House Sitting in Hillsdale

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Top rated Hillsdale house sitters

1 / 1
Sitter Profile Image: Katie O.
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Katie O.
from
$60
per night
5 out of 5.0 stars
4 reviews
1 repeat client
20 years of experience
Torrington, CT, 06790

God/Goddess thank you for Katie & her hubby too. Quilly was so so happy in the pictures and when I came home. Incredibly trustworthy and friendly lady (neighborly too! ) to care for pup.

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Jacki A.
Sitter Profile Image: Emily F.
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Emily F.
from
$75
per night
5 out of 5.0 stars
4 reviews
13 years of experience
Elizaville, NY, 12523

Emily was so great with our senior dog Willow! She house sat her for the weekend and did a fantastic job. She communicated clearly about everything, sent photos, and most importantly was able to give Willow the twice daily insulin shots she needs. I highly recommend working with Emily!

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Michelle H.
Sitter Profile Image: Alexis B.
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Alexis B.
Star Sitter
from
$90
per night
5 out of 5.0 stars
13 reviews
6 repeat clients
5 years of experience
Craryville, NY, 12521

Alexis was great with Nancy Moo and obviously cares deeply about animals. Communication was awesome as were the photos, everything was left tidy, and most important of all I cam home to a happy pup. I would not hesitate to book Alexis again - highly recommend!

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Marc B.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$36
per night
5 out of 5.0 stars
5 reviews
1 repeat client
1 year of experience
Lee, MA, 01238

Elizabeth took great care of our dog while we went away!! She sent us pictures and gave us updates making our vacation enjoyable knowing we left our 4 legged kid in great hands! Definitely would recommend her care for your family pets 🐶🐶

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Joel G.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$160
per night
5 out of 5.0 stars
247 reviews
74 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice deserves 10 stars at a minimum! She was absolutely wonderful with our dogs, Charlie and Delilah! She took great care of them, making sure they felt comfortable and loved during their stay. It was clear that she went above and beyond to keep them happy, healthy, and entertained. Both dogs were so well cared for, and we could tell they had a great time with Janice. She communicated with us regularly, sending updates and photos, which gave us peace of mind. We would highly recommend Janice to anyone looking for a caring and responsible pet sitter. Thank you so much, Janice!

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Steven D.
Sitter Profile Image: Ashley & Robert D.
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Ashley & Robert D.
from
$80
per night
5 out of 5.0 stars
2 reviews
25 years of experience
Austerlitz, NY, 12017

Ashley and Bob were great with my 10 year old, nervous & quirky pup! They stayed at the house with her for 3 days and 3 nights and during that time, sent frequent updates and pictures. I was so grateful for their communication and care of my dog.

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Tara J.
Sitter Profile Image: Shanna G.
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Shanna G.
from
$150
per night
5 out of 5.0 stars
11 reviews
1 repeat client
17 years of experience
Germantown, NY, 12526

Shanna was awesome! She stepped in at the last minute and took really good care of our animals. Our dog Charlie is almost 16 years old and nearing the end of his life so he needs a lot of monitoring, attention and care. Before we met Shanna, we were really worried about leaving him, but were able to enjoy our trip away without worrying if he was okay. She managed his medications beautifully so he wasn't in pain. Rocky the cat took to her straight away and both of them were happy and relaxed when we returned. Shanna says she gives concierge service and she absolutely follows through!

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Sue L.
Sitter Profile Image: Victoria D.
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Victoria D.
from
$80
per night
10 years of experience
Lake Katrine, NY, 12449

About: I’ve loved caring for various pets over the years. Growing up, I’ve been fortunate to be in a family that adores and cherishes our pets. We currently have 6 (3 dogs, 3 cats). Since I was about 15 years old, I’ve spent time helping family, friends, and neighbors with caring for their pets, including staying at their home to be with their fur babies. I have worked with large dogs (American Bulldogs, Pitbulls, etc.) and I have also dealt with small animals (Yorkies, Minidoodles, etc.). I love pets of all kind and would take great care of yours. My services can be dog sitting at your place, taking them for walks, feeding them, or even if you need someone to just visit them to make sure they are okay! I am currently working on my Master’s. My flexibility is open, aside from Thursday’s and Friday afternoons. Otherwise, I am available during weekdays and weekends at pretty much any time, as long as we plan in a reasonable time frame. I will provide services based on your preferences. As for dog walking, I would prefer your dog have a harness and rope leash as these have historically been the most durable for me. However, I’m not too picky and will adjust based on your pets usual care routines.

Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$150
per night
5 out of 4.9 stars
89 reviews
28 repeat clients
33 years of experience
Stanfordville, NY, 12581

Christine jumped in for a last minute request to sit with our very old baby dog for a long day. She had never met us or him before and her relaxed confident demeanor overcame his (and my) nervousness. I am grateful we found her and will ask her again to sit for us.

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Erin R.
Sitter Profile Image: Sally A.
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Sally A.
from
$138
per night
5 out of 5.0 stars
40 reviews
11 repeat clients
50 years of experience
Richmond, MA, 01254

Sally is amazing! She took great care of our dog and two cats - she clearly loves animals. Additionally, she did a wonderful job looking after our home. She left everything looking tidy, and went the extra mile by washing sheets and towels before she left. She also left good notes about how it all went. She made the weekend easy and stress free! And she sent wonderful photos, too. This was our first time having her in our home and I would have her back in a second. A+ petsitter!

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kim p.
Sitter Profile Image: Ashley A.
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Ashley A.
from
$40
per night
5 out of 4.9 stars
32 reviews
7 repeat clients
10 years of experience
Salisbury, CT, 06039

About: Hi y'all! I am an all around animal lover. My girls and I take any dogs that we are watching on walks with us every night, we have lots of fun. Pets are allowed on the furniture, unless you state explicitly state you don't want them to be. I prefer not to kennel overnight, but there are always exceptions to the rule! I am able to help with puppies and older pups alike; age is not an issue. Please ask any questions you may have for me, thank you so much we can’t wait to meet you! I am currently working part time but I am always available for nightly drop ins or for any early morning stops on my way in. I am always respectful of your safety protocols, gates are always double and triple checked, doors are always checked to be shut correctly. Food and water levels are consistently monitored. Instructions are always followed to the letter.

Sitter Profile Image: Nicole R.
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Nicole R.
from
$125
per night
5 out of 5.0 stars
6 reviews
20 years of experience
Elizaville, NY, 12523

About: What sets me apart is the level of care, presence, and attention I bring to every pet I look after. As a stay-at-home mom, I have the flexibility and availability to give pets consistent companionship and supervision throughout the day. I understand how important routines, comfort, and trust are—especially when someone else is caring for a beloved pet. I’m naturally nurturing, detail-oriented, and communicative, which means you’ll always know your pet is safe, happy, and well cared for. I treat every pet like part of the family, because to me, they truly are. I’m a stay at home mom of 2 wonderful animal adoring children. Because I’m home throughout the day, your pet will get plenty of attention, playtime, and care. During their stay, your pet will experience all the best parts of our family just as if they were our own. When caring for your pets in a clients home, I do my best to adhere to all routines and schedules so the pets can feel as comfortable as possible. I will respect your home and keep everything clean, organized, and calm. I’m more than happy to send regular updates and photos so you can feel comfortable and at ease while you’re away. My goal is to provide a loving and safe environment for you and your pet so you can rest assured knowing that they are being taken care of to your standards.

Sitter Profile Image: Sophie H.
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Sophie H.
from
$125
per night
5 out of 5.0 stars
18 reviews
7 repeat clients
15 years of experience
Hudson, NY, 12534

Sophie cared for our very active Australian Shepherd puppy, cat, and our home with love, skill, and the highest level of professionalism. She was very responsive and eased my anxiety over leaving my boys with pictures and prompt communication. I trust her completely.

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Aimee M.
Sitter Profile Image: James S.
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James S.
from
$70
per night
30 years of experience
West Stockbridge, MA, 01266

About: I've trained two dogs that I got when they were puppies. I currently have 1 dog and many chickens. I've watched dogs and cats in the past. I've also had cats, hamsters, fish, a rabbit, birds, guinea hens and chickens. I currently work from home most days. When I don't, I'm not gone for long. I prefer to be home if I'm pet sitting and that changes from time to time. My yard is fenced and blocked off on two sides. There is a field behind the house that's usually grass that's usually too tall for domestic animals to go into.

Sitter Profile Image: Benjamin P.
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Benjamin P.
from
$45
per night
5 out of 5.0 stars
1 review
30 years of experience
Red Hook, NY, 12571

Ben was great! Showed up on time and my normally skittish to strangers dog felt comfortable within a few minutes. He even sent me photos of them playing frisbee. Would def book again.

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B.A M.
Sitter Profile Image: Patrick G.
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Patrick G.
from
$100
per night
5 out of 5.0 stars
14 reviews
2 repeat clients
10 years of experience
Hudson, NY, 12534

Patrick was great with our little pup who suffers from separation anxiety. He kept us updated on how things were going and was easy to communicate with throughout his stay. Will definitely book again!

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Jessica C.
Sitter Profile Image: Lindsay L.
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Lindsay L.
from
$90
per night
5 out of 5.0 stars
1 review
20 years of experience
Canaan, NY, 12029

Lindsay was great with Waldo. Would definitely have her again.

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Dianne F.
Sitter Profile Image: Kimberly P.
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Kimberly P.
from
$82
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
33 years of experience
Hudson, NY, 12534

I felt so comfortable leaving my animal kids w Kimberly! She went above and beyond what I asked of her. Am hiring her fo 3 weeks in September!

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Milly K.
Sitter Profile Image: Lucy C.
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Lucy C.
from
$100
per night
5 out of 5.0 stars
5 reviews
1 repeat client
8 years of experience
Great Barrington, MA, 01230

Lucy was perfect for our high energy but attention loving dog. She was respectful of our home and had great communication. We will continue to use her when she is available.

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Annabelle S.
Sitter Profile Image: Tristen C.
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Tristen C.
from
$30
per night
20 years of experience
Chatham, NY, 12037

About: I’ve taken care of dogs and cats of all kinds. I did it for neighbors, family, and friends since I was 12. I take special care in loving each animal I encounter as if I was their owner. I have experience with babies to senior animals. Being a cat mom and an aunt to many dogs. Alongside those, being a preschool teacher for 5 years has guided me to have patience’s, compassion, and care. I’m currently a preschool teacher. I work full time 7am to 3 pm. I am available during the weekday after 3pm. I am available during the weekend at any time. When caring for pets in a clients home, I maintain respect for the clients wishes. Whether you want your animal gated or free roaming the house. I always check fences, gates, and doors to maintain security. I maintain a timely schedule for bathroom and feeding time. I always shrive the keeps the animals schedule and routine the same.

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Sitter Profile Image: Katie O.
Verified Enhanced Background Check
Sitter Profile Image: Katie O.
Verified Enhanced Background Check

Katie O.

Animal loving Katie
Torrington, CT, 06790
32.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

God/Goddess thank you for Katie & her hubby too. Quilly was so so happy in the pictures and when I came home. Incredibly trustworthy and friendly lady (neighborly too! ) to care for pup.

Availability updated 22 days ago
Sitter Profile Image: Emily F.
Verified Enhanced Background Check
Sitter Profile Image: Emily F.
Verified Enhanced Background Check

Emily F.

Animal Whisperer
Elizaville, NY, 12523
16.6 mi. away
House Sitting, Dog Walking
from
$75
per night
5 out of 5.0 stars
4 reviews
Profile image

Emily was so great with our senior dog Willow! She house sat her for the weekend and did a fantastic job. She communicated clearly about everything, sent photos, and most importantly was able to give Willow the twice daily insulin shots she needs. I highly recommend working with Emily!

Availability updated 2 days ago
Sitter Profile Image: Alexis B.
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Sitter Profile Image: Alexis B.
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Alexis B.
Star Sitter

Certified animal lover & caregiver!
Craryville, NY, 12521
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
13 reviews
6 repeat clients
Profile image

Alexis was great with Nancy Moo and obviously cares deeply about animals. Communication was awesome as were the photos, everything was left tidy, and most important of all I cam home to a happy pup. I would not hesitate to book Alexis again - highly recommend!

Availability updated 12 days ago
Sitter Profile Image: Elizabeth B.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth B.
Verified Enhanced Background Check

Elizabeth B.

Loving your pets while you’re away!
Lee, MA, 01238
15.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$36
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Elizabeth took great care of our dog while we went away!! She sent us pictures and gave us updates making our vacation enjoyable knowing we left our 4 legged kid in great hands! Definitely would recommend her care for your family pets 🐶🐶

Availability updated today
Sitter Profile Image: Janice A.
Verified Enhanced Background Check
Sitter Profile Image: Janice A.
Verified Enhanced Background Check

Janice A.
Star Sitter

Safe, Loving and Happy farm
RHINEBECK, NY, 12572
23.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$160
per night
5 out of 5.0 stars
247 reviews
74 repeat clients
Profile image

Janice deserves 10 stars at a minimum! She was absolutely wonderful with our dogs, Charlie and Delilah! She took great care of them, making sure they felt comfortable and loved during their stay. It was clear that she went above and beyond to keep them happy, healthy, and entertained. Both dogs were so well cared for, and we could tell they had a great time with Janice. She communicated with us regularly, sending updates and photos, which gave us peace of mind. We would highly recommend Janice to anyone looking for a caring and responsible pet sitter. Thank you so much, Janice!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ashley & Robert D.
Verified Enhanced Background Check
Sitter Profile Image: Ashley & Robert D.
Verified Enhanced Background Check

Ashley & Robert D.

Patient and attentive animal lover
Austerlitz, NY, 12017
12.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
2 reviews
Profile image

Ashley and Bob were great with my 10 year old, nervous & quirky pup! They stayed at the house with her for 3 days and 3 nights and during that time, sent frequent updates and pictures. I was so grateful for their communication and care of my dog.

Availability updated today
Sitter Profile Image: Shanna G.
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Sitter Profile Image: Shanna G.
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Shanna G.

Expert Concierge Overnight Pet Care
Germantown, NY, 12526
19.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$150
per night
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

Shanna was awesome! She stepped in at the last minute and took really good care of our animals. Our dog Charlie is almost 16 years old and nearing the end of his life so he needs a lot of monitoring, attention and care. Before we met Shanna, we were really worried about leaving him, but were able to enjoy our trip away without worrying if he was okay. She managed his medications beautifully so he wasn't in pain. Rocky the cat took to her straight away and both of them were happy and relaxed when we returned. Shanna says she gives concierge service and she absolutely follows through!

Availability updated 9 days ago
Sitter Profile Image: Victoria D.
Verified Enhanced Background Check
Sitter Profile Image: Victoria D.
Verified Enhanced Background Check

Victoria D.

Pets love me, but I love them more!
Lake Katrine, NY, 12449
27.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
1 review

Victoria has always had pets growing up and is a very passionate pet lover. She is responsible and makes it a priority to take care of all her fur babies. She even celebrates their birthdays! She has also been trusted by our parent’s friends to watch their pets and take care of their home when they go on vacation.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Christine A.
Verified Background Check
Sitter Profile Image: Christine A.
Verified Background Check

Christine A.
Rover 101
Star Sitter

Home Full time...
Stanfordville, NY, 12581
20.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$150
per night
5 out of 4.9 stars
89 reviews
28 repeat clients
Profile image

Christine jumped in for a last minute request to sit with our very old baby dog for a long day. She had never met us or him before and her relaxed confident demeanor overcame his (and my) nervousness. I am grateful we found her and will ask her again to sit for us.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sally A.
Verified Enhanced Background Check
Sitter Profile Image: Sally A.
Verified Enhanced Background Check

Sally A.

Whisperer, Gentle Pet&Home Care 🥰
Richmond, MA, 01254
16.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$138
per night
5 out of 5.0 stars
40 reviews
11 repeat clients
Profile image

Sally is amazing! She took great care of our dog and two cats - she clearly loves animals. Additionally, she did a wonderful job looking after our home. She left everything looking tidy, and went the extra mile by washing sheets and towels before she left. She also left good notes about how it all went. She made the weekend easy and stress free! And she sent wonderful photos, too. This was our first time having her in our home and I would have her back in a second. A+ petsitter!

Availability updated 14 days ago
Sitter Profile Image: Ashley A.
Verified Background Check
Sitter Profile Image: Ashley A.
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Ashley A.

Genuine Animal Lover
Salisbury, CT, 06039
15.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
32 reviews
7 repeat clients

Ashley is an amazing sitter for you're animals! I have had her watch my animals many times while I did vacations and she is the only person I trust with my animals cares and needs. She sends updates on how they are doing and makes sure they stay on their normal routine and gives them a lot of attention and plays with them. Extremely affordable and trustworthy also! Check her out and make sure to book with her you won't be disappointed!

Availability updated today
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check

Nicole R.

Welcome to our family!
Elizaville, NY, 12523
15.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$125
per night
5 out of 5.0 stars
6 reviews

Nicole has been absolutely outstanding with our dogs, Jack and Bodie! From the moment she met them, it was clear she had a natural connection with animals. She’s incredibly responsible, communicative, and genuinely loving—always going the extra mile to make sure our pups are happy, safe, and well cared for. Whether it’s walks, playtime, or just keeping them company, Nicole is someone we trust wholeheartedly. We can’t recommend her enough as a pet caregiver! Her whole family husband and kids included, are like family to us and our pups

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sophie H.
Verified Background Check
Sitter Profile Image: Sophie H.
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Sophie H.

I prefer animals to humans :D
Hudson, NY, 12534
13.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$125
per night
5 out of 5.0 stars
18 reviews
7 repeat clients
Profile image

Sophie cared for our very active Australian Shepherd puppy, cat, and our home with love, skill, and the highest level of professionalism. She was very responsive and eased my anxiety over leaving my boys with pictures and prompt communication. I trust her completely.

Availability updated 5 days ago
Sitter Profile Image: James S.
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Sitter Profile Image: James S.
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James S.

Dogs, Cats, Birds and more!
West Stockbridge, MA, 01266
12.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
2 reviews

James is an all around amazing person and great with animals in general. He’s watched my dog for me and did a fantastic job to include meds food and walks.

Availability updated 16 days ago
Sitter Profile Image: Benjamin P.
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Sitter Profile Image: Benjamin P.
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Benjamin P.

Animal lover here for snuggle time
Red Hook, NY, 12571
15.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
1 review
Profile image

Ben was great! Showed up on time and my normally skittish to strangers dog felt comfortable within a few minutes. He even sent me photos of them playing frisbee. Would def book again.

Availability updated 26 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Patrick G.
Verified Background Check
Sitter Profile Image: Patrick G.
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Patrick G.

I love dogs more than people :)
Hudson, NY, 12534
14.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$100
per night
5 out of 5.0 stars
14 reviews
2 repeat clients
Profile image

Patrick was great with our little pup who suffers from separation anxiety. He kept us updated on how things were going and was easy to communicate with throughout his stay. Will definitely book again!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lindsay L.
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Sitter Profile Image: Lindsay L.
Verified Enhanced Background Check

Lindsay L.

Young professional who loves dogs!
Canaan, NY, 12029
16.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
1 review
Profile image

Lindsay was great with Waldo. Would definitely have her again.

Availability updated 15 days ago
Sitter Profile Image: Kimberly P.
Verified Background Check
Sitter Profile Image: Kimberly P.
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Kimberly P.

Long hikes & runs are my favorite!
Hudson, NY, 12534
11.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$82
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

I felt so comfortable leaving my animal kids w Kimberly! She went above and beyond what I asked of her. Am hiring her fo 3 weeks in September!

Availability updated 8 months ago
Sitter Profile Image: Lucy C.
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Sitter Profile Image: Lucy C.
Verified Enhanced Background Check

Lucy C.

Dogs and Cats
Great Barrington, MA, 01230
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Lucy was perfect for our high energy but attention loving dog. She was respectful of our home and had great communication. We will continue to use her when she is available.

Availability updated 7 days ago
Sitter Profile Image: Tristen C.
Verified Enhanced Background Check
Sitter Profile Image: Tristen C.
Verified Enhanced Background Check

Tristen C.

Happy Paws, Happy days
Chatham, NY, 12037
13.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
20 years of experience

About: I’ve taken care of dogs and cats of all kinds. I did it for neighbors, family, and friends since I was 12. I take special care in loving each animal I encounter as if I was their owner. I have experience with babies to senior animals. Being a cat mom and an aunt to many dogs. Alongside those, being a preschool teacher for 5 years has guided me to have patience’s, compassion, and care. I’m currently a preschool teacher. I work full time 7am to 3 pm. I am available during the weekday after 3pm. I am available during the weekend at any time. When caring for pets in a clients home, I maintain respect for the clients wishes. Whether you want your animal gated or free roaming the house. I always check fences, gates, and doors to maintain security. I maintain a timely schedule for bathroom and feeding time. I always shrive the keeps the animals schedule and routine the same.

Availability updated 3 months ago

Over 13 pet parents in Hillsdale have booked house sitting

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The median cost per night for house sitting in Hillsdale is $65

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Hillsdale average 3 repeat house sitting clients

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