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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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!”
“Haeli did an awesome job watching three dogs with vastly different energy levels and eating schedules. She kept them extremely well cared for and our house in great condition. Haeli is the best and we cannot recommend her services more!”
“Mark was absolutely wonderful with our dogs! So attentive and went above and beyond, especially during a very stressful time for animals…4th of July. He was very communicative, and we always knew what was going on with our pups regularly. It meant so much to us that we could relax on vacation knowing they were well taken care of! Will definitely be working with Mark in the future!”
“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!”
“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.”
“Kristi was great and did all the things and followed k structure a for our dogs care to the T. She is super loving with the dogs and let mine cuddle her ❤️ I highly recommend her for your pets care.”
“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!”
“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.”
“Zoe did an outstanding job caring for our puppers. She is prompt and respectful in person and was very attentive to our dogs needs. During her stay she communicated very well with pictures and updates.”
“Theresa will go above and beyond to make sure your home and animals are safe. Our pups love and trust her. We’re so grateful to have met her. We will 100% book again.”
“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!”
“Greg did an excellent job taking care of the boys and the house. The boys loved him. I am not sure they missed us at all. We would definitely have him watch our boys again.”
About: I’ve always had at least one animal since i was a child, I’ve worked as a kennel tech and I’ve been to vet school! I have a couple cats and a dog, they are my WORLD!! My dog had a bad life before I adopted him, and I completely trained him myself with very little help. He is a perfect, well behaved angel now! My schedule is pretty open! I am a stay at home wife and I’m in school, so I have plenty of time on my hands to care for your pets! I am thoroughly knowledgeable on all things dog safety related, my pooch has had a rough go at it so I’ve take courses on animal CPR, de-escalation training, and I am familiar with taking care of animals with health issues. Every pet is different and they all need varying levels of care and comfort requirements.
About: Hello! I have been dog sitting for about 6 years now! I love dogs and want to make sure you and your dog feel cared for while you are away! I have taken care of big dogs, small dogs, crazy dogs, calm dogs, and even pets that aren’t dogs! I have also taken care of young and old pups as well! I love spending time with your bestfriend to give them the same love they get from you! I work part-time while in school and have plenty of time to hang out with your pup! I am available any day that you need me to be unless I have a prior commitment. I am willing to work around your schedule for whatever needs your dog has! I am willing to spend the night with your pup if necessary and if it fits with my schedule. I typically stop in to spend time with your dog a few times a day and am willing to stay the night if you need me to!
“Sue is the perfect dog sitter. She brings her own food and drink. Stays all day and night. Cleans up and takes her garbage out. Sends lots of pictures and videos and is great with our dog Thor. You can tell she really loves what she does. I think Thor misses her after she left! If she is available book her. You won't regret it.”
About: I’ve had dogs and cats growing up! Growing up, I was often hired to help out neighbors and family friends to watch their pets. I’ve worked in roles caring for young children so I am very patient and love to be active. I am currently a law student and very reliable and would love to spend time with your pets! I am currently a student at Creighton University School of Law. I have classes sporadically Monday-Thursday with midday breaks. I am free every Friday through Sunday all day long. I will be able to check on pets on weekdays while on breaks and all weekend. I am flexible with my schedule! I am tidy and considerate when coming into your home. I will ensure your pets are well taken care of and spend as much time with them as I can. I am flexible to different settings, pets, and schedules.
“I was very nervous leaving my daisy while we went on vacation. She gets high anxiety when we leave. Kendra sent us pictures and updates the whole time. Plus our daisy was so comfortable with her, it was so much easier to enjoy our vacation. She was awesome!!! I only want her services from now on.”
The median cost per night for house sitting in Bennington is $45
Pet parents share their Rover experiences - Bennington
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
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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 for House Sitting in Bennington on Rover is $44.4 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
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.
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:
- 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.
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