House Sitting Lewisboro
Find a loving house sitter to watch over your pets and your home.
Over 25 pet parents in Lewisboro have booked house sitting
Lewisboro, 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.
“Joseph always goes above and beyond when taking care of Otis! My dog is so comfortable with him & Joseph sends lots of updates to let me know how it’s going while I’m away. He’s a great sitter!”
“We had a great experience with our sitters! They were very communicative, sent lots of pictures of Abby, and even shoveled when it snowed. They truly went above and beyond, and we would highly recommend them!”
About: I have been around dogs my whole life, and even have a golden doodle of my own! I have had plenty of experience taking care of different kinds of dogs since I was 15 for friends and family, and can participate in active activities that include going on walks and play time with pets! I am currently a graduate student with a class schedule that allows me to be available for pet care on Tuesday and Wednesday afternoons. The services I provide include house sitting, as I commute for classes and am available to spend time with pets after class, and drop by visits. I am also free on weekends, typically Friday- Sunday where I can be flexible with my schedule to make sure your pet gets the attention, care, and companionship they need. I’d love to work with you to find a schedule that works best for both you and your pet! When caring for your pet in your home, I prioritize their safety, comfort, and routine. I make sure to follow the owner’s instructions carefully, including feeding schedules, walks, and any specific house or pet-care preferences. I will also always make sure to communicate with you regularly with updates and photos so you know how your pet is doing.
“Eliza made herself available on short notice, kept me updated with multiple pictures and videos daily, my two dogs were safe and happy when I returned and the house was spic and span. I highly recommend Eliza!”
“Courtney watched Ollie in our home during our holiday break. She was punctual, reliable and sent updates with pictures during her stay. We came home to a clean house and a happy pup.”
“Leigh was wonderful. We have a very scared rescue dog and she was great with him. Very communicative, providing daily updates with pictures. She took him on walks which he loved. She made us feel very comfortable leaving our nervous rescue with her. Would definitely book her again!”
“Liz was great- she was able to take a last minute gig to watch our two dogs when we had to leave town on short notice. She was very nice and professional and the pups were very happy and the house was well cared for during her stay. We would definitely use Liz again.”
About: As the owner of three dogs, I understand how important it is to have someone you can trust with your pets. I’m reliable, patient, and will care for your dog like one of my own, making sure they feel safe, loved, and well cared for while you’re away. I currently work at a hospital 3 days a week so I’m available . I’m also an empty nester so I have time in my schedule . I follow each pet’s routine, provide fresh food and water, daily walks, playtime, lots of attention, and ensure they feel safe, comfortable, and loved. ..
“Alex did a great job, staying with Meir for a full week. He kept us updated every day and sent photos. Alex is a nice, responsible guy and we thank him very much for his wonderful job. Thank you Alex!”
“We had some last minute changes because I got sick and Brandon was super flexible and responsive. He’s great with our dog and our dog adores him. He takes him on long walks, very on top of food, water and medication. Took excellent care of the house as well.”
About: I have over 5 years of experience caring for dogs and currently have two dogs of my own, so I understand the importance of patience, consistency, and love when caring for pets. I have experience with feeding schedules, walks, playtime, and ensuring pets feel comfortable and safe while their owners are away. As a responsible college student and former au pair, I am dependable, attentive, and comfortable managing routines. I treat every pet as if they were my own and strive to provide a happy, safe, and stress-free experience for both pets and their families. As a full-time college student with a flexible schedule, I am able to provide reliable and attentive care for your pets. I am available for drop-in visits, dog walking, and pet sitting during mornings, afternoons, evenings, and weekends depending on my class schedule. I understand the importance of consistency, exercise, and companionship, and I will make sure your pet receives plenty of attention, playtime, and care while you’re away I am a responsible and caring pet owner with two dogs of my own, so I understand how important it is to trust someone with your furry family member. I carefully follow feeding schedules, medication instructions, exercise routines, and any special care requirements. In your home, I will respect your space and maintain your pet’s normal routine to help them feel comfortable and secure. I provide regular updates, photos, and communication so you can have peace of mind while you’re away.
About: I haven taken care of dogs and cats since I was 14 years old, and have always had a dog or cat in my household growing up. I grew up with a 110 pound Rhodesian Ridgeback and now have a German Shepherd/Husky mix. I also have a cat at home and am comfortable taking care of cats. I have a lot of experience with dogs over 50 pounds and am comfortable with any size. I have had friends parents throughout high school ask me to care for their pets during vacation. I currently dog walk throughout the weeks for different families, and house sit often as well. I have included pictures of some of the dogs I have taken care of. I work from home and am very flexible when it comes to days and times. I am also able to work remotely from your home. My pet care is done in the clients home. I try to keep the pet comfortable in what they are familiar with in order to stick to their current routine as well.
“Kristin was great. She let me know what was going on with the boys during my vacation. I appreciated the flow of pics through my trip to see how my boys were doing. The communication with Kristin from the beginning of the process to the end was excellent.”
“Emily provided a considerate, caring and wonderful pet sitting experience for our two corgis AND us! She kept great contact with us through the entire 4 day stay. One of our little guys is older (12) and she gave him that extra care and patience we requested of her for him. She’ll be our first call made when we need any similar dog care service. Marvin, Kevin thank you too!”
“I am so glad we went with Katharine to take care of our dog while we were away. She was very thoughtful, caring and asked the right questions. You can most certainly trust Katharine with your pet, and home should you need care in the form of house sitting. Communicative and professional, we would look to hire again. She was terrific”
About: I have taken care of all sorts of dogs—young, old, big, small, pullers, you name it. I will take care of your pets as I do my own. I work from home, so I’m available around the clock for taking care of your pets. I live in the Fairfield County area, so I’m available to help you out with your pets! I live in a house with roommates, but I have a floor to myself. I have a cat at home, so I can provide a feline companion during boardings.
About: Despite being bitten by a dog as a child, an event I can hardly remember, I love dogs. As a nanny, the fur children relied on me just as much as the hooman children, especially after bedtime. While I don’t have my own (yet), I’ve taken care of various breeds and a few senior dogs, this includes feeding, bathing, cuddling, snuggling, walkies and dog park visits. I’ve sat in on a few training classes and can start with puppy training. During the summer time. I’m working part time so I’m available all afternoon or weekends to play and take care our your dog. My schedule will change in September. I’m not available for boarding right now, but can take care of your pet in the space they’re most at ease, in their home. I do my best to follow the instructions left to me by clients and essentially follow the pets around to get the lay of the land, ie., their favorite spots of the house and where all their favorite things are.
The median cost per night for house sitting in Lewisboro is $70
Pet parents share their Rover experiences - Lewisboro
Lana took excellent care of our home and our dogs, Rodey and Louie, while we were away. She communicated consistently and clearly, sending helpful updates and photos and responding quickly whenever we reached out. Rodey and Louie can be slow to warm up to new people, and Lana seemed to handle everything calmly and responsibly taking their behaviors in stride. We returned to a well-kept home and two dogs who were safe, monitored, and cared for throughout. We appreciate her reliability and professionalism and would recommend her to others looking for trustworthy support. We plan on booking her for future visits.
Lana is the best of the best! She is super reliable and communicative! She went above and beyond to stick to our proposed schedule which required extended care and visits to our house, and our dog seemed very comfortable with her. Would love to work with Lana again!
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. 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.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Lewisboro
Select a filter and find qualifying sitters offering house sitting.Sitters in Lewisboro average 3 repeat house sitting clients
FAQs for House Sitting - Lewisboro
Frequently asked questions about Rover
The average cost of House Sitting in Lewisboro is $68 per night as of October 2026. Most bookings cost between $38 and $71 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 2,778 sitters on Rover offering House Sitting across Lewisboro. 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 Lewisboro 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 Lewisboro 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 Lewisboro 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 Lewisboro. On Rover:
- 89% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 96% 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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