House Sitting in Chelsea

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Sitter Profile Image: Breanna S.
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Sitter Profile Image: Breanna S.
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1. Breanna S.

Star Sitter
Family away? Happy to sit and stay
Highland, NY, 12528
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$76
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
Profile image

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.

Availability updated yesterday
Sitter Profile Image: Caroline B.
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Sitter Profile Image: Caroline B.
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2. Caroline B.

Star Sitter
Reliable pet sitter, here to help!
FISHKILL, NY, 12524
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
28 reviews
12 repeat clients
Profile image

Our first time booking Caroline, she was fantastic with both our dogs. Very respectful of our home and a genuine lovely person. We will be booking her again. We highly recommend her.

Availability updated 6 days ago
Sitter Profile Image: Stefanie A.
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Sitter Profile Image: Stefanie A.
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3. Stefanie A.

Rover 101
Star Sitter
Where pets are treated like family!
PLEASANT VALLEY, NY, 12569
12.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
8 reviews
4 repeat clients
Profile image

Stefanie is wonderful. She's a smart, reliable, respectful, and easygoing person. She is trustworthy, gentle and loving with our slightly skittish cats, and made real friends with them. Stefanie was so accommodating, sent us lots of updates and photos and truly set our minds at ease. We will ask her to kitty sit again without hesitation! If you want to relax on your getaway, hire her!!! She's a true gem!!

Availability updated 3 days ago
Sitter Profile Image: Jordan M.
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Sitter Profile Image: Jordan M.
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4. Jordan M.

Star Sitter
Please let me pet your pet
Beacon, NY, 12508
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
18 reviews
10 repeat clients
Profile image

Jordan was a member of our family from the start! She is an incredibly caring and detail-oriented sitter, and she made me feel completely comfortable leaving my dear girls in her hands and heart! One of my dogs was needing extra care recovering from a surgery and getting all her meds, and Jordan was perfect. Both my girls loved her and we will definitely have her back! We love you Jordan!!

Availability updated 5 days ago
Sitter Profile Image: Anel G.
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Sitter Profile Image: Anel G.
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5. Anel G.

Star Sitter
Treating Every Pet Like My Own!
Beacon, NY, 12508
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
13 reviews
2 repeat clients
Profile image

Anel stayed overnight at our home while we were away and took care of our dog Minnie who has separation anxiety. We came home to a relaxed and happy dog and a very clean home. We highly recommend her!

Availability updated 14 days ago
Sitter Profile Image: Aliza B.
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Sitter Profile Image: Aliza B.
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6. Aliza B.

Excellent Care in Ulster, Dutchess,
Highland, NY, 12528
12.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$90
per night
5 out of 4.9 stars
66 reviews
36 repeat clients
Profile image

Aliza house sat and looked after our pup Bingley. She is an excellent communicator who keeps in touch about your pet throughout her stay. Lots of photos which are appreciated.

Availability updated 4 days ago
Sitter Profile Image: Megen H.
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Sitter Profile Image: Megen H.
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7. Megen H.

Rover 101
Trusted Care for Dogs & Horses!
Wallkill, NY, 12589
8.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
Profile image

Megen went above and beyond to make our babies/puppies including the kitties. 5 total she handled it with no issues. feel comfortable and loved, on short notice at that. She is extremely proficient with her communication. We received Photos and constant interactions. I would gladly and proudly refer her.

Availability updated yesterday
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Brittany T.
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Sitter Profile Image: Brittany T.
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8. Brittany T.

Ill treat them like my own
Beacon, NY, 12508
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
49 reviews
19 repeat clients
Profile image

Brittany is wonderful. She was so sweet, my dogs instantly loved her, and she was great about sending updates while I was away! I will definitely be happy to book with Brittany again, she was a treat!

Availability updated 16 days ago
Sitter Profile Image: Emma N.
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Sitter Profile Image: Emma N.
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9. Emma N.

Training & tail wags - Doggie mom
Wappingers Falls, NY, 12590
9.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.8 stars
6 reviews
2 repeat clients

About: Dogs have been part of my life since day one—I’ve never lived in a home without them. Over the years, I’ve cared for dogs of every shape, size, age, and personality, including pups with special needs like mobility challenges or ongoing skin conditions. Whether it’s a bouncy puppy learning the ropes or a senior needing extra TLC, I approach each dog with patience, compassion, and lots of love. As a dog trainer, I’ve worked with a variety of training styles including positive reinforcement, clicker training, and e-collar work. I’m comfortable with large breeds (100+ lbs) and have hands-on experience with both basic and intermediate obedience. My background in structured training, client communication, and fitness coaching has helped me develop a calm, confident, and adaptable approach to every canine I meet. Walks are just the beginning! Whether your dog loves trail hikes, trips to the park, or even a fun outing to Petsmart, I’m happy to tailor each visit to their unique personality and energy level. And yes—I drive a truck that comfortably fits dogs of all sizes, so your pup can ride safely and in style! I’m currently a proud dog mom myself, and I know just how important it is to trust the person caring for your pup. I’d love the chance to get to know you and your dog—let’s connect! Pet care is a natural and fulfilling part of my daily routine. Currently, I’m not working a traditional 9–5 job, which gives me the flexibility and time to prioritize the needs of the dogs I care for. I’m available throughout the day for walks, drop-ins, playtime, or just making sure your pup gets a much-needed bathroom break. Whether it’s a quick visit or a longer adventure, I love being able to support pet parents by keeping their dogs happy, healthy, and on a consistent routine. I care for pets with the same love and attentiveness I give my own. I live in a quiet neighborhood in Wappingers Falls with a fully fenced-in yard—perfect for safe outdoor play and fresh air. Lots of peaceful walking paths nearby, making it a calm and secure space for dogs to enjoy. Whether I’m caring for your pup in my home or yours, I prioritize positive reinforcement and create a supportive environment where they feel safe, respected, and loved. I’m highly attuned to dog body language, which helps me respond appropriately to their needs and maintain a calm, happy atmosphere at all times.

Availability updated yesterday
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Abbey L.
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Sitter Profile Image: Abbey L.
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10. Abbey L.

Star Sitter
Friendly, Reliable Dog & Cat Sitter
Beacon, NY, 12508
3.2 mi. away
Boarding, House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
21 reviews
4 repeat clients
Profile image

Our fur family was in great hands with Abbey. Everyone had their walks, meals, and cuddles on time, and we got lots of photos which made us relax while were away. Thank you!

Availability updated 15 days ago
Sitter Profile Image: Loren R.
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Sitter Profile Image: Loren R.
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11. Loren R.

Star Sitter
Animal Welfare Professional
Wappingers Falls, NY, 12590
3.9 mi. away
House Sitting, Drop-In Visits
from
$60
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Loren was amazing with our senior pup, who went partially blind earlier this year and needs extra TLC, including administration of oral meds and eyedrops. We are always concerned about leaving her and knew she was in great hands with Loren. Loren followed all of our instructions to a tee and took great care of our home as well. We will certainly be requesting her in the future!

Availability updated 12 days ago
Sitter Profile Image: Karena W.
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Sitter Profile Image: Karena W.
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12. Karena W.

Future teacher, loves animals!
Cold Spring, NY, 10516
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 4.8 stars
11 reviews
5 repeat clients
Profile image

Karena did a great job caring for our dogs and house while we were on a day trip. Would recommend.

Availability updated 13 days ago
Sitter Profile Image: Bryanna F.
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Sitter Profile Image: Bryanna F.
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13. Bryanna F.

Pawsitively the Best Walks in Town
Newburgh, NY, 12550
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
1 review

Bryanna is one of the best dog walkers I have had for my boxer. Her caring, sweet approach made Callie like her on the spot. Her love of animals shows as soon as you meet her. I will definitely use Bryanna again to walk my dog.

Availability updated 4 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Rachel B.
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Sitter Profile Image: Rachel B.
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14. Rachel B.

Rover 101
Always & forever an animal lover
newburgh, NY, 12550
2.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
23 reviews
8 repeat clients
Profile image

Rachel was professional, courteous, and fantastic with the pets. She communicated as requested with pictures and updates. She went above and beyond with the care of our four pets and our home I would recommend Rachel to anyone looking for her services.

Availability updated 9 days ago
Sitter Profile Image: Briana J.
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Sitter Profile Image: Briana J.
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15. Briana J.

Dog Walker/Sitter
Fishkill, NY, 12524
4.8 mi. away
House Sitting
from
$50
per night
10 years of experience

About: Looking for someone to take care of your beloved furry friend? Your little ones will be safely cared for by me as if they were my own, they will feel just at home! I have been caring for my own dog since I was a child, and now he is a 14 year old sassy senior dog living his best life, so I know a thing or two about high maintenance dogs ;). I promise to keep your loved one as comfortable and as happy as possible under my care. I am currently an undergrad student home for the summer, so my weeks are relatively free for dog sitting, drop ins, or walks! Simply let me know a day in advance for any bookings :) For walks, I can come to your house to pick your dog up and walk them around where you usually walk them. For drop-in visits, I can stay to feed, and play with your dog, and do any other tasks needed to keep your pup happy throughout the day.

Availability updated 3 days ago
Sitter Profile Image: Kalyna M.
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Sitter Profile Image: Kalyna M.
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16. Kalyna M.

Star Sitter
Your Dog's Best Friend
Fishkill, NY, 12524
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$100
per night
5 out of 4.9 stars
100 reviews
79 repeat clients
Profile image

Kalyna was so terrific with our dog. She really understood and cared for his separation anxiety. She was incredibly responsive with updates and photos. We are so glad we found her, Bingley was so well taken care of.

Availability updated 35 days ago
Sitter Profile Image: Robert H.
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Sitter Profile Image: Robert H.
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17. Robert H.

Looking for dogs to add to my crew
Beacon, NY, 12508
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

Robert was a fantastic sitter for our rambunctious pup and we would absolutely recommend him to anyone looking for a reliable sitter! Got home and he was clearly tuckered out from plenty of exercise and playtime. Robert even came back over later in the day (when he didn't have to!) just to check on him since we arrived a little later than expected. 5 stars!!

Availability updated 17 days ago
Sitter Profile Image: Chelsea P.
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Sitter Profile Image: Chelsea P.
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18. Chelsea P.

hey pup you ready for a walk!
Beacon, NY, 12508
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
6 years of experience

About: Sharing in the experience of pet care is such a joy. When circumstances don’t allow me to have a pup of my own I love getting to experience all the animals friends out and about who need a little extra care - new friends to make! I’m available for last minute drop ins and hangouts through the week. Weekend overnights at e available so you can get out and have some fun I’m all about adventures with the animals. If they’re up for it we will spend hours playing or going on long walks and hikes so they can enjoy the outside and come back home to rest and relax

Availability updated 6 days ago
Sitter Profile Image: Bridget W.
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Sitter Profile Image: Bridget W.
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19. Bridget W.

Rover 101
ALWAYS HAPPIER PETS WHEN IN MY CARE
Wappingers Falls, NY, 12590
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
30 reviews
6 repeat clients
Profile image

Bridget did a great job taking care of our cats and (large) puppy! She was very communicative throughout her stay and followed instructions well (we have some needy pets). Our house was neat and tidy when we got home. Would definitely book with her again!

Availability updated 16 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Jenna G.
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Sitter Profile Image: Jenna G.
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20. Jenna G.

I absolutely love cats and dogs!
Newburgh, NY, 12550
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$73
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

Jenna was so sweet with my dogs and very respectful of our home. Will absolutely be calling her again next time we need a sitter!

Availability updated 6 days ago
Confirmed availability for 4th of July Weekend

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