House Sitting in Highland

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Rose V.
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Sitter Profile Image: Rose V.
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1. Rose V.

Rover 101
Trustworthy Dog Sitter
New Paltz, NY, 12561
9.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
215 reviews
82 repeat clients
from
$35
per night

Rose was wonderful with my house and with my patch. She left the house clean and neat, and she left the patch with big smiles on their little faces. I would highly recommend her.

Sitter Profile Image: Meg V.
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Sitter Profile Image: Meg V.
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2. Meg V.

Full time, reliable pet sitter
Tillson, NY, 12486
9.8 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$85
per night

Great with our dog. Thorough in taking care of the dog's needs.

Sitter Profile Image: Shana G.
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Sitter Profile Image: Shana G.
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3. Shana G.

Rover 101
Responsible Pet Sitter
Highland, NY, 12528
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
27 repeat clients
from
$60
per night

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!

Sitter Profile Image: Dan B.
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Sitter Profile Image: Dan B.
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4. Dan B.

Let Your Dogs Stay Comfy at Home!
Hyde Park, NY, 12538
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$45
per night

The best review I can give comes from our pups! When we left the house, Dan reported, the pups didn’t look out the window, they started to play! They loved that their routine was not interrupted and then Dan came back after our trip to pick up something he left and our one dog, Walter, who can be leary of men, gave him so many kisses! When Dan left, our dogs watched him pull out of the driveway and were disappointed!

Sitter Profile Image: Beck W.
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Sitter Profile Image: Beck W.
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5. Beck W.

Cats🐈‍ Dogs🐕 Critters 🐍🐟🐸🐀🐇
Poughkeepsie, NY, 12603
3.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
94 reviews
32 repeat clients
from
$70
per night

Beck stayed overnight for three nights … he communicated every day… sent us pictures and treated our pets as if they were his own. Would highly recommend and will most definitely hire him on the regular! Thanks again Beck!

Sitter Profile Image: Alessandra G.
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Sitter Profile Image: Alessandra G.
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6. Alessandra G.

I would love to help out!
bloomington, NY, 12411
11.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
5 reviews
6 repeat clients
from
$50
per night

Ally did a great job with our 3 dogs. We enjoyed our daily updates and pictures that Ally provided us with. We are already booked again with Ally. Thank you, Ally!

Sitter Profile Image: Deanna T.
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Sitter Profile Image: Deanna T.
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7. Deanna T.

Reliable & Responsible Animal Lover
Poughkeepsie, NY, 12603
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$55
per night

Deanna is a warm and friendly young woman and did a great job of sitting for my two cats while I was away, sleeping over for three nights. She fed them and seemed to genuinely enjoy them. She sent me a photo every day to reassure me. She even cleaned up their vomit without complaining. She left my home neat as a pin, just as she found it. I recommend her and would certainly hire her again.

Sitter Profile Image: Aliza B.
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Sitter Profile Image: Aliza B.
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8. Aliza B.

Best Pet Care in Ulster, Dutchess,
Highland, NY, 12528
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
29 repeat clients
from
$90
per night

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.

Sitter Profile Image: Kristen C.
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Sitter Profile Image: Kristen C.
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9. Kristen C.

Reliable responsible pet care
Poughkeepsie, NY, 12603
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$40
per night

Kristen took great care of my dog and cat. They both needed some extra care. She was great giving them their meds as well as treats. My dog loved her. I plan on having her take care of them again soon!

Sitter Profile Image: Kim H.
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Sitter Profile Image: Kim H.
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10. Kim H.

Kim Cares!
New Paltz, NY, 12561
8.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
2 reviews
1 repeat client
from
$75
per night

Kim provided exceptional help and care for my Cavalier puppy. Kim has excellent kills with small dogs. My puppy was in love with her after their first meeting. Kim has a history of providing care for lost and needy dogs. I have extreme confidence that she will be an excellent resource for other dog families in the future.

Sitter Profile Image: Bre'ahna G.
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Sitter Profile Image: Bre'ahna G.
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11. Bre'ahna G.

Your fur babies are family too🐾❤️
Highland, NY, 12528
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 years of experience
from
$45
per night

About: I've loved animals since I was young and have 3 years of veterinary experience caring for all kinds of pets, from newborns to powdered sugar faces Currently I have a very flexible schedule and I'm available Monday through Sunday for over night stays. For walks and drop-in visit I'm also available every weekday and weekend, except for Tuesday evenings and Saturday mornings When caring for your pets I will care for them like I would my own. Feedings, walks, playtime and any other needs will be a priority of mine to ensure your pet is happy and comfortable in your absence

Sitter Profile Image: Mariela R.
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Sitter Profile Image: Mariela R.
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12. Mariela R.

Ur Furball. Ur Standards. My love.
New Paltz, NY, 12561
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$60
per night

What a pleasure it was to go away knowing my little man was in good hands. Mariela did a great job taking care of our Chihuahua,Bear, which at first is no easy task, but she mastered it. I would highly recommend Mariela and will use her services again in the future without hesitation. Wonderful job, everyone was happy. Thank you.

Sitter Profile Image: Nathan B.
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Sitter Profile Image: Nathan B.
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13. Nathan B.

The best pet sitting
Highland, NY, 12528
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$80
per night

Nate is amazing with animals. I have never met anyone as loving, sweet, and patient with animals as he is. He has assisted me in situations that required a calm and steady hand, such as locating scared cats, when I could not do it. He has assisted me with my pets, as well as accompanied me and assisted on house sits. He is trustworthy, dependable, and honest.

Sitter Profile Image: Anastasia F.
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Sitter Profile Image: Anastasia F.
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14. Anastasia F.

Caring, fun, athletic, creative
Poughkeepsie, NY, 12601
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$30
per night

Anyone that comes across Anastasia’s profile needs to immediately book her to sit, walk, and take care of your little loved one. We were traveling for the holiday weekend, and booked Anastasia to stay with our dog Bishop while we attended a wedding and as hectic as it was for us to even arrive to our destination Anastasia had the most amazing communication, super quick response , was super patient, knowledgeable and understanding. Even after a phone call with her of her getting food for our pup we immediately felt safe, comfortable, and had so much weight taken off our shoulders. I’d write this review forever because there are only great things I can say, our pup bishop is still shy and new to strangers and within minutes of spending times with Anastasia bishop immediately liked her. She sent us pictures throughout the booking , and really took care of Bishop. Anastasia you rock!!! We will continue to book you every chance we get when we are in the area, but truly thank you for just being amazing to our little one Sincerely, Juan & Dallis Please book her ; you will not regret it!

Sitter Profile Image: Robert G.
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Sitter Profile Image: Robert G.
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15. Robert G.

Ready? Set? Let's go for a walk!!
Poughkeepsie, NY, 12603
3.3 mi. away
House Sitting, Dog Walking
2 years of experience
from
$35
per night

About: All dogs love me and I take the time to get to know them so that walking is a joint experience. Being outside is the best thing for our dogs. This is part of my personal exercise and fitness routine. What better way to stay fit than walking with a friend? (oh....that's your dog). Let's go! Safety is paramount so looking for any areas of risk is my first action in a clients home. Most people take safety of pets for granted.

Sitter Profile Image: Manuel J.
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Sitter Profile Image: Manuel J.
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16. Manuel J.

“We've got your tail covered”
Poughkeepsie, NY, 12601
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$35
per night

I believe this is the 4th time I’ve used Manuel’s services. He is great with my 3 Dogs and is always in communication and makes sure to send pictures. He is always my first choice when I am looking for a dog sitter.

Sitter Profile Image: Rachel S.
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Sitter Profile Image: Rachel S.
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17. Rachel S.

Pampering for your fur baby!
Highland, NY, 12528
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$50
per night

I've known Rachel for years, and she is always engaged, enthusiastic, and respectful. Marty, her own dog, has benefited immensely from her constant attention to his health, diet, and activity level, vastly improving his physical and emotional health since his adoption. Her patience and love for pets is only matched by her consideration for their owners and other caretakers. Ensuring everyone is informed of any problems, questions, or other potential issues through regular communication is always a top priority. She genuinely cares about the lives of everyone involved and is as trustworthy as they come.

Sitter Profile Image: Anastasia S.
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Sitter Profile Image: Anastasia S.
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18. Anastasia S.

Compassionate caregiving enthusiast
Poughkeepsie, NY, 12601
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night

Anastasia is a natural, caring animal lover. She has responsibly taken care of my 3 cats numerous times (one of which requires walking on a leash outside) She is respectful of the home the animals live in, and the owners directions for pet care. She is level headed and mature. Highly recommended. Jeanne G.

Sitter Profile Image: Erin H.
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Sitter Profile Image: Erin H.
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19. Erin H.

Animal lover with flexible schedule
Poughkeepsie, NY, 12601
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$100
per night

Erin was a fantastic pet sitter for our two dogs while we were away on vacation. She took them for long walks, fed them, and took care of any cleanup that needed doing. She is very trustworthy and always kept us in the loop with how things were going. We highly recommend her services!

Sitter Profile Image: Lianne W.
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Sitter Profile Image: Lianne W.
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20. Lianne W.

loving home away from home 🤍
Poughkeepsie, NY, 12601
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$40
per night

Lianne will be the first person I contact when I ever need a Dogsitter again. She took in my German Shepard ‘Blitz’ like he was her baby, and sent me photos every now and then of them having a good time. I was so happy when I would get updates and some of them were hilarious (Blitz is a goof). Lianne is extremely qualified to take extra care of dogs. Her home is also beautiful and spacious. We had our dogs meet beforehand to make sure they would get along. Her little dog ‘Kilo’ was a bit scared at first but then warmed up and loved Blitz so much, now they’re best friends. I’m so happy to have Lianne now as a Dogsitter, I used to worry in the past and use different sitters every time. But I really hope Lianne will be available whenever I need one next.

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Highland House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Highland are rated on average 5 out of 5 stars based on 44 reviews.

Rover also offers House Sitting in:

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Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Highland house sitting needs. On Rover, it's easy to find a loving dog sitter in Highland who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Highland house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Highland for your dog — people who'll treat him like family.

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