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

TJ was great with Georgie, she was very happy as evidenced in the pictures TJ sent to us several times a day. He even made sure she had a good walk before we came home in the event our flight was delayed. Very happy with his care.

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Kathy V.
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: Shana G.
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Shana G.
Star Sitter
from
$63
per night
5.0 out of 5 stars
131 reviews
41 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: Aliza B.
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Aliza B.
from
$90
per night
5.0 out of 5 stars
83 reviews
46 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.

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Carol K.
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: Rachel S.
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Rachel S.
from
$60
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: Ebony G.
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Ebony G.
from
$65
per night
5.0 out of 5 stars
11 reviews
1 repeat client
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: Donna w.
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Donna w.
Star Sitter
from
$65
per night
5.0 out of 5 stars
39 reviews
14 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: 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: Stefanie A.
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Stefanie A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
39 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: Alesandra P.
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Alesandra P.
from
$100
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

Allie was great! She kept me updated throughout the day with photos and videos of all my dogs. She truly went above and beyond in every sense to make sure my dogs were well cared for and was attentive to every little detail. I would absolutely recommend Allie to anyone. I really felt good that my dogs were in good hands all day.

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Felipe R.
Sitter Profile Image: melanie t.
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melanie t.
from
$85
per night
5.0 out of 5 stars
5 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: 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: 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 was friendly, reliable, extremely trustworthy. Most importantly, my dog Nora loved her. Would choose her again without hesitation.

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Leona M.
Sitter Profile Image: Dylan S.
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Dylan S.
from
$40
per night
5.0 out of 5 stars
2 reviews
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: 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: 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: Margaret C.
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Margaret C.
from
$100
per night
4 years of experience
New Paltz, NY, 12561

About: All I wanted was a dog growing up. I used to knock on neighbors doors and ask to walk/play with their dogs for free! My parents finally decided to get dogs (of course right when I leave for college) and I love them with all of my heart. Since I am at New Paltz for school, I miss my pets like crazy. I would love to get the opportunity to play with your pets and get to have puppy time away from home. I used to take my dogs on hikes and I miss it very much; I would love to take your dogs on pretty walks. I also have been a nanny and babysit often. I am very capable of taking care of someone. Since I am out of school, I am very free. I have a part-time job where I get to pick my hours, so I am very available. As a broke college student, I am very open to whatever you need. I also value nature and the outdoors very much, so adding a pup to the mix will be a bonus! As a loving pet owner, I very much understand the love and attention that is needed with caring for a pet. I am thoughtful and value rules, I take pet routines seriously. I understand that providing this service requires a lot of trust that I am willing to take time to prove.

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 an absolute dream of a sitter. They made sure we got pictures of the boys, left our house probably cleaner than my husband and I left it and was more than willing to meet with us on two separate occasions before our boarding sesh to help acclimate our more skittish doggo son. By mid-weekend, both dogs were fans of Rose and honestly, so am I. 10/10 would recommend.

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Carel B.
Sitter Profile Image: Angel F.
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Angel F.
from
$63
per night
5.0 out of 5 stars
12 reviews
1 repeat client
10 years of experience
Hyde Park, NY, 12538

About: I am an Artist who works from home a lot and would love some extra furry companionship :) I understand that being in a new place with new people can feel stressful for the first time. We can go on long walks together at least twice a day and then they can sleep where ever they are most comfortable. I have a flexible schedule most days, so I can work around any animal care that may be needed. I love having furry companions around. We will play fetch, drink lots of water, go for walks and probably just hangout and read together. Right now I am working freelance so I can arrange my schedule as needed to make animal accomodations. I love to start my day with animal smiles. First I like to survey the areas of the home to make sure there isn't anything dangerous that has been mistakenly left out that might cause harm. And then we can establish a place for the pet items so they can start to feel more comfortable in a new environment. I also make sure the water bowl is always filled.

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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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Meet local sitters who will treat your pets like family

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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 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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