House Sitting Wilton
Find a loving house sitter to watch over your pets and your home.
Over 17 pet parents in Wilton have booked house sitting
Wilton, 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: Having grown up with dogs my entire life and currently caring for 10 rescues of my own, I’ve gained extensive hands-on experience with dogs of different breeds, ages, sizes, and temperaments. I’ve cared for large, active breeds such as German Shepherds and Labrador Retrievers, as well as Bluetick Coonhounds and mixed breeds. I’m familiar with the different needs of energetic working breeds, playful retrievers, and scent-driven hounds that love to explore on walks. I’ve also gained valuable experience caring for rescue dogs, including those who may be nervous, shy, or still adjusting to new environments. I understand that some dogs need extra patience and reassurance, while others require plenty of physical activity and mental stimulation. My experience includes caring for energetic puppies, maintaining consistent feeding and walking schedules, reinforcing basic routines, and providing extra attention to older dogs who may need a slower pace. What sets me apart is that caring for multiple dogs with different personalities and needs is already part of my daily life. I genuinely love getting to know each dog’s unique personality and making sure they receive individualized care, attention, and affection! Caring for dogs and cats is already a big part of my everyday routine! With 10 rescue dogs of my own, I’m very familiar with balancing feeding schedules, walks, playtime, and making sure every dog gets the individual attention they deserve. I offer dog walking and drop-in visits throughout Fairfield County and am happy to work with your pet’s existing schedule. Whether your dog needs a midday potty break, an energetic walk, some playtime, or extra companionship while you’re away, I’m here to help! I understand how important consistency is for pets, and I do my best to keep their routines as familiar and comfortable as possible. Your pet’s safety, happiness, and comfort are always my top priorities! Having experience with multiple rescue dogs has taught me the importance of understanding different personalities, recognizing body language, and respecting each dog’s individual boundaries. When caring for pets in your home, I make it a priority to follow their usual routines, including feeding instructions, walking preferences, and any specific care needs. I’m especially mindful of dogs who may be nervous around new people, reactive to other dogs, or easily overstimulated in unfamiliar situations. I always make sure doors and gates are secure, leashes and harnesses fit properly, and walks are appropriate for your dog’s age, energy level, and comfort. I also love sending pictures and updates so you can feel confident knowing your furry family member is happy, safe, and receiving plenty of attention while you’re away!
“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.”
“Leonne was absolutely amazing with our dog, Meelo, for an overnight sit. She was extremely professional, communicative and clearly has a deep love for animals. My dog is large and high energy and she seemed confortable and confident. I came back to a very happy pup and a home exactly as I left it. I would not hesitate to reach out to Leonne again for a future sit!”
About: 5+ Years of experience Dog Sitting, Boarding, and Walking dogs of all sizes/ages across NYC, CT, and NJ. Large house in Westport with 2 acres of completely fenced in yard for your pet to play! Nearby nature trails/parks to explore. Happy to board your pet overnight, and treat them like our own! Previously operated under the business name WilliamsburgDogWatchers with over 50 repeat clients. I work from home with a very flexible schedule, and will ensure that your pets get lots of attention, play time outside, and maintain their schedule. I have a large house and 2 acres of completely fenced in yard for your pet to play with, as well as a car to bring them to parks/nearby nature trails. Happy to board your pet overnight, and treat them like our own!
“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!”
“Emma did an amazing job taking care of our almost two year old pup. She clearly has a natural ability with animals and put my mind at ease from the moment we met her. She was great at absorbing and following our directions and was very communicative during our trip, sending lovely updates and photos. Our dog was clearly and well cared for throughout and we have already booked Emma for another getaway. Very happy to have found her!”
“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.”
“Alex was great! He made my dog Lady feel very comfortable right from the start. He was very attentive to her. I received constant updates on Lady and pictures. I will absolutely be using Alex again sometime soon.”
“Kat was amazing and very accommodating to our needs. She asked a lot of questions about the dogs needs before the sit and kept in communication She took care of four dogs, including a small puppy and sent lots of pictures. All of the dogs seemed happy and it worked out great. Kat cleaned up really nice and even washed the linens that she used so I didn’t have to do that when we come back.”
“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.”
About: I’ve taken care of all types of dogs for as long as I can remember. I grew up with a Maltese and Shih Tzu, and now I’m the proud mama to my big AmBully, Captain! That being said, I have experience with dogs of all sizes ranging from the tiny guys to the big dawgs and all age ranges. Additionally, I’ve worked with highly experienced trainers in the past with my pup Captain so I’ve gained knowledge that is transferable to all dogs. I love dogs more than most so I can assure you your pup will be in the best, most caring hands possible! Feline friends are always loved and welcomed as well. While I’ve never had any of my own, I’ve had many friends with cats and I love them just the same! My special interest is bully breeds (I’m totally not biased at all!) and especially older pups and pitties. I am also able to lift over 80lbs, so if your furry friend needs a lift I can make it happen. I have a flexible weekly schedule that allows me to care for your pets as needed and maintain as much of their regular routine as possible. I provide care based on the clients wishes! However you normally care for your pet I will continue that for you. If your pet needs crated, I’m happy to do so. If there are specific areas they aren’t allowed, I’ll make sure they stay out! If you have a specific place you like to walk, let me know and we’ll go! You tell me and I’m on it. I’m huge on pet safety and respect, especially when it comes to being outside. When walking, I’ll always keep them away from the road and from other dogs and humans that pass by. If there are any other things to be aware of (i.e. scared of bikes, likes to chase squirrels, etc) please let me know so I can be extra alert!
About: The best times in my life have been spent giving love and care to animals. Being unable to house my own dog (per the rules of my residence) I crave the time I get to spend providing for the wonderful dogs in my community. As you can see in my testimonials I have years of experience with dogs of all ages and stages and love my clients like their my own. I work an office job part time and fill as much of my spare time as possible with animals! I pet sit overnight, for long stays, and do check ins / walks as needed. I will follow your lead on safety practices for your pet however, I generally keep dogs on a leash outside of the home and limit their interactions with unfamiliar animals to err on the side of caution.
About: I have grown up around and taken care of my own and friends dogs over time. Always have had a love for dogs; I have never hesitated to care for the pets of my friends when they are in need of care. I am an online student and a volunteer at my church that has a very flexible schedule. I have reliable transportation and punctual. I am able to provide care for pets throughout my day and week. Regardless of the service I see to it that they have proper care with not only the basics of food water and bathroom/walks. I also love to play with them and make sure they are socialized and not feel so lonely when their owner is gone.
About: Responsable, caring trustworthy honest. Dog lover. I have the flexibility to do and complete all your needs, feeding visits walks park play and much more Im currently working from home and have flexible schedule to take care or walk at your convenience Can also do weekends and feeding visits as you need. I have a back yard, and the space to take care of your furry baby. Also have a crate it needs I can board more Then 1 dog at the time
“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!”
“Kris and Angelica were very attentive to my pups and were in constant communication throughout their stay. They sent lots of photos, took good care of our two dogs, and were very respectful to our home. We are looking forward to booking them again!”
About: My name is Katiana Thoby and I have been dog sitting since 2017. I am able to watch your cute pets any time of the week (unless the day is marked off)! You will love my patience, kindness, and affection towards the dog. I've watched my friends' dogs before and learned how to work with them and take care of them properly. I enjoyed playing some games like fetch and running around with them. Since my parents don't like animals, I can't have my own dog. When I have my own house, I want a dog of my own so this will be a good experience for me. Thank you and I hope to work with you soon.. I am currently working full time so I will be available to dog sit on the weekends or tuesdays after 5:30pm! Just let me know in advance and I can open a booking for you. I will be available on some holidays but I will let you know in advance! Please make sure to book at least two days in advance. That way, I can make sure I don’t have any other appointments that day. I may accommodate some last minute bookings if I am available the whole stay period. Most of the time, they stay indoors and I attend to them as much as possible! They will be fed on the times provided and well taken care of! If you would like me to provide a bath as well, please let me know. I love playing with them so I usually bring your pets to the park as long as the owner is okay with it (also provides a leash)!
The median cost per night for house sitting in Wilton is $65
Pet parents share their Rover experiences - Wilton
Nicky stayed at our house for five nights to take care of our senior dog and very skittish cat. She was wonderful! I received daily updates, both messages and photos, and she left our home impeccably neat. Our cat is extremely shy yet after the first day she begged Nicky for treats! Both animals were calm and happy when we returned from our trip and from details that Nicky told me afterwards, I can tell that they were well taken care off. It's obvious that Nicky is a big animal lover and also knows how to conduct herself around them (for instance just being a calm presence around the cat & not crowding her). We will definitely book her again! Thank you, Nicky!
We are so glad that we found Nicky! She took such good care of our 5 furry babies. You could tell how much she loves animals, our pets were so relaxed when we came home and I love how calm she is! We will definitely book Nicky again and we can highly 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.
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 - Wilton
Select a filter and find qualifying sitters offering house sitting.Sitters in Wilton average 3 repeat house sitting clients
FAQs for House Sitting - Wilton
Frequently asked questions about Rover
The average cost of House Sitting in Wilton is $57 per night as of November 2026. Most bookings cost between $30 and $78 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 November 2026, there are 2,962 sitters on Rover offering House Sitting across Wilton. 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 Wilton 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 Wilton 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 Wilton 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 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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 Wilton. On Rover:
- 90% 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.
Connect anywhere with the Rover app
