House Sitting Old Greenwich
Find a loving house sitter to watch over your pets and your home.
Over 13 pet parents in Old Greenwich have booked house sitting
Old Greenwich, 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.
“We had such a great experience with Dana. She was attentive, responsible, and kept us updated while we were away, which we really appreciated. Our pets were happy and well cared for, and our home was in perfect condition when we returned. It made traveling so much less stressful knowing everything was in such good hands. Highly recommend Dana!”
“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!”
About: What sets me apart is the genuine care and attention I give every pet. I’m an animal lover who understands that every pet has their own personality, routine, and needs. My goal is to make them feel safe, comfortable, and loved while you’re away. I’m reliable, patient, and committed to following your pet’s routine, whether that means walks, playtime, feeding, medication, or extra cuddles. I’m comfortable caring for dogs of all ages, from energetic puppies to senior dogs who need a little extra patience and care. I’ll also keep you updated with photos and messages so you always know your pet is happy and in good hands. I treat every pet like they’re part of my own family. I’m currently part time working! Pet care fits naturally into my daily routine because animals are a big part of my life. I make time each day for feeding, playtime, walks, attention, and making sure pets feel comfortable and cared for. Since I have two cats of my own, I understand the importance of keeping a consistent routine and providing companionship, even when owners are away. I’m able to incorporate pet care into my schedule by dedicating time for visits, walks, check-ins, and giving each pet the attention they need. I enjoy spending time with animals and love being able to provide reliable, loving care for pets and peace of mind for their owners. I care for pets by creating a safe, comfortable, and loving environment while respecting their normal routines. In a client’s home, I make sure to follow their instructions closely, including feeding schedules, medications, playtime, walks, and any special needs their pet may have. I understand that pets feel most comfortable when their routines stay consistent, so I do my best to make the experience as stress-free as possible. If caring for pets in my own home, I provide a clean, calm space where they can feel comfortable and receive plenty of attention, affection, and care. Whether at my home or a client’s, I treat every pet like they are my own and make sure they feel safe and loved.
“We couldn’t have asked for a better dog sitter! Leaving our two dogs with someone else always makes us a little nervous, obviously! They are our babies! From the moment we met Dagmar, we felt completely at ease. Our dogs were treated like family. She kept us updated with messages/photos. She made sure both pups were happy, comfortable, and loved while we were away. When we came home it was obvious our dogs were well cared for, and clearly adored their time with her. It’s such a relief finding someone trustworthy, attentive, and genuinely caring. We are beyond grateful and will absolutely be using Dagmar again in the future. Highly recommend to anyone looking for exceptional care for their pets!”
About: I have taken care of all sorts of dogs—young, old, big, small, pullers, you name it. I will take care of your pets as I do my own. I work from home, so I’m available around the clock for taking care of your pets. I live in the Fairfield County area, so I’m available to help you out with your pets! I live in a house with roommates, but I have a floor to myself. I have a cat at home, so I can provide a feline companion during boardings.
“Aaliyah was wonderful! She stayed in our home with our 6 month old puppy for a week while we were away. Pepper loves her and Aaliyah stayed in constant communication with us while we were gone. She sent us updates and photos everyday. She was also extremely respectful to our home and we will absolutely use her again.”
“Nina did SUCH a wonderful job stepping in last minute to watch my pups! Attentive and responsive; everything a pet owner needs to have peace of mind when being away from their dogs! So grateful for her kindness and great level of care she provided to my pups. Thanks again!!”
“Dan did a very good job watching my son’s dog and our cat and home. My son’s dog, Lani, became sick late one evening. Dan took the initiative to take her to the vet to make sure she was ok. Lani needed some medication and is now on the mend. I would certainly recommend Dan to dog and house sit.”
“We felt very safe and comfortable leaving our girl with Nicole for the weekend. She sent updates every day and let us know when she ate her medication every time. Will definitely rebook!”
About: I have had a dog myself for 10 years now and he has been a blessing for me to really learn how dogs think. Being able to take of him for the last 10 years has given me the experience I need to be able to take care of your pet as well. I currently work full time but I do have the flexibility to go and check on your pet during the day if you are local to me or else I am free after 4pm during the week. I am also free on the weekends from 8am - 8pm. I would also be available for overnight boarding at your home. I always make sure they feel safe, loved and comfortable in their familiar environment. I stick closely to their normal routine, including feeding times, walks and playtime and any specific care instructions you provide as I know that some dogs are very sensitive to any change. I can also provide daily photos or videos so you know they’re happy and well cared for while you’re away.
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.
About: I have experience caring for dogs and cats of all ages through walks, drop-ins, and overnight stays. I’ve cared for my own two family dogs as well as pets for multiple families, so I’m comfortable stepping into different routines and environments. I also worked in an emergency veterinary clinic in an administrative role, where I was around a wide range of pet personalities and situations. That experience helped me better understand animal behavior, stress signals, and the importance of clear routines and communication between owners and caregivers. I’m reliable with following instructions closely, including feeding schedules, routines, and administering medications when needed. I understand how important consistency is for pets, especially when their owners are away. My approach is to match each pet’s energy—whether that means calm companionship or active play—while making sure they feel safe, comfortable, and cared for. My goal is always to maintain their normal routine as closely as possible so they feel at ease until you return. My schedule is built around a full-time job, working Monday through Friday from 7–4. I’m available early mornings, evenings, and have the most flexibility on weekends. I can occasionally do midday check-ins depending on my workday, and I’m open to walks, drop-ins, and overnight stays. I’m reliable and do my best to accommodate requests with some advance notice. My goal is to provide consistent, dependable care that fits smoothly into both my schedule and your pet’s routine. I prioritize each pet’s safety, comfort, and routine while caring for them in the client’s home. I follow all instructions closely, including feeding schedules, walk routines, and any specific care guidelines to keep pets consistent and comfortable. I’m respectful of the home and make sure everything is kept clean, secure, and as I found it. I’m very mindful of doors, gates, and leashes during walks and visits to ensure pets are always safe. My approach is calm and attentive so pets feel at ease while their owners are away. My goal is to provide dependable care and give owners peace of mind knowing their pets are in good hands.
About: I've taken care of all kinds of animals for over 15 years, including my own. An animal lover to the core, I will bring love and care to your furry children. I have a very flexible work schedule so I can always work with you to be available at a time that is convenient to you Either in your home or my own, I strive to maintain professionalism as well as truly caring for the wellbeing of the pet and making sure they are taken care of and comfortable
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.
“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 several years of experience caring for both pets and children. While working as a nanny for multiple families, I was also responsible for their dogs, making sure they were well-fed, exercised, and happy. This gave me hands-on experience with daily walks, playtime, and maintaining routines. At home, I am a proud cat owner, so I also understand the unique needs of cats and how to provide them with the right care and attention. I am patient, responsible, and truly enjoy spending time with animals, whether it’s walking a dog, keeping a pet company, or making sure they feel safe and comfortable while their owners are away. have a very flexible schedule. Sunday Mondays and Tuesdays I am super available. Most mornings before 10 am I’m free and I sometimes work from home. My schedule is adjustable, I can often adapt to different needs during the week. The care I provide always depends on each pet parent’s instructions, since every animal has unique needs and routines. I make sure pets feel safe and comfortable by giving them regular walks, fresh food and water, playtime, and lots of attention. Safety is always my first priority whether that means keeping doors secured, watching carefully on walks, or following special feeding instructions. I also keep the home environment tidy and respectful, so pet parents can feel fully at ease while they are away.
About: I’ve been an animal lover my whole life, and I’ve had the joy of caring for just about every kind of pet you can imagine- from puppies and cats to reptiles and horses! I truly love getting to know each pet’s unique personality and making sure they feel happy and cared for. I have experience with obedience and potty training for puppies (lots of patience, consistency, and praise are key!), and I’ve also worked with senior and special needs dogs who need a little extra TLC. Whether it’s sticking to medication schedules or adjusting to their pace, I make sure they always feel comfortable and supported. From playtime and walks to cuddles and clean-up, I bring plenty of energy, compassion, and attention to detail. No matter the species, I have love to go around! I currently work from home, which gives me the flexibility to fully integrate pet care into my daily and weekly schedule. This means I can adjust my routine to accommodate walks, feedings, playtime, or any special needs a pet may have. I’m able to provide consistent attention throughout the day, whether it’s short check-ins, extended play sessions, or administering medications on a strict schedule. Being home allows me to be present and attentive, creating a stable and reassuring environment for pets, and ensuring that their needs are always met without feeling rushed or overlooked. My goal is always to keep pets as comfortable and secure as possible while their owners are away. I do my best to maintain their normal routines—whether that’s feeding, walks, playtime, or bedtime—so they feel consistency and familiarity even in their owner’s absence. I understand that being cared for by someone new can sometimes bring on a bit of anxiety, so I focus on creating a calm, reassuring environment and giving them plenty of love and attention. This helps make the transition smooth, and ensures each pet feels safe, cared for, and right at home.
About: I was born and raised in Fairfield county and I have always had pets! As a pet parent myself I understand the needs and requirements necessary for you to feel comfortable having someone care for your pets while you’re away from home. I love animals with all my heart, you deserve to have someone who will go above and beyond to ensure your animals are well taken care of. I am very active and enjoy being outside as much as possible. I have a lot of experience with both large and small dog breeds. I have experience with special needs cats and dogs and medication administration. I have a flexible schedule and work mainly from home because I am a small business consultant. If you have any questions or would like additional references I can provide them. I look forward to speaking with you soon! I have my own dogs Milo and Mandy and my cat Oliver, I have a flexible schedule, pet care is my main job so I have open availability. Your pets will only get the best possible care. As a pet owner myself I understand the importance of having a trusted sitter. Your animals will get all of the best play time, walks, bonding and affection! Any care details, timelines, specifics that your pet may need I will be happy to provide.
The median cost per night for house sitting in Old Greenwich is $60
Pet parents share their Rover experiences - Old Greenwich
Allison did a great job taking care of our senior dog, Bob Barker. It was our first time working with someone through Rover, and very happy we did. She stopped by to meet him before our trip and walk through his routine, then communicated with us during the trip. Bob and the house were in great shape and we look forward to booking with Allison again this month when we're out of town for another weekend.
After a last minute cancellation Crystal came in like a super hero! She had valid concerns with our older girl and worked with us via messenges to make sure she eats. Handled all the extra care of 3 dogs and one with many health issues. Had a few other thing pop up and she handled like a pro. 10/10 would recommend and if needed I will get her again!!!
Janine was the BEST! She took excellent care of the dogs - she genuinely loves dogs. I hate to leave my dogs with anyone, but they are so happy with Janine it made my trip possible. I didn’t worry for a second. She also took excellent care of the house. I will only ever leave them with Janine from now on.
Nicole did an amazing job at watching our dog Georgi overnight in our home. It was our first time leaving him overnight and we felt completely comfortable and at ease knowing Nicole was there with him. She communicated a lot throughout her time in our home with how things were going and included many pictures. She was polite to our space and kept it clean when she left. We would definitely recommend her and will be rebooking in the future!
Matt cared for my 10 month-old puppy this past weekend, and was absolutely incredible. He was kind, communicative, punctual, and took great care of my (high energy!) pup and of our home. I highly recommend working with Matt if you’re looking for someone to look after your furry friend. He’s wonderful!
Leca once again took excellent care of our cat and home. Our shy girl warmed up SO quickly thanks to Leca’s cat whisperer energy and therefore was able to enjoy lots of pets, brushing sessions, and playtime. Leca went above and beyond by watering our outdoor plants every day so our tomatoes didn’t die in the hot and humid weather. She is all-around an excellent sitter whom we recommend highly!
Emma was fantastic to work with from start to finish. We came home to find the house exactly as we left it, and she sent plenty of updates with pictures throughout our stay, which gave us so much peace of mind. She was incredibly responsive and responsible the entire time. We had zero hesitation leaving our girls in her care, and it was clear they made a new friend — they were so happy with her. Highly recommend!
I am simply amazed at the care that Chris gave to my 2 havanese dogs and 2 kitty’s. It was beyond my expectations. Not only is he a fabulous person himself but he takes care of not only your pets but your home as well. Five stars does not explain his level of service. 10000 out of 10. Chris is truly one of a kind. He is simply fantastic ❤️
Hallie is THE BEST! This is my second year in a row that Hallie has taken care of my cat, Kimchi. She is extremely thorough, timely, and detailed with her updates and care. Having Hallie taking care of Kimchi is PRICELESS- I can really enjoy my vacation knowing that Hallie is taking excellent care. Thank you Hallie!
If you want to leave your dogs with someone and never worry at all about their mental well-being, their feeding needs, their exercise then you need to hire Jesse as your sitter. He's taken my care of my dogs for many days and I will say there is no better. Not only were my dogs, completely relaxed and happy, but my house was also immaculate and every instruction was followed to the tee, including the complicated medical things that one of my dog needs to have followed. Jesse is all around the best I've had!
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 - Old Greenwich
Select a filter and find qualifying sitters offering house sitting.Sitters in Old Greenwich average 3 repeat house sitting clients
FAQs for House Sitting - Old Greenwich
Frequently asked questions about Rover
The average cost of House Sitting in Old Greenwich is $52 per night as of November 2026. Most bookings cost between $44 and $87 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 13,085 sitters on Rover offering House Sitting across Old Greenwich. 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 Old Greenwich 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 Old Greenwich 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 Old Greenwich 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 Old Greenwich. On Rover:
- 85% of sitters can help with special care needs
- 90% can help with giving oral medications or injections
- 95% 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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