House Sitting Winthrop
Find a loving house sitter to watch over your pets and your home.
Over 55 pet parents in Winthrop have booked house sitting
Winthrop, 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.
“Marissa took great care of our senior dog for the weekend! She was super communicative even before the stay began, and sent us great pics of our guy to keep us updated. She also checked on our chickens and made sure they were all ok, super helpful since they are in different areas and life stages at the moment. Overall Marissa was responsible, kind, and friendly- a great combination for pet sitting! We would welcome Marissa to care for our pets again in the future!”
“Kyle was an awesome pet sitter! He notified us prior to leaving to arrive our house. Arrive punctually on time. He checked in hourly with us and ask questions about our little puppy. We were so pleased with his services. He genuinely cares about animals and it is evident that he knows how to keep a pets happy and safe. We look forward to having him back!!! Thank you Kyle!”
“Liseli was very dependable and was very good with our two dogs during her two night dog sitting. She arrived on time, followed my specific instructions and left the house as she found it. She was a great communicator and very pleasant. I will definitely use her again.”
“Jason did a great job looking after my Tucker and Trixie. Even suffered through my pestering him as this was the first time I've used a service like this with a smile. I was nervous. Lol. Would definitely use Jason again.”
“Rebecca did a great job for us. Our 7 year old dog had never had a dog sitter before and Rebecca was great with him. She shared pictures of our dog and he was happy in every picture. Very reliable and responsive to all communication. We will definitely call on her again.”
“Avery took wonderful care of our dog for a full week while we were on vacation. This was our first time using Rover, and he truly exceeded all of our expectations. He was incredibly communicative, providing updates that helped put our minds at ease while we were away. It made such a difference knowing our dog was in great hands. We’re so grateful for the care he provided and would absolutely recommend Avery to anyone looking for a trustworthy and attentive sitter.”
About: Every animal has a story. Mine began long before I ever thought of pet care as a service — it began with connection. From the shy pup curled in the corner to the elderly dog whose slow steps spoke of trust earned, I’ve learned that every animal communicates in its own language of wagging tails, soft purrs, and trusting eyes. Over decades, I’ve walked alongside puppies discovering grass for the first time and supported senior dogs whose gentle steps reflect a lifetime of loyalty. With every house sit, I’m not just caring for pets — I’m honoring the bond you share with them, giving reassurance through consistent routines, heartfelt playtimes, and quiet moments of comfort. What sets me apart is not only my experience but my ability to read body language, anticipate needs, and bring peace of mind to both pets and their humans. Pets are the rhythm of my day — they shape my mornings with excitement and my evenings with calm connection. My schedule is flexible, allowing me to be present for walks when the air is crisp, for quiet cuddle time when hearts need soothing, and for check-ins that give owners peace of mind. I simply ask for a day’s notice so I can plan the best moments with your beloved companion. Your pet’s safety is my promise. In my one-story home filled with warmth and gentle energy, two rescue cats have taught me the art of patience, play, and respect for personal space. Our quiet neighborhood offers leash-friendly strolls and ample paths to explore at a comfortable pace. I ensure a calm, structured, and loving environment that supports routine, comfort, and trust.
“One of my favorite Rover sitters! Communication was great! Fallowed directions. I came back after a long day to happy tired dogs. Falisity walked and played with my dogs. If you are at Shore Hills campground look for her on Rover”
“Lauren treated our baby and our home as if they were her own! I didn’t worry while I was away- she sent pictures and updates regularly and let me know that Comet was in good hands. I feel so happy to know that we have a truly caring and trustworthy sitter who we can trust to watch our girl again in future!”
“This was the first time I used Katie to care for Ginger but it won’t be the last! Katie did a wonderful job taking really good care of Ginger for an overnight at my house and the day before and after. She attended to Ginger’s every need and sent me updates and pictures, too! She even left my house better than before. Don’t look any further—call Katie! But not when I need her! 😉”
About: Hi! I’m Quincy! I’m a reliable, active pet sitter with lifelong experience caring for animals. I specialize in dogs and cats and treat every pet like part of the family. I’ve lived with animals my whole life and have hands-on experience caring for dogs, cats, birds, rabbits, rats, snakes, frogs, and ferrets. I understand that pets thrive on routine, attention, and trust, and I make sure they feel safe, comfortable, and cared for while you’re away. I’m very comfortable with cats who are playful, cuddly, shy, independent, or even a bit aggressive, and I respect their boundaries while making sure they’re safe and well cared for. I have experience with multi-cat households and understand that not all cats want constant interaction. I live an active lifestyle and love giving dogs the exercise and enrichment they need through walks, playtime, and attention. I’m also happy to provide calm companionship, routine care, and plenty of affection when wanted. I’m available after work and on weekends and am known for being punctual, communicative, and respectful of your home and your pet’s routine. I can take care of pets after work and am free on weekends. I live an active lifestyle and look forward to giving your pets as much exercise as they need! I create a fun, friendly, safe environment for your pet so they barely even notice you’re away! If they need exercise, training reinforcement, or cuddles, I’m there for them!
About: My experience includes puppy training and group integration, command training, end of life palliative care, medicine administration, grooming, and lots of recreation/enrichment/engagement! As for dog types all are fur babies and I'll see that they are treated as such! Currently in-between full-time employment, ready to devote my time to the lovely care of our fur companions. I tend to be free on the weekends and the beginning of the week. I follow set instructions laid down by the owners, any preferences or quirks of individual pets will be accommodated for your pets' and your family comfort.
About: I have cared for both dogs and cats and I will care for yours like it is my own at all times so I hope you choose to hire me I am retired with plenty of free time for your animals and I would love to care for them like they are mine to care for I have a yard and a lovely home and I will always leash your dog when outside for safety and I like to kennel dogs when they sleep at night
“Kelly is a true gem! We are new to Rover so we had no experience and did not know what to expect. We could sense Kelly's genuineness and caring demeanor at our first meet and greet. Monroe was so well cared for while we were away for 5 days! Kelly went above and beyond in so many ways. Thank you for giving us this gift of time away with no worries about our little old Yorkie.”
“Vickie sent us lots of photos of our fur babies and asked clarifying questions about one of their meds which I greatly appreciated! (It's not your typical sit). We will hire her again when we need someone we trust to care for our cats, administer meds, and give insulin to one of them!”
“Eliot was on time, flexible, and great with the dogs. We had a great meet and greet where she walked us through how she sits. She set clear expectations and made us feel very confident about leaving our dogs in her care. We have three high energy dogs and she kept them happy and healthy throughout her stay. We came home to happy dogs and a clean house. We couldn't be happier with the job Eliot did and hope to have her sit again.”
The median cost per night for house sitting in Winthrop is $60
Pet parents share their Rover experiences - Winthrop
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.
How to book house sitting
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 - Winthrop
Select a filter and find qualifying sitters offering house sitting.Sitters in Winthrop average 5 repeat house sitting clients
FAQs for House Sitting - Winthrop
Frequently asked questions about Rover
The average cost of House Sitting in Winthrop is $56 per night as of October 2026. Most bookings cost between $37 and $67 per night. On Rover, 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 206 sitters on Rover offering House Sitting across Winthrop. 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 Winthrop 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 Winthrop 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 Winthrop 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 , 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 .
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 .
sitters on Rover set their own , 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 Winthrop. On Rover:
- 93% of sitters can help with special care needs
- 96% 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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