House Sitting Fairfield
Find a loving house sitter to watch over your pets and your home.
Over 40 pet parents in Fairfield have booked house sitting
Fairfield, 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.
“Samantha is amazing! She's very responsive, attentive, and took great care of our puppy, Gracie. She asks questions and makes sure she understands how best to take care your pet. We knew we were leaving Gracie in very capable hands. It was also clear how much Gracie loved her time with Sam!”
“My puppy had a wonderful overnight stay. He met Kim for a meet and greet and didn’t wanna stop playing with her. During his stay, Kim kept me updated with pictures and texts about my puppy. She left the house perfect! Would 100% use her again.”
“Kim did a fabulous job house sitting for our cat. She gave her lots of love and attention and took great care of her. I was very relaxed while away knowing that our Bunny cat was in good and reliable hands!”
“Valeria stayed with our Chancey for a full week. She sent frequent updates of their walks and play together. Apart from taking such great care of Chance, she communicated very well when there was an issue with our ACs. She also went above and beyond to ensure we returned to a tidy house. Thank you Valeria, we are lucky that we can count on you with our fur baby 🐕.”
“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: 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!
“Hannah was super sweet and took great care of our pup! Communication was excellent throughout, and we felt very comfortable leaving him with her. We’ll definitely book with her again!”
About: I’ve had the joy of caring for a wide variety of animals throughout my life—including dogs, cats, and reptiles. Growing up in a home full of pets taught me the importance of patience, responsibility, and understanding each animal’s unique personality and needs. Whether it’s a playful pup, a shy cat, or a curious gecko, I truly love all animals and take pride in providing attentive, compassionate care. I treat every pet like they’re part of my own family, and their safety and happiness are always my top priorities. I’m available full-time for pet care, with a flexible schedule that allows me to be there when you and your pets need me most—whether it’s daily walks, drop-ins, or extended stays. As a current dog owner and an active individual, I naturally incorporate walks, playtime, and outdoor adventures into my daily routine. I enjoy hiking, going to the gym, and staying on the move, which means your pup will get plenty of exercise and stimulation. Alongside my love for animals, I work as a artist, which gives me the flexibility to manage my time well and be fully present for the pets in my care. I understand the value of trust and reliability—both in real estate and in pet care—and I bring that same level of professionalism and dedication to every pet I look after. Your furry friend will be treated like family, with plenty of love, attention, and activity tailored to their needs. While I don’t have a fenced-in yard, I live in a very dog-friendly area with several parks nearby that I regularly visit with my own dog. I love being outdoors and make it a priority to give dogs plenty of time outside for exercise, enrichment, and fresh air. I also have a spacious SUV that’s perfect for safely transporting dogs to local hiking trails and nature spots throughout Fairfield and neighboring towns.
“As always Rose took exceptional care of Monty, alerting me to all concerns and updating me regularly with texts and pictures. Once again I highly recommend Rose. You won't find anyone more concerned with the well being of your furry family member!”
About: Between 10 years of fostering dogs and assisting with Rover boarding, I’ve worked with a wide range of breeds, temperaments, and energy levels. This background taught me how to read body language, introduce pets safely, and help new or nervous dogs settle comfortably into a routine. My hands-on experience covers everything from puppyhood to the golden years. Having raised and trained my own dog from a puppy, I am very comfortable with early training foundations, structure, and positive reinforcement. I also have extensive experience caring for senior dogs, administering medications, and managing attentive post-surgery recovery care with a gentle, patient approach. I treat every dog with the same dedication, comfort, and safety-first mindset I give my own. You can always count on prompt communication alongside frequent photo and video updates throughout the day, so you have complete peace of mind while you’re away. Because I work part-time at Fairfield University, I have a ton of flexibility throughout the week. My Fridays through Mondays are completely open for house sitting and extended visits, while my mid-week schedule is easily adaptable for walks and drop-in check-ins. Pet care is a genuine priority in my day rather than something squeezed in. When I am caring for your dog, their daily rhythm for walks, meal times, play sessions, and plenty of cuddle breaks comes first. Your pup will get consistent company, regular potty breaks, and lots of dedicated attention. When caring for pets in your home, my top priority is keeping their normal routine as seamless and stress-free as possible. Staying in their familiar environment keeps anxiety low, so I strictly follow your specific feeding times, walking routes, and house rules. Safety and trust always come first. On walks, I keep dogs securely leashed and stay alert to our surroundings. In your home, I make sure doors and gates are properly secured, keep anything dangerous out of reach, and treat your living space with complete respect. You can always count on regular photo and video updates so you know both your pets and your home are in dependable hands.
“Olivia followed all of the instructions and Bella was happy and well cared for during our absence. She sent pictures and kept us well informed during the week and she went above and beyond what was expected of her.”
“We hired Jocelyn to housesit our dog Arthur and she was fantastic! She was a great communicator from start to finish, sent us lots of photos, and went the extra mile to ensure he was well taken care of during our trip. She also left our house exactly as it was when we left and was a gracious guest. We would absolutely book her again!”
“Betsey was the perfect match for our puppy! She did a meet and greet and then came back again once more to get the lay of the land before the over night with our baby. Booked her for a big upcoming trip and more to come!”
About: As a school teacher, I bring patience, structural routines, and high energy to dog care. I have lived with dogs, dog sat for various breeds, and love being around them. Whether your pup is a high-energy athlete who needs a long cardio walk or a gentle soul who just wants to curl up on the couch, my calm temperament helps dogs feel completely safe, secure, and relaxed in my care. Cat Care Expert: Six years of hands-on experience managing everything from playtime to specialized schedules for my own two cats. Dog Sitting: Experienced with various dog breeds, sizes, and temperaments, ensuring they stay happy and active. Teacher Instincts: Natural caregiver, highly responsible, punctual, and excellent at following precise routines or medical instructions. Trusted by homeowners to maintain a clean, secure house while providing dedicated, overnight pet care. Being that I am a teacher on summer break, I have a lot of time to care for your home environment and pets!
About: From puppies, to kittens, to lizards, I’ve been surrounded by animals for my whole life. I’ve always had a love for dogs! From playing to cuddling, they’re overall the best! I’m in my second year of PA school and I live at home with my parents and 3 siblings, we all love animals and spend time with the pets we pet sit! I have a fenced in yard with tons of space and live at the end of a quite street, if you’re pet does not do well with other pets that’ll never be a problem since there are no other dogs being walked on our street.
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’ve been around dogs for most of my life and have experience caring for dogs of different sizes and personalities. I’m comfortable with feeding, walks, playtime, bathroom breaks, and giving them plenty of attention and affection. I understand how important it is to follow each dog’s normal routine and make sure they feel safe and comfortable while their owner is away. I’ll care for your dog like they’re my own! My schedule is pretty open, allowing me the flexibility to be available almost every day for walking pups and providing them with the exercise and attention they need. I prioritize safety, build trust with pets, and create a comfortable environment whether caring for them in my own home or at the client's home.
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.
The median cost per night for house sitting in Fairfield is $65
Pet parents share their Rover experiences - Fairfield
Alexis took great care of our golden retriever. She made sure he got plenty of exercise. We received daily pictures and videos of Jaeger enthusiastically playing outdoors and on walks. She also brushed him regularly- his coat was knot free and flowy after his week with Alexis. Jaegy was happy and energetic when we got home. We will definitely hire Alexis again!
Caitlin took excellent care of our baby while we were on vacation. She updated us every day with photos and videos and we could tell that Luna was having a great time. Caitlin also cleaned our apartment (which she did not have to do) so when we got back we could relax. I highly recommend Caitlin for all of your pet sitting and walking needs. She is an absolute pro and we feel so lucky to have found her!
This was my first time ever having someone housesit, and Oscar completely exceeded my expectations! My booking was very last minute, and he was more than willing to take on my request with such little time to prepare. He was incredibly quick to respond, always willing to answer any questions I had, and made me feel so comfortable leaving my dog in someone else’s care. My dog is usually super nervous around new people, so I was especially worried about leaving him with someone he didn’t know. Oscar went above and beyond by taking the time to meet him beforehand and get to know his routine, which made such a difference in helping my dog feel as comfortable and safe as possible. He was so patient and caring with him, and it was clear that he genuinely cared about making sure he was happy and well taken care of. Throughout the stay, Oscar was also great about sending updates and pictures, which gave me so much peace of mind while I was away. I always knew how my dog was doing, and it made the whole experience so much easier for me. I will definitely be a returning customer! If anyone is looking for someone who is respectful, patient, reliable, communicative, and genuinely loves what they do, I would absolutely recommend booking with Oscar. I truly couldn’t have asked for a better first housesitting experience!
Eloise was outstanding! Not only was this our first time using a pet sitter App, but it was only the 5th time we’d left our almost 5 year old pups for the night. We had relied on a family member or friend in the past, but none were available for this date. We found Eloise on Rover and could not be more thrilled! She was super with our pups and is very knowledgeable about pet care. She is a kind, thoughtful and genuine person and was respectful of our home. I was nervous prior to leaving, but Eloise sent me pictures of the pups and gave me an update and I didn’t give their care another thought the rest of the time away. We look forward to having her sit for us again and would absolutely recommend her!
Hillary took amazing care of our two dogs for a week and a half while we were on our honeymoon, and we’re so lucky to have her. She is extremely communicative, thoughtful, and caring to our dogs. She leaves no stone unturned and always follows care instructions.
We were extremely satisfied with Sam’s care of our 15-month-old Chihuahua, Max. He is very active and requires a lot of attention, and I left Sam with quite a few notes about his care, including administering his ear drops. She followed everything perfectly and took excellent care of him while staying in our home. Sam was responsible, attentive, and clearly wonderful with Max. She also left our home absolutely spotless, which we really appreciated. We will definitely be rebooking her services and highly recommend Sam to anyone looking for a trustworthy and caring pet sitter!
Our first and certainly (hopefully!) not last experience with Claire was wonderful in every way. From start to finish, she was polite, friendly, communicative, and responsive. She went out of her way to make sure our senior pup got the exercise and special attention she needed during our week away from home and provided regular and thorough updates. Any pup would be incredibly lucky to be in her company and care.
Katie was amazing with our highly active Australian shepherd and senior cat. She their food and medications instructions perfectly and took our dog on long walks every morning. She is punctual and super tidy, leaving our house just as we had left it. It’s obvious that she truly loves animals and goes above and beyond to make them feel cared for when their families are away!
Chloe was awesome and Mr.Wingman and lil Stu couldn't stop raving abiut how nice she was. Stu went on walks and was fed a couple times a day and Mr.Wingman had new water and food each day too. Chloe sent us pics so we could keep in touch and everything was great. Highly recommend leaving your best friends in he care.
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 - Fairfield
Select a filter and find qualifying sitters offering house sitting.Sitters in Fairfield average 3 repeat house sitting clients
FAQs for House Sitting - Fairfield
Frequently asked questions about Rover
The average cost of House Sitting in Fairfield is $55 per night as of November 2026. Most bookings cost between $37 and $97 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 2,696 sitters on Rover offering House Sitting across Fairfield. 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 Fairfield 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 Fairfield 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 Fairfield 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 Fairfield. 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
