House Sitting Bennington
Find a loving house sitter to watch over your pets and your home.
Over 49 pet parents in Bennington have booked house sitting
Bennington, Find top rated house sitting
“Cassidy was amazing! She took such good care of Penny while we were away. I appreciated her frequent updates and the many photos she sent, too. It was clear that our usually anxious pup felt comfortable and at home with her!”
“We were so thrilled to have Mark, take care of our babies. He was so nice, polite, and professional on what he does we highly recommend him and we definitely will be having him be our permanent sitter for our babies.”
“This was our first time having someone house sit for us and we are very thankful to have found Haeli! Since the beginning she was available for a meet and greet and she was very sweet with our dogs! We have a very anxious aussi dog and I was worried about her but Haeli gave us updates and sent pictures almost daily and this gave me peace of mind. Haeli was very attentive to the small details I mentioned and this helped the dogs a lot. We came back to our home better than we left it! Im so happy to have found Haeli and will definetly hire her again in the future!”
“This was the first time my partner and I left our cats longer than eight hours since we adopted them. I knew I wanted to make sure they had someone who could not only to feed them twice a day, but provide a presence for them. Jason took care of our cats while we were gone and when we arrived, it was like they hardly noticed we were gone. They were happy to see us, of course, but they were perfectly content and happy when we got home. Jason gave us constant updates and photos during our trip and honestly left our home better than he found it (we gave it an honest go of cleaning before leaving!). We will definitely try to book with Jason again should we take another trip.”
“If you are on the fence about Charity, I hope this interview helps you decide. Charity watched our dog at our house for 5 days in a row. Before accepting, she did an in person consultation and was prepared with her own questions and requested anything necessary to provide the best service possible. She communicated prior to, and daily, with text, pictures and/or video. She can manage multiple clients at the same time and will not compromise on your agreements. These things may be a given but to be explicit - our dog was nurtured, nothing was damaged or stolen, she helped with the trash removal. Thank you for your time, skill, and excellence!”
“I recently booked Marc to take care of my cat. She's definitely a less than friendly feline with strangers, and he was great with her. She requires meds twice a day and he had zero issues getting her taken care of. I'd absolutely recommend Marc to take care of any animal if you need help.”
“Ami was a fantastic house sitter with our dog Chip! She came over earlier in the week to introduce herself and meet our dog. She is incredibly friendly, engaging and a great communicator. Any questions she was quick to reply via text message and she sent some great pictures of Chip while we were gone to ensure they were doing great! Also part a very nice followup note for us when we returned home. I would highly recommend her and we’ll definitely utilize her services again!”
“Emily did an amazing job with our 3 dogs! She kept us updated with pictures and messages. Our pups were well loved while we were gone. She was also sweet enough to change the sheets on the bed before we returned home. We will definitely book again!”
“Abbie was absolutely wonderful! She has such a bright a bubbly personality, our dogs warmed up to her really fast which was surprising and made me feel really happy. Shes really great about sending photos and communicating throughout the time she was with them. I would absolutely recommend her.”
About: Having spent some time growing up on a small acreage with cows, dogs and a pony, I became a huge animal lover pretty early on. In my high school/college years I was a frequent house/pet sitter with several recurring families. Once I got married and started a family, we adopted a dog while also taking care of friends’ and family’s pets while they were out of town. I’ve always had a love for all the animals in my life. As a near empty-nester, my daily life has shifted considerably in the last few years. I have a more flexible schedule no longer having the responsibility of a daily driver or homeschool instructor. Giving me more time and freedom for pop-in visits and walks. Having had our own cats and dogs we know how important it is to create a safe and pet friendly environment. Now having a small chihuahua puppy of our own, we do not let him out unsupervised. This is something we feel important given his small size. I understand how important it is to give full attention and supervision to pets while outside and in the home.
“Brandy is great! She is very reliable and communicative. I have a large dog who can be a lot to handle around other dogs and she does great with him. Brandy also house sat for me when my dog had a minor injury. She was on top of managing his care and reporting on his progress while I was away--and sent lots of great pictures. To boot, I returned to a very clean house. I highly recommend Brandy!”
“Mercedes was super reliable and we could tell our dogs were happy and healthy upon returning from our vacation! She kept us updated with daily photos and videos. I could tell she treated our dogs just as well as we do! She also took great care of our home while we were away, keeping things tidy and watering plants. We will definitely book with Mercedes again!”
About: Hey y’all! I have over 6 years of experience with animals of all ages, breeds, and needs! I have a pug named Hubble who is my whole world and I would love to take care of your whole world! Your pet will fit into my routine by adapting fairly well and making changes to my schedule at a short notice. My favorite part of the day is being around animals! I love going out for walks or just playing inside (after going potty of course)! As previously stated, I love being around animals and providing the best care to put your mind at ease!
“Theresa did a great job with our puppies. She was on time and on track with one of the puppy's daily meds and sent pictures of the puppies all snuggled in. We will definitely call her back to sit with our puppies in the future. Thanks.”
About: I’ve always been surrounded by dogs my whole life. From playing to taking care of them, I deeply enjoy being surrounded by dogs. They truly love like no other I am a local middle school teacher, so my schedule before and after school are very flexible! I am available before 7:30am, or after 4pm on weekdays. Weekends vary. I’d love to get to know the family and home in which I would be sitting to ensure I know the dos and don'ts the pet already has. I treat all pets as if they were my own.
“Sarah was punctual, friendly, and tidy. Milo enjoyed playing with her and going for walks. Milo seemed very comfortable around her. She was able to follow directions and kept with his schedule while we were gone. We will definitely book Sarah again.”
The median cost per night for house sitting in Bennington is $45
Pet parents share their Rover experiences - Bennington
Cassidy was a complete savior. She performed a last-minute meet and greet to ensure my wife and I could attend a... very important wedding to us. Not only did she come in as a savior, she handled our dog with such care... I couldn't be happy with my experience with Cassidy, and beyond recommend. You can trust her to treat your home, and your pet, as her own. Stellar - this is the sitter you should trust in your home.
Andrea was wonderful! She stayed for a week with our Shih-Tzu and I’ve never seen him so comfortable with someone else. She sends lots of pics and updates and we were able to enjoy vacay seeing how relaxed and happy our lil guy was. She is great at communicating regarding everything. Not as important, but our home was spotless as tho no one had even been there. I’m happy to have found Andrea and we will definitely use 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 - 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 $44 per night as of September 2026. Most bookings cost between $28 and $56 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 September 2026, there are 633 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:
- 90% 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.
Connect anywhere with the Rover app
