House Sitting in Hillside Lake

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

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Top rated Hillside Lake house sitters

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: Margaret S.
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Margaret S.
from
$45
per night
5.0 out of 5 stars
10 reviews
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.
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
15 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: Stefanie A.
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Stefanie A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
34 reviews
14 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: Samantha R.
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Samantha R.
from
$35
per night
4 years of experience
Wappingers Falls, NY, 12590

About: I have been an active volunteer with the Elmore SPCA in Peru Ny for 4 years. I often walk, socialize, enrich, and foster the dogs in the shelters care. I have worked with puppy's as young as 3 months up to the elder dogs to provide comfort. I am currently home for summer between my graduate years of college, my work schedule varies week to week. I have lived in this area for my entire life and am comfortable with traveling for the care. Unfortunately during this time I am unable to have pets in my home. To ensure the safety for me and your pets I have completed all state required ASPCA programs to work professionally with animals. The topics for dogs and cats included; body language, diseases, safety and management, and cleaning regulations. I have regularly walked and fostered dogs from Elmore SPCA in upstate NY. Through them I have gained lots of experience handling different breeds, temperaments, sizes and ages of dogs.

Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$75
per night
5.0 out of 5 stars
29 reviews
11 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: Mallory E.
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Mallory E.
from
$30
per night
4.5 out of 5 stars
3 reviews
4 years of experience
Lagrangeville, NY, 12540

Mallory is excellent! My dog loved her and so did we! Very responsive and respectful! I would recommend her to anyone!

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Hannah H.
Sitter Profile Image: madelyn s.
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madelyn s.
from
$55
per night
16 years of experience
Wappingers Falls, NY, 12590

About: Growing up in a home with two beloved rescue corgis and cats, I learned early on the importance of compassion and care for animals. My family dedicated countless years to fostering dogs in need, primarily from southern areas, which helped me understand the unique personalities and needs of every pet. Currently, I have three energetic rescue pups that I raised from puppies, and this has only deepened my love and understanding of dogs. With years of experience pet sitting, walking, and fostering, I’ve gained a strong ability to connect with dogs of all backgrounds and temperaments. Whether it’s giving special attention to shy rescues or providing energy filled playtime, I’m here to ensure your pets feel safe, loved, and cared for in every way. I'm currently a student working as a lifeguard so I have flexibility throughout the day during the week. This allows me to give your pups the outdoor time they deserve, whether it's for a quick walk or a longer adventure. I have plenty of experience walking dogs/watching pets: I always stay alert to my surroundings, including other animals and people. On walks observing your dog's reactions helps me determine the best course of action to ensure their comfort and safety throughout the time that I am with them!

Sitter Profile Image: Iliana M.
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Iliana M.
from
$70
per night
5.0 out of 5 stars
18 reviews
8 repeat clients
6 years of experience
Wappingers Falls, NY, 12590

I recently had the pleasure of having Iliana take care of my two dogs and my cat while I was away for a few days. Her service was nothing short of exceptional, and I could not be more pleased with the care my pets received. Iliana's attention to detail and genuine love for animals were evident from the start. I felt completely at ease knowing they were in such capable hands. One of the highlights of my experience was how well Iliana communicated with me during my trip. She sent regular updates and photos, which provided great peace of mind and allowed me to enjoy my time away without any worries. I highly recommend Iliana to anyone looking for a reliable and caring pet sitter. Her professionalism and dedication truly stand out. I hope to be lucky enough to use her services again in the future.

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Karen M.
Sitter Profile Image: Stephen N.
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Stephen N.
Star Sitter
from
$135
per night
5.0 out of 5 stars
32 reviews
11 repeat clients
25 years of experience
Beekman, NY, 12533

Stephen watched our dog Banjo in our home while we were away for 4 days. He seems to have lots of experience and very knowledgeable about dogs. He kept in touch with us about his comings and goings and sent us photos and videos of Banjo. Both Banjo and the house look clean and well cared for. Would use him again and recommend him to others.

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Emily H.
Sitter Profile Image: Sheyna T.
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Sheyna T.
from
$50
per night
1 repeat client
15 years of experience
Poughkeepsie, NY, 12603

About: I’ve been surrounded by animals my whole life. My earliest memory is of my German shepherd at 3 years old running up to me and giving me lots of love and kisses. We can play as much as needed outside or just chill and relax inside with our friends. I am home most days so am generally available unless I get booked up to take care of your fur baby! You can rest assured your pet will be given lots of love with me! I have a toy poodle that loves company and playing with other dogs! I also welcome cats and can provide a large range of space or a more isolated environment, whatever they prefer!

Sitter Profile Image: Tracy R.
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Tracy R.
from
$42
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Wappingers Falls, NY, 12590

Tracy is hands down the best sitter I have worked with. She went above and beyond sending me pictures while I was away and took amazing care of my guy Ted. While I would like to keep her to myself I truly recommend Tracy to anyone. Thank you again Tracy.

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Eduardo O.
Sitter Profile Image: Emily S.
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Emily S.
from
$90
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Wappingers Falls, NY, 12590

Very attentive and caring to my pup! He looked so happy in the picture updates and when I came back from work. Will definitely rebook and highly recommend

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Carlos L.
Sitter Profile Image: Erik T.
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Erik T.
Star Sitter
from
$100
per night
5.0 out of 5 stars
45 reviews
19 repeat clients
6 years of experience
Stormville, NY, 12582

Erik was very responsive and professional. He did a great job dog sitting our 15 week old puppy who has endless energy and requires constant supervision. Erik gave him lots of love and attention. We plan to hire Erik again in the future.

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Michael K.
Sitter Profile Image: Celina I.
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Celina I.
from
$35
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
6 years of experience
Poughkeepsie, NY, 12603

About: I’ve been taking care of dogs almost my entire life. I’ve taking care of family and neighbors dogs and it’s the best part of my day! Im currently working part time and I have plenty of extra time to take care of someone dog(s) for them. I want to help others out and this is something I would really enjoy doing! I have a dog and I walk him on nice days in my neighborhood after work and I play with him out in my back yard with a few of his favorite toys so he gets exercise.

Sitter Profile Image: Kristen C.
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Kristen C.
from
$75
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Kristen is a very friendly, very personable and professional person. She is outgoing and warm hearted and has a natural rapport with animals. She spent 12 days out our house sitting our dog and two cats. She rearranged her schedule to devote as much time as possible with our pets. We received pictures of very contented animals, even the cats who are reclusive liked hanging out with her. We returned to very happy pets. She is on the top of our list for any future plans.

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Michael M.
Sitter Profile Image: Kimmie O.
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Kimmie O.
from
$65
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Wappingers Falls, NY, 12590

Kimmie is a lovely sitter! She was communicative, kind and caring for our girl Rue. She shared updates and checked in with us, which we love to see! We had the winter storm coming and she was even willing to stay and watch our girl, despite the not normal circumstances. We ultimately made other plans, and she was understanding, helpful and very caring. You’re in good hands with Kimmie!

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Nick D.
Sitter Profile Image: Leandra B.
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Leandra B.
from
$35
per night
22 years of experience
Poughkeepsie, NY, 12603

About: My earliest memories feature dogs and cats, and they have been in my life since the age of three. Frankly, it's difficult to imagine my life without them. I have been taking care of my own, family and friends furry companions from the age of ten. I'm here for the snuggles, pets, playtimes, walks, potty breaks, litter changes and the quiet times too. From tiny, eight week old puppies, prime adults and elderly dogs that require a different kind of care and patience, to rambunctious kittens and their chill adult counterparts, each animal has a personality of their own; I'm here for them all. When people ask if I'm a cat or dog person, for me there isn't a choice; it's both! I've had experience with: - House and command training puppies from the age of eight weeks and up - Daily walks, usually between 30 min minimum to 2-3 hours; I love walks too, so it's a win-win 🐾 - Administering oral and topical medications to canines; mouths, eyes, and ears - Playtime! Or just keeping them quiet company, if that's what they prefer. - Dropping in and checking on our feline babies: changing litter boxes, feeding, play and keeping them company. I love spending time with cats of any size and stage. I am currently working part-time in food/hospitality, and begin seasonal event work in the springtime so my schedule is flexible. Currently, I have flexible availability for walks, drop-in visits or house-stays on Monday, Wednesdays, Fridays and Saturdays. When dropping in for a visit at a client's home, I always make sure to keep the space secure and clean for our four-legged friends. Pet owners can rest assured that their dogs will be engaged with and supervised, and cat people will know that their kitties are in a safe, calm environment. Animals are special to me, and I aim to treat them all as if they are my own.

Sitter Profile Image: Megan B.
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Megan B.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Hopewell Junction, NY, 12533

Megan was amazing with the babes! I will definitely be reaching out again

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Silvia F.
Sitter Profile Image: Michele F.
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Michele F.
from
$115
per night
5.0 out of 5 stars
8 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: Nichole F.
Verified Background Check
Nichole F.
from
$55
per night
4.9 out of 5 stars
12 reviews
4 repeat clients
9 years of experience
Wappingers Falls, NY, 12590

Nichole was super helpful watching our girls last minute. Great communication, care, and loved seeing pictures of what they were up to. Thanks again!

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Tayler S.
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Hillside Lake pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Maggie was wonderful taking care of our animals! She sent photos daily, checked in and made sure they were loved while we were away. I will absolutely be booking her again when needed and appreciated her diligence and following their normal schedules.

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Emily K.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Margaret provided EXCELLENT care and sent pictures. Margaret has wonderful communications skills and we appreciated her help and we will definitely ask her to come again. Thank you Margaret!

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Elizabeth A M.
House Sitting
5.0 out of 5 stars

Emma was wonderful with our 3 babies. She took her own time to come do a meet and greet. She understood all the needs and necessary care of our high needs elderly dog. She communicated well, gave multiple daily reports, and sent cute/funny stories about things our dogs did while we were away. She even sent a ton of pictures, which alleviated my anxiety about leaving them. When we returned, everything was cleaned and tidy and also well taken care of. I highly recommend Emma for your dog care needs.

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Regina D.
House Sitting
5.0 out of 5 stars

Emma was great. Sent lots of pics. Ellie was a very happy dog. House was in great shape. She even started the laundry. I would use her again in a heartbeat. She was wonderful!

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ttry
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Hillside Lake is $70

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 house 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.

Sitters in Hillside Lake average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Hillside Lake on Rover as of Jun 2026 was about $70 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Hillside Lake house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 695 house sitters in Hillside Lake. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Hillside Lake house sitters respond in under an hour.

House sitters in Hillside Lake have an average of 16 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Hillside Lake.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Hillside Lake house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.