House Sitting Westport
Find a loving house sitter to watch over your pets and your home.
Over 68 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.
“Kim was absolutely fantastic! So considerate, responsible, and communicated with us throughout her stay. She was so caring and thorough with our dog and our home. We appreciate such a wonderful caregiver!”
“Destiny was fantastic! She accepted our request on short notice and was amazing with our new puppy and older cat. She was very communicative, responsive and sent lots of pictures. We will definitely reach out to her again and recommend her highly!”
“Oscar stayed at our home for five nights while we were away. He was respectful of our house, reliable, and took good care of our dog. Our dog enjoyed spending time with him, and we returned home to a relaxed and happy pet.”
“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.”
“Hillary did a great job taking care of Mipha while we were away. She was communicative throughout the entire stay, keeping us updated and giving us total peace of mind. We came back to a happy, well-cared-for pet, and the house was left in great shape. We would gladly recommend her to anyone looking for a trustworthy pet sitter.”
“We are so thankful we found Valeria to stay with our precious Chancey shortly after we moved to our house. She was clear, organized, stuck to our usual schedule and sent frequent detailed updates with photos 😍. It is clear that she is very experienced with dogs and training. Thank you so much Valeria!”
“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!”
“We had a great experience with Alexis this past weekend! She was friendly, reliable, and communicated with us consistently throughout the stay, which gave us peace of mind while we were away. Our dog was clearly well cared for and happy when we returned, and it was reassuring to know our home was also in good hands. Everything was just as we left it. We would absolutely recommend her to anyone looking for a trustworthy and attentive sitter!”
About: Having an anxious & very needy dog myself, I’ve been in the position where I’ve had to vet (no pun intended) boarding facilities and dog sitters. Unfortunately, each time I’ve left with sub-par experiences. For me, when I part with my pup, a place for them to stay is bare minimum! I want my baby to have their own vacation! I want them to be attended to with the best of care. Think: All inclusive spa resort but for your furry friend. At this Doggy Oasis, there is endless enrichment, attention, play, and pampering for them, so that you can have the peace of mind you’ve been looking for. I am a part-time student taking classes locally on weekends. To afford school, I am looking to start a small dog boarding business. This leaves my week open, and ready for your pup! Lucky for your pooch, I keep a very clean, tidy & "dog proofed" home. 🐕 All human food hidden. 🐕Back yard fenced in. 🐕My dog will always be there and he is very well behaved with other dogs.
“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!”
“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!”
“Penny was amazing! We were in town for a wedding and needed a sitter for our beloved Toby last minute. She immediately responded, came to meet him and she was on time. She was professional and flexible. Toby loved her. We highly recommend Penny.”
About: I’ve taken care of elderly dogs that required medication multiple times a day, reactive dogs, and very large dogs. I don’t mind working with challenging dogs. I’m currently in school to be a vet tech so I will be unavailable wednesdays. Other than that I have an open schedule. Prefer 1 week notice. I can do whatever the client needs including walking, feeding, administering meds (including topicals and injectibles) and I have absolutely no problem playing with your pup all day.
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
“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”
The median cost per night for house sitting in Westport is $68
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 of House Sitting in Westport on Rover is $91 per night as of October 2026. Most bookings cost between $64 and $97 per night. 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 October 2026, there are 2,984 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.
<b>Tip:</b> 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 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 Westport. On Rover:
- 92% 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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