Dog Sitting Annandale-on-Hudson

Book a Annandale-on-Hudson dog sitter to watch your dog in your sitter’s home or yours.

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Over 20
pet parents in Annandale-on-Hudson have booked dog sitting

Annandale-on-Hudson, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Nicole P.
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Nicole P.
from
$35
per visit
6 years of experience
Rhinebeck, NY, 12572

About: Hi! I have 2 small dogs and have had animals in my life since I was a kid. My dogs are friendly to all, healthy, and well-loved. I am also a teacher and a mom to two fantastic girls. I can understand busy life and would love to help others get it all done - while sharing my time playing, feeding, walking your dogs. Get $40 off your first Rover booking! https://www.rover.com/sit/nicolp03637 I am a teacher and have some time off for the summer. I would love to take some of my extra time to work with dogs. When the school year kicks off, I can continue to help in the evening and weekends. I have a fenced yard and my own small, very friendly schnauzer-poodle mix. Your dog would have plenty of love from me and my sweet dog. In addition, I am able to take the pooch on walks in the neighborhood or a nice hike, depending on the timing.

Sitter Profile Image: Konstantin T.
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Konstantin T.
from
$28
per visit
14 years of experience
Red Hook, NY, 12571

About: I’ve been caring for dogs for more than 14 years and understand how much trust it takes to leave both a beloved pet and your home in someone else’s care. I have experience with dogs of different ages and personalities, including senior dogs, and I’m comfortable with feeding routines, walks, playtime, basic care, and oral medications. I’m patient, attentive, and genuinely enjoy spending time with animals. I know that every pet is different, so I prefer to follow the routines and rules they already know rather than suddenly changing their world while their family is away. I also have professional experience working in private residences in Manhattan, where reliability, discretion, attention to detail, and respect for someone’s home were essential. I bring that same attitude to pet sitting. When I stay in your home, I treat your space carefully and respectfully and make sure you return to it just as you left it. Most importantly, I want you to be able to leave knowing that your pet is safe, comfortable, loved, and in responsible hands. I’m also happy to send regular photos and updates so you can enjoy your time away without worrying about what’s happening at home. My schedule is currently flexible, which allows me to give pets plenty of time and attention rather than simply stopping by and rushing off. I’m available for weekday and weekend care, including longer house-sitting stays. I can plan my day around your pet’s usual feeding, walking, play, and rest schedule. When I’m house sitting, my goal is to keep their routine as normal and familiar as possible while you’re away. Trust is extremely important to me. When you invite me into your home, I understand that you are trusting me with two things that matter enormously to you: your pet and your personal space. I carefully follow your instructions regarding feeding, walks, medications, doors and gates, sleeping arrangements, and household routines. I never introduce a pet to unfamiliar animals or take them somewhere without the owner’s permission. I also treat every client’s home with the same care and respect I would want someone to show in mine. My experience working in private residences has taught me the importance of discretion, cleanliness, security, and attention to detail. I’m happy to provide regular updates and photos, and I will always contact you if anything seems unusual.

Sitter Profile Image: Jared S.
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Jared S.
from
$21
per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
7 years of experience
Germantown, NY, 12526

About: I offer drop-in visits, dog walking, and overnight house sitting for cats or dogs, and I’m happy to provide daily exercise, playtime, feeding, and medication support as needed. Whether your pet loves long walks, quiet companionship, or consistent routines, I tailor my care to fit their needs and personality. I grew up with mid-size dogs and frequently watched smaller dogs for family friends in Pittsburgh. After moving upstate, I became a devoted cat dad to my black cat, Lola, for four years. Since then, I’ve cared for cats of all ages, including seniors with specific feeding and medication schedules. I'm attentive and responsive to every animal’s unique rhythm. I currently work remotely as a freelancer, which gives me the flexibility to drop in or house-sit for quality time with your pets during the day. I enjoy staying active and love being outdoors—so your dog will always get a good walk (and a happy walking buddy!). For overnight stays, I treat every home and pet with the respect and care I’d want for my own. I pride myself on being responsible, respectful, and kind—treating every home and animal as if my own. As a freelancer who works remotely, I have a flexible schedule that lets me give your pets the attention they deserve. I’m also available for house sitting and overnights provided there's stable wifi. I am a trustworthy house sitter/ walker who priotizes clear communication on expectations and house standards. I do not offer pet care from my own home.

Sitter Profile Image: Rochelle M.
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Rochelle M.
from
$40
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
25 years of experience
Saugerties, NY, 12477

About: I have always had a special connection with dogs. I grew up with dogs and treated them like part of the family. I have been primarily working as a pet nanny for 5 years for someone who traveled to Europe on a monthly basis. They are staying in Europe indefinitely so I am looking to add some new clients. I can offer your dogs fun playtime and a sense of stability by caring for them in their own environment. I am also available for walks and drop in visits. I send pictures and updates daily. Your best friend will be spoiled and pampered with me. I have a very flexible schedule with plenty of availability as this is my main job. I can also do long term sitting up to 6 weeks if necessary. I am responsible and professional and respectful in your home. Besides caring for your pets, I am happy to pick up mail and water plants.

Sitter Profile Image: Rosalie F.
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Rosalie F.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
58 reviews
12 repeat clients
10 years of experience
Kingston, NY, 12401

About: I've had dogs of all ages all my life and think they are the 👌 👍 😍 🥰. I've boarded very senor dogs as well as young furry critters I'm a retired teacher so that I'm able to be free much of the time. I'm also a working artist and my studio is in my home. I have a bright house with a good sized fenced-in back yard. My home is near parks and conveniently located. The neighborhood is super-quiet with doggy friendly folk.

Sitter Profile Image: Monica B.
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Monica B.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
97 reviews
49 repeat clients
20 years of experience
Kingston, NY, 12401

Such a late request to have my pup be watched, but Monica was ready and willing!! He was well taken care of and the photos prove it. Happy he was able to get some frisbee time :)

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Ashli P.
Sitter Profile Image: Isaac M.
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Isaac M.
from
$23
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Red Hook, NY, 12571

Did a good job when I was gone for thanksgiving with my two cats.

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Ben Z.
Sitter Profile Image: Jessica M.
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Jessica M.
from
$25
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
Rhinebeck, NY, 12572

Jessica was great— will definitely contact her again next time I need to go out of town. She was very good at communicating and sending photo updates. The house and the cats were in good order upon our return. Bravo!

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Christopher K.
Sitter Profile Image: Lisa J.
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Lisa J.
from
$38
per visit
4.9 out of 5 stars
96 reviews
33 repeat clients
37 years of experience
Clermont, NY, 12523

Lisa did an absolutely fantastic job taking care of my two cats while my partner and I were out of town! Not only did Lisa make sure to feed them according to their regular schedules, she went the extra mile by making sure their food and water bowls were clean and even voluntarily scooped both of the litter boxes every day that we were gone. I can't thank her enough for going above and beyond for a last minute drop-in visits booking.

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Dana T.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$30
per visit
45 years of experience
Woodstock, NY, 12498

About: I’ve always had pets throughout my lifetime from kitties, dogs, birds, fish, reptiles, squirrels that I hand fed and set free with my father- and many more. I worked in pet stores and help foster kittens when available. 💕 Look forward to meeting you soon. I work part time as a territory supervisor, and my work is flexible. I’m home every night and throughout the day leaving me with much time to care for your pets. I’ve given medications and feed depending on preference of pet and client. Each pet is unique to their way of being and I like to match the energy needed.

Sitter Profile Image: John H.
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John H.
from
$25
per visit
22 years of experience
Kingston, NY, 12401

About: My care for animals is rooted in my nature. I have spent 28 years loving and caring for dogs, cats, and livestock like sheep and goats. I currently volunteer at the Ulster County SPCA weekly doing dog and cat socialization. I bring genuine passion, care, and patience to each pet that is in my care. I am available for pet visits and walks from 6am to 11am and 8:30pm to 10:30pm during the week. My availability on the weekends is much more flexible. Let’s chat and come up with a plan. With over two decades of animal experience, I know that trust is earned, not assumed. I take time to read each pet’s cues, honor their boundaries, and follow your established routines. Your home environment stays calm and consistent, your dog’s walk stays safe and controlled, and your cat always has the space they need to feel secure.

Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$42
per visit
5.0 out of 5 stars
278 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice did a great job on the drop in visits to our home to care for our 70lb lab. She was attentive, communicative and super reliable. We would definitely use her service again.

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Greg S.
Sitter Profile Image: Heidi G.
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Heidi G.
from
$22
per visit
1 repeat client
34 years of experience
Germantown, NY, 12526

About: Growing up on farms in Vermont, I have been around animals my entire life and I love them all. I have taken care of animals through all stages of life birth through passing. I am not only a pet lover I am a pet owner. Your fur baby will get nothing but the best care possible. I have a pretty flexible schedule and that allows me the ability to be available more frequently and on short notice. Day and night availability to give you peace of mind In my home we have a fenced yard. But I also take my dogs on regular walks and outings to the dog park. Making sure to tick check after each outside exposure.

Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$35
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
16 years of experience
Kingston, NY, 12401

About: I didn’t get to experience the joy of growing up with dogs or cats but as soon as I was able I began taking in fosters from the NYC shelter system. It was quite a learning experience spending time with many dogs (and a few cats) of all different types and personalities. I no longer foster but I bring the experience and dedication from working with so many shelter pets to caring for your furry family members. And as a pet parent now myself I have been through many sitters so I understand what makes a good one! A note on boarding and meet and greets: I’m happy to have boarding candidates come by to meet me and check out the space but I do not do meet and greets with my own dogs. My dogs are dog friendly but they are too chaotic and excitable to meet new dogs and owners right away. New dogs are kept separate at first and introduced at their own pace when everyone is calm. This minimizes stress for everyone and allows for better interactions. I currently work out of the house Monday/Wednesday/Friday but my schedule is somewhat flexible. The rest of the week I work at home and I am often available all weekend. Dogs in my home have access to a securely fenced large yard for running and fetch, as well as a quiet neighborhood for walks. If the weather is warm dogs have access to a dog door so they may go outside as they please. If your dog likes to play with other dogs mine will certainly be happy to accommodate but they can also have separate spaces if quiet time is needed. In your home I will make every effort to keep your pets schedule as familiar as possible while offering lots of love and stimulation. As someone who has had many sitters come through and stay at my house I understand the importance of trust and cleanliness so you can be away without worry.

Sitter Profile Image: Molly M.
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Molly M.
from
$30
per visit
20 years of experience
Red Hook, NY, 12571

About: I’ve grown up with cats and dogs and was responsible for caring for them from a young age. I can take your dog on long walks or give your cat plenty of social play time. I have a few free days that I’m looking to fill by walking and dropping in on my neighbors’ pets. Now that I don’t have a dog of my own anymore, I’m looking to satisfy my pup time fix. I have a friendly and social cat who is looking forward to making new friends. My house is clean and quiet and would be a great spot to host your pets.

Sitter Profile Image: Jordan K.
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Jordan K.
from
$11
per visit
3 years of experience
Saugerties, NY, 12477

About: I am a groom school and vet tech student. Along with having dogs and cats for most of my life, I’ve worked on beef and dairy farms. I have experience handling horses, goats, sheep, chickens, rabbits, reptiles, fish and insects. I work part time as a groom tech an hour north of Saugerties, so my availability in Saugerties/Kingston area is Monday through Wednesday. This is subject to change past the December holidays. When I walk your dog, I know various city sidewalks as well as more natural places to walk. I can provide boots in case of inclement weather.

Sitter Profile Image: Tiffany M.
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Tiffany M.
from
$40
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
5 years of experience
Red Hook, NY, 12571

I'm a repeat customer, and I will continue to be. Tiffany is conscientious and caring, and I know that my beloved kitties are in good hands with her!

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Bridget D.
Sitter Profile Image: Serena C.
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Serena C.
from
$35
per visit
5.0 out of 5 stars
1 review
7 years of experience
Saugerties, NY, 12477

About: I have lots of experience dog walking, dog sitting overnight or regular check ins of any kind. I’ve been dog walking/sitting for 7 years now but have fostered dogs and cats for a couple of years before that. I love every dog/cat I take care of and make sure they’re comfortable and cared for while their owners are away. I love that every animal I take care of has their own little quirks and I make sure each pet is part of their own routine that they are used to and I believe that is super important for them! I am a teacher so in the summer I am free and can be with your pet whenever they need! During the school year, I will be gone from 8-4 but will still love to give your pet the care they need! I can crate, walk or anything that you need me to provide for your dog while you are away! I will make sure that even if you’re not home your animals feel as safe and comfortable as if you were with them.

Sitter Profile Image: Lily S.
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Lily S.
from
$25
per visit
15 years of experience
Annandale-On-Hudson, NY, 12504

About: I have taken care of many a dog in my life, mostly my own or those of family, have cat sitted for many summers, and I have experience with both small and large dogs. I have potty trained and obedience trained dogs, I love to walk with dogs and I really love to teach new tricks. I'm a senior at Bard College looking to spend some more time with dogs as I'm missing my own! I am currently a Senior at Bard College and I also work in the Bard Admissions office, and play for their Women's Lacrosse team. That being said, I love animals and truly miss the comforts of having a dog. I have sporadic classes throughout weekdays with plenty of time in between classes to go for a walk with a dog, or go back to a house and hang out for a little while before I have to go back to class. Sometimes I have practice and games, but nothing makes me happier than spending time with a pet. I'm big on letting pets dictate their vibe! I have an active and excited cat so I love to play, or set up puzzles for some enrichment. But, also if a chill snuggle is the vibe for the day, that's great too!

Sitter Profile Image: Jo S.
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Jo S.
from
$29
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
10 years of experience
kingston, NY, 12401

Very reliable and good to our cats.

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Cindy S.
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The median cost per visit for dog sitting in Annandale-on-Hudson is $25

Dog parents share their Rover experiences - Annandale-on-Hudson

1 / 1
5.0 out of 5 stars

We’ve had Kristel do drop in visits for our cat Sonny a handful of times and she is just the best. Couldn’t recommend her enough!

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Bernie T.
Drop-In Visits
5.0 out of 5 stars

Lisa did a great job with drop in visits to care for our dog, and even took him on an extra long walk. Our dog can be shy, but was super comfortable with Lisa.

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Rebecca B.
Drop-In Visits
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FAQs for Drop-In Visits - Annandale-on-Hudson

Frequently asked questions about Rover

The average cost for Dog Sitting in Annandale-on-Hudson on Rover is $27.75 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 729 sitters on Rover offering Dog Sitting across Annandale-on-Hudson. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Annandale-on-Hudson stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Annandale-on-Hudson 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!

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Annandale-on-Hudson with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Annandale-on-Hudson. On Rover:

  • 90% 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.

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.

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