House Sitting Pawling
Find a loving house sitter to watch over your pets and your home.
Over 3 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.
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 also had two cats. In addition to taking care of my family pets, I have also taken care of many dogs and cats of various sizes and demeanors. I am free most evenings of the week and I am also free most weekends. 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.
“Gabbi was so very amazing! We were nervous to leave our dogs last minute but she was reassuring and also made them feel super comfortable. I could tell in the pictures she sent and when we got home that our dogs were very happy with her. Thank you Gabbi!”
“Kevin was amazing!! He took care of our new puppy when we unexpectedly adopted and had an international trip coming up. Couldn’t have asked for someone to take better care of our pup!”
“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.”
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
“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!”
About: 🐾 Why Pet Parents Choose Me • Lifelong dog lover with years of experience caring for pets for family, friends, and neighbors. • Experienced with senior dogs after caring for my own dog through kidney failure, including administering medication, monitoring health, and providing extra patience and comfort. • You'll receive regular updates and photos, so you can have peace of mind while you're away. 📸 • Reliable, attentive, and committed to treating every pet like they're part of my own family. 📅 Availability • Monday–Friday: Available before 8:00 AM, after 5:30 PM, and for evening visits. • Saturdays & Sundays: Flexible availability. • Perfect for morning visits, evening drop-ins, overnight stays, weekends, and vacation care I'm a recent college graduate currently searching for a full-time position, which gives me a flexible schedule and plenty of time to provide your pets with the attention, exercise, and companionship they deserve. I'm available on both weekdays and weekends and am committed to making sure every pup feels safe, happy, and well cared for while you're away. My home is dog-friendly and designed to help your pup feel comfortable and at ease. Dogs are welcome on the couches and beds, just like they're part of the family! I also live near several walking paths and scenic trails, so your dog will enjoy plenty of exercise, enrichment, and outdoor adventures during their stay.
“Isabella took wonderful care of my 2 girls. We don’t have a fenced-in yard so she was extra careful with them, taking them out individually on leashes. She spent plenty of time with them, giving extra attention and cuddles. Would highly recommend Isabella!”
“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.”
“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.”
About: I've been taking care of dogs for over 12 years. And love them like they was family. And I watch all my friends and families dogs. I also work for wag. I have open availability for boarding. My favorite animal is a dog i always wants to be with dogs. ( i use to own cats too incase any feline friends need. I had 4 dogs growing up and as a child it was my job to care for them. When my parents sold the house because of their split they split the dogs
“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!”
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.
“Cotter was great with our two dogs! He helped us out in a crunch over the holiday weekend, was extremely responsive and provided a ton of updates. Our dogs were very comfortable with him, we will definitely be using him again in the future. Thank you Cotter!”
About: I currently own two dogs a mini Australian Shepard and a cocker spaniel. But, my family is a huge dog loving family and I have also owned labs, retrievers, and collies. I have a fenced backyard with a doggy door that holds about an acre of land and I live on a very quiet road with hiking trails across from my house that I bring my dogs into all the time! I’m work 3 times a week at Ridgewood Country Club in Danbury. I can leave during my breaks to tend to your pets. If they are staying at my home I have a doggy door and fenced in backyard. And then the remainder of the week I am free! I have a doggy door inside my home with a fenced in backyard for the 3 days I can’t be at home all day long. All other days I would love to take the dogs hiking and make sure they have a great time! I do own two dogs that are very friendly. But they can also be seperated into my basement if other dog is not friends with them. I also have a lot of experience with cat sitting my neighbors cats.
The median cost per night for house sitting in Pawling is $70
Pet parents share their Rover experiences - Pawling
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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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 for House Sitting in Pawling on Rover is $35.99 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of July 2026, there are 1,524 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 short introductory meeting between you, your pet, 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Pawling. On Rover:
- 95% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 99% 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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