House Sitting Lewisboro
Find a loving house sitter to watch over your pets and your home.
Over 26 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.
About: I love all pets. I’ve taken care of over seven different dogs ranging from 8 weeks old to 15+. I’ve administered medication orally and topical long walks and assistance after medical procedures. I do not do boarding in my own home. 100% in the comfort of your own home please do not hesitate to reach out for any questions! I am very flexible for any pet care for any questions. Feel free to reach out. I’m available at all times of day and night to make sure our babies are okay I have a dog and cat we feed both twice a day the correct amount needed for them. Our dog goes on a daily walk. Other client care I do whatever the pet parent needs and wants to ensure the safety of their pet and whatever they are comfortable with.
“My dog just went through a few stressful events that has made him very anxious around strangers but he was very comfortable with Joe. We did a meet and greet before booking he did not show signs of anxiousness; in fact he took to Joe immediately licking him on his face. Joe then watched him all day on back to back days over the weekend which went very well. My dog was relaxed all day and did not have any issues. Joe is very flexible, priced extremely reasonable and I look forward to using him again in the future.”
“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 have had a dog since I was in the 5th grade and have helped raise it since. Within the past 2 years, I took her to college with me for a month each year and had the best time with her. My former college roommate also got a puppy sophomore year (I lived with her sophomore-senior year), so I have helped raise him, and also watch/take care of him when my roommate is busy. My neighbors have also relied on me to take care of their dog when they are away. I really want to get more professional experience in handling dogs more so I'm able to work at dog and animal shelters/places! Currently, I’m completely available in the summer! I begin graduate school in September, but have no time constraints in the meanwhile, asides from when I’m away. In my home, I treat my pet like she's my child/baby and make sure that all of her needs are met always. I will do the same for my client's pets, as well as making sure the home is treated with the utmost respect. I truly love animals and would be happy to care for any dog.
“Crystal is amazing! She was warm and kind and my fur babies were very well taken care of! The best part - she communicated updates and sent photos very regularly which is what I had asked for. I was very confident that my babies were in loving and caring hands! I highly recommend Crystal!”
“This was our first time using DJ as our dog sitter and we were very happy with everything. He was timely and responsive both during the initial meet and greet session and then with the actual dog sitting. He also communicated well, took care of our mail, and left the house near and clean. Most importantly, Finnegan, our 12 year old yellow lab liked him! We would definitely use DJ again.”
About: With over 6 years of experience working in veterinary hospitals and over 10 years of caring for pets, your babies will be in great hands. I have 2 large dogs, 3 cats, and a snake! I have also fostered various other individuals over the years (including a mama with 7 kittens and a geriatric pitbull.) I am experienced in administering medication, as well as basic injections such as VetSulin. If you have any questions at all, please feel free to reach out! I hope to meet you and your fur (or furless) babies soon! I just moved to Ridgefield from Orlando, so my schedule is completely open for your pet care needs! I have 2 dogs and 3 cats of my own, and am excited to add your pets routine into my schedule. I am happy to stay the whole day at your home or make multiple visits throughout the day. Whichever is preferred! I will follow your care instructions meticulously, and I provide regular updates.
About: Whether you need a simple walk, overnight care, or more specialized services (like drop-in visits for feeding and playtime), I offer a variety of flexible options to fit your dog’s routine and your schedule. I know how important it is to stay connected while you’re away, so I send regular updates, photos, and videos so you can see your dog enjoying their time, knowing they're in great hands. I currently have a rather flexible schedule because I only work freelance so I can make plenty of time for your pets and their needs. When I care for pets at your home, I make sure to stick to your pet's usual schedule—whether that’s feeding, walking, or playtime. This routine consistency helps reduce stress and keeps them comfortable in their familiar environment.
“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!”
About: I've grown up with a variety of animals my whole life, including dogs, cats, and farm animals. Although I've only pet sit a little, I'm very comfortable with all kinds of dogs and cats. I'm currently working 2 part-time jobs as a barista, however I'm super flexible as my work schedule changes from week to week. Besides that I like to go to the gym and spend time with my chickens as much as I can. Around that I still have plenty of free time to start pet sitting. I love spending time and playing with pets, so a lot of what I would do is keep your pet company and engage with them as much as I can. With dogs I would play fetch outside if possible and with cats I would run them around with whatever toys they have. As well as, making sure the animals have enough food / water and keeping their home as clean as possible.
“Jason was great with our animals. He sent some photos and kept in touch letting us know how everything was going and how sweet our pets were for him. We hope to be able to book him again in the future.”
About: Apart from owning dogs my entire life, I also have 15 years experience working with rescue dogs and cats, meaning I have experience with all breeds, sizes and temperaments. I am comfortable working with animals with “quirks” (assuming they aren’t going to eat me). Currently volunteer at ROAR in Ridgefield. My day job is very part-time and seasonal so I have a lot of free time for multiple visits throughout the day. I work for myself so I can make my schedule around your needs. I can provide long or short walks, dog park visits, snuggles in your home. Whatever your pets need. I can do overnights, early and late hours.
“Jayna is a responsible house sitter who follows detailed directions thoroughly, and is very responsive. My 100 lbs hound is on 3 medications and needs specific attention. Jayna took care of him, my fish and my home exactly as I would have hoped while I was away with my family for a number of days. We would like to work with her again.”
The median cost per night for house sitting in Lewisboro is $65
Pet parents share their Rover experiences - Lewisboro
Lana took wonderful care of our 3-month-old golden retriever, Pumpkin, during her home stay. She was a great communicator, sent lots of photos and updates, and Pumpkin was clearly happy and well cared for. We also came home to the house in great shape, which we really appreciated. Would absolutely recommend her!
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.
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
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Lewisboro sitters!Sitters in Lewisboro average 3 repeat house sitting clients
FAQs for House Sitting - Lewisboro
Frequently asked questions about Rover
The average cost for House Sitting in Lewisboro on Rover is $68.3 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 2,884 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 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 Lewisboro. On Rover:
- 91% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 98% 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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