Pet Sitting Bennington
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 349 pet parents in Bennington have booked pet sitting
Bennington, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kristen is very thorough and knowledgeable. We felt relieved to have her taking care of our cats while we were away, especially since one needed a new medication to be given every day. Even our shy anxious cat was social with her, so we didn't have to feel guilty about going on a trip. She is great about communicating and was very timely.”
“Timely, does everything we needed, and goes above and beyond to try to spend time with a shy cat :) Mine refused to come out and greet her but she got me a picture for every visit! Also appreciated her willingness to work with the hassle of getting into and finding a unit in a huge building without us home.”


About: I’ve been taking care of dogs and cats since I was a kid. What started as a small childhood side hustle of going out of my way to care for other people's dogs has grown into a lifelong passion. I raised my own dog until he was 16, giving me deep, adaptable experience in senior pet care. I also volunteered at the Humane Society, working with animals of all sizes and breeds, especially the misunderstood ones! Whether we're going on a fast-paced walk, hanging out with a lazy Pug, or just cleaning the litterbox and chilling with your cat, I'm ready to treat your pets like my own. As a remote worker, my daily schedule is generally very flexible! I am open throughout the day, but I prefer to schedule most of my walks and drop-ins for anytime after 11 AM or 12 PM. Since I am also a student, my exact availability might shift a bit depending on my course load for the semester, but I will always keep my calendar updated and communicate clearly with you. Because I currently live in an apartment, I exclusively offer walks and drop-in visits at your home. Honestly, I believe that keeping pets in their familiar environment is the easiest and least stressful option for them. When visiting your home, I will be completely respectful of your space, ensure all doors or gates are securely closed, and keep your pets safe and happy in the environment they already know best.
About: Raising my own dogs for the past few years has taught me a lot about being a caring, patient, and compassionate advocate for our animals. In the past, I've cared for dogs ranging from puppies to seniors, and have some experience administering medications as well. I'd be more than happy to reinforce (positively) some basic training for your pups as well if that's something you'd like to work on! I currently work remotely during the weekdays, and can reliably find time to step out and take care of all your pet's needs throughout the day! My evenings and weekends are a bit trickier as they vary day to day, but I'm confident we can work out something in advance. I live a relatively active lifestyle and will happily play with your pets to give them the physical and mental stimulation they crave. No problem at all if they just want someone cuddle with either! I am also big proponent of listening to you as an owner, and making sure your pet is cared for accordingly, worry-free.
“Second time having Lisa taking care of Noa and again we are extremely happy with how she does everything. Very informative, tons of pictures and a happy dog when we got back.”

“Sammy was an amazing cat sitter and I can’t recommend her enough. She is incredibly kind and clearly has a natural way with animals. My cats are usually very shy and take a long time to warm up to new people, but they were comfortable with her almost immediately, which says a lot. She kept me updated while I was away and sent lots of photos, which gave me so much peace of mind. It was clear they were happy, relaxed, and well cared for. I would absolutely trust Sammy to watch my cats again in the future!”

About: For as long as I can remember, I've lived in a household with pets! As a kid, my family had a little shih tzu and then later on we had a huge pit bull mix (we also almost always had at least 3 cats running around, adding to the craziness). I've always loved getting to spend time with animals because of their vastly different personalities, from the lazy pug I currently have to the crazy cats I take care of for friends! I'd love to get the opportunity to spend time with your pet too, whether it's taking them on long walks or just playing with them around the house! I'm currently a full-time employee with lots of flexibility in my hours. I'm available most days from noon until 10pm! Some days may have slight differences in hours based on if I have any work meetings, but I'm always transparent with my availability! I live in a gated apartment complex currently with a large dog park. Because of my current home, I only offer drop-in visits and walks. Because of this, I'd be visiting your home. I believe in treating everyone's home with absolute respect so I'll make sure to follow all rules you set for your space as well as ensure your pets are safe and happy at the end of my visits!
“Megan's always so reliable, I never have to worry about leaving the cats in her care. I always know I'll get pictures of them sitting in her lap or chasing cat toys, and then come home to happy kitties. Highly recommend!”


About: I've spent the last 13 years as the proud owner of a reactive dog, which means I truly understand the nuance, patience, and trust that goes into caring for dogs with big personalities. That experience has made me a more attentive, calm, and thoughtful caregiver for every dog I meet. Beyond my own pup, I've volunteered as a dog walker with the Humane Society, where I worked with dogs of all temperaments and backgrounds. I've also been a reliable go-to sitter and walker for family and neighbors for years. Whether your dog is shy, energetic, selective with strangers, or needs a little extra patience, I get it, and I've got you covered. Your pet will always feel safe, loved, and right at home with me. Pet care fits seamlessly into my daily life! I work a flexible schedule, which means I'm available as needed: mornings, afternoons, or evenings. Whether you need a last-minute walk or a planned sitting arrangement, I can usually make it work. Your dog will never have to wait long for attention, a bathroom break, or some good playtime! Your dog's safety and comfort are my top priority. I have a securely fenced yard where dogs can run, sniff, and play freely. My own dog has been my companion for 13 years, so I'm well-versed in reading dog behavior and keeping things calm and safe. I'm experienced with reactive dogs and know how to create a low stress environment. I'll always keep you updated with messages and photos so you can relax knowing your pup is in good hands.
“Annabelle was so good with my two cats, one was on her lap on her first visit! It was such a pleasant surprise to get that picture, as both cats are still in a difficult adjustment period after moving to a new home. Thanks Annabelle for being such a great communicator, and for loving on Ant and Keels while I was away. Already booked for more drop-ins :)”

“My boys did great with Madelyn and are so excited to have her back! 😄 She is super communicative and sweet and takes the time to get to know your fur babies and respects their personalities. She is wonderful!!!”

“Pamela took wonderful care of our cat for a weekend with great communication and photos! He warmed up to her at the very first meeting. She really understands cats. We really appreciate the quality of care, kindness and attention to detail.”

“Julie was amazing and my dog loved her!! She provided pictures and updates during each scheduled time. She is very kind and was quick to respond. I will definitely recommend her and plan to use her services again. Thank you Julie :)”

“Marissa is a fantastic pet sitter. My cats adore her and she gives them so much attention on her visits. I am always so excited to see her photo updates. My cats are not overly high-need, but she does a great job making sure their food is full, their water is fresh, and their litter boxed is cleaned. Marissa is very easy to communicate with and someone I absolutely trust with my pets. I have so much peace of mind knowing she will be there to take care of my best buds when I am out of town.”

“Courtney did a fantastic job taking care of our cat! She went above and beyond what is expected from a sitter, and we felt confident that our baby was in good hands. Thank you Courtney!”

The median cost per visit for pet sitting in Bennington is $20
Pet parents share their Rover experiences - Bennington
Annabelle is amazing as she interacts with my cat, Frodo, taking care of him (brushing, playing, cleaning litter, replacing dry and wet food twice a day, rinsing and refilling water bowls daily, spending quality cuddle time with him, etc), and keeping my home neat and tidy, taking out trash and recycles for pick-up and bringing bins back inside. Plus, Annabelle provides great pix and video so that it’s obvious that Frodo is happy with her while I’m gone, and sends detailed notes explaining how Frodo is doing so that I know she’s really spending time with him from her clear descriptions of how he’s doing in my absence, which is invaluable. I would highly recommend Annabelle to care for your cat if she is available. She’s tops with communication and compassionate care!

Bruce and Amy scheduled a meet and greet before we left on vacation. They are very dependable and detail oriented. They ask clarifying questions if not sure about the details. They consistently arrive according to the schedule and provide lots of attention. They send photos and updates on every visit. It has been a great experience!

Taking a chance on someone new can be nerve-wracking, but she was truly a blessing! She went above and beyond in every way and made us feel so comfortable while we were away. She sent so many pictures and updates, which gave us such peace of mind, and it was clear our pet was getting lots of love and attention. She was incredibly helpful, thoughtful, and reliable—we couldn’t have asked for a better experience. We will absolutely be using her again!

Our orange tabby is not the most friendly cat. However Jessica wove her magic and he immediately took to her. The photos clearly show that he adored having her (and her treats) here at our house. We arrived home to a very happy kitty (gone 3+ weeks). Leo and his people all agree she is a winner!

We felt very secure with Hannah dropping in and letting our two dogs out, both dogs really like her!! - they had a great time while she was here and she was able to get them some exercise and out while we needed to be gone - We are really excited to have found you!! Cory and Elizabeth

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 pet 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
















