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 is an absolute angel! I could write a book about how magical she is but for now, I'll give you some of the highlights. She is sweet and soft spoken which was a blessing when she stayed in my home to take care of our 2 kitties, Squeaky and Jingles. Squeaky is pretty socialable but Jingles hides when she hears a different voice in the house. She scares very easily and is afraid, so when Jenna started sending me photos and videos, I was in awe! Jingles was hanging out with Jenna, rubbing up against her legs and purring. Jingles came out of hiding and had already decided that Jenna was special. She truly is an animal lover and she took care of their every need and then some! It was amazing how I could relax and not worry about my furbabies in her care. She sent lots of pics and videos twice a day which made me so happy. When we returned, everything was immaculate and everything cat related was spotless. She is so kind and thoughtful....a very rare find! We just love her and my furbabies can't wait to see her again! Thank you again Jenna from the bottom of all of our hearts. We will only have Jenna here in the future! ❤️❤️❤️”
About: I love dogs to my very core! My best friend in the whole world is my little chihuahua/min-pin mix. I love running around in the yard and having a hiking buddy. I can't get enough of their cute little faces and enjoying playing with a fuzzy friend! I'm a Wildlife and Conservation Biology student at the University of Rhode Island, and during the summer, I intern at a turtle rescue and rehabilitation center in Rhode Island. I have a deep love for animals of all kinds, and I miss my furry friends when I'm away at school. Spending time with pets during the summer, between my internship commitments, and throughout the school year offers me a joyful break from my studies. I would come to a client's home to feed, walk, play, and anything else the fuzzy friend may need! I am more than happy to take an animal for a walk around the neighborhood or take them to a park. I am willing to drive the animal to appointments or other as well!
“It was my first time leaving my dog Luna overnight with a sitter. Liza came out to my house before my travel and I could see immediately how comfortable and affectionate she is with dogs. She listened patiently while I went through Luna's routine and my house rules ... then she asked great questions. While on my 5 day trip, Liza sent pics/text reassuring me that Luna was fine. I could see that she was more than fine ... she was having a great time with Liza and her daughter (who I think she still misses!). Additionally, they were very respectful of my home, leaving it clean and tidy. Thank you so much!”
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.
“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!”
“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.”
“Leesha is one of the best sitters we've found on Rover! She's responsive, communicative, and goes above and beyond to make sure our pets are cared for! Leesha has housesat for shorter periods of time for us, but recently watched our two dogs and cat (and chickens!) for a week. She battled some loose poops, a food change, and the addition of extra meds all in a few days, but she didn't bat an eye! She even cleaned Leah's litter box without me asking! It's easy to see how much she cares about animals and we would trust her with our crew in a heartbeat!!”
“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!”
“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.”
About: I’ve been caring for cats for years, including my own cat, Spot. Through daily care, I’ve learned to understand feline behavior, respect each cat’s unique personality, and provide a calm, loving environment. I’m experienced with feeding, cleaning litter boxes, playtime, administering oral medications when needed, and making sure cats feel safe, comfortable, and cared for while their families are away. My schedule is flexible, and I’m available for morning, afternoon, evening, and weekend visits. I’ll do my best to accommodate your cat’s routine and your scheduling needs. Your cat’s safety and comfort are my top priorities. I provide a calm, respectful environment, carefully follow your care instructions, and treat your home with the same care I would my own. I’ll also keep you updated with photos and messages so you can feel confident while you’re away.
“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.”
“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!”
“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: Ever since I was a child I have either had my own pets or have sat for friends and family. I have the ultimate respect for all living creatures! You can rest assured that I will look after your fur-babies as if they were my own!!! ♥️♥️♥️ Tuesday through Saturday I do work during the day but I am free after 7pm or so… I do make my own schedule so I can definitely adjust it as needed. I will stay at your home so that you can be assured that your fur-baby will be comfortable in their own environment. All that I need is a comfy recliner or couch!
“Meghan was wonderful. I connected with her in short notice and she went out of her way to make my elder queen feel cared for and even completed an extra favor for me. Very professional and she takes super cute pics and sends them while u travel.”
About: I’ve been in a pet loving family since I can remember. Taking in animals in need and caring for neighborhood pets is something I have been doing since a young age. I am a go to friend for someone needing a house sitter while they are away or just someone to stop in to feed. I have pets of my own including a cat needing medication and have experience caring for cats with special needs. I would love to make my new part time job caring for your pet. I currently work from home, Monday through Friday and have weekends off. I can drop in for a visit or walk your dog anytime with some notice. I am very detail oriented and take pride in doing my very best. I have no issues following specific direction especially for high maintenance or high need pets. From my past experiences with many different kinds or animals I can safely judge when redirection or intervention would be necessary.
About: What sets me apart is that I really take the time to get to know each dog and what makes them happiest. I’ve worked with everything from wiggly puppies who need a little help with training to older dogs who just want a slow, peaceful walk and some extra TLC. I’m super patient, reliable, and treat every dog like they’re my own. Whether your pup wants to run, sniff, play, or just take it easy, I’ll make sure they’re safe, comfortable, and having a great time. Pet care fits into my routine perfectly. I have tons of free time, so your pet gets my full attention and flexibility. Whether it’s early morning walks, midday check-ins, or evening playtime, I’m able to adapt to your pet’s schedule and needs. I genuinely enjoy spending time with animals, so caring for them doesn’t feel like a job it’s just a great part of my day. When I care for pets at your home, I try to keep everything as normal as possible for them. I stick to their usual feeding and walk times, give any meds they need, and just hang out to keep them company. I’m not perfect, but I’m always patient and caring, and I make sure to keep their space clean and safe. I’ll check in with you regularly so you know how they’re doing. If I’m watching pets at my place, I make sure they have a cozy spot to relax and plenty of attention. I’m pretty chill and try to keep things low-stress so they feel comfortable. Either way, I just want your pet to feel safe and cared for, even if I’m not perfect!
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 !
The median cost per night for house sitting in Head of Westport is $61
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.
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local sitters who will treat your pets like family
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Popular requests for house sitting - Head of Westport
Select a filter and find qualifying sitters offering house sitting.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 August 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 August 2026, there are 1,522 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.
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