House Sitting Castlewood
Find a loving house sitter to watch over your pets and your home.

Over 284 pet parents in Castlewood have booked house sitting
Castlewood, 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%.
“Jonathan always takes exceptional care of our pets and home while we travel. He is communicative while we are away and consistently dependable. We appreciate his level of care!”

“Sonja is incredible at what she does!…. She dropped in on my 2 x kittens and sent me so many pictures and made fortresses for them!. They were so happy when I got home. Sonja came last minute and she always put my mind at ease. I will use her now permanently and I can’t reccomend her high enough”

“We booked Carol to stay with our dogs over Thanksgiving, and she was absolutely fantastic. From the moment she arrived, our pups were relaxed and comfortable with her. She kept us updated with photos and little notes throughout our trip, which was such a relief during a busy holiday. We came home to happy, calm dogs and a spotless house. She handled their feeding, meds, and quirks like she’d known them forever. It truly felt like they were cared for, not just looked after. We’re so grateful and will definitely be booking her again. Highly recommend! Thank you Carol”

“Polina was amazing! I think this was her first time on Rover or doing house/dog sitting, but she was fabulous. She was so communicative and was clearly taking very good care of our two dogs. She left the house spotless and was incredibly considerate. We'll definitely ask Polina to care for our dogs again!”

“Lindsay stayed at the house with our three dogs while we were out of town. She was a great house/dogsitter and we would happily use her again! The house was spotless when we returned and the dogs were very relaxed.”


“Morgan was wonderful with our dogs! They warmed up to her really quickly, which gave us so much peace of mind while we were away. She sent lots of updates, kept us informed, and made us feel confident that our dogs were safe and well cared for. She also left our home in great shape. We would absolutely recommend Morgan and would be happy to book with her again!”


“Isaiah house sat for our 2 older dogs. His communication was great and did well with dogs. Gentle manner and seems to really like dogs. Came for a free meet and greet with them prior to dog sitting. He even sent pictures of the dogs, which helps when we’re away from them. He also gave the medicine to the dogs just fine, which was really important. We plan to use him again.”

“Ion was wonderful with Nora. She got loads of attention. She was very well cared for. Ion sent regular pictures and updates, so we had no worries. We would 100 % recommend him and will definitely use him again. Our home was left spotless. A++.”

About: I have been a dog owner most of my adult life and have fostered numerous dogs and puppies. Fostered a cat and he never left, so I have one lovey, tolerant cat. :) I live in a townhome with an enclosed courtyard and am close to an open space with miles of paths to walk. I really want a dog around until I can be home more full-time to own a dog again. I am generally available full time with potentially small plans away from home. I do need to be able to leave the house for short periods. Pets would NEVER be outside in the enclosed courtyard by themselves. Pets are welcome on my furniture if it's allowed in your home. I love to get outside for walks, play ball inside, lounge in the sun, and watch TV together. I will follow any routines that help them be comfortable and love their stay with me.
“Hannah was so sweet with Yogi, she sent daily updates with pictures. She took great care of the house as well which was completely unexpected but very appreciated! Would 10/10 recommend and we hope to use her again in the future!”

“Stephany did a great job watching our dog, Laila, while we traveled home for the holidays. We just moved here so it was important to us to have someone stay with her while she was still adjusting to the new apartment. Stephany was very responsive, flexible, and communicative when caring for Laila. Stephany followed our care instructions and sent us plenty of updates and photos throughout her sitting. It was just what we needed to so we wouldn’t have to worry and we could enjoy our time with our family!”

“Morgan was amazing - daily updates and pictures - arrived to a clean home - and most importantly, my dog was happy and well exercised when I got home! I will definitely use Morgan again! She even sent me pictures of my flowers that bloomed while I was away!”

“Revann was great! she communicated well, and followed all the medication and food instructions for our elderly pup. The house was tidy and she brought in the mail without asking. I will definitely book with her again!”


“Nicole did an amazing job watching our high energy dog and kitty while we were gone for a long weekend. She sent some awesome pictures and kept us well updated the whole time!”

“Gessika is a sweetheart and we’d happily hire her again. She watched our dog and two cats for 10 days and gave them lots of love. It was such peace of mind knowing our fur babies were being well taken care of while we were out of town.”

“Olivia was so great with my two high energy dogs!! They can be a handful at times and require some patience. Really appreciated not having to worry about them while I was out of town. Thanks, Olivia!!!”

“I went on vacation for a week and Vlad took such great care of my two, rather rambunctious dogs. He put me at ease by sending daily updates on my dogs. I will definitely call on him again!!”

The median cost per night for house sitting in Castlewood is $55
Pet parents share their Rover experiences - Castlewood
We couldn't have asked for a better pet sitter! We have two dogs and two cats, one of whom has diabetes and requires medication on a strict schedule. She was incredibly reliable and made sure every dose was given on time, which gave us so much peace of mind while we were away. She took excellent care of all of our pets, and it was clear they were happy, comfortable, and well-loved. On top of that, she did a fantastic job watching over our home and kept everything clean and in great condition.

I have interviewed a lot of dog sitters over the years, Ion was the first one that brought treats for the dogs, you would think that is obvious, it is not. He asked a lot of questions, interacted with the dogs, wanted to play with them right away. My dog is 12, she has some issues and kind of a 'high maintenance' dog with supplements and some mobility issues. He was fine with it, read all my instructions, followed them, sent me pictures in the morning and evening with updates. When Keena was being picky, as she does sometimes, he asked and we got it figured out. I am usually pretty nervous with a new sitter, have had some nightmare situations, with Ion, I wasn't stressed, which is rare. When I travel again, I will reach out to him as my first choice and recommend to others to take care of their loved doggos

Jonathon is a diamond in the rough! I have asked him to sit for my two senior pets and he has followed my instructions exactly. I feel at ease and confident leaving them in his good hands! Also, Jonathon sends me pictures daily of the pets which I love and really appreciate! FInally, Jonathon leaves my house just how I left it for him so my vacation high is not zapped the minute I hit the house!

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.
Meet local sitters who will treat your pets like family

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 - Castlewood
Select a filter and find qualifying sitters offering house sitting.Sitters in Castlewood average 4 repeat house sitting clients
FAQs for House Sitting - Castlewood
Frequently asked questions about Rover
The average cost for House Sitting in Castlewood on Rover is $42.8 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of July 2026, there are 8,011 sitters on Rover offering House Sitting across Castlewood. 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 Castlewood 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 Castlewood 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 Castlewood 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 Rover Guarantee , 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 Rover's Trust & Safety page .
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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Castlewood. On Rover:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 97% 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.


















