House Sitting Head of Westport
Find a loving house sitter to watch over your pets and your home.
Over 6 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.”
“Alyssa was amazing with my pets. She went above and beyond what was asked. Mini (lab mix) is not a dog that warms up quickly to others and Alyssa didn’t give up on her. I do believe they are finally friends. I will be a repeat client and won’t hesitate to use Alyssa again.”
“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!”
“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!”
“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!!”
“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!”
About: I have always loved dogs, have taken care of my own, clients, family members, and friends. They just need love and patience and I am here for it. To take care of their needs while you focus on important tasks. I also have a waste removal business called Scoop & Troop. I am available all day for the days that aren’t listed as available on the calendar. It fits into my routine perfect to attend to pets needs and be patient with them. I will make sure and be on top of keeping them safe, fed, hydrated, and protected. Anything that poses a risk to help them escape will be closed off.
“Emily is competent, experienced and very animal-oriented. My two took to her immediately. She arrived right on time, sent updates and pictures as promised, and left the house in perfect condition. She asked good questions and appreciated the list of instructions I left for her. Into the bargain, she is a bright, interesting and all-around delightful person. I highly recommend her.”
About: I have experience with both dogs and cats, primarily dogs. I have lived with them and taken care of them for as long as I remember and I have watched several friends and families beloved pets. Your pets care is of the utmost importance to me to make sure they are safe, happy, and healthy! I work multiple jobs, all of which are part time. My avaikability typically includes Mondays and most Saturdays as well as weekdays after 3 pm I do not offer boarding at this time, however health and safety is incredibly important to me. I will ensure your dog is safe and happy while in my care
About: I have been taking care of dogs and cats for 8 years! I have sat for cats, dogs, guinea pigs, chinchillas, and more! I am always up for the task when it comes to animals! From longs walks to outdoor play or if your dog likes going on adventures the car I am your girl. As well as having two days off on Sunday and Tuesday, as well as working brunch on Saturdays I have a lot of free time to spend with your pets! Open to overnights, pop in's or just walks! Making sure pets get the most attention possible is a priority to me. Snuggles and toys is the most important part, If your pet is comfortable. I am only available to stay in clients homes.
“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!”
“Rayna was an outstanding house sitter, and I recommend her without hesitation. She took wonderful care of our dog and cats, and it was clear they were happy and well looked after while we were away. She kept the house spotless, was incredibly responsive throughout our trip, and sent frequent updates and photos that gave us real peace of mind. Rayna was also friendly, professional, and easy to communicate with from start to finish. We came home to happy pets and a perfectly maintained house. We would absolutely book Rayna again and highly recommend her to anyone looking for a reliable, caring, and trustworthy house sitter.”
“This was our first time using Rover and Isabel was amazing. She provided updates and gave us peace of mind while we were away. She was very professional and asked lots of our questions during our virtual meet and greet and took the time to learn the dogs’ routines. We can’t wait to use her again!”
“Nadine did a great job with our five month old puppy! Our puppy loved her at the meet and greet. I wasn’t home at the time Nadine came to walk Sandy so Nadine sent lots of photos and videos and actively walked our puppy and played with her the whole hour of the visit. Nadine was very professional and went the extra mile for us, even fitting us in last minute, in between other obligations!”
“Lexi took such great care of my dog while I was away. She spoiled him and went above and beyond to make sure everything he needed was done. Lexi also took care of my house and I trusted her to stay in my home with my dog!”
“Kristie took such good care of my three dogs; two being older and one being on medication. All three love her and she kept me updated while I was away. I'd highly recommend Kristie to help out with dog sitting!”
About: I’ve had the pleasure of caring for animals for over 10 years and have experience with a variety of species, including dogs, cats, and small animals. My passion for animal care led me to complete a semester of Animal Science coursework at Bristol Community College, where I gained knowledge in animal behavior, health, nutrition, and handling. As an aspiring canine trainer, I’m always looking for opportunities to expand my knowledge and build positive relationships with dogs of all breeds, sizes, and personalities. Whether your pet needs a walk, drop-in visit, or overnight care, you can count on me to provide patient, attentive, and compassionate care while treating them like one of my own. Pet care is something I genuinely enjoy and prioritize in my schedule. My availability is flexible, allowing me to accommodate walks, drop-in visits, and house sitting throughout the week. I strive to keep pets on their normal routine as much as possible and will always provide plenty of attention, exercise, playtime, and affection while you’re away. Your pet’s safety, comfort, and well-being are always my top priorities. I carefully follow each owner’s instructions regarding feeding, medications, exercise, routines, and any special needs. I take the time to build trust with every pet, using positive reinforcement and patience to help them feel comfortable. I’ll also provide regular updates and photos so you can have peace of mind while you’re away.
“Connor took amazing care of our dog while we were away for the night! Kept us updated with plenty of pictures and reassurance that Oliver was having the best time! Would definitely book again and again! 10/10”
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?
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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
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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 $31.08 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 1,493 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
- 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.
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