House Sitting Winthrop
Find a loving house sitter to watch over your pets and your home.
Over 192 pet parents in Winthrop have booked house sitting
Winthrop, 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%.
“We've been using Melissa for dog walking and just had our first overnight sit with her. She is responsive and communicative throughout the process. She takes great care of my dogs. On her first walk, one of my puppies had explosive diarrhea in his crate, and she stay for at least 30 minutes cleaning him and the crate up. She left out house sit with the house in clean condition. I'm very glad to have found someone reliable to watch/walk our two babies!”
About: I've grown up around animals. My family was always the "go to" family in the neighborhood to watch dogs and cats, so I've had experience since I was little taking care of pets. I recently did my senior capstone with my local Humane Society where I cared for cats while creating content on both cats and dogs available for adoption! I'm a graduate student at Suffolk University, so I will be able to care for your lovely companion during the day (before my night classes), typically the busiest times of peoples' days. This unique time frame allows for owners to not worry about their pet being left alone midday before they get home. I have experience with both dogs and cats, and own a cat at my home back in PA. I will go off of the owners' requests and what serves the animal best. If the dog is energetic, we will play! If the cat is more of a snuggle bug, we will snuggle until the cows come home.
“Haowen is the best! He took amazing care of our yellow lab, taking him for many long walks, playing frisbee, and cuddling with him on cold December nights. I know all this because he sent me dozens of pictures every day for the whole week he was at our house. He left the house in perfect condition and even watered the plants. He even emailed in the middle of the night when our lab had some leg pain. Highly recommended!”
“Andrew is a dog owner's dream. He's extremely friendly and likeable and very reliable/dependable. Always easy to communicate with and sends updates. But best of all my dog loves him and that's the most important part of the relationship. We plan to use his services again for a longer trip knowing he will take care of everything.”
“Acacia was super nice showed up on time and was very responsive. She stayed and watched my pet she left my place in maybe better condition than I left it. Would 100% recommend and hope to use her services again in the future.”
About: I’ve grown up with dogs and have always been an animal lover! I’ve also watched dogs for friends and family over the years and really enjoy spending time with them. I’d love the opportunity to care for your pets, give them lots of attention, and make sure they’re happy and comfortable while you’re away! I work from home three days a week and have a very flexible schedule. I’m happy to work around your needs and find a schedule that works best for you and your pet! ☺️ I make sure pets feel comfortable and at home while they’re with me. I love giving them attention, playing with them, going on walks, and keeping them on their normal routine as much as possible. I’m happy to follow any specific feeding, walking, or care instructions you have. My goal is for your pet to feel safe, loved, and well cared for while you’re away!
“Masiel did amazing with Saint! She kept Saint entertained and kept me updated throughout my trip. She also cleaned up a bit before leaving which she did not have to at all. Overall, Masiel was great and I will book her for future dates. Thank you so much, Masiel💗”
About: I’ve grown up my entire life with animals in my home. My dog, Brio, a husky mix, is wildly energetic outside so I’ve had lots of experience with her. My cat, Pippa, who we got when she was only 6 months old, is truly one of my favorite creatures. I’ve learned how to interact with and understand cats and their quirks. I’ve also done my fair share of dog walking/care as well as cat care. I’ve stayed overnight for week long periods in charge of both cats and dogs as well as keeping the house in order. I feel I bring a very peaceful presence and I hope your animals will quickly feel comfortable with me! I’m currently in school but have flexibility with my schedule. I’m definitely available to house sit, the exact timeframe will just depend on your proximity to my school. I’m able to come by mid-day for a quick visit and have more time after 5pm but I’m willing to try and accommodate any additional needs! I’m not able to take care of your animals in my own home but I am more than happy to house sit for you and follow your animal’s routines. I’m very independent, reliable, and truly love being in the company of animals. I especially adore cats- I’m very much missing my dog and cat back home in Alaska! I plan to keep a record of when I stopped by and what I did as well as keeping you posted with pictures or updates of your pet. Again, I’m very willing to accommodate a lot!
About: I have hands-on experience caring for my own Siberian husky, so I understand the importance of patience, structure, exercise, and consistency with dogs. I’m comfortable with high-energy dogs, daily walks, feeding routines, playtime, and making sure pets feel safe and cared for while their owners are away. I’m reliable, attentive, and I treat every pet like they’re part of my own family. I work a consistent weekday schedule, so pet care fits best into my routine during weekday evenings, early mornings when available, and weekends. I’m available for walks, drop-in visits, feeding, playtime, and basic care. I’ll keep my calendar updated and communicate clearly so pet parents know when I’m available and what to expect. Safety and trust are my top priorities. I follow each pet parent’s instructions carefully, including feeding routines, walking preferences, leash/harness use, and any special rules for their pet. I keep pets supervised, make sure doors are secured, provide fresh water, and give updates so owners feel comfortable while their pet is in my care.
“Sarah was fantastic with our three dogs. They all have very different personalities and she did amazing with each of them. They cant wait to spend another weekend with her!”
About: I have always had my own dogs and cats throughout my life. I now find myself without a pet and really miss my own pups! Also, I have been working with a Service Dog Trainer in order to train those hard-working dogs! It has been very rewarding, and I also would like to help you with anything that you need help with to allow your dog be the best dog they can be. I am currently working on my training certification full time but since my schedule is flexible, I can meet the time needs of your pet. I am working towards my Training Certification which has been really exciting for me. I will always walk your dog on his/her leash unless I am advised otherwise. I live near a few parks but also enjoy dog walking at the Beach. Dog socialization is important, but your pet's safety and happiness is paramount to me. I live alone so I can devote all of my attention to your pet
“I'm so glad that Majdoline was able to watch my dog and house-sit over the weekend. She was very quick to respond to any messages and gave several updates throughout the day with a ton of pictures, I never had to worry about a thing. She spent lots of time both giving my dog attention and letting her run around and play in the yard. She left everything in the house very neat and clean as well. I would absolutely ask her to pet-sit for me again!”
“Spoorthy was wonderful! She showed up on time and my dogs who usually bark at everyone were immediately comfortable with her and didn’t bark once. She did an overnight and was very communicative throughout her stay and took great care of my dogs and home. Absolutely recommend!”
“My pup quickly bonded with Mandy when we went on vacation. My dog has trust issues with most people and I was so impressed that she was able to win him over so quickly.”
About: Since my PhD, I've found furry friends to be some of the best companions for different life moments, both the ups and downs. I’m naturally patient with animals and observant of their behaviors. Especially how they react to different cues so I can best connect them. I work very close from home with flexible schedule. Just let me know 3 hours ahead for a dog walk and 3 days ahead for short pet visit/ pet sitting. Before any pet walking/sitting/ short visit, I would like to visit first (with some treats) to get to know the pets. Only when I know they are comfortable with my presence can I take on the job. I would love any details about your pet so I can give them more tailored attention and care while you’re away.
“We were very lucky to find Fern's new BFF, Stephanie! We have all good things to say and we look forward to booking with her again when we are away. Stephanie arranged to meet us and Fern prior to booking. She was courteous, professional, detail oriented and 100% ready to meet our needs, as well as Fern's. She asked great questions to ensure the best possible care for Fern. She shared photos and videos of their adventures multiple times per day. There was never a time when we were worried and you can't beat that piece of mind.”
About: Hi! I am an energetic dog lover. I had my own dog for 14 years and in 2020 adopted a senior Maltese who was the joy of my life for 6 years. Dogs are truly special for me- I understand they are more than just animals- they are an extension of the family, and that's how I treat them. I will take care of your dog like it's my own! I will make sure they don't feel lonely, are fed and taken good care of. Why leave your friend alone when you are going away? Let them have some fun too and let them spend time with me! Feel free to contact me with any questions :) I work on a hybrid schedule and my husband is home full time, someone will always be around to take care and give attention to your pup I live in an apartment but there is plenty of green spaces right outside, perfect for walks and some fetching. I'll make sure we have everything that is needed for comfortable stay
“Natalie has stayed at my house and cared for my 50lbs retriever pit mix twice now and she is fantastic. Responsive, responsible, affectionate and loving with my dog! I will continue to hire her and recommend highly!”
The median cost per night for house sitting in Winthrop is $65
Pet parents share their Rover experiences - Winthrop
Jake was amazing! We had Jake over to watch our senior dog and stay in our apartment, and he took great care of her and our space. He was very respectful and communicative. He sent updates and photos, and our dog was so happy. He very quickly showed us how much he cared about our dog, and his knowledge of walking an anxious, reactive dog made us feel comfortable knowing she was in good hands. He was also very responsible and attentive, carefully following her specific food and outdoor schedule instructions.
Amy took excellent care of our kitty Ricky and our house while we were away for 5 days. She sent us photos everyday and some videos, some of which were quite humorous. Amy communicated with us everyday about how things were going. She gave me incredible peace of mind and her presence in our home and care of our best friend made our vacation extra enjoyable because we could truly relax. Highly capable, patient, gentle, and sensitive to the unusual personality of our older Bengal cat. I cannot thank her and recommend her enough!
Taylor was one of the best sitters I have had for my two French Bulldogs. I was in Europe for 6 days and she watched the pups at my apartment in Seaport, providing frequent updates while was away. She even pivoted plans last minute when I had a flight get canceled and made the shift super easy for myself and the pups. Highly recommend leveraging Taylor!
Jeffrey did a great job with my cane corso! He had excellent communication leading up to and during his time with Furio, and sent plenty of photo updates throughout his stay. Jeffrey displayed professionalism, experience, and patience with my pup, and I cannot recommend him enough. He also kept my home in excellent condition while housesitting. 5/5!
Alexandra was amazing! She came through for me last minute for an overnight stay and extra walks the following day while I was out of town. She took great care of my dog and sent lots of photos and videos so I knew he was happy and in great hands. I’d absolutely book her again!
Shaun was so wonderful taking care of our dog and our home! He definitely loved her as much as we do! I would use Shaun again and again. He sent cute pictures and videos along with stories of what she was doing. That made our vacation time so much better as we were relaxed not worrying about Lila.
Annaliese was amazing with our pup for a week long stay! She left the house tidy, was kind enough to bring in our mail, and most importantly loved on our boy and gave us plenty of updates. Quick responses to our messages and great communication overall. We will definitely be booking with her again!
Emily was amazing. She stayed with our Harley in our home for a week while we were on a family vacation. She was very communicative and respectful of our home. Harley had a great week and we greatly appreciate such great care Emily took of her. 100% would recommend and will book with again.
Trin was absolutely wonderful with our Cavalier King Charles Spaniel, Zero! From our first meet & greet, she was kind, professional, and made us feel completely at ease. While we were away, she sent us regular updates and lots of photos, which meant so much to us. Zero looked happy, relaxed, and comfortable the entire time. When we got home, he was calm, content, and clearly very well cared for. She also took great care of our home, followed all of our instructions, and communicated with us throughout the stay. We truly felt that Zero was treated like one of her own. We couldn’t have asked for a better first Rover experience, and we would absolutely book with Trin again. Highly recommend her to anyone looking for a trustworthy, caring, and reliable sitter!
Colleen was amazing! She spent the weekend with our dog Sage. She sent plenty of updates with tons of pictures. I was a little nervous Sage wouldn't want us to come home. :) They went on lots of walks and did plenty of cuddling. I feel like my house just might have been cleaner than I left it. We are already scheduling our next getaway with Colleen!
We’ve now booked with Audrie twice and she is truly a 10/10 sitter. She stays in our home with our cat and 1-year-old lab, and we always come back feeling like everything was in the best hands. She sends regular updates and photos, which gives us so much peace of mind while we’re away, and she’s great about flagging anything out of the ordinary right away. What really stands out is how intuitive and genuinely caring she is with animals. Our puppy actually went into heat the night we were coming home, and she stayed a few extra hours to comfort her and make sure everything was okay- that meant so much to us. You can just tell she truly loves what she does. As an added bonus, she leaves the house spotless, which is the best feeling after coming home from a trip. We feel so lucky to have found her and will absolutely continue booking with her!
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 4 repeat house sitting clients
FAQs for House Sitting - Winthrop
Frequently asked questions about Rover
The average cost of House Sitting in Winthrop is $48 per night as of November 2026. Most bookings cost between $36 and $107 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 November 2026, there are 6,101 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 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 Winthrop. On Rover:
- 86% of sitters can help with special care needs
- 91% 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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