House Sitting Darien
Find a loving house sitter to watch over your pets and your home.
Over 95 pet parents in Darien have booked house sitting
Darien, 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.
“Hallie was fantastic with my boy, Mac! She kept him company at my house overnight and kept us updated through the night. Mac can be a bit difficult in the rain and Hallie kept him safe and sound haha!”
“Nicole did a great job pet sitting while we were out of the country for 5 days! We got updates throughout the time and our dog seemed happy and relaxed. We also came home to a spotless house which is an added perk. ☺️ thank you Nicole!”
“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!”
“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 is the 3rd time we have used Kenisha for pet sitting for our dog and cat. This trip was 2.5 weeks away and as always Kenisha was amazing. She takes great care of our girls and coming home to a sparkling clean house is an added bonus. Book her now!”
“Jessica was absolutely amazing at housesitting and taking care of our babies. She communicates wonderfully, sends tons of questions, is able to solve problems without freaking out, and doesn’t hesitate to let you know if things happen. We absolutely loved having her watch our dogs, it made going on vacation less stressful knowing they were with her!”
“Alexandra saved the day with taking care of our sweet 13 week old puppy Tony! She did an awesome job training him, keeping our home clean, and giving us the most precious updates all day. Definitely went the extra mile every step of the way. Could not recommend her enough!”
About: I truly understand dogs- their behavior, body language, and needs. I treat every dog based on what it is that they need and truly have a genuine love for all animals I currently work during the day but I get out early most days with a flexible schedule. I am very active and love going to new places I make sure that they are comfortable, and that I familiarize myself . I am Punctual, responsible, and considerate in other peoples homes. I make sure the home and the dog are taken care of
“Olivia was amazing with both of our animals! Sent a ton of pictures and even taught our puppy new tricks! She left our home super clean and was very thoughtful and accommodating overall. Will definitely use her again 😊”
About: I have a huge passion for dogs and know the struggle of work/life/pup balance. I have had two rescue pitties in my life and worked closely with dog trainers and skill classes to learn new techniques. I have two nephews and love to have them teaching dogs! I am self employed so I have a flexible schedule throughout the day, I also have the ability to work from home when needed incase I believe in positive reinforcement and also care. I have two nephews and I consider pets to be treated just like them! I will dedicate time to make sure the pets are acclimated to the environment
About: I personally have two little Shih-Tzu of my own and there really energetic, I love taking them to release there energy at the park, on me, with other dogs, on there toys, I love doing this with other dogs and having them connect with other dogs and nature is important! I am 20 years old, I live in White Plains NY I currently am a part time Server, I work nights mainly and have my morning until 4pm off. I am off Thursdays all day and Tuesday night Your pet’s safety and comfort are always my priority! I follow your instructions closely, maintain their feeding and walking routines, keep a clean and safe environment, and give them plenty of love and attention. I’m respectful of my clients’ homes and make sure doors, gates, and leashes are secure. I’ll also keep you updated with photos and messages so you can feel at ease knowing your fur baby is in good hands!
“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.”
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.
“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.”
About: I'm Steven, a former science teacher who turned a lifelong love of animals into full-time pet care. I've cared for my own dogs for years (John, a Yorkie, and Lucy, my senior Chihuahua) and have looked after friends' and neighbors' dogs, cats, and small pets for as long as I can remember. I'm Fear Free Certified and Red Cross Pet First Aid & CPR certified, and I'm fully insured and bonded. Teaching taught me patience, routine, and how to read what someone needs when they can't say it in words, which is exactly what good pet care takes. Every booking is handled personally by me, so you'll always know who's showing up at your door. I do this full-time, so your pet is a priority, not a side gig. For house sitting I keep your pet on their normal routine, same feeding times, walks, and bedtime, and I send photo and text updates throughout so you can relax while you're away. I follow feeding and medication instructions exactly (I give my own senior dog her meds on a strict schedule, so I take it seriously). Every booking starts with a free meet & greet so your pet and I are comfortable before anything is confirmed. Since I come to you, your pet stays in their own home, familiar surroundings, their own bed and yard, which keeps them calmest, especially seniors and anxious pets. I treat your home with respect: doors locked, mail brought in, plants watered if you'd like, everything left as I found it. I have two dogs of my own, John, a Yorkie, and Lucy, a senior Chihuahua, so I'm comfortable with everything from high-energy pups to gentle senior care.
“Josh did a fantastic job with my pups while I was away. He is experienced, reliable and is very caring and attentive to the dogs. I couldn't leave them to just anyone since one of my dogs has special needs and Josh made sure he followed somewhat complicated instructions for medication and feeding. I am grateful to have found Josh. I trust him implicitly and will ask him to come back.”
About: I've been a dog owner and lover for many years! You know that feeling you get when you pass a dog on the street, or see one with its head out of a car window, and you just want to give it all the love?? That's how I'll be with your four-legged family member. I'll love and care for your pups as if they were my own, and I'll keep you informed of everything that happens while you're away so that you don't have to worry. I work from home and have the freedom to spend as much time with any animal that I want. I have a dog of my own that I love and care for every day and I'll give that same love and energy to your dogs. I have experience caring for dogs with ambulatory challenges, eyesight challenges and strict diet/medication needs. I can carry your pup up and down stairs if need be as I’ve done this in the past, even with larger dogs. No matter what needs your pup has, I can take care of them. Leave your pups with me and they'll get the best care, paws down! My calendar is usually up to date and reflects my availability. I am pretty free and open most days. Just shoot me a message with any inquiries. I take the utmost care in my clients’ homes and treat them as if they were my own. I make sure things including leashes and toys are back where I found them if used. I also send plenty of pictures.
The median cost per night for house sitting in Darien is $63
Pet parents share their Rover experiences - Darien
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?
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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 - Darien
Select a filter and find qualifying sitters offering house sitting.Sitters in Darien average 3 repeat house sitting clients
FAQs for House Sitting - Darien
Frequently asked questions about Rover
The average cost of House Sitting in Darien is $67 per night as of November 2026. Most bookings cost between $31 and $94 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 4,412 sitters on Rover offering House Sitting across Darien. 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 Darien 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 Darien 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 Darien 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 Darien. On Rover:
- 88% of sitters can help with special care needs
- 90% 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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