House Sitting Head of Westport
Find a loving house sitter to watch over your pets and your home.
Over 13 pet parents in Head of Westport have booked house sitting
Head of Westport, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Jenna took excellent care of my cat Voodoo while I was away. She spent time with him daily and saw that he was well fed and kept him company. She is pleasant and professional. I would be happy to employ her again.”
“Sam did an amazing job taking care of our two pups while we were away recently for six days! She was so kind, attentive, and communicated with us the whole time, sending us updates and pictures. We will definitely have her over again in the future. Thank you again Sam!”
“Isabella was wonderful! She was kind, responsive, and very responsible throughout her stay. She kept us updated with regular messages, which gave us great peace of mind while we were away. Most importantly, she took excellent care of our dog, and it was clear our pup was happy and well cared for. She also left our home clean and tidy, which we really appreciated. We would absolutely book Isabella again and highly recommend her to anyone looking for a trustworthy and caring pet sitter!”
About: I’ve spent years caring for my own dogs and helping out with friends’ and family members’ pets. I’m very comfortable with daily routines like walks, feeding, playtime, and basic training reinforcement. I pay close attention to each pet’s personality and energy level and do my best to make them feel safe, relaxed, and cared for while you’re away. my dog struggles with anxiety, so I also have some experience dealing with that. I currently work part-time, which gives me flexibility and availability for pet care. I’m available on weekends and typically have flexibility with my scheduling during typical working hours (9-5) to care for your pet! I’m happy to work around your pets normal routine for walks, feeding, playtime and check ins. I treat pets like I treat my own, with patience, consistency, and close attention. I carefully follow any instructions you leave, keep pets secure on walks or in the home, and check in if I have any questions. Your pet’s comfort and safety always come first.
“We love Aelish! She’s the first person outside of friends/family to stay with our dogs overnight and made us feel so much better with her multiple updates and photos. She even gained some trust from our shy/anxious dog, which isn’t easy. We hope to be rebooking her in the future!”
“Alyssa jumped in to watch my boys at the last minute and as always, goes above and beyond! She is always very communicative and tends to them as if they were hers. They boys love her and we appreciate all her kindness.”
“Liza was amazing!!!! She came during the snow storm to watch my babies in a pinch as I was stuck out of town. She kept me updated through out the stay with messages and photos/videos. Highly recommend and will call her back for future stays.”
“Britney was fantastic! She was communicative and sent daily pics while we were away. We came home to two very happy and tired dogs. We will definitely use Britney again!”
“Amy was terrific! She communicated promptly and thoroughly throughout my time away, which gave me tremendous peace of mind. It's never easy leaving your pets in someone else's care, but Amy made the whole experience stress-free. She sent lots of pictures and updates, and it was obvious my animals were happy, comfortable, and well cared for. She even took the time to look after my roses, which was such a thoughtful touch. I highly recommend Amy to anyone looking for a reliable, caring pet sitter, and I would not hesitate to use her services again. Annette F.”
“Emily is a fantastic pet sitter! She shows a genuine love for animals with her gentle spirit. Emily communicated with me throughout my trip so I knew the pets were doing well and we dealt with minor issues that came up. I was very concerned to use a pet sitter, but had no choice for this trip and Emily put me at ease. She really loved and cared for my pets. I highly recommend Emily!”
“Carissa took excellent care of our two cats! Sent daily photos and texts which is so reassuring! She even put down ice melt for us when we got snow. Highly recommend her to take care of your pets!”
“1000/10 recommend. Having a Rottweiler who is super energetic, worries me to leave him with just anybody. She exceeded my expectations. Also sent photos and videos everyday which I LOVE. Highly recommend!”
About: I have always loved animals, since I was a kid. At 14 I started working at an animal shelter where I gained a lot of experience with dogs and cats as well as other animals of all sizes. I have always had a habit of bringing home animals in need and helping to find them a home. I also had my own cat, a large Maine coon for about 12 years. Never met a pet I didn’t like! Currently have open availability! S-Sat. Morning, Afternoons and nights. Afternoons work best but morning appointments are always welcome with at least one days notice! Late night check ins also available if need be! Spacious fenced in yard, no other pets currently. Lots of toys from previous pets to keep your loved one busy and stimulated. Located very close to several trail heads where dogs can play exercise and be one with nature !
“Julia was amazing! She was so communicative and we got home to a happy and healthy pup (and a 100% clean apartment!) I could tell she was spending a lot of time with our buddy and really appreciated her attention and support. Would absolutely book again!”
About: I have taken care of dogs big, small, young and old. I have experience giving medication, cleaning accidents, grooming walking. Whatever your dog needs I’m there so you don’t have to worry about a thing. I work a structured schedule, which gives me flexibility in the afternoons, evenings, and weekends for visits, feedings, and check-ins. Whether your pet needs quick drop-ins or more attentive care, I’m able to plan my time around their needs to ensure they stay comfortable, cared for, and stress-free while you’re away. I’m experienced in feeding, grooming, administering medication, walking, and handling any accidents with care and patience. I also maintain clean living spaces, including cages and litter boxes. Whatever your pet needs, I’m committed to making sure they are comfortable, well cared for, and in a secure, stress-free environment.
“Leesha was great! Very professional and asked thorough questions before watching our dog for the long weekend! Our dog instantly loved her! She kept us updated and sent pics and videos! So grateful that she took such good care of Wilson!”
“Hayleigh was amazing. She accommodated my last minute request in a pinch. I felt as though she genuinely cared about my cats and went above and beyond to make me feel comfortable when I had a last minute change of plans. She gave me complete peace of mind while I was away. I would absolutely trust her with my pets again.”
“My pups LOVED Meghan! She sent me updates and photos multiple times a day, was so communicative and I didn’t worry once that they weren’t being cared for while on my trip. As a neurotic dog mom booking her first time sitter, I couldn’t be happier that I found Meghan. Coming home to very happy, healthy dogs and a well cared for home was the best feeling ever! The dogs are already looking forward to my next trip!”
About: I’ve taken care of dogs and cats for many years, I am a huge animal lover. For neighbors, friends, family, all dogs and cats big and small I have so much love for them all. I work part time as a CNA, I only work a few days a week so I am available to watch your pups! I work every other weekend so i’d be available for boarding on my off weekends. I have a large yard and my dog gets taken out on a leash, I have a puppy so I am familiar with crate training and house training.
About: I have been taking care of my own dog since I was 12 years old. I have recently started dog sitting for others in the last 2-3 years. I have the most experience with medium to large sized dogs and have no issues with the small dogs as well! I love to take the dogs I watch for walks/hikes around the area (if they are able to). I have experience with up to two dogs at a time as well as senior-aged dogs. I work in the public schools during the school year, but during the summer I am free much more often to take care of all your pet needs. I am available most weekdays and weekends for house sitting, dog walking or just stopped-in services for potty breaks. I have been actively dog sitting for 3-4 years now. I take the utmost care of your pets as well as your home! I will make sure to leave your home in the same state or better than it was when I entered your home. I know how important pets and animals can be and I can 100% be trusted with your animals and your home!
The median cost per night for house sitting in Head of Westport is $60
Pet parents share their Rover experiences - Head of Westport
Liza did a wonderful job with my two labs while I was overseas. She also went above and beyond when my cell phone didn't work as it should have in a foreign country. She was the only person here in the states that I could get a message to and I asked her to call my family just to let them know I was okay. She did so without hesitation. Turns out, Liza was my only connection back home for the entire week! Not only did she take excellent care of my two kids but she helped me through a potentially very stressful situation. I can't thank her enough. I would not hesitate to have her come to my home again. Excellent pet-sitter, awesome person.
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 near you
Select a filter and find qualifying Head of Westport sitters!Sitters in Head of Westport average 3 repeat house sitting clients
FAQs for House Sitting - Head of Westport
Frequently asked questions about Rover
The average cost for House Sitting in Head of Westport on Rover is $46.62 per night (as of July 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 July 2026, there are 1,533 sitters on Rover offering House Sitting across Head of 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 Head of 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 Head of 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 Head of 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 Head of Westport. On Rover:
- 94% of sitters can help with special care needs
- 99% 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.
Connect anywhere with the Rover app
