, responsible, and committed to providing safe, professional care while keeping your pet comfortable and happy in their own home.

Sitter Profile Image: Patricia H.
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Patricia H.
from
$125
per night
5.0 out of 5 stars
5 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

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nancy r.
Sitter Profile Image: Emma M.
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Emma M.
from
$60
per night
5.0 out of 5 stars
2 reviews
1 repeat client
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!

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Lauren T.
Sitter Profile Image: Dylan S.
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Dylan S.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Marlboro, NY, 12542

Dylan was amazing with my little girl. He was communicative and caring towards my baby. I came back to a healthy and happy dog, and clean home.

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Julián A.
Sitter Profile Image: James H.
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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 did an amazing job of taking care of our sweet dog. This was the first time we have left our dog with a sitter, but James helped make us feel very comfortable. She was great at communicating with us and sent many pictures that put us at ease. Our dog had a great time with her and she left our house very tidy. We have already booked with her for two additional pet sittings!

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Sherri B.
Sitter Profile Image: Abbey L.
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Abbey L.
Star Sitter
from
$95
per night
4.9 out of 5 stars
36 reviews
9 repeat clients
27 years of experience
Beacon, NY, 12508

Abbey was fantastic. It was clear how much she loved Booch and how happy he was with her. She gave me frequent updates with pictures and videos that were so appreciated. The house was left in great shape. We have had 4 other house sitters and none have even come close to Abbey! I’m grateful to have found her and now we can go away with much more peace of mind.

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Jennifer A.
Sitter Profile Image: Margaret S.
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Margaret S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
17 years of experience
Wappingers Falls, NY, 12590

We had a wonderful experience with our pet sitter Margaret! She took excellent care of my dog, Otto, and made sure he was happy, comfortable, and well-loved while I was traveling. I really appreciated the regular updates with pictures and great communication—it gave me so much peace of mind. Highly recommend to anyone looking for a reliable, responsible, kind and caring pet sitter!

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Vanessa R.
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The median cost per night for house sitting in Highland is $70

Pet parents share their Rover experiences - Highland

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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!

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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.

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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.

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Sarah J.
House Sitting
5.0 out of 5 stars

Aliza came to our hotel for two consecutive evenings to look after our Delilah and was absolutely wonderful with her. They instantly bonded and Delilah felt calm, secure, and cared for. They took walks together and Aliza sent us updates and photos. We were grateful for Aliza’s visits and look forward to working with her again. Aliza is a warm and delightful person. Highly recommend.

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Jeff & Brigitte S.
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!

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Brenda E.
House Sitting
5.0 out of 5 stars

Melanie is our guardian angel. We rebooked for another two-day/night care and were able to rely on very good communication, updates and attention to detail. We are very grateful for the care shared. Melanie knows how to make us both giggle and be relieved.

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Anke R.
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.

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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!

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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!

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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!

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Rita G.
House Sitting
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  • 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

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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 August 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 August 2026, there are 734 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
  • 95% can help with giving oral medications or injections
  • 100% 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.

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