Pet Sitting & Drop Ins In Castlewood
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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Top rated Castlewood pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Sarah is wonderful! She is really great with our girls. Especially our senior cat, who is at the end of her life! She is thorough and asks a lot of questions, to ensure the best care for our babies! Thank you Sarah!! 😊”
“Madison was great watching our crazy dog. She was on time and had great communication. Loved all the fun photos she took of our dog. Looks like our dog had a great time with Madison and she took very good care of him when we were out of town. We will definitely use Madison the next time we travel.”
“Ari did a great job with my two goldens. He is very responsible in communicating with me. The dogs took to him immediately! I will definitely ask him to help out again!”
“Once again Deidre was amazing with my pups! I think they recognize her now because they are starting to come out of their kennel for her with no issues! Which is a huge accomplishment for them.”
“Jerrie is a reliable sitter and always sends me photos of my dog playing outside. She takes great care of him when I’m away. Plus, she has saved me at the last minute and been available with short notice.”
“Matthew was absolutely fantastic with our two girls! They immediate took a liking to him when they first met and by the time we go back from our trip both the girls were more calm and well behaved than when we left. Matthew also sent us pictures of our girls every day so we wouldn't miss them as much. Thank you, Matthew!”
“Ashley did great with our two high energy dogs (labradoodle & black lab)! Really appreciated her detailed report on the drop-in and how they did during her visit. Will hire again for drop-in visits and dog care when needed!”
“Maggie checked all boxes to make you feel comfortable leaving your fur and feather babies! She responded promptly and took great care in leaving thoughtful and detailed “report cards” for checkins. Upon returning the kittens and chickens were so happy and at ease. The house was also very clean. Highly recommend Maggie :)”
“Aaliyah was great with my Beau. He’s very passionate about his pool time and Aaliyah made him a happy boy by playing fetch with him in the pool. She was very communicative which I really appreciate.”
“Samantha was amazing! She sent amazing updates and photos of my cat. Leia was cared for incredibly well and Samatha was amazing with following the care details I left!!”
“Yvonne was great with taking care of our dog when we needed someone for a last minute trip. She was quick to schedule a meet and greet, was very kind, and was always quick to respond whenever I messaged her to check in. I would definitely recommend her and will rebook with her in the future!”
“We loved Helena, she treated our old dog with such great care. We will definitely be booking with her again and so appreciate her taking care of our dog.”
“Kacie was fantastic!! She took great care of my fur baby and sent lots of pictures. You could see how happy my pup was! My dog is a rescue and is shy around strangers and he did great with Kacie. She’s the best! Thank you!!”
“Lizzy was great with our dogs and kept us updated the whole trip with photos and messages letting us know how they were doing! I highly recommend her and will definitely be booking with her in the future”
“Jed was very professional and helpful with our pups. He kept us updated on the status of them when he went over to let them out. Thank you so much for the help.”
Over 1 pet parents in Castlewood have booked pet sitting
Castlewood pet parents share their Rover experiences
Madison is an absolutely wonderful pet sitter. She took such great care of our cat Lily. She kept us informed every day while we were out of town with updates and pictures for every drop-in. She really put me at ease, knowing our cat was well loved while we were gone. She is very kind and trustworthy and I would definitely have her back again!
Vanessa told fantastic care of our dogs when we were out of the country. She took FANTASTIC photos of them and sent daily updates so we felt very reassured they were in good hands while we were gone! AND our dogs put her through so much drama and she just let it roll off, no big deal! Vanessa is a saint!
Lizzy was an outstanding dog sitter! She took amazing care of my dogs and kept me updated on everything and sent lots of photos! My dogs were super happy to see her highly recommend her as a dog sitter! She even helped with issues involving my fire alarm and stayed for my maintenance people to try and fix it couldn’t have picked a better dog sitter!
This is my second time booking with Matthew for a 5 day trip, and I’m equally as thrilled with his service as the first time. My dog absolutely loves him, and I really appreciate his daily photos and quick recap. He even alerted me to a potential hazard and resolved it right away. I know my dog will be safe, entertained, and loved on when he drops in!
Pamela was amazing! First off, I requested her on very short notice, one day in advance, and she was more than happy to help even having never met my pups! She also went above and beyond as to feed my dogs, fill up the water bowls, and pick up their poop when she could! I would absolutely recommend her to anybody and everybody and I will definitely be booking her again in the future!
Popular requests near you
Select a filter and find qualifying Castlewood sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a 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 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 pet sitting in Castlewood is $22
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 pet 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 Castlewood average 6 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Castlewood on Rover as of Jun 2026 was about $22 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, there are 2,493 pet sitters in Castlewood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 87% of Castlewood pet sitters respond in under an hour.
Pet sitters in Castlewood have an average of 15 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Castlewood.
Rover makes it easy to find Castlewood pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 2,493 pet sitters in Castlewood on Rover, so you’re sure to find the perfect match for your pet! In Castlewood, 96% of pet sitters offer daily exercise, 98% offer medication administration, and 95% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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