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.
“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!”
“Joe was not kidding when he said he will be your dogs “new best friend”! My pup loved him! They went through a heat wave together and Joe was very careful to make sure Harry was hydrated and happy even in the extreme heat. Joe sent lots of pictures so I knew that Harry was well cared for. Highly recommend!”
“Caroline did an awesome job. She house sat for my 2 older dogs; a 13.5 year old Labrador and a 14 year old Jack Russel. The lab is very needed gets very nervous when we aren’t home. Both dogs loved Caroline but the lab was completely calm and happy. We would and will hire Caroline again in the future. She did a great job and we couldn’t be happier.”
“Carrigan took great care of Sadie. She was on time and in touch with us regularly while we were away. Sadie was happy to see us and Sadie was well taken care of in our absence. I recommend her and we will re-book with her next time we are away.”
About: I've grown up with a variety of animals my whole life, including dogs, cats, and farm animals. Although I have little experience with pet sitting, 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.
About: Hi! I’m Alyssa and I have grown up with 2 cats and 2 dogs and as a bonus 2 guinea pigs and a hamster lol. I love caring for animals and will happily walk or pet sitting for you! I have a very flexible schedule, I currently am in-between jobs so I am able to spend more time being available to pet sit or walk. When I do have a job I will edit my hours to match so that it is clear when I can care for your furry friend! I walk, feed, play with and can brush your pets! If they have accidents in the house I will clean it up after them and make sure they are ok. When I am watching your dog or cat, they will receive my upmost attention and care.
“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.”
About: I’ve taken care of animals since I was a young girl. From working in pet stores, to boarding places, dog walking and sitting watching/walking friends and families pets. I started vet school but having children I had to put it on pause for now. I know to give medication, prepare meals bathe and so on. My love for animals is very strong and I’ll treat them just like my own . I’m currently working part time at a day care so which I have mornings and evenings open to take care of them and the weekend are available to watch your pets. I have a full fence in yard which is safe for your dogs to go out to use the potty and play. Inside is a safe environment as well with lots of love and playtime . We do have a older cat , a Guinea pig and a rat terrier who loves other dogs and cats.
About: I have 3 years of pet-sitting experience. I am totally an animal lover and I own a small neutered Maltese boy who’s only 5 lbs. My brother Daniel also helps me with dog walking requests. He is a senior student at Greenwich High School. He is very patient and gentle with all dogs and has 1 year experience of dog walking. We stay at home the whole time. We promise that we will give the best care to your pets and look after them with patience and love. We send video updates to pet parents everyday. We have big open spaces in our house. There are multiple big lawns and dog parks in the neighborhood. Pets can run freely at home and play safely outside. We will strictly follow feeding and walking schedule you prefer for your pets. Clean them with wet tissues after each walk and send you daily video updates.
“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.”
“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!”
“Tatiana looked after our dog Delilah whilst we were in England for a week. She did a truly wonderful job- taking great care of Delilah and of our house and kept in touch with the loveliest photos and videos. I cannot recommend her highly enough.”
About: I am an animal lover through and through! I’ve been taking care of many different types of dogs and cats since as long as I can remember. I am comfortable around all dogs and cats, and I am more than willing to adapt and learn how to best care for your animal in particular. When I come to care for, play with, and walk your pet, I will dedicate my time to truly loving them. I have experience staying at owners houses to take exceptional full-time care of their pets, and I also have experience keeping pets in my home! I have practiced basic animal training such as teaching dogs and cats to sit, stay, and shake. I truly adore animals and I will enjoy every minute of caring for your fur-babies! I am currently an Elementary Education student at the University of Connecticut, but I have tons of free time to take care of pets, whether that be for drop-ins or for more personal care in my home! Currently I am available full-time and I can accept last minute bookings. While dropping in to care for your pets, I will of course be incredibly respectful of your space, going only in the rooms I am allowed and touching only the items needed to care for your animals :) To care for animals in my own apartment, I have made sure that potentially hazardous items (small items, food, plants, etc.) are all put away/placed at a height that dogs and cats cannot reach. While I do not have a fenced yard, there are several parks around my apartment where I can consistently take your dog out on long walks. In my home, animals are also allowed on beds and couches! Please let me know if your pet requires any specific accommodations or changes to the environment :)
The median cost per night for house sitting in Lewisboro is $65
Pet parents share their Rover experiences - Lewisboro
Caroline did an awesome job. She house sat for my 2 older dogs; a 13.5 year old Labrador and a 14 year old Jack Russel. The lab is very needed gets very nervous when we aren’t home. Both dogs loved Caroline but the lab was completely calm and happy. We would and will hire Caroline again in the future. She did a great job and we couldn’t be happier.
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!
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
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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 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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