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Top rated Winterberry house sitters


“John did amazing taking care of my baby girl Chloe. She is a very active 11 month old lab and I had to leave her home while I went on vacation because she just isn't mature enough to travel with. I was able to relax and not worry about my baby girl because I knew she was in good hands and being taken care of. John kept me up to date daily and shared photos. When I got home, he kept a logged each day and all that he did to take care of my baby girl. I definitely recommend John and will be utilizing him in the future.”


“Micah was awesome! He got along great with our Ruby and Lily. He asked all the right questions. When we were away and he wasn’t sure of something, he asked. He was a trooper with our Ruby who is afraid of bad weather and he handled it awesomely. He picked up after himself and left the house in great condition. Highly recommend!”

“Bri was absolutely amazing! She was so responsive and careful to follow all of the instructions that I left for my cat. She left the house in impeccable order and she went above and beyond . I came home to a very happy cat who clearly got a lot of play and attention while I was away. Exactly what I was hoping for. I would be happy to have a Bri back again!”


“Delilah went above and beyond to take care of our pups. Courteous care with prompt communication throughout our time away. Would highly recommend her to all dog parents for in home care.”


“Absolutely loved Kerri! She did an amazing job with our two pups. Showed so much love. And always made sure she sent pics! She took amazing care of our pups and home. Def consider her part of our family! Thanks again!”


About: I love the babies and the old folks yelling, "Get offa my lawn!" I care for puppies who are at least partially housebroken (tell me your style, and I can adapt to it). I care for seniors who need medicine and/or mobility equipment. I care for all the dogs in-between. I have cared for dogs with skin allergies and skittish dogs who are terrified of storms. I will help your dog feel right at home everywhere we go. I go to college online, part-time, so your schedule is my schedule. I am free whenever you need me, generally within one day's notice. If you need me to housesit, as long you have wi-fi, I am good to go. I live in a townhouse, and I have a cat, so I can only doggy daycare small-to-medium dogs, but we can take walks all day long, if your pup wants! At your home, your rules are my rules. I will follow whatever reasonable instructions you have for your pets. (I can also water your plants and feed your fish/birds/small mammals/reptiles.)

“Carly was great. She followed our feeding and care instructions, communicated promptly with any questions/responses and sent photos of our happy pets. We highly recommend her and will use her again for future petsitting.”


“Lora was absolutely phenomenal with our two high maintenance cats and anxious dog Stout. She followed every single one of our instructions to a T, and sent us numerous updates that made it possible for us to enjoy and relax while we were away. She also left the house in immaculate condition, even better than she found it! Lora far exceeded our expectations and would not hesitate to utilize her services again. Thank you so much!”


“Alexus has been so helpful with drop-ins and dogsitting for our pup, Zelda, this summer! She is reliable, communicative, and Zelda loves her! Alexus doesn't mind helping with some of Zelda's special needs, and she sends lots of updates and pictures from her visits. We will definitely book her again!”


“Sam worked really well with my two large dogs (even though they both can be barkers) and even made friends with my cats. She also handled some unexpected hiccups at our house with grace, and I really appreciated that.”


“Holly did an amazing job taking care of my dog and cat! She went above and beyond what was expected, providing frequent updates and keeping me reassured while I was away. Both my pets are happy and well cared for, and I couldn’t ask for better service. I highly recommend Holly for anyone looking for a reliable and caring pet sitter!”



“Scott is fabulous! I can not say enough about the level of care that he provides. He has stayed with Gloria many times, and she is always a happy, well-cared for pup when we return. He is quick to respond over the app, and an all-round nice guy!”


“Lonnie handled my high energy big dogs wonderfully. He clearly cared about their health and well being, which means a lot to my husband and me when we put our babies in someone else's care. Thanks Lonnie, we'll see you next time!”


About: I have taken care of all animals from horses to rabbits and snakes ever since I was little. I am blessed with the ability to have been working for a kennel for the past four years that’s given me experience to care for them. I feed, water, medicate, play and spend time with all sorts of pups ! I’m currently working full time but I can do anytime after 5 on fridays and anytime on Saturday and Sunday !I am devoted to give the very best pet care there is in the area! In my home, I have four Boston terriers and two cats. The bostons are great pets ! We have a fenced in yard for them to run and play. We also have a pool for them to swim in . They’re spoiled :). The cats are indoor/outdoor cats and are all up to date on shots! We also have two kittens we just adopted :)

About: Over the years I have taken care of many pets and clean dogs cats reptiles birds fish and over the years I have gained a vast knowledge and inquisitive experience with dogs I am currently a major in environmental biology and ecology and with a minor in animal behavior in psychology I enjoy it all dogs and have no prejudice against any dog or cat and I am willing to take care of any pad and I’m not afraid of any type of animal that is presented in front of me and willing to do almost all tasks Required in service for taking care of the dog or cat and I will also take care of other non-included pets if needed as long as the services aren’t too distracting from the primary role of taking care of the main pet that I was hired to do so I work from home and have a free and open schedule with full availability and no time constraints, I also am flexible and can make arrangements for any occasion, if given notice! I treat all pets, the same in all pets the same way. I treat them inside of them myself. They are given every ounce of love that I have, and every opportunity to do all the fun things that I would do with my own pets.! I have no bias or fear of any specific animals and I’m willing to take any breeder any type of dog or cat!

“Camryn was so wonderful to work with and took excellent care of our dog. She was an excellent communicator, sent lots of pics and left our home in tip top shape. I've already recommended her to friends and will definitely use her again!”

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John M.Star Sitter

“John did amazing taking care of my baby girl Chloe. She is a very active 11 month old lab and I had to leave her home while I went on vacation because she just isn't mature enough to travel with. I was able to relax and not worry about my baby girl because I knew she was in good hands and being taken care of. John kept me up to date daily and shared photos. When I got home, he kept a logged each day and all that he did to take care of my baby girl. I definitely recommend John and will be utilizing him in the future.”


Micah M.
“Micah was awesome! He got along great with our Ruby and Lily. He asked all the right questions. When we were away and he wasn’t sure of something, he asked. He was a trooper with our Ruby who is afraid of bad weather and he handled it awesomely. He picked up after himself and left the house in great condition. Highly recommend!”


Britta M.

“Bri was absolutely amazing! She was so responsive and careful to follow all of the instructions that I left for my cat. She left the house in impeccable order and she went above and beyond . I came home to a very happy cat who clearly got a lot of play and attention while I was away. Exactly what I was hoping for. I would be happy to have a Bri back again!”


Kamdyn G.

“Kam did a wonderful job looking after our two dogs at the house for a week. Great communication and left two happy dogs and a spotless house, we highly recommend!”


Delilah E.
Star Sitter


“Delilah went above and beyond to take care of our pups. Courteous care with prompt communication throughout our time away. Would highly recommend her to all dog parents for in home care.”


Kerri L.Star Sitter

“Absolutely loved Kerri! She did an amazing job with our two pups. Showed so much love. And always made sure she sent pics! She took amazing care of our pups and home. Def consider her part of our family! Thanks again!”


Jason C.

“Jason is an excellent rover! He has watched our dogs and house sat for us multiple times now. Our dogs love him and he takes awesome care of our two German shepherd dogs!”


Paris K.

“Thank you Paris... Luca loved having you here!!”


Cheryl B.
“Cheryl loves animals. I have used her a number of times. She has cared for my 2 Vizslas which require extra snuggling and attention. I like that she will house sit with them so they can stay in a familiar environment while I am away. She will play with them inside and outside, so they are closely watched. She knows by being with the dogs, she would be able to spot any abnormal behavior and then react appropriately.”


Carly B.

“Carly was great. She followed our feeding and care instructions, communicated promptly with any questions/responses and sent photos of our happy pets. We highly recommend her and will use her again for future petsitting.”


Lora M.Star Sitter

“Lora was absolutely phenomenal with our two high maintenance cats and anxious dog Stout. She followed every single one of our instructions to a T, and sent us numerous updates that made it possible for us to enjoy and relax while we were away. She also left the house in immaculate condition, even better than she found it! Lora far exceeded our expectations and would not hesitate to utilize her services again. Thank you so much!”


Alexus H.

“Alexus has been so helpful with drop-ins and dogsitting for our pup, Zelda, this summer! She is reliable, communicative, and Zelda loves her! Alexus doesn't mind helping with some of Zelda's special needs, and she sends lots of updates and pictures from her visits. We will definitely book her again!”


Sam S.Star Sitter

“Sam worked really well with my two large dogs (even though they both can be barkers) and even made friends with my cats. She also handled some unexpected hiccups at our house with grace, and I really appreciated that.”


Holly M.

“Holly did an amazing job taking care of my dog and cat! She went above and beyond what was expected, providing frequent updates and keeping me reassured while I was away. Both my pets are happy and well cared for, and I couldn’t ask for better service. I highly recommend Holly for anyone looking for a reliable and caring pet sitter!”




Scott J.

“Scott is fabulous! I can not say enough about the level of care that he provides. He has stayed with Gloria many times, and she is always a happy, well-cared for pup when we return. He is quick to respond over the app, and an all-round nice guy!”


Analise B.

“Thank you for taking such good care of Henry and Oliver!”


Lonnie P.Star Sitter

“Lonnie handled my high energy big dogs wonderfully. He clearly cared about their health and well being, which means a lot to my husband and me when we put our babies in someone else's care. Thanks Lonnie, we'll see you next time!”


Shelby R.
“I have known Shelby for about a year now after meeting her at the doggie cay care my pet currently attends. She is very kind and loving towards the pets and has been wonderful with sending me photos of my pup when she boards there. My dog is always so happy to see her and she gives her lots of love which I truly appreciate. I would highly recommend Shelby to be a pet caregiver.”


Casmir L.
“Casmir loves animals and has always cared for them. Casmir loves his dog and my dog. He loves walking them and taking care of them.”


Camryn F.

“Camryn was so wonderful to work with and took excellent care of our dog. She was an excellent communicator, sent lots of pics and left our home in tip top shape. I've already recommended her to friends and will definitely use her again!”
Winterberry pet parents share their Rover experiences
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 Winterberry is $50
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 Winterberry average 4 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 Winterberry on Rover as of Aug 2025 was about $50 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 Aug 2025, there are 1,886 house sitters in Winterberry. 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, 87% of Winterberry house sitters respond in under an hour.
House sitters in Winterberry have an average of 14 years of experience. House sitters with repeat customers have an average of 4 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 Winterberry.
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. Winterberry 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.
