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
“Joe did a great job taking care of Luna. We felt comfortable that our dog and our house were in good hands. It seemed like Joe really bonded with Luna and that he genuinely enjoys working with animals.”
“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.”
“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!”
“Caroline was friendly, prompt, professional and loving to my dog. The house was immaculate upon my return. Her communication was excellent. Would highly recommend her and will definitely ask her back for the next time.”
About: I’ve cared for a wide variety of dogs and cats, including pit bulls, golden retrievers, poodles, senior dogs, and tabby cats. I’ve also cared for pets with medication and dietary needs, including both oral and injectable medications. My goal is to make every pet feel safe, comfortable, and genuinely cared for while you’re away. Whether that means a long walk, plenty of play and attention, sticking closely to their feeding routine, or simply giving a nervous or senior pet some extra patience, I’m happy to adapt to their individual needs. I’ll keep you updated with how your pet is doing and treat your pet with the same care and attention I’d want for my own. I currently work evening shifts at my family’s restaurant in Darien, so I’m generally available for pet care during the mornings and afternoons, as well as some evenings. My work schedule does not interfere with housesitting, and I’m able to provide attentive care throughout the day and overnight. For walks and drop-in visits, I’m happy to work around my evening schedule and coordinate times that work best for you and your pet. I have a fenced-in yard and a very docile and friendly golden retriever. She’s 11 and gets along with every animal she meets. When taking care of a pet at client’s homes, I prioritize leaving it in the same or better condition than I found it.
“As two overly anxious dog parents, it’s always hard for us to entrust someone else with Ruger and Olive, but Courtney put us at ease with a meet & greet before our scheduled trip and updated us with pictures and videos. She was wonderful with our senior velcro dogs and we wouldn’t hesitate to recommend her or ask her to house sit 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.”
“We came home to two happy and well cared for pups! Our previously booked sitter had to cancel a week before our trip, and we're very grateful to Hanaya for looking after them on such short notice!”
About: I’ve grown up with a labrador retriever who quickly became my live-in best bud! I’ve adored animals ever since. I’ve helped neighbors/friends watch over their dogs/cats and homes, short-term and extended periods of time, either stopping by throughout the day to care for the pet or living in the home while their owners are away. I also have experience caring for an elderly and newly blind dog, and understand each pet has specific needs and care, plus consistency in routine is important when their owners are away from them. I am currently looking for a full/part-time job and am in between jobs right now, so I have a lot of time flexibility in a day-to-day while I am job searching. I care for others pets the same way I’d care for my dog, Mackie. Plenty of quality time, walks and meals based on their usually routine, playtime outside in the mornings and/or afternoon.
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. ..
“Brandon was great! He came to meet us beforehand to make sure we were comfortable. Booch immediately loved him. While we were away he was extremely communicative and sent lots of pictures. The house was also well taken care of. We would definitely hire him again!”
About: I have grown up living with two large dogs and a cat! I also have worked the past three years as a veterinary assistant and also volunteer at an animal shelter. I currently work part time at an animal hospital four days a week. Two of the days I work full time, however my work allows me the ability to bring animals with me to work! I am fully committed to following your house and pet care rules to ensure a safe, engaging environment for your pets. Having lived with dogs and cats my entire life, I am highly experienced and capable of managing their care.
“Chris did a great job taking care of my dogs while i was away on a work trip. We did a meet and greet beforehand where he asked a lot of good questions. During the stay he kept me closely updated on how my dogs were doing and sent a lot of pics which was nice. Would definitely recommend. Professional and a big dog lover.”
About: Hi! I’m Sierra — I graduated with my M.S in elementary education and I am currently focusing on nannying/dog walking. I have over 6 years of pet care experience in Fairfield County. I’ve worked with a variety of families through both a professional pet care company (for 5 years) and on my own. I absolutely love animals and have a dog and five cats of my own, so I really understand how important it is to find someone you trust with your pets. I’m responsible, flexible, and always make sure each pet feels safe, happy, and loved. Whether it’s walks, feedings, playtime, or just keeping them company, I’ve got you covered! I also have amazing references that I can send over.😊 I’m currently available during the day during the week and anytime on weekends. I am also flexible when needed. I can’t wait to hear from you! When caring for pets in my clients’ homes, I follow all instructions closely, including feeding, medication, and exercise routines. I make sure the home stays safe and secure, sticking to the pet’s usual schedule to keep them comfortable. I give plenty of attention and monitor their health, while keeping their space clean and respecting the client’s home. I also send regular updates to owners and quickly communicate any concerns. My goal is to provide loving, reliable care that puts both pets and owners at ease.
“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!”
“Jessica was great with our two dogs, Vinny and Clyde! We felt very comfortable with Jessica watching them. She went above and beyond and watered our flowers and even picked up their little presents in the backyard. Jessica left everything nice and clean and even washed. Our sheets from the bed. Vinny and Clyde were very happy and well taken care of and we would definitely use her again.”
About: I have always had pets growing up as a child and now my love has grown even more. My experience in Pet Care is from having my own pets and caring for friends and family. I deal a lot with active dogs since I have two Siberian husky of my own and a Mutt mix. Im currently working part time-usually available every mornings, mid day depending on the week, weekends available all day once booked in advance sometimes flexible if booked late, and definitely available overnight at anytime. I can do anywhere in Greenwich, Stamford, Darien, Norwalk, Westport and Southport. I will treat your furry pets as they are like mine. I will communicate with you- if the dogs need extra attention, medicine, more walks, take them to their favorite place I will do it. I will always be transparent with you. I want your pets to not be stress when you leave the house - I will be another best friend that they can play with.
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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