House Sitting Westport
Find a loving house sitter to watch over your pets and your home.
Over 72 pet parents in Westport have booked house sitting
Westport, 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.
“Destiny was a great sitter for my aging pup. She kept me well informed as to what they were doing, her walks, play and rest. She followed my instructions, sent photos and responded to any questions I had while away. My house was clean and well cared for, too. My dog, who usually gets very sad when I'm away, was happy and her regular self when I returned. I would definitely recommend!”
“Christina was wonderful! My pup had an unexpected eye injury before we left town and that required drops twice a day, and she handled the added responsibility like a champ. She was patient, willing, and successful with the drops, which gave me tremendous peace of mind. She also sent photos and regular updates throughout the stay. Christina is kind, caring, mindful, and clearly attentive to the pets in her care. I would absolutely trust her to watch my pets again and look forward to working with her again soon.”
“Charlotte was absolutely wonderful with my dog Lily. She really helped me when I was in a pinch and was super responsive and kind. Would definitely leave Lily with her again!”
About: Growing up with cats and various household pets, and loving dogs all my life has lead me to care and appreciate pets into my adult life. Looking to take care of the ones who love us the most for you. I am currently a full time music educator during the weekdays so I am available after school to walk and pet sit on an hourly basis. On Fridays and weekends I am also available for over night care as needed. In your home I will abide by all rules and routines you may have already. I can also ensure consistent care and attention to your pet’s needs.
“Tatiana looked after our dog Delilah whilst we were in England for a week. She did a truly wonderful job- taking great care of Delilah and of our house and kept in touch with the loveliest photos and videos. I cannot recommend her highly enough.”
“Hillary was awesome! I’ll definitely be booking her again. She was very communicative and sweet to my dog Misu. During our meet and greet, she also really took the time to get to know my dog and ask about his needs.”
“Oscar is so responsible and is a hard worker. He shows up on time and will text and communicate and follow thru on your instructions. I highly recommend him. My grand dog Koda was very comfortable with him in the house.”
“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 🐕.”
“She stayed at my house and took care of my dog she did a fantastic job! I am so pleased with her! She made sure she didn’t leave a mess in my house and took pictures of the dog all the time it was great I am so pleased I would definitely use her again”
“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!”
“Kenisha is the sweetest, most thoughtful soul who gives you peace of mind and goes out of her way to be helpful. Thank you for making it possible for me to enjoy my wedding Kenisha!”
“Katie was AWESOME!! She was extremely professional and our family fell in love with her right away...especially our dog. She sent us pictures and videos while we were away and we were stress free during our vacation knowing that our dog was in great hands. We are definitely going to book with Katie again!!!!”
“Wendy was fantastic! She watched our two large hounds for seven hours and took incredible care of them. She was responsible, caring, and kept us fully in the loop with texts, updates, and amazing photos. We felt totally at ease knowing they were in such great hands. Highly recommend!”
About: I’ve taken care of Cats and Dogs growing up. Some of my best memories came from my Yorkie-Terrior named Billy and Beagle named Ruby. Bonding with your pets is such an invaluable experience that can be life-changing for all those involved. Currently between jobs, searching for part time work. I’ll have loads of time to provide quality care for your precious pets. I’m available for House Sitting, Drop-In/Out visits and Walks. :) I follow instructions listed by each client to the T. I take my time to read carefully written instructions. I may ask for clarification on any request, solely to ensure I know the best way to properly look after, walk and take care of each pet, (family member,) as if they were my own.
“Katherine is amazing! She is a loving caregiver who immediately bonded with my cat and my dog. My cat is often wary, but could immediately sense her loving presence. Katherine is also incredibly responsible, mature and responsive - from responding to texts, understanding my needs, and leaving my house in better shape than she found it. It is a gift to find someone who allows me to relax and not worry about a thing while I’m away - that is my experience with Katherine!”
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 am currently a pet care specialist! I grew up taking care of dogs,cats,Guineapigs, hamsters, birds and more I always helped take care of my neighbors cats and dogs I honestly loved it ! I am honestly working full time but i usually always have time after work , take care of my babies first and then come and help I have a huge yard, 2 dogs , 4 cats , 1 Guinea pig, and 2 birds, but if needed they will be in separate rooms
The median cost per night for house sitting in Westport is $65
Pet parents share their Rover experiences - Westport
Kim was absolutely wonderful! She stayed in our home with our dog, Lucy, for two nights, and we felt completely at ease knowing our girl was in such good hands. We really appreciated that she stayed with Lucy the entire time and followed all of her usual routines. Kim was very respectful of our home and left everything spotless. We came home to a happy, well-cared-for dog, and couldn’t have asked for more. We would love to have Kim stay with Lucy again!
Charlotte was great! Our dog Roman is extremely nervous and picky about meeting new people, and she was more than willing to meet beforehand to ensure things went smoothly. She gave regular updates with photos and followed all of our instructions exactly. Would 100% book her again!
After communicating with a few different housesitters on this platform, Katlyn seemed to be the most responsible and reliable one. She was very friendly, easy to talk to and Jäger took to her immediately. We felt comfortable leaving her in our home to take care of our 8 year golden retriever for a little over a week. Katlyn texted and sent pics every day- they hung out at the house, played in the yard and went out for walks/hikes. Pics were great- brought a smile to our face every single time:) Katlyn was also very accommodating with a few little changes in the schedule. We felt very fortunate to have her care for our home and our dog. Will definitely like to hire her again in the future! Val Schuermann
I am incredibly grateful to Stephanie for taking such wonderful care of my dog (Marco) during e two and a half week that she stayed at my house. She was attentive, responsible and compassionate, especially in managing his medical concerns with great care and diligence. Stephanie not only took well care of Marco but also my home was well looked after. I highly recommend her for anyone seeking a trustworthy and loving pet sitter.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Westport
Select a filter and find qualifying sitters offering house sitting.Sitters in Westport average 3 repeat house sitting clients
FAQs for House Sitting - Westport
Frequently asked questions about Rover
The average cost for House Sitting in Westport on Rover is $90.95 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 3,009 sitters on Rover offering House Sitting across Westport. 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 Westport 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 Westport 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 Westport choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Westport. On Rover:
- 91% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 97% 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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