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.
“Madison was very attentive to our pups and kept us updated the entire time we were away. She made sure our two energetic Aussies were well taken care of. A very responsible young lady!”
“Morgan watched our older dog and cat for a week. We came home to very happy pets, a clean house, and she even picked veggies from our garden. We got many cute pics during the week and communications were great. She managed medications perfectly. She is awesome!”
About: I am a mature single woman. I had a purebred Pomeranian whom I’ve loved and cherished for the last 16 years. Mister Cooper passed away in December. I can’t bear to get another dog but miss his companionship terribly. Since I work remotely and only require a router and a modem, I thought I’d try loving other people’s pets while traveling at the same time. Cooper was diabetic, requiring insulin injections twice a day. He was also blind and deaf. Cooper and I took 3 nice long walks every single day, until the last couple of years. We would walk in blizzards, nothing stopped him, he LOVED it! I am prepared and comfortable caring for pets with any physical ailments. I will travel just about anywhere in the country or the world. I am a non-smoker. I would like to keep assignments between 1 week and 1 month so I can spend time with my family and friends in Massachusetts. Please allow me the opportunity to love and spoil your pet. Sincerely, Laurie
About: I love caring for dogs of all sizes, ages, and personalities! I’ll make sure your pup gets plenty of exercise, attention, playtime, fresh food and water, and lots of love. I’m also comfortable caring for dogs with special routines or medications. Your dog’s safety and happiness are my top priorities, and I’ll keep you updated with pictures and messages while you’re away! 🐶❤️ I recently moved to Connecticut with my boyfriend to start a new chapter in our lives. While we look for a new home, I have no work. I’m looking for pet-sitting opportunities. Right now I have a very flexible schedule, so I’m available to give your pets plenty of attention, care, and love! 🐾❤️ I’m currently staying somewhere temporarily while my boyfriend and I look for our own home, so I’m not able to have pets stay with me right now. However, I’m more than happy to come to your home and care for your pets there! I have a very flexible schedule and can stay for as long as your pets need, whether that’s a few hours, overnight, or multiple days. 🐾❤️
About: Trustworthy, flexible pet care: home hosting or in-home stays, hiking buddies or cozy cuddles, and one family’s pets at a time to ensure your pets needs are my focus. I am flexible and available to work around both you and your pets schedule. : I’ll partner with you to tailor care so your pet stays relaxed and well-supported. My fenced-in backyard provides a safe, spacious space for your dog with plenty of playtime and fresh-air exploration. Your pet will be treated like family.
“Jonathan did an exceptional job dog-sitting and house-sitting for us for a full week. He was incredibly conscientious and highly communicative, sending regular updates and adorable pictures. Our dog absolutely adored him, and Jonathan took such great care of our home that we barely noticed he was there—yet we returned to a spotless house. We highly recommend him without hesitation.”
About: I’ve never been lucky enough to own my own, but I am lucky enough to have tons of friends and family with doggies that I get to care for and love! I only work 3 days a week and it switches every week! Those 3 days are 12 hour shifts from noon until midnight. Can work with you to accommodate schedule! I live in an apartment complex, we have a huge middle area of grass and many places nearby to walk such as neighborhoods or parks.
About: I have a very flexible schedule and am willing to travel. I am dedicated to building a strong relationship with pet owners to provide personalized care to meet their needs that goes above dog walking. I am comfortable with working with all breeds of dogs from puppies to senior age. I am willing to put in the time needed to ensure your pet receives the best possible care. I'm available any time between 9 and 5 Tuesday, Thursday and Fridays. I'm available for last minute needs and overnight stays. I'm very flexible with my schedule and will make every attempt to meet your needs. I keep my personal animals on a regimented schedule to ensure their health, safety and happiness. I pride myself with the cleanliness I keep my home and pets, and I would show your home and pets the same respect. I have several clients who have d different needs that I cater too. I am careful to respect special diets, socialization boundaries and any other special requests
“Jared was great, attentive and communicated well. Was glad to have someone caring for my dog while he was in cone head mode and had to stay behind on Thanksgiving! Would definitely re-book”
About: Ive been pet sitting for a while! Im very friendly and patient with animals! Ive taken care of cats, and small dogs! Ive taken dogs on walks and dedicated playtime to both cats and dogs! Many people are very satisfied with my care! Im great with following schedules and making pets foods exactly how they prefer it! My routine is largely based off my college schedule! I will take jobs such as drop bys and walks during the week after my classes, which currently end around 2 at the latest. Most of my weekends are free, so I am able to stay nights to keep your pet feeling safe and happy! I care for your pet through patience and friendliness! I tend to talk to animals like most people do, to try and make pets feel safer! After all its what i do with my own pets! I usually like to get to know pets to understand them better so I can help them feel safer while their buddies are away! I like to create a comfortable environment for all pets I help take care of
About: Hi! I’m Amanda—a lifelong animal lover, BCBA by day, and your pet’s new favorite human by night! 🐾 Whether your pup needs belly rubs and a brisk walk or your cat just wants a cozy companion, I’m here to make sure they feel safe, loved, and well cared for while you’re away. As a full-time educator, I know how important consistency, safety, and connection are—yes, even for our four-legged friends! I bring that same gentle, attentive energy to every visit and walk. ✅ Available for drop-in visits, dog walks and companionship ✅ Experienced with different sizes and temperaments ✅ Patient, playful, and calm energy ✅ Happy to support feeding, litter cleanup, and routines ✅ Updates and photos every visit for your peace of mind Let’s chat—I’d love to meet your furry family member! As a BCBA working in the school system, I am currently off for the summer, so my availability is wide open. In the fall I will work regular school hours 7:30-2:30pm 4 days/ week. During the week I am available for afternoon and early evening visits. On the weekends my availability is open! I build in dedicated time for each visit to ensure I’m never rushed, and every pet gets my full attention. I care for pets in their own home with the same respect and attentiveness I would offer in my own. I follow all provided instructions closely—whether that includes feeding schedules, medication, preferred walking routes, or favorite toys—and I always take time to observe how each pet is feeling that day and send updates and pictures. During drop-in visits, I offer gentle, calm energy and prioritize connection so your pet feels safe and seen. I’ll make sure they’re fed, comfortable, and get affection or playtime based on their needs and personality. On walks, I stay alert and keep pets secure while still giving them time to sniff, explore, and enjoy the moment. I will always leave your home just as I found it—or even a little better. My goal is for both pets and owners to feel completely at ease while we’re on our routine together
About: I decided to try letting a husky pull me on roller blades 27 years ago, and a bond was created that I am convinced was the greatest thing ever. I became an aspiring writer and began researching dogs, playing with them and loving them all the same. I understood that some people just had that dog thing, but I wanted to know why. Still working on my writing, and still researching, I started roller blading around Webster lake with a rescue puppy this past year. I remembered the incredible joys that a dog would have discovering the freedom, and it's really incredible. I don't claim to be a dog whisperer, but I have learned from studying dog behaviors and personalities. Honey has been incredible this season. Some dogs would rather just sniff, and it's arguably the most incredible of dog traits. Sometimes finding the space to run can be a challenge, but even just on a walk, it's all about giving them the chance to choose when you can. I have been an educator as a substitute and a paraprofessional, and enjoyed 20 years with a number of schools and institutions. Coaching tennis, track, and rock climbing, I love giving new experiences. As director for an adventure camp or as recreation games coordinator, I was able to incorporate a team into all the fun. Relying on the service industry for work, I have developed my communication skills in many fields. 3 years working for the May Institute with adults with severe disabilities gained me a humility not found elsewhere. In the Healthcare industry I found incredible individuals who just fit their calling, and you were better for being around them. The last 2 years I have traveled the state as a licensed pest technician solving homeowner problems, and keeping people safe. I enjoyed being a source of information, and health, and was careful to appreciate coming into someone's home and life. I'm currently planning on returning to school to attain my message therapy certification and utilize my background in health. It's a good plan with modification, and I am hopeful that Amazon flexibility will help. I'm the kind of person who starts with a smile, and believes that kindness is always an option. I understand that taking care of your animals and home is a sacred thing, and I will remain transparent and available. I'm currently working for Amazon, Sunday through Wednesday, and have Thursday, Friday, and Saturday completely free for services. Additionally I can be available for any other days with proper notice, due to Amazon's flexibility with their scheduling. Our yard is fenced in, and our two rescue dogs enjoy their space very much playing and running around. Our 16 year old cat enjoys being an inside/outside cat very much, and has adapted to our precocious new additions. Our back door is opened frequently.
“Katherine was great! Our Butterball was well taken care of while we were away during Thanksgiving. She even rolled with the punches when the electronics at the house seemed to not cooperate! Would definitely recommend her and use her again!”
“This was our first time using Rover and Isabel was amazing. She provided updates and gave us peace of mind while we were away. She was very professional and asked lots of our questions during our virtual meet and greet and took the time to learn the dogs’ routines. We can’t wait to use her again!”
“Shannon always goes above and beyond with our pups. She keeps us updated with frequent photos and messages, and really goes the extra mile to make sure they are well taken care of. She stayed at our house for a week with them, and really put us at ease while we were away. We love (and the pups love!) having Shannon watch them!!!”
About: I’ve cared for dogs and cats of all ages, from energetic puppies to gentle seniors and I treat every pet like my own. I’m reliable, patient, and always focused on keeping pets comfortable. With experience in walks, feeding routines, medication support, and giving plenty of affection, I make sure every pet feels at home while you’re away. I am currently home from college so I’m pretty much free all week days! But I will do my best to always be there for your pet! I have four dogs at home and very confident that I will be able to take care of yours. My animals are very loved and social because of our loving atmosphere.
“Palma was great and took good care of the house and our three pets. I would have appreciated a little more day to day communication but I didn't ask for it so it is difficult to fault her there. Otherwise, our pets and house are in perfect health and they were well taken care of”
“Tyler is an amazing sitter who will go above and beyond for your pups! He took amazing care of our dog Dozer and was very communicative. Would highly recommend him a d will definitely book again in the future!”
“Sam was absolutely awesome taking care of my Dixie and Tobi. She stayed in my house for 11 days with them and they loved her. She is caring and pays very close attention to detail. I highly recommend Sam. Thank you so much for taking such a good care of my babies.”
Pet parents share their Rover experiences - Woodstock
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.FAQs for House Sitting - Woodstock
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
Connect anywhere with the Rover app
