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

Bennington, 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.
“Greatly appreciate Sawyer watching our golden retriever… she is well taken care of (sometimes we think she doesn’t even miss us!). Sawyer is dependable and flexible—adjusting on the fly when plans change. Thank you Sawyer!!”

“Elizabeth is the best pet sitter that we have ever had. And my GP loves her, the only person she has warmed up to beside close family members. We are so happy we found such a wonderful person.”

“Cindy was fantastic! She went above and beyond to make sure our fur baby felt comfortable while we were away. She was professional, punctual and made us feel 100% at ease while we were away. Highly recommended ❤️”


About: My name is Hope, I'm 30 years old. I have two dogs(Harrison, 3, and Ripley, 2). My boys are very playful, and loving. I also help care for my boyfriends cat. I do have a full time job, however I'm lucky enough to be able to start working pet sitting back into my life. I have previously been a kennel tech, and managed a doggy daycare/boarding kennel for seven years. I am certified in basic pet first aid, and CPR. My whole life I have had the pleasure of being around dogs, from yorkies to dobermans. I have experience with special diets, and food allergies as well as medication administration. I have minimal experience training dogs, and I am willing to work on basic house/leash training if needed. I look forward to meeting new pets! I work 630am to 230pm Monday through Friday. Daily I take care of my own pets. I'm hoping to fill my afternoons with puppy play dates, or afternoon dog walks. I have a fully fenced backyard in town, two friendly young dogs to play and keep your fur baby(or babies) some fun company. I do have crates available if anyone needs a "break", I do also allow pets on my furniture. We have an abundance of toys that my boys LOVE to share.
About: I’ve taken care of dogs since I was 10 and I am veterinary technician with a year of experience and I’m planning on getting my license in the fall! I also have some training experience and I have a pittie at home with some behavioral issues so I’m no stranger to difficult dogs! I do work a full time job at a vet clinic but I am available over nights, some weekdays and weekends to either stay with your fur baby or just stop in to let them out and feed them! I unfortunately cannot have dogs come to my house, but I am respectful and cleanly! I don’t mind staying at your house with your dog, cat, or any other animal you may have! I am great at reading animal body language and sticking to your animas routine! Your babies needs will all be met and more with me watching them!
About: I have had plenty of animals of my own including but not limited to- cats, dogs, fish, lizards, turtles, birds, rabbits, chickens and other farm animals. I have house sat for many different types of families. Full farms, medically challenged pets, senior animals, young animals. I love them all dearly! I currently work from home Mondays, Thursdays, Fridays, and some Saturdays. I cannot do overnights on Mondays and Tuesdays due to my work schedule. I am home almost daily and love to walk my pets and others before work, on my lunch, or after work. I do not have a fenced yard but I do have plenty of leashes and secured leads. We live on a slow dirt road. No pet, even mine, is ever outside unattended or unleashed. I will follow whatever rules are laid out for me regarding your home if I am caring for your animal in their space.
About: I’m a single mother of two, running and outdoors enthusiast, and lover of 4 legged friends. I live one mile from work and have a flexible schedule to be able to accommodate multiple quick trips home if needed. While working, your pet would never be alone more than 4 hours. In my home pets are allowed on the couch and in bed with me. I have a partially fenced back yard with room to run. I live in a neighborhood setting with sidewalks making walks ideal. I’m 5 minutes away from Owosso’s bark park. My two daughters love dogs as well and have grown up with dogs in the home. I look forward to the chance to get to know you and your dog. Thank you.

About: I am a 24 year old woman seeking to support myself by pursuing my passion for caring for animals. Growing up, I naturally took care of many pets and enjoyed ensuring their happiness and well-being. I have previously worked with clients on an informal basis, handling pet care as favors or small jobs, so I have some experience in the field. While I am new to this platform, I am committed to providing high quality service to all of my clients and to making this a positive and meaningful experience. Please give me the opportunity to care for your pet and I promise they will be safe and well looked after! 💖✨ - - - Services I offer: • House sitting (My Basic House-Sitting service includes staying overnight with your pup so they have company and comfort in their own home, along with daytime care every 4-6 hours for potty breaks, meals, playtime, and cuddles.) • Dog walking (30 Minute Dog Walks include a fun stroll around your neighborhood or a nearby trail to give your pup the exercise, fresh air, and mental stimulation they need during the day.) • Drop-ins (30 Minute Drop-Ins include potty breaks, feeding, playtime, and of course plenty of snuggles to keep your pet happy and comfortable while you're away.) I am available throughout the week, except for Saturdays. I am a flexible professional who is happy to work with you to ensure your beloved pet receives exactly what is needed. I believe that safety, trust, and creating a comfortable environment for the client are some of the most important aspects of responsible caregiving. When it comes to safety, I ensure that I carefully listen to all instructions and information provided to thoroughly prioritize your pet's well-being. Regarding trust and environment, I arrange meet and greets prior to bookings or scheduled dates with new clients to help your beloved pet become familiar with me and build trust naturally, reducing stress and fear when the time comes. I also stay within settings where your pet feels most comfortable, or I may take them to a nearby park to give your pet a chance to explore and enjoy. Ultimately, it’s all based on your preferences. 💖
About: I am a third year veterinary student and I have had experience caring for my own personal pets for 8 years. I have been a pet sitter, specifically, since I was 16, caring for both dogs and cats. I am compassionate, responsible, and organized, all characteristics that make me the right sitter for you. I’m currently on summer break from veterinary school, so caring for your pet would be my full-time job. I will be fully dedicated to their care. I will be able to accommodate your pet or pets to their needs and yours. I can follow your feeding schedule, training tactics, behavioral cues, and more.
About: I really enjoy spending time with animals. I’ve done long stays for a few people and take care of a dog at home. I am always willing to learn more and add to my resume of pet sitting. I am currently working a part time job. I work anywhere form 16-30 hours a week because i’m in retail. I am looking for something to fill the gaps!! Unfortunately I will not be able to care for animals in my home due to my family dog. She doesn’t do well with other animals. In the clients home I would follow all instructions given and spend lots of time with your pet, all while treating your home and your animal with the upmost respect.

“Alexia was amazing! She stayed this weekend with the animals, and did a meet and greet before hand to meet us and the animals. We received many pictures throughout the weekend of our fur babies, everyone seemed very happy, and she left the house just as clean as it was when she got there.”

“Austin was very kind and respectful. I asked for him to come prior to meet Princess and he happily did, even with it being sort of a last minute booking. Princess seemed super happy when I got home, he sent me pictures of them out walking and she seemed thrilled. Will be using Austin again! I recommend you do as well.”
The median cost per night for house sitting in Bennington 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.
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
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Popular requests near you
Select a filter and find qualifying Bennington sitters!Sitters in Bennington average 4 repeat house sitting clients
FAQs for House Sitting - Bennington
Frequently asked questions about Rover
As of July 2026, there are 579 sitters on Rover offering House Sitting across Bennington. 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 Bennington 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 Bennington 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 Bennington 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 Bennington. On Rover:
- 95% of sitters can help with special care needs
- 100% 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.








