House Sitting Pawling

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

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Over 5
pet parents in Pawling have booked house sitting

Pawling, Find top rated house sitting

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: Kevin H.
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Kevin H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 19 reviews
7 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: Jason S.
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Jason S.
from
$55
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
15 years of experience
Carmel Hamlet, NY, 10512

“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: Margaret S.
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Margaret S.
from
$57
per night
4.9 out of 5 stars
• 20 reviews
6 repeat clients
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: Jessie G.
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Jessie G.
Star Sitter
from
$80
per night
4.9 out of 5 stars
• 232 reviews
94 repeat clients
10 years of experience
Patterson, NY, 12563

“Jessie did house sitting and took are of our dog and two cats for a week while we went on vacation. She did a great job and we will definitely use her again.”

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Nancy R.
Sitter Profile Image: Zoe W.
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Zoe W.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
New Fairfield, CT, 06812

About: I am looking to add light to my life in spite of current events by helping others in my community and bonding with your fur babies! I'm free in the eavnings most days and fully available Mondays and Tuesdays. Schedules may be accommodated if reached out to 2 weeks in advance. I live with my mom and uncle who love dogs and we all guarantee to provide the highest quality of care. I have two cats who enjoy the outside in our yard and have come with us on fun adventures like camping trips. So they are very open to change.

Sitter Profile Image: Denise S.
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Denise S.
from
$125
per night
40 years of experience
Brewster, NY, 10509

About: I’ve been dog and cat sitting all my life. I also fostered a mid-size mixed terrier. I have two cats of my own. I love how all animals have amazing personalities! I can do dog walking, cat check ins with waste clean-up or over nights which ever you may need. I know how to administer meds to both cats and dogs. It is so important to have your furry loved ones pampered while you are away! I am retired so my availability is flexible. I also enjoy sending photos of your four legged loved one while you are away! I have also watched chickens, turtles, guinea pigs, snakes and iguanas. Looking forward to hearing from you! I am retired so I have a flexible schedule! I can go during the day or stay overnight at your home. Whichever you feel most comfortable with would work! When I come to your house, besides walking/feeding, I do waste cleanup as well. Of course, playing is a must! I will definitely send photos and videos so you know how your furry family member is feeling!

Sitter Profile Image: Julia B.
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Julia B.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Brewster, NY, 10509

“Julia was amazing with my pup. She kept me in the loop with pictures of him while she stayed with him. I will be using her again in the future for sure!”

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Norville Y.
Sitter Profile Image: Celina I.
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Celina I.
from
$35
per night
5.0 out of 5 stars
• 28 reviews
8 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: Courtney C.
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Courtney C.
from
$90
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
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: Katharina D.
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Katharina D.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
South Salem, NY, 10590

“Kat was amazing and very accommodating to our needs. She asked a lot of questions about the dogs needs before the sit and kept in communication She took care of four dogs, including a small puppy and sent lots of pictures. All of the dogs seemed happy and it worked out great. Kat cleaned up really nice and even washed the linens that she used so I didn’t have to do that when we come back.”

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Laura K.
Sitter Profile Image: Timothy D.
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Timothy D.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
20 years of experience
Arlington, NY, 12603

“Tim is so great! Kind - big hearted - and took great care of our two Australian Shepherds while we were away. He sent pictures and updates and was so thoughtful.”

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Nicole C.
Sitter Profile Image: Alexa C.
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Alexa C.
from
$32
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Sherman, CT, 06784

About: I have taken care of cats and dogs as well as other animals for many years both in my own home as well as at other families homes! I can be relied on to care for the animal as if they are my own and provide lots of love to them! I work as a nanny but am also home each night and my parents are often home during the day when I am not home (they are also animal lovers!). Also happy to help on weekends as well! We have an unfenced backyard but we have a dog play area with its own ramp from the house down into a fenced in area with grass and water and some shade! Inside the house we would either crate the animal at night or if they are not used to being in a crate, keep them in a room separate from our animals with plenty of air conditioning, food, water, playtime, and lots of fun time outside!

Sitter Profile Image: Alex D.
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Alex D.
Star Sitter
from
$82
per night
5.0 out of 5 stars
• 148 reviews
36 repeat clients
16 years of experience
Stratford, CT, 06614

“Alex did a great job house and pet sitting for us this week. He even stayed longer on the last day when our flight home was delayed. We got daily reports and pictures of our pets and would use him again for future trips. Thank you Alex!”

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Judy K.
Sitter Profile Image: Michele F.
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Michele F.
from
$115
per night
5.0 out of 5 stars
• 11 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: Christine A.
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Christine A.
Star Sitter
from
$160
per night
4.9 out of 5 stars
• 100 reviews
33 repeat clients
33 years of experience
Stanfordville, Sharon, CT, 06069

“Christine is a down-to-earth person who is easy to talk with and pays attention to important details. At our meet & greet, she asked good questions that reflected her experience and commitment to making both pets and their owners feel comfortable with her. My young adult cat Suki had never been left alone with someone she didn’t already know. In my absence, however, Christine eased her way into Suki’s territory by setting the right balance between showing her some quiet attention and giving her the time and space she needed to adjust and come out of her shell. The photos Christine sent me proved that once she had won Suki over, the little kitty was her sweet, affectionate self and the two of them had a delightful time together! I will be asking Christine to Suki-sit in my house again!”

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Carena P.
Sitter Profile Image: Stephen M.
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Stephen M.
from
$15
per night
20 years of experience
Lagrangeville, NY, 12540

About: I specialize in reliable night and weekends dog walks and house sitting in the Hudson Valley. I don’t just check boxes—I take time to understand each dog’s unique personality, preferences, and needs. Whether it’s a playful pup who needs extra exercise or a shy senior who just wants gentle companionship, I adjust my care to suit them. I also prioritize clear, friendly communication with pet parents, sending updates and photos so you always feel connected. My goal is simple: to make every dog feel safe, loved, and at home—even when you’re away. I currently work full time but I would like to take on some dog walking and sittings on nights and weekends as I currently cannot have pets in my house. In my home or yours, I create a calm, safe, and loving environment tailored to your pet’s routine and personality. I stick closely to feeding schedules, exercise needs, and any special instructions you provide. In your home, I respect your space and your pet’s comfort, keeping things clean and consistent so your dog feels secure. In my home, I offer a pet-friendly, supervised space with plenty of attention, playtime, and rest. I always communicate openly and send photo updates so you know your pet is happy and well-cared for every step of the way.

Sitter Profile Image: Stan R.
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Stan R.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
1 year of experience
Pleasant Valley, NY, 12569

About: I have been around dogs all my life. I have a 7 year old aussie/husky named Foster. He is extremely person and dog friendly. I look forward to taking care of your pet. I am available for weekend adventures with your pet(s). My own dog is high energy and enjoys long adventures in the Hudson valley so we are familiar with the area. I have a dog that is very friendly and who likes to play with other dogs but also respects boundaries. We do a lot of obedience training during the day to earn our treats.

Sitter Profile Image: Phoebe L.
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Phoebe L.
from
$45
per night
1.0 out of 5 stars
• 2 reviews
5 years of experience
Newburgh, NY, 12550

About: I’ve had dogs all my life and currently have three dogs at my parents house that I care for regularely when my parents need me to and I love it. I’ll come with treats and if your dog has any dietary restrictiond please let me know :) I’m currently working for Arc Midhudson on thurs-Sun at the moment! Sometimes there is variation in that schedule but that it for the most part :) I have a medical condition that may make me have to re schedule appointments but hopefully we can work together on it !! I could teach your dogs some basic tricks like sit and I am a good leash handler. I carry around a fanny pack with my dog stuff in it so it’s hands free and accessible for me.

Sitter Profile Image: Andialisa V.
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Andialisa V.
from
$22
per night
5.0 out of 5 stars
• 1 review
3 years of experience
Poughkeepsie, NY, 12603

About: I have experience taking care of dogs and cats for families and friends, I know how to read body language and know when I've crossed boundaries. I always have patience for animals. I'm working part time so I have a lot of time available to work with pets, check in on them, and stay with them if needed. I am totally available for overnights, I'm a night owl so I can always check in with a pet and take care of them.

Sitter Profile Image: Brendan Y.
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Brendan Y.
from
$100
per night
5.0 out of 5 stars
• 44 reviews
15 repeat clients
6 years of experience
Yorktown Heights, NY, 10598

“Brendan was wonderful with Popeye, who has severe anxiety and barked nonstop when he first met him. Brendan was patient and before long, had Popeye napping with him and playing with his tennis ball. Brendan was super responsive, attentive to my concerns, and took excellent care of my dog and my home. I would definitely book with him again.”

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Ashley R.
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The median cost per night for house sitting in Pawling is $70

Pet parents share their Rover experiences - Pawling

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
5.0 out of 5 stars

Kevin it an literally Angel. The love and commitment he has for my boys is so wonderful, and im thankful for him. I had to have surgery and he was soooo accommodating.

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Anne T.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Pawling

Select a filter and find qualifying sitters offering house sitting.

Sitters in Pawling average 3
repeat house sitting clients

FAQs for House Sitting - Pawling

Frequently asked questions about Rover

The average cost of House Sitting in Pawling is $36 per night as of October 2026. Most bookings cost between $35 and $37 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,431 sitters on Rover offering House Sitting across Pawling. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Pawling walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Pawling maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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 Pawling 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!

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Pawling. On Rover:

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% 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.

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