House Sitting Pawling

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

End
Search

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.

1 / 1
Sitter Profile Image: Nylah T.
Verified Enhanced Background Check
Nylah T.
from
$32
per night
5 years of experience
Pawling, NY, 12564

About: I have raised and trained my own dog since he was a puppy, 5 years now! Patient, reliable, and I treat every pup like family. My schedule is very flexible. I know what it is like to need a reliable and trustworthy sitter to take care of your pets needs. I know how stressful finding a sitter is, so I treat your space with care, follow your routine, keep things safe and calm, and send photo and video updates!

Sitter Profile Image: Allison D.
Verified Enhanced Background Check
Allison D.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
8 years of experience
Brewster, NY, 10509

“Amazing kitty care– thank you so much! Highly recommend. My cat was cared for by a loving companion and her communication was excellent. Highly recommend! 🐈⭐️💫”

Profile image
Raquel V.
Sitter Profile Image: Margaret S.
Verified Enhanced Background Check
Margaret S.
from
$57
per night
5.0 out of 5 stars
• 24 reviews
7 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!”

Profile image
Vanessa R.
Sitter Profile Image: Ebony G.
Verified Enhanced Background Check
Ebony G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
25 years of experience
Poughkeepsie, NY, 12601

“My dog was immediately comfortable with Ebony, and I came home to a very happy dog (and a spotless home!). Really great experience having Ebony as a sitter. 😊”

Profile image
Jenny P.
Sitter Profile Image: Zoe W.
Verified Enhanced Background Check
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: Hunter G.
Verified Enhanced Background Check
Hunter G.
from
$75
per night
3 years of experience
New Milford, CT, 06776

About: I have had my wonderful dog for a little over three years. I will do anything for her and the same goes for your pets. I love all animals and enjoy caring for them. Outside of my day to day job, I volunteer at my local fire department. My experience and training will ensure your pet(s) will stay safe, happy and healthy. I have lived in the New Milford area for about 4 years now. I am available for extended overnight stays and walking/feeding around mid day. I ensure all necessary needs are met. I make sure they are fed on time and have plenty of time to play and get belly rubs.

Sitter Profile Image: Joseph M.
Verified Enhanced Background Check
Joseph M.
from
$60
per night
1.0 out of 5 stars
• 4 reviews
10 years of experience
Danbury, CT, 06811

About: I have been taken care of animals since I’m 25 dogs and cats me and my wife love Animals we have French bulldogs and 2 cats I work full time but have a lot of spare time and looking to do something I love which is taken care of peoples animals Walk my dogs and have a big yard I take them out in to play and run around so I’m always with my dogs and cats

Sitter Profile Image: John H.
Verified Enhanced Background Check
John H.
from
$105
per night
5.0 out of 5 stars
• 24 reviews
12 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

“Cotter (John) was an absolutely wonderful sitter for our Bernese Mountain Dog from 9/19–9/21! He was incredibly kind, caring, and attentive, and we felt completely comfortable knowing our dog was in such great hands. Cotter was also excellent with communication and kept us updated throughout his stay, which gave us so much peace of mind. His experience as a sitter is extensive, and it shows in his level of care! When we returned home, the house was absolutely perfect; everything was clean and well cared for. We would highly recommend Cotter and will definitely use him again!”

Profile image
Jennifer P.
Sitter Profile Image: Ashley R.
Verified Enhanced Background Check
Ashley R.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
8 years of experience
Brewster, NY, 10509

About: I’ve been surrounded by dogs my entire life and genuinely love caring for them. Neighbors, friends, and family regularly rely on me to walk their dogs — whether it’s daily routines or helping while they’re away. I’m reliable, attentive, and always make sure dogs get the exercise, attention, and safety they need on every walk. I work part-time with a flexible schedule, so I have plenty of time and energy to give pets the attention, love, and care they deserve. Since I focus on dog walking, I always follow the pet owner’s leash, route, and care instructions. I ensure each dog feels safe and gets plenty of movement and attention during our walk.

Sitter Profile Image: Alina S.
Verified Enhanced Background Check
Alina S.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
6 years of experience
Hopewell Junction, NY, 12533

“5 stars!! Thank you Alina for taking care of our French Bulldog, Cooper. Alina provided lots of updates with photos and videos, was super flexible, and I could tell Cooper was having a great time - I think he has a new best friend. We are normally quite anxious about leaving Coops but we felt totally relaxed knowing he was in great hands. Not only this but Alina left the apartment immaculate which was lovely to return home to after travelling. We will certainly be asking Alina to look after Coopie again. Thank you!”

Profile image
Ashley B.
Sitter Profile Image: Hayley B.
Verified Enhanced Background Check
Hayley B.
from
$85
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
6 years of experience
Yorktown heights, NY, 10598

“Haley was amazing with our dog Frost! She was responsive and friendly. Haley took excellent care of him while we were away. She provided photos and videos. It helped us to enjoy our time away knowing he was being well cared for!”

Profile image
Amanda G.
Sitter Profile Image: Liliana N.
Verified Enhanced Background Check
Liliana N.
from
$32
per night
7 years of experience
New Milford, CT, 06776

About: I take care of animals feeding them,cleaning after them cleaning litter boxes,socializing with them making sure they taking care of with extra love like they deserve I am working part time at shop rite two days a week so I am available anytime on my days off or after work I have open available I get my work scheduled every thursday two days advance before I planned anything for next week I would ask their owners how much food they should eat or if they are on restricted diet same for medications I would always ask them that before I do anything make sure I get the important details in first so I know what to do and what to expect ,I feed my cats Iam’s,play with them,hold them in my arms give them their morning pets and give their bedtime treats at 9:00 they already it and they are all lined up before I get in the kitchen .

Sitter Profile Image: Julia M.
Verified Background Check
Julia M.
from
$40
per night
7 years of experience
Brookfield, CT, 06804

About: I've been taking care of my own dog since we first got her 7 years ago, and I also used to volunteer at the New Milford Animal Shelter. My family fosters animals (both cats and dogs) from Because 4 Paws in New Milford, so I have some basic experience with administering medicines and helping others administer medicines. I've also been a dog sitter for 3 different families. I recently moved back to the east coast and am looking for some side work while I hunt for a full time job. I'm not sure when that will be, so I'm trying not to set my availability too far out, but am still flexible for now! Depending on what the owners are comfortable with, I would love to take the dogs out for a walk at a nearby park or walking trail. We have four cats at our house that are wary of new animals, so I am unable to pet sit at my residence. However, I am willing to spend time with your fur babies at your house or preferred location, and will follow whatever instructions necessary to ensure the comfortability of you and your pets.

Sitter Profile Image: Tracy T.
Verified Background Check
Tracy T.
from
$75
per night
7 years of experience
Danbury, CT, 06810

About: I love animals! Especially dogs!! I have experience taking care of puppies, small, medium to large sized dogs. I care for them as if they were my own. 6 years plus of experience. I am very active, loving, responsible, trustworthy and consistent, your pet will be in great hands. I will feed them, train, walk, play with them, bathe, clean up after them, anything they may need, I can do! You tell me what you need from me and I will get the job done. I can be flexible with my schedule, especially if told in advance. Thank you for trusting me with your family member!

Sitter Profile Image: Valentina M.
Verified Enhanced Background Check
Valentina M.
from
$35
per night
5 years of experience
Putnam Valley, NY, 10579

About: I have extensive experience providing care for pets of all ages, ranging from energetic puppies to senior animals with special needs. With puppies, I focus on consistent routines that support their growth and development, including feeding on schedule, basic training reinforcement, safe playtime, and gentle socialization. For adult and older pets, I provide attentive care that includes administering medication, monitoring health changes, assisting with mobility challenges, and maintaining a comfortable and stress-free environment. Currently avaliable 24/7 and boarding, until further notice. At this time my attention and serivces is 100% on the pet that i provide care for. When caring for pets in my home or my clients’ homes, safety, trust, and comfort are always my top priorities. I create a secure environment by keeping spaces clean, pet-friendly, and free of hazards, while following each owner’s specific routines and guidelines. I build trust through reliability, clear communication, and treating every pet with the same love and respect I give my own. Whether it’s providing a calm space for rest, safe playtime, or attentive supervision, I ensure pets feel comfortable and owners have peace of mind knowing their companions are in caring hands.

Sitter Profile Image: Rachel K.
Verified Enhanced Background Check
Rachel K.
from
$50
per night
5.0 out of 5 stars
• 32 reviews
10 repeat clients
10 years of experience
New Windsor, NY, 12553

About: Hi, I’m Rachel! I’ll care for your loved one as if they were my own—whether that means long walks, playtime, or just extra cuddles. You can count on me to provide a safe, loving, and reliable environment where your dog feels like part of the family. I have a fully fenced 1-acre yard where dogs can play safely and freely, and as an athletic caretaker I’m happy to take them on long walks or runs to burn off extra energy. Whether it’s playtime in the yard or outdoor adventures, I’ll make sure your dog gets the exercise and attention they need. Please let me know of any special considerations during the visit. I will ensure and guarantee that your loved one is comfortable and has unlimited pets and snuggles while you are away.

Sitter Profile Image: Katie O.
Verified Enhanced Background Check
Katie O.
from
$75
per night
5.0 out of 5 stars
• 23 reviews
4 repeat clients
20 years of experience
Torrington, CT, 06790

“Katie was absolutely lovely, and the pets got on with her really well. She sent through updates and photos, and made sure we felt comfortable (all on a holiday, too!) -- thank you Katie!”

Profile image
Austen W.
Sitter Profile Image: David G.
Verified Background Check
David G.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 94 reviews
28 repeat clients
8 years of experience
New Windsor, NY, 12553

“No worries your dog is with a superstar! He was accommodating and loving towards our very senior Maltese and he also took time to reach out and update. Hes great with my lab too!!! He is fantastic! Highly would recommend and rebook. Very caring individual”

Profile image
Mel G.
Sitter Profile Image: Patricia H.
Verified Enhanced Background Check
Patricia H.
from
$125
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

“Patricia was amazing. Our newly adopted doghas separation anxiety and continued to give her a run for her money the whole first part of the second day. She was patient with Lucy and in the end we were so happy to be able to complete our vacation without worries. We will definitely have her back”

Profile image
nancy r.
Sitter Profile Image: JontĂŠ B.
Verified Enhanced Background Check
JontĂŠ B.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Cortlandt manor, NY, 10567

About: My dog Chanel is my world so it would be a pleasure to share that same love to others. I’ve grown up around dogs between all of my family so this is a joy to experience. I currently work day shifts and very loyal to my schedule of care with my dog at home. It would be no burden or issue at all to care for others 4 legged friends. The same care I provide to my own as if she was my daughter is the same care I’d give to others pets. Any dog in my care is my family.

1 / 1
View more

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 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.

Profile image
Anne T.
House Sitting
1 / 1
Find pet care near you

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 November 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 November 2026, there are 1,473 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.

Tip: 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 Rover Guarantee, 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 Rover's Trust & Safety page.

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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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
  • 93% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge