House Sitting Bennington
Find a loving house sitter to watch over your pets and your home.
Over 76 pet parents in Bennington have booked house sitting
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.
“Deborah went over and above for my four legged family. Her regular updates kept me informed, and made my time away a little easier. She even dealt with a heating issue that came up. I am so grateful”
About: Lifelong dog person, I have cared for dozens of furry friends, mine and others. I currently have a 4 year old Shepherd Mix. Former PETCO employee and rescue volunteer I am currently working part-time and unavailable 2pm to 7pm Monday- Friday. There is some flexibility, so please ask about your specific timing needs. Thanks I will follow your instructions as well as your pet's needs, mood, and personality. I do my best to let your fur baby be comfortable and themselves.
About: Reliable and responsible cat and dog lover, I've been fostering dogs for over a year and have successfully placed 9 foster dogs. I've also helped take care of friend's and family's pets my whole life and I take dog training seriously. My pet care schedule is fairly flexible at the moment due to recent life changes. Please reach out with your questions and pet care needs! I have a livestock fence for supervised zoomies with fence-respecting dogs. My dog, Licorice, is playful and well-socialized, 2 dog-savvy cats and I often have a foster dog or 2 living with me.
About: I’ve taken care of pets for most of my life, mostly my own. I’ve had a range of paid pet care experiences, from dogs in diapers without walking ability, to highly energetic dogs! I’m currently a full - time college student, with quite a few gaps of availability in my schedule. I’m currently available on Monday evenings, Tuesday and Thursday mornings, and the entirety of weekends. I am dedicated to providing both careful and engaging care to any pet in your home. I will use the resources provided to me, and make sure every step is safe and fun!
“Steven is great! He’s friendly and our dogs couldn’t have been happier and more well taken care of when we got home. He was quick to take our sitting job in a pinch and we look forward to having him hang with our dogs again in the future!”
About: Services are customized to you and your pets needs. I believe you and your pet should be comfortable and will adjust to you. Our pets are our children and need to be treated with the best care. Dog walking and sitting and caring are is my part-time, semi-retired job here in Vermont. My schedule is open and flexible to your special needs. I will respect the rules of your home and adjust accordingly. My home is also my pets home sotheir needs are accommodated. They have there own creates, feeding stations and beds.
“We are very pleased with having Gillian take care of our two dogs and home. She communicated with us every day with images of the dogs and comments on their behavior and actions. Over the week she was taking care of them, they became very close to her. She understood that they needed reassurance and care while we were gone. When we observed their relationship with her on our return, we knew that they had been well cared for both physically and emotionally. In the future, we will definitely want to have Gillian come back and dog sit our poodles.”
“Kahlan took such great care of my home and my special needs dog. She even dried some laundry I left in the wash by mistake and left the house immaculate. My pup loved her immediately. She is an excellent communicator and sent pics of my dog daily. She is very trustworthy. I will definitely be hiring her again.”
About: I've been pet sitting for many years and now will be expanding onto Rover. I know our pets do so much for us and should be treated as family I'm dedicated to taking care of each customer with respect and professionalism, with or without 4 legs. I know you will feel at ease when away from your pet I'm dedicated to taking care of each customer with respect and professionalism, with or without 4 legs. I know you will feel at ease when away from your pet
About: ive had a couple of dogs growing up in my childhood, a sweet old black lab and a super crazy dingo.. in my free time after school and during summer i used to walk them, no amount of walking could satisfy my dingo..! id have her pull my bike to get all her energy out since we didnt have any closed in areas she could run off in.. ( i dont do this anymore! i realize its not very safe! she absolutely loved it for sure though) i love pups big and small old and energetic theyre all very unique and id love some new friends to get me out of the house. id ask you beforehand of course if youd be okay with them swimming, theres a pond i can bring them to after walking to cool off at. i have two cats, so id like to know how your dog reacts around small creatures, if they cant be in contact i can always but them into a room while the dog is over. most likely theyd be outside keeping me company! lots of shade and id keep em well hydrated and happy :3 i currently have been on a job hunt since what feels like forever, my schedule is very. very open.. since i dont have a car, but I have an electric scooter thanks to a helpful couple I babysat for! drop off would be ideal, if youre close enough to walk to i can do that too! my cats get their waters filled and cleaned almost daily, lots of love of course and are very spoiled. i dont have any dogs at the moment, so of course id love to chat about what youd expect and need for your lovely pup! im good with communication and friendly, special needs id be extra attentive to. im very good at remembering small things, though id still write em down incase!
“I couldn’t recommend Net (Stephanie B) anymore! We went away for a few days for thanksgiving and left her with our 2 dogs, 3 cats, lizard, and chickens and she was absolutely fantastic. She followed our feeding walking directions perfectly and had excellent communication. Our house was left nicer than we left it and our pups were clearly happy and well taken care of. She even made sure to give them a walk before we got home so we could unpack and relax. Don’t hesitate, book Net!”
“We’re feeling blessed to have found Kate. Lots of reasons, to wit: the update emails in just the right quantity and frequency, the smiles on the canine and feline faces in every pix she sent us, the non-issue she made of the hairballs and pee, the total absence of emergency calls, and the better-than-we-left-it condition of the place when we arrived back home.”
“We were so grateful to have found Anna for this stay!! She was very helpful and stayed in touch with updates and photos. We were extra worried about leaving Lexi for this trip, as it was our first time away after our other dog passed. Anna was so understanding and took great care of our baby (and house!) while we were gone!! Thank you so much Anna!!!”
About: I have always been an animal lover and this will give me something to do . My husband works , I looking looking for something to do when he is at work . I love to be outdoors so giving your dog a walk would be great . We do have a dog of our own and she loves to play . I have a lab mix , her name is Cleo . She is five years old . I have a nice size yard so your baby ( dog ) will be able to play and have fun . We live in a safe area of Watervliet , NY . I am a outdoors person so going for walks will be great for me.
About: I waitress, have taken care of seniors and am a certified yoga instructor. I have had cats, dogs, chicks, fish, hamsters. I currently do not own any pets. Pets to me are precious friends who are to be taken care of like children. With full attention, support and love. I work from home so I am able to provide that kind of care. I work from home (virtually) and can accommodate boarding weekdays and weekends. I keep a clean and tidy home and have a gorgeous park very close by. Pet care fits in my routine as I used to have a cat until recently. I care for pets with respect and integrity. Showing them love and care. Keeping them and the area around them clean. Accommodating to their needs by always keeping an eye for out for them.
About: I bring a unique level of structure, energy, and reliability to pet care through my experience as a college coach. My daily work revolves around building routines, paying attention to small details, and making sure individuals are supported and performing at their best — and I carry that same approach into caring for dogs. I am highly dependable and organized, so you can trust that your dog’s schedule, feeding routine, and exercise needs will be handled consistently. I also bring an active lifestyle, which is great for dogs that need engaging walks, playtime, and attention. What sets me apart is the level of care and awareness I provide. I pay close attention to behavior, energy levels, and any changes, and I prioritize clear communication so you always feel confident while you are away. My goal is to make sure your dog feels comfortable, safe, and well cared for at all times My schedule is currently wide open following the end of the swim season, which gives me plenty of flexibility for walks, drop-ins, and overnight care throughout the week and weekends. I understand how important it is to trust someone with your dog. I create a safe, comfortable environment where your pet feels secure and cared for at all times. I pay close attention to their needs, keep a watchful eye during walks, and always make sure you are updated so you can relax knowing they are in good hands.
The median cost per night for house sitting in Bennington is $60
Pet parents share their Rover experiences - Bennington
Kate was super responsive and accommodating! She cared for our pup while we were skiing at Stratton, traveling to us in less-than-ideal weather. Despite the weather keeping them from big outdoor adventures, our dog seemed to have a great time hanging out with Kate and we felt she was in good hands.
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
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Popular requests for house sitting - Bennington
Select a filter and find qualifying sitters offering house sitting.Sitters in Bennington average 4 repeat house sitting clients
FAQs for House Sitting - Bennington
Frequently asked questions about Rover
The average cost of House Sitting in Bennington on Rover is $72 per night as of October 2026. Most bookings cost between $32 and $87 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 361 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.
<b>Tip:</b> 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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 Bennington. On Rover:
- 83% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 96% 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.
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