House Sitting in Pawling

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

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Top rated Pawling 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
1 repeat client
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: Marie F.
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Marie F.
from
$70
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
15 years of experience
Carmel, NY, 10512

Marie was wonderful! She responded quickly, allowed us to book her stay last minute and made leaving our fur babies easy and peaceful. She's kind and thoughtful, everyone loved her. I would totally recommend Marie and her family!

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Ilyse D.
Sitter Profile Image: Kevin H.
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Kevin H.
from
$65
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
20 years of experience
Pawling, NY, 12564

Kevin's great! He's taken care of Shadow before and come to meet the boys before hand. He had no problem syringe feeding our senior until we could be home to hand feed him, and he took great care of the boys. Sent pictures/ updates. The best.

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Anne T.
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 is a phenomenal communicator, with humans and pups. He’s very friendly and professional, and is terrific at what he does! Look forward to having him sit for our brood again soon.

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Nicole N.
Sitter Profile Image: Jessie G.
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Jessie G.
Star Sitter
from
$80
per night
5.0 out of 5 stars
215 reviews
91 repeat clients
10 years of experience
Patterson, NY, 12563

Jessie did a great job of house sitting our two dogs and cat in our house for two nights. She was very responsive to messages while we were gone and sent pics. Our pets all seemed happy and healthy when we returned. We would definitely hire her again.

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c h.
Sitter Profile Image: Richie G.
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Richie G.
from
$65
per night
5.0 out of 5 stars
28 reviews
15 repeat clients
7 years of experience
Patterson, NY, 12563

Rich is very responsible, he took care of Shiraz in our home while we were away. He spent lots of time with Shiraz so that he wouldn’t have to be crated, we were very grateful for him.

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Janet B.
Sitter Profile Image: Allison D.
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Allison D.
from
$100
per night
8 years of experience
Brewster, NY, 10509

About: I have been called Dr. Dolittle my entire life. I have a knack for connecting with animals of all kinds. My very first job was working at a local farm with all different types of animals like horses, goats, pigs, chickens, ducks, etc. It was one of my favorite jobs, I got lucky! I also worked at a dog boarding facility which gave me experience working with multiple dogs at once. I always give animals the space to have their specific personality and the respect they deserve, as I would treat a human. Animals are often misunderstood, I’ve always tried to meet them where they stand. If there is one thing I am confident in, it’s making an animal feel safe and comfortable. And they do the same for me :) I would love to meet your faithful friend and see if they find me worthy of a tail wag or a belly pet! I currently work a very flexible part-time job. I have a lot of availability and can be very flexible. Working with animals is more than a job to me, I very much enjoy it. I will find ways to work with you and your pets personal needs. I love to schedule a meet-up before providing pet care. This is just to see that we are all on the same page and everyone feels it's a good fit. I do not offer home services. I will travel to your home so your pet can be where they are most comfortable. I work around you and your pets comfort. As a pet owner myself, I understand it can be hard to leave your companions in someone else’s care. I want to do what it takes to make you feel 100% safe and at ease when leaving your furbabies in my care.

Sitter Profile Image: Jeffrey V.
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Jeffrey V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
25 reviews
10 repeat clients
4 years of experience
New Fairfield, CT, 06812

Thank you Jeffrey for taking such good care of all of our fur baby, especially our 15 year old, Fred. It was so comforting to know that someone as capable and loving was here to attend to their needs. We won’t hesitate to call u again!!

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Karen C.
Sitter Profile Image: Maria Luisa G.
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Maria Luisa G.
from
$75
per night
10 years of experience
Danbury, CT, 06811

About: I’ve been caring for animals for years and currently have two dogs and a hedgehog of my own 💗 Friends, family, and neighbors have trusted me to help with walks, feeding, check-ins, and giving their pets attention when they need it. I have experience with different personalities from energetic pups to shy or older pets, and I always take the time to understand what makes each animal comfortable. I work part-time during the week, which gives me plenty of flexibility for pet care 🐾 I’m available Sundays and around my shifts for walks, feeding, check-ins, playtime, and overnight stays. I’m happy to keep pets active with walks and play or spend quiet time with pets who just want company 🤍 I treat every pet like they’re part of my own family 🐶🤍 I’m patient with nervous pets, comfortable caring for senior pets, and experienced with following specific routines. I can administer oral medications, ear drops, and eye drops when needed, and I always make sure owners’ instructions are followed carefully.

Sitter Profile Image: Phoebe K.
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Phoebe K.
from
$60
per night
5.0 out of 5 stars
3 reviews
8 years of experience
new milford, CT, 06776

Phoebe was great and my timid dog warmed up to her fairly quickly. She came by multiple times to make sure my dog got lots of walks while I was gone.

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Megan B.
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: Alyssa N.
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Alyssa N.
from
$60
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
Patterson, NY, 12563

She was fantastic. The girls loved her, they were following her around everywhere. She managed them beautifully we will definitely use her again.

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Valeria O.
Sitter Profile Image: Don H.
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Don H.
from
$50
per night
30 years of experience
Pawling, NY, 12564

About: My name is Don H. I am a professional pet sitter, dog walker and licensed dog trainer for 30+ years. I have been in the pet industry for many years, this is what I do full-time and love every minute of it. I care for all breeds of dogs and cats and also reptiles, fish, rodents, goats, horses I will e-mail/text or phone you updates and photos of your pet while you are away. I would love to help you out whether you need a pet/house sitter, dog training, dog walking, trail walks or your dog to be transported to Vet or Groomer. Your pet will be well cared for whether in your home or ours. I am a call way. Sincerely, Don My clients will give reference to how trustworthy and experienced I am when caring for pets in your home. I have respect for your property and even go the extra mile making sure your home is maintained and your pets are safe. I will take in your mail, water plants, take out your garbage/recyclables at no charge. Overnights include picking up after your pet inside and out. Why I love dog sitting I have been around all animals my whole life, I started my journey when I became a certified dog trainer. I also worked as a Kennel Manager for a medium-size kennel in Greenwich, CT. People tell me that I have great patience and calmness when working with difficult dogs. my goal is to help owners and their pet's to become one. I have over 25 years experience as a dog trainer and pet care provider. About my yard Yes i do have a backyard. Although it is not fenced in but I have tree barriers that keeps them safe. I also am close to a dog friendly park where all dogs are on leashes. I will not take a dog off leash when he/she is in my care. My experience administering medication Yes with my kennel experience, I am very comfortable administering medication. I am also comfortable administering shots for dogs and cats. I am a full time pet care provider and a dog walker and i have been training dogs of all breeds for the last 30 years. I give all my furry guest lots of play time and walks and all of our guest hang out with us we are cage free unless your owner wants your dog to sleep in one

Sitter Profile Image: Marcella M.
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Marcella M.
Star Sitter
from
$90
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
8 years of experience
Ridgefield, CT, 06877

Marcella’s mom, Ivana, stayed at our home with our dog for several days and nights. She is a wonderful, warm person and I was comfortable with her immediately. She was great with CiCi (our loving-but-stubborn 70-lb hound pup) and gave her lots of exercise and attention. She kept in touch with us daily and sent photos and status reports 💜 Amazing capable dog/house-sitter, hope to work with her again!

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Sarah P.
Sitter Profile Image: Samantha J.
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Samantha J.
from
$50
per night
4.7 out of 5 stars
33 reviews
3 repeat clients
16 years of experience
Bethel, CT, 06801

Samantha was wonderful caring for my cats and dog. I would use her again.

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Margaret M.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$50
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Brewster, NY, 10509

Courtney is great. She took great care of all of my pups and was incredibly communicative throughout the day. I would definitely recommend Courtney to anyone who wants to leave their dogs in good hands.

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Felipe R.
Sitter Profile Image: Jon G.
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Jon G.
from
$100
per night
5.0 out of 5 stars
5 reviews
60 years of experience
New Milford, CT, 06776

Jon was amazing! He cared for our five dogs, chickens, and fish. He gave my senior dog daily medication and did diaper changes. Fed the chickens and collected eggs. He also got the mail and the house was cleaner when we got home then when we left. Jon is very personable, professional, and my dogs love him! Got daily updates and pictures too! Prompt response and communication from Jon made me feel very secure and confident. We cannot say enough about this great experience! We definitely recommend Jon for care of your animal family!

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Jennifer G.
Sitter Profile Image: Jason S.
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Jason S.
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
North Salem, NY, 10560

Jason was fantastic with my pups. He was aware of how to interact with them, seemed to enjoy walking them, feed them as directed and walked them as requested. I am very happy and pups seem to be also.

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Jeffrey P.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$70
per night
1 year of experience
Sherman, CT, 06784

About: I'm here to take the stress off your shoulders. As an animal lover, I’m dedicated to providing your pets with the best care possible. From long walks and fun playtime to plenty of good ol' fashioned love, I’ll make sure they feel right at home. I have had a dog since I was 11 and I have taken care of many dogs of various sizes and demeanors. I am free most days of the week as I have classes at night. I would love to use this time to take care of a loving animal. I make it a priority to get to know the animal and make sure there is a sense of trust. I want to ensure that both your animal and I are able to get along well. I enjoy taking dogs on walks and playing with them in the yard.

Sitter Profile Image: Stacy S.
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Stacy S.
from
$65
per night
1 year of experience
New Milford, CT, 06776

About: I’ve cared for both small and large dogs, including two small dogs and a German Shepherd. I’m comfortable with feeding, walking, routines, and providing calm, reliable care. Available for drop-ins, dog walks. House sitting/ and overnight available Friday's and Saturday's. Hours flexible except 5:00–10:00am on weekdays only. Please contact me for booking. Responsible and attentive, I ensure a safe and secure environment for your pets. I follow your routine, handle pets gently, and maintain a clean and comfortable space.

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Over 28
pet parents in Pawling have booked house sitting

Pawling pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kevin's great! He's taken care of Shadow before and come to meet the boys before hand. He had no problem syringe feeding our senior until we could be home to hand feed him, and he took great care of the boys. Sent pictures/ updates. The best.

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Anne T.
House Sitting
1 / 1
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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 Pawling 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 Pawling 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 Pawling 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 Pawling 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 655 house sitters in Pawling. 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, 84% of Pawling house sitters respond in under an hour.

House sitters in Pawling have an average of 17 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 Pawling.

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. Pawling 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.