House Sitting Winthrop
Find a loving house sitter to watch over your pets and your home.
Over 189 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!”
“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!”
“Kristina was wonderful and so patient with our rescue pup, Mia! Mia can be cautious and afraid of new people so it was nice to have Kristina be so patient with her (and me) about the situation. Mia opened up to her during her stay, and was even sitting on her lap! Kristina was also incredibly considerate of our home and left everything even cleaner than it had been. We were traveling internationally so her constant communication with us was so reassuring and helpful! Thank you Kristina!”
“I’m afraid to leave this review because Sasha may have less availability in the future, not that I’m so influential…lol. However, I must say that my dogs, who have separation anxiety, took to Sasha like no other dog sitter we have had! The communication and engagement throughout her stay was excellent. We got pictures and feedback while she was with the dogs and she answered all our messages very quickly. I could tell by the pictures that our girls were very comfortable and happy and that means the world to us. Perhaps these empty nesters will actually get to go away for a weekend in the near future! Sasha welcomed my list of instructions and followed through and left our dogs and our home in great shape. I couldn’t be happier!”
About: Hi, I'm Liz! I'm the person who always looks to meet, greet, and hug new dogs when walking down the street (with their owner's permission of course!) I grew up with a dog and helped raise him from 8 weeks old until he sadly passed away at age 15. I love to dog-sit for my friends and family when they are away on trips. I love bringing dogs on walks, to the park, going for short runs (if the dog is able), as well as spoiling them with treats and toys! I am a full-time teacher, but I have availability after-work, weekends, and breaks throughout the year! I love dogs of all ages and sizes, and I feel dogs make the world a better place :) I am a full-time teacher in Boston, so before the hours of 8am and after 4:30pm work best during the week. I have more flexibility on the weekends and over school breaks! When caring for a pet in my client’s home, I always seek important information regarding the dog’s food, exercise, and sleep schedules. I also request important information regarding health and emergency phone numbers if necessary!
“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 went above and beyond taking care of Wagner who was very sick a few days before we left . He gave him all his meds and had to deal with reintroducing his food . Kept us up to date twice a day at least . Thank you Andrew !!!!”
“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!!”
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.
“Natalie was amazing. She took great care of my older cat, anticipating what he needed to be more comfortable. She sent updates and photos regularly and left the house clean and neat. Highly recommend!”
“Mandy was great with our two dogs. She gave us very detailed updates about how they were doing and the things they did that day. She would take them on walks and a few other adventures as well and took plenty of pictures of them. She even went above and beyond by dehydrating a chicken breast so they could have chicken jerky! Definitely recommend and will be the first person I go to.”
“Kyle was fantastic with our dog! Watched her for a weekend and she was happy and healthy when we returned. He sent updates and pictures so we knew everything was okay. We definitely will use him again!!”
“Victoria was great! She watched our dog for a house sitting and our pup was happy and relaxed when we got back and the house was also well taken care of. Would definitely recommend :)”
“Michelle showed up early and was fantastic with my dog Coco. She was very responsive throughout the whole booking process and kept us informed sending us pictures. We will definitely use her services 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!”
About: Growing up, my family had dogs of all kinds. As someone who moved to Boston and is working full-time, I am excited for the chance to walk around a new city and get to walk dogs in the morning or evening before/after work. I am currently working full-time, and I would be available to walk dogs either before or after work in the mornings or evenings. Happy to help with a consistent schedule or on an as needed basis. I currently do not have an apartment that would allow for me to dog-sit and stay. I am available to help with walking or in-home dog sitting.
“Arik responded quickly to the booking request. We were able to chat on the phone prior to him taking care of my cat Smokey. Arik did a good job sharing daily updates with me, sharing any concerns/habits, and asked questions when needed. I am grateful Smokey was in good hands while I was away. Thank you!”
“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.”
About: I've taken care of dogs and cats my entire life. I've had dogs in my family home, and 11 years ago we adopted a 7 week old puppy. We then adopted a kitten and completed our little family. I am often the go-to pet sitter for all of my friends and family and have experience sitting puppies, kittens, older dogs, and older cats! I promise your pets will be very loved during their stay and I will send pictures and videos everyday to make you comfortable while you’re away. I work from home so I have a very open schedule. We have an 11-year-old boxer mix who relies on me for walks and love every day! In our home, the animals are prioritized. We have a fenced-in backyard and are across the street from a large park. Dogs and cats are allowed in the bed and on the furniture, and our spacious house offers plenty of room to play!
“Bridget was amazing watching our dog Eldrick while we were away! Eldrick clearly had a great time with her and she gave us so many updates / photos of him playing and on walks. He is going through a picky eating phase and she even got him to eat all of his food! Will definitely be booking with Bridget again!”
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 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 $47 per night as of October 2026. Most bookings cost between $36 and $105 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 6,207 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:
- 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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