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.
“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!”
“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!”
“Gabby was attentive and caring for my Siberian Husky for the time I was gone. She sent daily updates that put my mind at ease, and loved him like one of her own.”
“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.”
“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.”
“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!”
“Crystal was great. She was helpful teaching me about training a husky i recently adopted thos week. My doggie adored her and cat Jackie. She provided pictures. Great sitter who communicated keeping my anxiety at bay. I am using her again.”
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.
“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 had a dog for most of my life and have been fostering and dog-sitting ever since! I have watched all types and sizes of dogs, specifically having had a labrador retriever for 16 years, a shnorkie mix for 5, and fostered a few pitbulls over the years. I am currently at home virtually working and am happy to play with your pet and walk him or her any time! I am around all the time and would love to keep your pet company. I live in a neighborhood with lots of grass and walking space and can’t wait to make them feel at home and safe with me!
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.
About: I have had experience with pets my whole life and am a reliable person that you can trust your pets with! I have experience walking dogs of all sizes and also have cared for several cats. I am working per-diem meaning I can create my own schedule. Because of this I can be available whenever needed and work around the schedule of the pets! I am attentive and caring with having pets in my own home. I will be responsible with them and allow them to all pet-safe areas in my home!
“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.”
“Penny was amazing! We were in town for a wedding and needed a sitter for our beloved Toby last minute. She immediately responded, came to meet him and she was on time. She was professional and flexible. Toby loved her. We highly recommend Penny.”
“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.”
“Sarah was so wonderful with our dog Piper while we’re away for a week. I felt so comfortable with her there, Piper immediately was drawn to her and she took great care of her. The communication was great, she provided updates each day. I would definitely (and plan to!) use Sarah again to stay with Piper.”
About: I have always had dogs since I was younger and I've loved taking care of them all, and including them in my family! I enjoy playing outside with dogs, going for walks, and giving them one on one attention, too. Playing, walking, training, and providing special attention is important to making them feel at home and safe. I would like to provide a safe and happy environment for dogs to be comfortable while their other family members are away. I work during the day, but my schedule is flexible and I will be able to provide breaks until I come home for the afternoon and night. I believe in providing a balanced and calm environment where each dog has a great time and loves life. I currently work full time, 8-4. I am available afternoon and evenings Mon-Thurs., and all day/night Sat-Sun. I give my utmost attention and care to your pets. I give my full love, attention, and energy to care for your pets. I love to play with senior dogs and puppies alike. I am also experienced with medications and special needs pets.
“Ian dog sat my dog Simba for 1 week in my home. My dog Simba is an active, 30 lbs basenji. For those who are unfamiliar with the breed, they have high prey drive and are a flight risk as a result. Ian took great care of Simba with multiple walks each day and even took him outside to run. Ian sent me daily check in texts and photos, to give me peace of mind knowing that my Simba was well taken care of. Ian also left my house very clean just as I left it. He was a very respectful guest in my home and even washed and dried the bed sheets. I highly recommend Ian for anyone’s dog care needs.”
The median cost per night for house sitting in Lewisboro is $65
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.
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 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 $67.85 per night (as of August 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 August 2026, there are 2,847 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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