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

Woodstock, 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.
“Katie was absolutely amazing. Our retriever was quite anxious about us leaving, and she quickly calmed him. He was great with her. Both of the pups were happy and behaved as though we never left. We will definitely be reaching out again!”

“Megan did outstanding her first time with Crosby and Luna! We were in contact daily and she made sure that everything went smoothly which is always a concern for me since Luna is a rescue still figuring things out. Communication leading up to the stay was above and beyond and my house was perfectly the way I left it and she even went the extra mile to wash and dry the towels and sheets. A girl after my own heart!!!! I would. highly recommend!!!!!”

About: What sets me apart from other sitters is my lifelong experience with animals, having grown up with dogs and cats in the country. I provide compassionate care for senior pets. My joyful, hardworking, and caring nature for animals ensures each pet receives the personalized attention and love they deserve. I am a flexible and reliable pet sitter available anytime with advance notice. Ready to provide loving, attentive care for your pets whenever you need! I provide attentive care in my clients' homes. For outdoor time, I use a leash to ensure safety and proper exercise. Your pets will receive personalized attention, love, and regular activity.
“Scott and Sarah were fantastic. I really appreciated their level of communication, care, state in which they left my home. They pay attention to the details. Every picture I received of my dogs, it looked like they were smiling ear to ear and have the best days. So cute.”
About: Hello. I’m Kat, and I am an experienced sitter who's been taking care of homes and pets through Trusted Housesitters for nearly two years now. At this time, I have 18 recent sits under my belt. I am former membership director of a nonprofit for writers, and these days I’m traveling in my van, house/pet sitting, and working on my own writing. I love animals and grew up in the country with 14 outdoor cats and 3 different dogs. I sat for a lot of professors as a grad student and thought it would be fun to return to that as an experienced adult who has owned her own home and raised two children. As I am looking for home/pet sitting gigs, and I work from home, I have a lot of flexibility to spend time with and caring for your pets. 3-4 hours a day can be spent on pets, home, and indoor and outdoor plants, etc. I do whatever the pet owner does in their home, including cuddles, feeding, brushing, scooping, meds if needed, plus house care, and of course treats!
“Mireille was great. I could tell right away that she had a genuine interest for our dogs and would be a good match for them. We have one who is older with several anxiety triggers and one who is younger and a handful and has a endless desire for cuddly attention. Mireille satisfied both their needs. She was also good with the communication and flexible when our return home was a bit delayed. Would recommend her highly.”

About: Hi, I’m Tess! I live in Charles Town, WV with my two-year-old Cavalier King Charles Spaniel, Louie, and two cats, Tatiana and Rudy — so your pet is walking into a home that already loves animals. I take a slow, easy approach to dog care. I let dogs sniff, wander, and just be themselves, whether we’re doing a neighborhood walk, a quick potty break, or a longer trail outing. Every walk is just two dogs at most, so your pup gets real time and attention. I always send photo updates along the way so you can see how they’re doing. I welcome dogs of all sizes who are friendly with other dogs, cats, and people. For boarding, I have a large fenced backyard and keep things small and relaxed — more like a home than a kennel. I also offer occasional house sitting for dogs who are happiest in their own space. I’d love to meet your pup! Feel free to reach out to check availability or set up a meet-and-greet. Fridays are my day off, so walks are unhurried and get my full attention. For boarding, I'm home all weekend, so any dog staying with me has someone around rather than sitting alone in an empty house. Dogs staying with me have access to a large fenced backyard and are never left alone outside. Inside, I keep a calm, low-stimulation environment. My Cavalier Louie lives here full time, so any boarding dog will be introduced to him gradually and supervised until I'm confident they're comfortable together. I do a meet and greet with Louie before confirming any boarding stay. For house sitting, I follow the owner's routine as closely as possible so the dog's environment feels as normal as it can while they're away. Photo updates are sent throughout any service.
The median cost per night for house sitting in Woodstock is $45
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.
How to book house sitting

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 - Woodstock
Select a filter and find qualifying sitters offering house sitting.Sitters in Woodstock average 3 repeat house sitting clients
FAQs for House Sitting - Woodstock
Frequently asked questions about Rover
As of October 2026, there are 166 sitters on Rover offering House Sitting across Woodstock. 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 Woodstock 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 Woodstock 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 Woodstock 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Woodstock. On Rover:
- 89% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 93% 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.



