House Sitting Bennington
Find a loving house sitter to watch over your pets and your home.
Over 44 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.
“Mark was an amazing house sitter for us and we even quickly rebooked to use him again in December. He sent us a ton of pictures daily and regularly. This is something I very much appreciated getting constant updates/pics throughout the day, every day. This brings so much peace of mind while we are away. Would highly recommend Mark!”
“Haeli was AMAZING with our two big dogs! Great communication (with photos), and even our super shy boy couldn’t resist getting belly rubs from her! It was clear that the dogs enjoyed her company, and it provided us peace of mind that they could stay home in their familiar environment without the anxiety of going somewhere new. Would highly recommend Haeli, and will definitely be asking (or begging) her to come back!”
“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!”
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!
About: I love dogs and cats. I have had them my whole life! My labrador just passed away so I am looking for some pet interaction! I miss her dearly. I have taken care of both dogs and cats with special needs, behavioral issues, and senior pets. I love taking both on walks, car rides, park trips, etc. whatever they like to do! Currently working a hybrid job so I can work from home if needed. I’m more of a home body so I will have plenty of chill time with your fur babies. I also like going on outdoor adventures like walks and dog parks weather permitting. At home I have a fenced yard in a quiet neighborhood. There is one friendly dog and one solitary but other pet friendly senior cat. Both can be secluded to the upstairs if needed.
About: I grew up having lots of pets, and know the joy they bring to your home. Over the years my friends and family have trusted me to care for their pets and their homes while they are away. I have taken care of goldendoodles, pitbulls, bulldogs, beagles, and pugs. I would love to help you care for your pets or home in any way you need! I currently have a flexible schedule and am free nearly every afternoon and evening. My weekends are fairly free as well. I am happy to do extended stays as well. I follow all directions and wishes of my clients. I can honor designated feeding times and medications if necessary, including insulin injections. I will respect other belongings in the home and leave things as I found them.
“Charity was amazing! She kept me updated on how Lucy was doing, along with sharing fun photos of their walks and meals. She did absolutely awesome, and I couldn't have looked for someone able to watch my dog on a quick time-limit. Thank you so much Charity!!! Will definitely think of asking for her again in the future.”
About: Hi! I'm Kate, a Creighton Speech Pathology student and dog lover with a 4-year-old Golden Retriever of my own. As both a nanny and pet sitter, caring for others comes naturally to me. I've also worked at a doggy daycare, where I gained experience caring for dogs of all ages, sizes, and personalities. My training included pet CPR, emergency procedures, and understanding dog behavior, so your pup's safety is always a top priority. I know pets are family, and I'll make sure your dog feels safe, loved, and well cared for while you're away. I’m a student at Creighton University with a flexible schedule, allowing me to provide reliable pet care throughout the week. I’m available for walks, drop-ins, housesitting, and plenty of playtime and attention. I have experience working at a doggy daycare and am trained in pet CPR and dog safety. As a dog owner myself, I understand the importance of providing a safe, loving, and attentive environment for every pet in my care.
“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.”
“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.”
“Jason was a great house and pet sitter! He was always very communicative and gave us great updates. Everything was well taken care of for our out-of-state trip. If you’ve read this far, just book Jason. You won’t regret it!”
“Jessica was a God send. She recently house sat for us while on vacation. She made sure my babies got all the love and spoiling they are used too while also easing my mind. This allowed me to enjoy our vacation without worrying if they were ok. The communication was great and she sent a ton of photos, which I loved! She also left the house spotless. Jessica exceeded my expectations and we will definitely use her again.”
“Betti was great Shadow loved her she sent me a update every day, and my neighbor told me she walked shadow twice a day, more than I requested, I will be hoping she’s available the next time I need a sitter.”
“Kristi did an amazing job watching my three dogs! She was able to win over our nervous Nobu and they became best friends. She communicated throughout the day to provide pup-dates and shared pictures with progress. Will book for future!”
“Elizabeth is awesome! She has a great background with animals, so you feel confident that she’ll give them the love and attention they need. Newton and Tucker took to her quickly.”
“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.”
“Jenna did an awesome job housesitting with our dogs. She was very open with communication and made sure our dogs were very well cared for. We really appreciated all the photos she sent daily. We would highly recommend Jenna and would definitely have her house sit again!”
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 $37.74 per night (as of July 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 July 2026, there are 629 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
- 95% 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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