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: Thomas-James C.
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Thomas-James C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
16 reviews
7 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: 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.
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

We are grateful to Breanna for taking such good care of Skipper, and for communicating so well with us. It was great to have him in such good hands! And thanks for sending the photos! Much appreciated.

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Mary Ann C.
Sitter Profile Image: Shana G.
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Shana G.
Star Sitter
from
$63
per night
5.0 out of 5 stars
129 reviews
40 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: Rachel S.
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Rachel S.
from
$60
per night
5.0 out of 5 stars
4 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: Aliza B.
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Aliza B.
from
$90
per night
5.0 out of 5 stars
82 reviews
45 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: Ebony G.
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Ebony G.
from
$65
per night
25 years of experience
Poughkeepsie, NY, 12601

About: I’ve had animals my whole life growing up and currently have my own pets now. I’ve worked in an animal hospital as a Vet tech assistant/kennel manager for a few years. I then after that worked for my local shelter for about 10 years as a kennel worker and I was head of our dog behavioral team. I know how to read dog body language, and give meds if need be. I am a balance dog trainer that makes her own schedule, I work around my pet setting schedule! I'm currently a dog trainer and make my own schedule, I can provide pet sitting when ever needed because I can make my schedule around when I need to pet sit! I would treat my client’s pets like they were one of my own pets. I would do what ever I can to make your animals feel comfortable while you are gone.

Sitter Profile Image: Lorianna G.
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Lorianna G.
from
$79
per night
4.6 out of 5 stars
8 reviews
1 repeat client
23 years of experience
Highland, NY, 12528

Lorianna is kind and pleasant dog sitter who cared for my nutty poodle with ease. She plans to work with animals professionally and is excellent with anxious dogs.

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Laura P.
Sitter Profile Image: Brightynn L.
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Brightynn L.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
New Paltz, NY, 12561

Brightynn was great! She took care of our home, and both our seeds senior and younger dogs for us!

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Jayant R.
Sitter Profile Image: melanie t.
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melanie t.
from
$65
per night
5.0 out of 5 stars
5 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: Emma M.
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Emma M.
from
$60
per night
1 repeat client
10 years of experience
New Paltz, NY, 12561

About: I’ve had dogs and cats for the last 10 years, and my friends and neighbors have trusted me to walk and feed their pets too! I love cats and dogs of all kinds! I work Wednesday-Monday during the day so I can walk, feed, or play with pets in the afternoons and evenings or I can house sit overnight. I am used to high-energy dogs and cats that need someone to play with and get their energy out, or to take them for a long walk.

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

Sarah was great! We have a 4 month old pup that needs attention and care and Sarah was nothing short of amazing with him. She kept us updated and sent pictures throughout the day. Oscar took and instant liking to her. I have no reservations with leaving Oscar with Sarah and will most certainly be working with her again!

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Ian K.
Sitter Profile Image: Amruta Y.
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Amruta Y.
Star Sitter
from
$77
per night
5.0 out of 5 stars
91 reviews
28 repeat clients
14 years of experience
Poughkeepsie, NY, 12601

Our dogs felt comfortable and loving toward Amruta from the first time they met. She stayed with them and took good care of them. I really appreciated the updates. She is so kind. She did a great job. We will not hesitate to have her watch them again.

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JUSTINE K M.
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
22 years of experience
Kingston, NY, 12401

Incredible! Communicative through the entire stay and my apartment is cleaner than i left it which is so Incredibly nice of her! I'm so pleased, and though this was a one-off/unlikely to need a dog sitter again type of vacation, I would without a doubt use Rose again if needed.

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

Stefanie was amazing to work with! She is great at communicating about how your pets are doing and sends lots of photo updates that will help put your mind at ease while you're away from your pets. A few random issues cropped up with our pets while Stefanie was with them and she was great about keeping us updated, and I was confident that she was taking the best possible care of them. Our dog loved spending a weekend with Stefanie and I'm sure yours will too!

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Alex R.
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: Amanda B.
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Amanda B.
from
$35
per night
5.0 out of 5 stars
3 reviews
35 years of experience
Poughkeepsie, NY, 12603

Amanda was awesome! She took care of our dogs very well, kept us updated, and sent plenty of pictures. We will definitely use her again.

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Brian K.
Sitter Profile Image: Ja-Laurel T.
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Ja-Laurel T.
from
$81
per night
4.9 out of 5 stars
25 reviews
5 repeat clients
20 years of experience
Ulster Park, NY, 12487

What a great comfort knowing your three four legged furkids are being taken care of by someone as thoughtful and warm as Ja-Laurel! She asked all the right questions, she was patient with my habit of many check ins, and our sometimes crazy boy dog immediately took to her warmth and gave her kisses and smiles right away. I guess dogs always know the right people right away. I’m so glad we met you and thanks for staying with our clan twice now and thanks for keeping them safe.

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Ryan P.
Sitter Profile Image: Kenniqua B.
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Kenniqua B.
from
$80
per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Marlboro, NY, 12542

About: Hi. My name is Kiki and I love dogs!! I have years of hands-on experience working with dogs of all breeds, sizes, and temperaments. I was a manager at a cage-free dog daycare for 5 years, where I handled everything from group play supervision to administering medications and managing daily care routines. I also volunteered for 3 years at Second Chance Dog Rescue, helping with socialization, walking, and basic training. In addition, I’ve provided trusted pet sitting services in Peekskill, NY for 5 years until the family relocated. I’m trained in pet CPR, comfortable administering all types of medications, and have a dog of my own—so I truly understand how important it is to find someone reliable and compassionate to care for your pets. I have a car, am highly dependable, and treat every animal as if they were my own. Although I work full-time and attend school, I have large daily time blocks available between commitments, which I dedicate to pet sitting, walking, and drop-in visits I care for every pet like my own, ensuring they feel safe, loved, and comfortable while following their regular routine, my skills are administering medications, and giving personalized attention. Every pet has a specific personality so I try to respect that much like people.

Sitter Profile Image: Amanda L.
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Amanda L.
from
$40
per night
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.

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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

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

Here comes a very grateful bouquet of big compliments: Catherine looked after my cats Emma and Kolya for a little more than a week and I could have not have such a great time away if it wasn’t for her attentive care, regular wellness updates and sweet photos. Emma had a little bit of a red watery eye, which Catherine would watch and treat carefully. I did not have to worry at all and would return to happy purring cats and a well respected home environment. I can recommend Catherine highly, also for her way of clear communication.

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Anke R.
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

Jill did an excellent job taking care of Daisy Jane in our home. She was thoughtful, clean, and communicative. We will for sure work with her again and look forward to it!

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Rick J.
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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  • 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?

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  • 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

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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 July 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 July 2026, there are 752 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
  • 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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