House Sitting in Winsome Heights
Find a loving house sitter to watch over your pets and your home.

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Top rated Winsome Heights house sitters

“Carly is the best professional pet sitter we’ve ever had. She’s smart, kind, agreeable and responsive. And at first glance our dogs adored her.”



“John took excellent care of Karma. He also sent pictures. It was very reassuring to see pictures of my pup having a fun time while I was away.”


“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!”


“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!”


“We absolutely love working with Ryan, and he takes such good care of PT! He sends the best videos and pictures, and even taught her a new trick - above all, we know that he loves dogs and can handle ours!!”


“Kerri was amazing. Stayed at our house and took excellent care of our Great Dane while we were away on a long weekend trip. Sent us updates and left everything super neat and tidy! Look forward to having her sit again :)”


“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!”


“Micah was such a gem to find! He was thorough in his care for my animals which is not easy as my boxer has a myriad of health and anxiety issues. He provided updates and asked questions when needed. Do not hesitate to book Micah, he is a fine gentleman who will care for your animals like his own. I will not hesitate to reach back out myself!”


“Delaney watched my dog, Roxie, while we went away for about five days. She did a great job in communicating. Roxie was well taken care of, was happy and had a full bowl of water when we got home. I will definitely ask Delaney to watch my dog again in the future.”


“Lora was absolutely wonderful with our dog and cat! She sent frequent updates and pictures and took excellent care of our home and animals. She is extremely kind! Highly recommend and we will definitely be booking with her again!!!”


About: I’ve baby sat for homes with at least 3 animals and have stayed with dogs at the owner’s house for a week while on vacation! I’ve also owned cats all my life! I’ve pet sat for dogs and cats multiple times for different families over the years :) I’m a physical therapy student at the University of Maryland Medical School in Baltimore City and can best help out after class and at night, but anytime on weekends! I get out of class around 3-4pm on weekdays so I’d be able to visit around 4-5pm and then again at night. I would be able to do the same for cats which I would be a better help with since they’re less maintenance! I know how to clean litter boxes and love playing with cats! For dogs, I love going on walks/runs to get exercise in and I’m used to sticking to schedules for feeding if needed. I’m always down to hang out with your pets for a bit while you’re gone and give them attention they need!


“Scott did a great job caring for all our pets, including the rats and ferrets! He was prompt and polite and we felt comfortable that our babies were in good hands.”


“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!”


About: Thanks for clicking on my profile! I have experience working with pups and kittens ranging from a few months old to the end of their life. I foster a strong bond with every pet by tailoring my care to each baby's unique personality and needs. I'm happy to care for pups of any types, but my speciality is getting close to (and wearing out!) anxious dogs. I'm very patient and energetic, which allows me to move at their pace and earn their trust. I have some dog (and cat!) training experience, so I'd be happy to teach basic commands and/or reinforce the commands you're already working on with your pup :) does your dog pull during walks? Do they come when you call? I can try to help! My absolute favorite service to provide is walking dogs for 2+ hours to really wear them out! I love a long walk! (I'm also happy to provide plant care! I'm an ecologist by trade.) I'm looking forward to meeting you and your sweet baby! I work remotely with an incredibly flexible schedule, so I can usually make my schedule fit whatever is needed. I just need a few days notice so that I can make sure my schedule is clear for your fur babies! I'm happy to stay over night at your home, if needed! I like to bring my own sleeping mat, and I'll need to bring my kitty if I'm caring for your pet for more than two nights.

About: I’ve taken care of pets most of my life. Friends and relatives call me to either walk their dogs or take care of their cats while they are away. Your precious fur babies are in great hands with me! My schedule will be 7 days a week. My wish is to do this full time☺️ What better job than taking care of you furbabies! ( That includes cats also) I love dog walking because it gets us both outdoors and it’s great exercise for both of us! I can’t wait to meet your fur baby❤️

About: I have always had all kinds of dogs around me in my family since I was very young and have had lots of experience handling reactive dogs I just graduated from high school and am looking for a few gigs to fill my summer break before college so my schedule is very wide open and flexible I have a very friendly puppy that will happily play all day long with any dog and am happy to do any crate training that a dog needs

About: Animals have been a integral part of my life for all of it, I cannot imagine a good life without them. I've cared for pregnant dogs, most notably a pitbull and eventually her puppies, house and crate training a litter of six. I adopted an elderly beagle with anxiety, reforming her destructive tendencies with attentive care and regimented medication. No matter the troubles with your fur family, I guarantee I will make your life easier, your days smoother and your pets happier. Pet care is my career so I am available all-day, everyday. It's one of the most rewarding jobs I've had, pets understand when you are looking out for them, and give it right back. For boarding, I have a large backyard with a high fence, perfect for running big dogs if we can't get to the dog park due to weather, dog temperament, etc. I have several large dog size wire crates if required, although I prefer to let new boards explore my puppy proofed first floor. I am flexible and competent able to respond quickly and effectively to everything from your dogs specific quirks, to unexpected medical emergencies with my personal supplies and a direct line to my local 24-hour vet, or yours if you prefer.

“Camryn did an overnight with our dog Mister Boyd and cat Piper. She followed our instructions and wasn't afraid to contact us to ask questions about things she needed further clarification on. We will definitely hire her again for further overnights.”


About: I have always had a passion for animals of any kind. I have a cat myself, and have been trusted to care for friends and families cats and dogs for years now. I will care for your fur babies like they are my own. i currently work part-time, and will be home for the summer from school. I will have plenty of time to come check on your animals. I will make sure your animal gets plenty of exercise and love, and will also make sure your house stays in the condition it was found in, if not better.
Loving house sitters in your neighborhood
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Carly B.

“Carly is the best professional pet sitter we’ve ever had. She’s smart, kind, agreeable and responsive. And at first glance our dogs adored her.”




John M.Star Sitter

“John took excellent care of Karma. He also sent pictures. It was very reassuring to see pictures of my pup having a fun time while I was away.”


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!”


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!”


Ryan H.
Star Sitter


“We absolutely love working with Ryan, and he takes such good care of PT! He sends the best videos and pictures, and even taught her a new trick - above all, we know that he loves dogs and can handle ours!!”


Kerri L.Star Sitter

“Kerri was amazing. Stayed at our house and took excellent care of our Great Dane while we were away on a long weekend trip. Sent us updates and left everything super neat and tidy! Look forward to having her sit 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!”


Micah M.

“Micah was such a gem to find! He was thorough in his care for my animals which is not easy as my boxer has a myriad of health and anxiety issues. He provided updates and asked questions when needed. Do not hesitate to book Micah, he is a fine gentleman who will care for your animals like his own. I will not hesitate to reach back out myself!”


Delaney L.

“Delaney watched my dog, Roxie, while we went away for about five days. She did a great job in communicating. Roxie was well taken care of, was happy and had a full bowl of water when we got home. I will definitely ask Delaney to watch my dog again in the future.”


Lora M.Star Sitter

“Lora was absolutely wonderful with our dog and cat! She sent frequent updates and pictures and took excellent care of our home and animals. She is extremely kind! Highly recommend and we will definitely be booking with her again!!!”


Hailey C.
“Hailey is prompt, reliable, responsible, honest and hard working. She walks and watches my anxious dog regularly and he loves her. I highly recommend Hailey!”




Scott J.

“Scott did a great job caring for all our pets, including the rats and ferrets! He was prompt and polite and we felt comfortable that our babies were in good hands.”


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!”


Sam S.Star Sitter
“Sam did a great job watching an anxious dog I was fostering, Kally. Sam and their cat stayed at our place for a week while I was on vacation, right after Kally was neutered. I was surprised by how well Kally settled in with Sam, and that Sam's cat, Camille, fit right in too. Kally healed up well from the surgery and learned how to sit and stay during my trip! Such a great experience!! Would highly recommend Sam for house sitting stressed dogs!”


Mindy A.
About: I’ve taken care of pets most of my life. Friends and relatives call me to either walk their dogs or take care of their cats while they are away. Your precious fur babies are in great hands with me! My schedule will be 7 days a week. My wish is to do this full time☺️ What better job than taking care of you furbabies! ( That includes cats also) I love dog walking because it gets us both outdoors and it’s great exercise for both of us! I can’t wait to meet your fur baby❤️


Analise B.
About: I have always had all kinds of dogs around me in my family since I was very young and have had lots of experience handling reactive dogs I just graduated from high school and am looking for a few gigs to fill my summer break before college so my schedule is very wide open and flexible I have a very friendly puppy that will happily play all day long with any dog and am happy to do any crate training that a dog needs


Melvin B.
“Mel is the best dog walker/sitter/whisperer I have ever hired. My dog Vally absolutely loved her time with him. Mel would go above and beyond what I asked and would always keep me updated with pictures, a brief description of the day, and any issues or concerns. If I didn’t move I would still have him helping out. I know Vally misses him. 100% recommend hiring him.”


Camryn F.

“Camryn did an overnight with our dog Mister Boyd and cat Piper. She followed our instructions and wasn't afraid to contact us to ask questions about things she needed further clarification on. We will definitely hire her again for further overnights.”


andra h.
About: I have always had a passion for animals of any kind. I have a cat myself, and have been trusted to care for friends and families cats and dogs for years now. I will care for your fur babies like they are my own. i currently work part-time, and will be home for the summer from school. I will have plenty of time to come check on your animals. I will make sure your animal gets plenty of exercise and love, and will also make sure your house stays in the condition it was found in, if not better.
Winsome Heights 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 Winsome Heights 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 Winsome Heights 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 Winsome Heights on Rover as of Jul 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 Jul 2025, there are 1,828 house sitters in Winsome Heights. 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, 86% of Winsome Heights house sitters respond in under an hour.
House sitters in Winsome Heights 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 Winsome Heights.
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. Winsome Heights 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.
