House Sitting Winthrop
Find a loving house sitter to watch over your pets and your home.
Over 188 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%.
“Melissa sat for my dog Hazel and our cat Sasha and was fantastic. Melissa is super professional, sweet, trustworthy, and it is clear she makes caring for your pet her priority. Hazel is a large, strong and reactive dog and Melissa handled her very well. I also get so nervous to leave the pets and Melissa was so reassuring and gave lots of updates and pictures. I will be re-booking Melissa in the future.”
“Sophie and my cats were happy and well cared for when I returned, and my home was left clean and tidy. Communication throughout the stay was good, and I also appreciated her willingness to be flexible while battling a cancelled flight incident during my travels. Overall, it was a positive experience.”
“Arshneel did an excellent job house sitting my dog! She is flexible, a wonderful communicator, and followed all of my instructions. She also kept my house pristine! Would highly recommend her and hope to use her services again!”
“Andrew was so great! Very kind and calm, he totally understood the needs of our rambunctious 7-month old Aussie and made me feel confident our pup was left in good hands while we left for half a day.”
“Jake cared for our special doggies with such devotion and love over this extended vacation that it was heartwarming to see the relationship that he developed with both of them. Our Saint Bernard’s can be challenging because of their size and personalities, but Jake was able to relate to each of them and develop their trust. We appreciated that he spent time with us prior to the trip and he appreciated the notebook I prepared for him in advance. Our neighbors have told us of the great care they saw him exhibit while we were gone. We intend to use Jake as our dog sitter for all our future trips away. I highly recommend him!”
“Alexandra took great care of our home and our girls! Despite our being in a remote area with limited service during our trip, she was diligent about sending updates and sharing pictures.”
About: I have experience with puppies and mature dogs; specifically, but not limited to breeds such as pit bulls, shitzus, and dachshunds. I am gentle, kind, caring, and patient; attentive to the needs of animals and the routines set by their owners. I am currently unemployed so I am available at all times. I work freelance as an artist from my home studio, so I can be as flexible and responsive to pre-existing routines. I live alone with no pets in a pet friendly apartment complex near a public park, a dog park, and near Logan Airport. I understand that routine and crating is crucial for maintaining an animal's safety and comfort, so I have no issue complying with such requests.
“Sasha was a fantastic pet sitter! Our senior animals are shy and don’t open up to people easily, but they really loved her. Would love to have her care for our animals again and would recommend her to anyone we know.”
“Volkan was very positive and friendly. Effective and prompt communication. Got acclimated to my expectations quickly. He kept me updated throughout his time with my puppy on when he ate and pooped, which I really appreciated.”
“Haowen was great! He took care of Java for 8 days. She was very happy and very well cared for. Haowen sent tons of pictures! And the house was in great shape too, which is very difficult to maintain when you have Newfoundland. I highly recommend Haowen for dog sitting and any other services.”
“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!”
“I wish I could give 10 stars… I hate being away from my little princess Macy. Even though she’s a cat I know she misses me too. It was great knowing she was in really good hands with Maisel and getting pictures and videos every day. Definitely will book her again!!”
“Kristina is absolutely amazing. Truly. She stayed with my adult husky in my condo, and was just fantastic. Amazing updates, super kind and thoughtful. Highly recommended! Thank you, Kristina!!”
“Anastasia was great with Willow for the week that I was gone! She was accommodating to my requests for updates and check-ins. She went above and beyond and showed the next sitter around my place before leaving. Thank you Anastasia!!”
“Amy was truly wonderful! She watched my notoriously anxious and stubborn 3-year-old Aussie, Maggie, for a weekend and handled her with so much patience and care. She exudes kindness and was extremely attentive to Maggie’s needs. It’s clear Amy genuinely cares about the dogs she works with and takes the time to understand their individual personalities. Amy was incredibly communicative (& sent photos!) and reliable from the moment I messaged her, and I always felt fully informed and at ease while she was caring for Maggie. I highly recommend her to anyone looking for a dependable and caring sitter — Maggie and I can’t wait to book with her again!”
About: I’ve always loved spending time with animals and making sure they feel safe, happy, and cared for while their owners are away! I have experience cat-sitting and regularly caring for my roommate’s cat when she’s out of town. I enjoy playing with him, giving him plenty of cuddles and attention, and keeping him entertained—even turning on the TV so he can watch bugs jumping around! I’ve also helped walk and look after my neighbors’ dogs, spending time playing with them and keeping them company. Whether it’s going for a walk, having a little playtime, giving lots of affection, or simply hanging out together, I love making sure pets get the attention and companionship they need. I’m patient, attentive, and genuinely enjoy getting to know each pet’s personality and making them feel comfortable and loved. Hi my schedule is very flexible! I am able to make time to care for your pets anytime! I am also available on weekends. Please let me know what works best for you. I’d be happy to care for pets in their home by keeping their routine as consistent as possible. I can provide fresh food and water, playtime, walks, cuddles, and plenty of companionship. I’ll also make sure their space stays clean and comfortable and give them lots of love and attention while their owner is away.
The median cost per night for house sitting in Winthrop is $65
Pet parents share their Rover experiences - Winthrop
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!
Jake cared for our special doggies with such devotion and love over this extended vacation that it was heartwarming to see the relationship that he developed with both of them. Our Saint Bernard’s can be challenging because of their size and personalities, but Jake was able to relate to each of them and develop their trust. We appreciated that he spent time with us prior to the trip and he appreciated the notebook I prepared for him in advance. Our neighbors have told us of the great care they saw him exhibit while we were gone. We intend to use Jake as our dog sitter for all our future trips away. I highly recommend him!
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 so great! We came back to a happy dog and a clean house. She was super communicative over the course of her whole stay with our dog. She sent a lot of great updates and pictures. She took care of our home and our dog so well. We will definitely use her again!
Alicia watched dog at my home while I was at my wedding, everyone who I usually have watch her was also at my wedding.She was so amazing, It felt so good knowing my dog was in such good hands. She sent so many pup dates and was just absolutely lovely. She stayed at my house and left it so clean and my dog was so happy and loved her so much!
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!
River was able to come and watch our dog for just the evening on semi short notice after he was recovering from surgery. As always she was prompt, communicative and dependable! Wally was so excited to see her and was snuggled up with her all night. Will always recommend her services to anyone looking to hire her!
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.
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 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 on Rover is $46 per night as of October 2026. Most bookings cost between $36 and $106 per night. 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 6,281 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.
<b>Tip:</b> 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:
- 91% 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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