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

Over 316 pet parents in Windsor Forest have booked house sitting
Windsor Forest, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I will not trust anyone else with my babies. Sara I'd absolutely amazing. She really cares and does an amazing job. She sends pictures and takes care of my fur babies like her own.”

“Highly recommend! This is the third time they’ve watched my dog and my place, and it’s been a great every time. Very communicative, kept me updated with great pics, and the house is always in order when I come back. Thanks for all you do for Pangu!”

“Look no further because Cara is the best! She is caring, mature and calm and has a keen sense with animals. She took care of our 3 dogs and home for 5 days and we came back to our home exactly as we had left it. I am so glad we found her and already have her booked a few more times. It’s a relief knowing our home and dogs are being well taken care of while we’re away. Really can’t say enough good things about her except give her a try —- ya won’t regret it.”

“Clarissa is the absolute best pet sitter! She loved on my babies and catered to them the entire time. I got lots of pictures. She made sure to stick to their schedule as close as possible. I couldn’t have asked for better care. She’s an absolute sweetheart and I am so grateful for her!”
About: I've had dogs in the house all my life. I've dealt with puppies as well as senior dogs. I've also cared for small dogs as well as very large dogs. I am a full time college student but I'm available on weekends, Mondays, Tuesdays and Wednesdays after 5, Thursdays after 4, and Fridays after 1. I love to play with pets both inside and outside depending on your area and if you have a fence. I also enjoy walking around Savannah.
“Baylee did a fantastic job watching my 2 dogs for a few days! Both dogs have feeding schedules and take medications and she followed everything to a T! I received lots of photos and a video, each time my dogs were very happy! When I came back from my trip, my house was in great order. I highly recommend her and will be using her again!”


“Emily did a great job caring for our girls Colbie and Hazel. She sent us lots of messages and videos over the few days, and seemed to genuinely enjoy the dogs. No issues at all -- a great find!”

“Adrianne has been amazing. She has been super flexible as I have asked her to walk and keep Kodi company on days I am away golfing for the day. Obviously weather and other things come up so when I need to cancel or reschedule Adrianne has been super accommodating. When she is here with Kodi I get regular updates, if I leave a note for her about his care she always follows up so I know she has seen it and followed through on my request. I have been concerned with the heat with this being my first summer in the DC area with Kodi. Adrianne was again very understanding, she sent me lots of info on dog safety during high heat times. She confirmed what I had believed and her knowledge on handling dogs and her genuine desire in making sure I was comfortable with Kodi's care. I will continue to request Adrianne when I need someone to walk and keep Kodi company. I recommend you do as well when you need a reliable sitter for your pet.”

“Arden was great taking care of our dogs and cat. She stayed in the nighttime to ensure that our dogs were ok and not in need of emergency potty situations that can sometimes occur. She walked the dogs, sent pics and they were all happy and fine when we got home. House was great and everything went smoothly! Using her again the end of the month!”

“Joshua did a great job with my 2 dogs, and 11 month old Dalmation puppy, and a 7 year old Hungarian Pumi. He went above and beyond when I did not arrive home when I told him I would be there...( flight delays) Joshua stayed until 1:30 am to make sure the dogs would be OK . The dogs really seemed to enjoy him and were sorry to see him go! I can highly recommend him!”

About: I was a kennel technician for a little over 3 years and have fostered pets most of my life, I miss working with animals but had a career to focus on I work 9-5 on Tybee currently but make sure my own pet gets very consistent long walks before and after work every day and playtime at lunch on my days off❤️❤️ My dog has fantastic recall that we work on regularly with positive reinforcement. I also specialize in leash training stubborn puppies that like to pull
About: I've cared for the fuzzy family members of friends, family friends, and work friends for years. My own pets have been mostly senior rescues from owners who could no longer care for them. I have experience with medication, drop-ins, house-sitting, and more. I am currently an artist with open commissions, so my schedule is flexible and made for your pets. I usually crochet or draw when I care for lower-energy animals, and love playing with those with more energy. I am a no-shoes-in-house kind of person, and can bring separate house shoes if preferred. I am no stranger to cleaning up pet accidents. I keep to the living areas of the home, unless the pets are kept elsewhere, and provide a quiet presence for more introverted or timid animals. I ensure to adhere to the idea of "leave no trace", as though your home is the natural habitat for your pets.
“Great job! Icealin paid attention to all the details, making sure the house was taken care of too, not just the pooch. I came back from holiday travel and blizzards everywhere, and all was well.”

“Had a great experience! Alexis was very patient with our nervous dogs and gave all of them a lot of attention! We received a lot of feedback and pictures. Will definitely be using them again!”

“Ivy did an amazing job watching our 2 big dogs and cat while we were away for the weekend. They seemed to be very happy with her and are already asking when she can come back! Thank you ivy!”

The median cost per night for house sitting in Windsor Forest is $50
Pet parents share their Rover experiences - Windsor Forest
Baylee did a fantastic job watching my 2 dogs for a few days! Both dogs have feeding schedules and take medications and she followed everything to a T! I received lots of photos and a video, each time my dogs were very happy! When I came back from my trip, my house was in great order. I highly recommend her and will be using her again!

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 - Windsor Forest
Select a filter and find qualifying sitters offering house sitting.Sitters in Windsor Forest average 4 repeat house sitting clients
FAQs for House Sitting - Windsor Forest
Frequently asked questions about Rover
The average cost for House Sitting in Windsor Forest on Rover is $37.45 per night (as of September 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 September 2026, there are 629 sitters on Rover offering House Sitting across Windsor Forest. 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 Windsor Forest 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 Windsor Forest 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 Windsor Forest 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 Windsor Forest. On Rover:
- 92% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 100% 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.












