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
• 141 reviews
42 repeat clients
8 years of experience
Highland, NY, 12528

“Shana was wonderful with our Penny. Penny liked her immediately when they first met. Shana kept in contact with us throughout the weekend, even sending pictures. We felt very comfortable the time that Penny was in her care. When walking Penny, Shana met some of our neighbors. Afterward, they told us how much Penny seemed to like her & how lucky we were to find her. I definitely will be booking another visit with Shana!”

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Susan B.
Sitter Profile Image: Ebony G.
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Ebony G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
25 years of experience
Poughkeepsie, NY, 12601

“My dog was immediately comfortable with Ebony, and I came home to a very happy dog (and a spotless home!). Really great experience having Ebony as a sitter. 😊”

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Jenny P.
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
• 26 reviews
8 repeat clients
15 years of experience
Milton, NY, 12547

“Thomas was terrible! JUST KIDDING! I just want to keep him only for when I need him!😁 I couldn’t ask for anything more. He initially responded quickly. Showed up when we planned. He kept in touch with me. Sent pictures of my dogs when he was with them and left my house tidy. TJ, thank you again!”

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Lisa M.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 53 reviews
22 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!”

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Aspen P.
Sitter Profile Image: Emma M.
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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!”

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Lauren T.
Sitter Profile Image: Aliza B.
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Aliza B.
from
$120
per night
5.0 out of 5 stars
• 89 reviews
48 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: Manuel J.
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Manuel J.
from
$40
per night
4.8 out of 5 stars
• 13 reviews
5 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: If you have an athletic or active dog, we are the hosts for you!!! Trips to parks (on and off leash), running the trails, and swimming in a Lake will happen every day. If your dog is less active, we can bring our activity level to where your dog is most happy and comfortable. I have a very open schedule. Usually I go to the park go with my family who enjoy the day doing things outside the house. If you have a last minute appointment or you need anything on the same day I do take them I have a very open schedule one works in the morning and the other one works in the afternoon so your pet will never be alone. I had pets before they pass away. We used to love our pets so much. We took CPR classes and emergency classes for pets just in case.

Sitter Profile Image: Claire M.
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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 amazing! Our dog is a bit shy and nervous but he immediately warmed up to Claire. We were 100% comfortable while we were away. Highly recommend!”

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Elizabeth B.
Sitter Profile Image: Tess T.
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Tess T.
from
$80
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: I’ve cared for animals most of my life, including regularly volunteering at local shelters and caring for two dogs and three cats of my own. I absolutely love spending time with pets and making sure they feel safe, comfortable, and loved while you’re away! I’m an active person and would be happy to take your dog on long, fun, and enriching walks, but I also love relaxing with pets, playing with them, and giving them plenty of attention and affection. I’ve cared for up to three dogs at once and am comfortable with different personalities, energy levels, and routines. I’m also happy to accommodate special needs, including medications, special diets, and specific care instructions. I’ll treat your pet like they’re my own and give them the same patience, care, and love I’d want for my own pets! I am currently a part-time employee. My schedule is relatively stable but subject to change. I am unavailable at the following times due to my work schedule: Thursday and Friday 7:30am-3:00pm, and Saturday 6:30am-3:00pm I only do care at client’s homes because of my two cats at home who generally do not like other animals. I am ready to utilize client’s backyards, nearby trails, and anything else owners implement into their pet’s daily routine!

Sitter Profile Image: melanie t.
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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 was a true gift to us. She took great care of Kolya and Emma, dedicated to their well being from second 1 through the end. I was updated regularly and enjoyed their interactions from afar. I came home to two very content and happy camper cats. I could tell how fond they were of Melanie and how well she tuned into their distint personalities. She communicated very well and left our apartment in excellent state. Highly recommend. Thank you.”

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Anke R.
Sitter Profile Image: Amanda L.
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Amanda L.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
5 years of experience
Highland, NY, 12601

About: I really love being around animals as they bring a lot of joy. Over the years I have pet sat for various family friends, co-workers, colleagues, and friends of friends pets. While pet sitting not only have I been responsible to feed the pets, give them water, let them out to relieve themselves, clean up after the pets, and take them out for a walk but I also have looked after the house. Additionally, I have been working for a company so couples beloved dogs can attend their weddings. Previously, I have volunteered by fostering dogs and dog walking. I am available most weekends and off most holidays. I do work full time so if it is anything during the week I do not get home until after 5 pm. Anything during the week I need to know ahead of time so I can plan accordingly. I would care for your pets as one of my own. I am flexible and come to your pets home so they are comfortable in their own environment.

Sitter Profile Image: Kasey S.
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Kasey S.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 33 reviews
13 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.”

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Sulbin P.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$75
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Highland, NY, 12528

“Rachel was wonderful with our two pups! We really enjoyed working with her and meeting her own fur baby, Marty. Thanks for everything, Rachel!”

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Amanda B.
Sitter Profile Image: Kaylene M.
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Kaylene M.
from
$150
per night
4.7 out of 5 stars
• 4 reviews
1 repeat client
11 years of experience
New Paltz, NY, 12561

“Kaylene is everything that is advertised. Detail oriented, considerate of housesitting details if that’s what you require, caring of pets super on top of things and just amazingly nice to work with!”

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Americo P.
Sitter Profile Image: Katrina A.
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Katrina A.
from
$80
per night
4.2 out of 5 stars
• 18 reviews
3 repeat clients
15 years of experience
Kingston, NY, 12401

“Katrina and her boyfriend, Ken, were very communicative, kind, and genuinely loved animals. Our dog, Jack, is a nervous boy, but they did the best they could in calming his nerves, and putting in the effort to gain his trust. I highly recommend!”

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Jessica G.
Sitter Profile Image: Stefanie A.
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Stefanie A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
• 44 reviews
18 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: Breanna S.
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Breanna S.
from
$88
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
20 years of experience
Highland, NY, 12528

“Breanna was an excellent sitter while we were away for the weekend! She provided regular updates on our dog with some darling silly photos too. She came and met Wally before staying with him and was very receptive to instructions and keeping him on his schedule. She left the place clean and tidy before leaving. Will definitely book again!”

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Charis S.
Sitter Profile Image: Michelle P.
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Michelle P.
from
$75
per night
8 years of experience
Hyde Park, NY, 12538

About: I've house sat, walked and cared for dogs ever since I was 14. My coworkers, neighbors and their friends are returning customers due to high detailed and enthusiastic care. I always tell people I will take care of your pets faster than your kids lol. Hi im currently working a part time job so depending on my schedule I can spend time with your furry friend before or after my shift. I follow clients pet plans with feedings, walkings and medications if needed. I will work with you on any adjustments you need for your fur baby.

Sitter Profile Image: Avery G.
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Avery G.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 10 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: Sophia G.
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Sophia G.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
7 years of experience
Highland, NY, 12528

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

Pet parents share their Rover experiences - Highland

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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.

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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 !!

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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!

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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

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

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
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    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
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Popular requests for house sitting - Highland

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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.

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