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Top rated Winslow house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have more than 10 years of experience working at shelters and boarding facilities. I love spending time with animals. I treat each of them like they are my own. I have on several occasions House-sat and dog sat for friends, family, and coworkers. I have a pretty open schedule right now. Currently on a job hunt. I am available basically any time with proper notice. I am happy to help as I can. My back yard fence was knocked down because of a tornado that tore through our town. I prefer for now to stay at the owners place and follow all rules needed to care for their babies.
“Tyler is reliable & trustworthy! Would recommend for every one, great job of watching our dogs. They were well loved and cared for. The house was in perfect shape, as well, upon returning home. Communication was 10/10 leading up to & during our vacation. Really was a huge relief to know our home & boys were receiving great care & attention.”

“Anna was amazing with our dachshund and our cat. Her comnunication was consistent and her professionalism was impeccable. Our furry babies were relaxed and happy when we came home, so we know they were loved and spoiled while we were gone. We highly recommend Anna as a sitter!”

“Raelynn did a fantastic job watching our dog. She took her on multiple walks, gave her lots of cuddles, and was kind enough to send multiple pictures throughout the sitting. Would definitely recommend her and would use her again.”

“Madelynn took great care of our pets and house while we were away, always maintained great communication with updates and photos, and we will definitely book with her again!”

About: I am always the first to call when someone I know needs pet care! I have also worked in a veterinary hospital with dogs and cats. As of now, I have a very open schedule. I am willing to care overnight or just drop by for a quick walk. I am flexible! I live in a home with a fenced in backyard. I have one dog and cat of my own, and my dog is crate-trained. Both get along with all animals great! My dog is a border collie mix, and is not aggressive at all. My house is also is 2 minute walk to a park with a field and walking track!
“Ariel took amazing care of our dog and cat while we were away! She also sent us lots of adorable photos and took great care of our home as well. Your pets will be in great hands! Can’t recommend her highly enough!”

About: I’m a mature responsible adult with years of experience taking care of other people’s pets and have had several dogs of my own! I currently have 2 standard poodles that are my whole world. I am currently available to care for your pets whenever you need me. My job is as flexible as you need it to be to suite your schedule. I will follow your pet care instructions to the letter. I recognize that routine is important to animals of all types and will do my very best to ensure that they’re comfortable and feel secure.
“Kayla did an amazing job accommodating all of our requests and made us feel very comfortable leaving our boys with her! She kept us updated and sent us all the pictures we asked for. The dogs were so comfortable I’m not even sure they realized we were gone. We will definitely be using her in the future!”

About: I’ve had animals in the house since I was about 6years old! Ranging from mastiffs, retrievers, hounds and feisty little terriers. I’ve also had lizards and now live with cats just a wide range of animals. I left a career fulfilling my goal since I was about 4 years old, being a veterinary student at the university of Glasgow learning more about animal care by the day, to pursue mental health therapy for families and children. But!! The passion and love for animals will always be there. I’ve spent over 2 years previously working in animal shelters and in various veterinary clinics which care for as well as board! I have 3 current dogs back home in the texas, 2 of which we got as puppies and I house trained. All my dogs are now ages 2, 6 , and 7 going from small, medium to large! I love all animals and have much experience caring for the best behaved and despite being very beautiful and loving pets, challenging friends of ours! I’m a current student, so I go to class most often from 9-12 am 4 days a week! In the afternoons and often on Tuesdays ( often on Tuesday I’m home most if not all day) this schedule is slightly variable but not by much. I’m generally away from home no more than 3-4 hours a day. But my schedule is very flexible having time to take dogs out mornings, for early lunch, and have all the time in the world to play in the afternoon/ night! Sundays and Saturday afternoons/ nights are perfect sitting days for me as I’m home working on school very consistently. But during the week works well just the same! My roommate has a very sweet cat named Marcus! He’s basically a dog with how friendly and open he is. We have a large backyard space where many dog owners in this flat area take their pets to run around and in the front of the flat there is another garden area with trees and lots of space to run and have fun! On top of this there is space in the flat both in the living room and my room to stretch legs and be quite comfortable! For others homes I of course am extremely respectful of your home property and am there to take care of your precious family member we love to call pets!
“Vanessa was a wonderful sitter! We booked a last minute trip and she was very accommodating to all our requests. The dogs seemed to really have loved her, and we felt very comfortable having her in our home. Would absolutely recommend her and use her again.”

“Kept our dogs happy and cozy at home for us while we were away for the weekend! The house was tidy when we returned! Always responds in a timely manner. Would definitely recommend her for anyone looking for a great pet sitter.”

“Nikki went above and beyond to provide loving care to our kitty while my wife and I were away for our wedding! Tons of great pictures/videos and even went out of her way to create a fancy dinner for our cat on our wedding night! We will definitely be contacting Nikki again!”

About: I’ve taken care of dogs of all sizes and temperaments since I was 10. From high-energy pups to senior dogs needing extra love, I’ve helped friends, neighbors, and family with walking, feeding, bathing, and basic care. I also have experience working in an animal boarding facility and handling livestock, so I’m confident with animals that may need extra patience or attention. I truly love getting to know each pet’s unique personality and making them feel safe and loved while you're away. I’m currently working part-time and attend university, so I have a flexible schedule—especially on weekends and weekday afternoons. I’m available after 2pm most weekdays, and I’m happy to provide overnight boarding or drop-ins on weekends. Pet care fits perfectly into my routine because spending time with animals is something I genuinely enjoy and look forward to every day. I have a secure, fenced-in yard where your pup can safely explore and play. I also have two friendly dogs who love meeting new furry friends. If your pet prefers solo time or has specific needs, I can easily crate them or provide a quiet space to help them feel comfortable. I always make sure your pet feels safe, loved, and well-cared for—just like they would at home.

About: I have lots of experience caring for dogs (including my own good boy named Cash - a sweet pit bull mix) and love making new pup friends. I primarily house sit for friends who need a substitute dog mom whether it be for a couple of nights or a couple of weeks. My most recent pup sitting experience was with three of my favorite dog brothers -a Yorkie, a Shih Tzu, and a German Shepherd mix. I accept all kinds of dogs! I'm also a personal fan of the long walk and would enjoy taking your pup out for an adventure and some exercise. I'm reliable and have a somewhat flexible schedule. I've never met a dog who didn't like me - and as Bill Murray said "I'm suspicious of people who don't like dogs, but I trust a dog when it doesn't like a person."
About: I have years of experience dogsitting and taking care of animals in general. I am absolutely willing to take care of different animals as well. I'm not afraid to handle multiple dogs, as I used to live in a house with 7 of them. I was part of their care as well. I currently work from 7:30am-2:30pm Monday-Friday. I am available every day of the week. I can feed, walk, and kennel animals before I leave for work. After work, I can be available to walk or sit. I am not able to care for pets in my home, but I am availble to take care of them however necessary in the client's home.
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Winslow is $40
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 house 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.
Sitters in Winslow average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winslow on Rover as of Apr 2026 was about $40 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Apr 2026, there are 326 house sitters in Winslow. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Winslow house sitters respond in under an hour.
House sitters in Winslow have an average of 15 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winslow.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winslow house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.



