Dog Sitting in Bennington
Book a Bennington dog sitter to watch your dog in your sitter’s home or yours.
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Top rated Bennington dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Alex goes above and beyond. She made herself available to watch Teddy last minute and the photos she takes are some of the best action shots I have of him! Shes wonderful and we love her!!”
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: Experienced in managing the intersection of pets and young children. I prioritize safety and positive reinforcement, ensuring that animals feel secure and loved in a busy family setting. I am a stay at home mom so I am available all week/weekend! I’d love to keep your pets at my home or even do drop ins at your home! I’m a stay at home mama so I am home all day & able to play, feed, & care for your pets! I can take them for walks, etc 💕 I have two friendly dogs to keep your furry ones company. I also have 4 little kids who love to play with pets. I can easily crate your dogs if needed & take them on walks.
“Sophie has watched our two cats twice now and she's always taken good care of them, sends great photos and keeps the house tidy. I've never worried about them while gone. Quick to respond to booking requests.”
About: I'm a calm and easy-going individual, and pets are comfortable around me and tend to warm up quickly. I'm here to help where I can. I work from home, and I can adjust as needed to work from pet locations. Sundays and Mondays are a little bit more difficult but not unavailable. I have three male cats, so I would need to pet sit at the client location in order not to stress out my pets. I know how to play and interact with my different animal sizes and personalities.
About: I’ve been around dogs my entire life, I have experience caring for multiple breeds and sizes. I’m comfortable with energetic dogs and calm ones! I treat every pet like there my own by making sure they are safe and taken care of. I’m reliable and responsible and would love to meet your pets!! I work part time for my family’s business which gives me a flexible schedule and lots of availability for pet sitting!! I’ve grown up with dogs my entire life so I have experience with multiple breeds. I love to be active so dog walks and drop ins fit perfectly into my day. I live in a townhome with a backyard which gives pets a perfect space to have outdoor time. I also have a friendly dog who loves meeting new dogs. I make sure pets are introduced in a safe way and your pet follows their specific routine daily.
About: Lifelong animal lover offering reliable dog walking and drop-in visits for dogs and cats. I’ve cared for pets my entire life and previously boarded dogs through Rover, so I understand how important it is to have someone you trust caring for your pets. In 2017 I was an active Rover sitter and boarded dogs in my home for about a year, working with several families and building repeat clients. During that time I had multiple dogs and cats of my own, as well as young children, so I’m very comfortable managing busy households and different pet personalities. Today I have one dog and one cat of my own and am excited to return to Rover focusing on dog walking and drop-in visits for both dogs and cats. I’m happy to help with: • Dog walking (short or long walks) • Drop-in visits for dogs or cats • Feeding, fresh water, and routine care • Litter box cleaning for cats • Playtime, attention, and companionship • Basic medications when pets are comfortable receiving them I’ve also worked in boarding facilities, grooming salons, and doggy daycares, which gave me experience handling many different types of dogs and temperaments. I’m known for being calm, patient, and routine-focused, and I treat every pet with the same care and attention I give my own. My goal is to make sure your pet feels safe, comfortable, and well cared for while you’re away. I have a wide-open schedule and can be flexible to meet your pet’s needs, whether it’s daily walks or regular drop-in visits. I primarily drive to visits, so I can reach most locations efficiently. To ensure the best care for your pets, I ask for at least a day’s notice when scheduling or canceling visits. Since this is my main source of income, I can be consistent and dependable, giving your pets the attention and routine they deserve. Your pet’s safety is my top priority. Dogs are always leashed during walks, and I adjust routes or pause if other dogs are nearby to ensure a calm, controlled experience. I’m comfortable caring for multiple pets at once, as long as they get along well. I handle pets with anxiety, aggression, or medical needs carefully, following all instructions from their parents. During drop-in visits, I take my lead from pet parents and follow any guidance provided, ensuring I leave the home exactly as I found it — doors locked, secure, and everything in order. My goal is to provide a safe, consistent, and worry-free experience for both pets and their families.
About: For the past year, I have volunteered at my college towns local humane society. I have experience in cleaning kennels, bowls, enrichment treat preparations, and more! As well as keeping the environment safe, I ensure the animals feel safe too. Giving attention to all the sweet dogs and cats help make sure they are comfortable and enjoy human company. I am experienced in shy pets as well as high energy! I am home throughout the entire summer and have all the time for ensuring every pet need is taken care of. I have no other on-site work related conflicts. I have a fenced yard and no personal pets so there will be no worries about your animal getting along with another. At your home, I am willing to crate if needed or provide elaborate fun treats, etc.
About: Growing up with a dog for 10+ years gave me a lifelong love for caring for them. I’ve also helped watch and walk friends’ dogs and always make sure they feel comfortable, safe, and happy while their owners are away. I’m currently a full-time student, so my schedule can vary during the week, but I’m typically available on weekends and may have some weekday availability depending on the day. I love spending that time caring for pets—whether that’s going for walks, playing, or giving them plenty of companionship! I’ll also have more flexibility and availability during the summer! I live in a pet-friendly apartment and prioritize creating a safe and comfortable environment for every dog in my care. There is a walking trail right across the street, which is perfect for regular walks and fresh air. I always keep a close eye on pets and make sure every dog feels comfortable and well cared for!
About: I have experience taking care of dogs, cats, lizards, Geckos, guinea pigs, and hamsters. The breeds that I have cared for consist of Italian Greyhounds, Corgis, Boxers, Pitbulls, German Shorthair Pointers, Vizslas, German Shepherds, Pomeranians, Beagles, Chihuahuas, Labs, Brussels Griffons, and Rottweilers. In my many years of owning our dogs I have helped housebreak several puppies and care for senior dogs towards the end. I enjoy teaching dogs tricks and what sets me aside from others is that I’m passionate about the care and well being of all animals. My goal is to make this my full time job so my availability is open to the needs of my clients. Anytime day or night I am here to help. I treat every dog and home like it’s my own. I play with and walk my dogs daily. I will do what my clients request based on the individual needs of every pet.
“Definitely the best!! Cares for my pup like it’s her own, very respectful and great communication. Meet and greet was amazing, she took notes and asked questions :) I have absolutely no regrets and we will definitely have her again in the future! :)”
About: I’ve lived in a pet friendly home my entire life and helped with the daily care of pets. I have also helped to train our new puppy. I am a student so during the summer I have a very flexible schedule. I am able to work on weekdays and most weekends, giving me plenty of time to take great care of your pets! The safety and health of your pets is my first priority. When caring for your pets I will make sure they are either leashed or in a fenced yard and always monitored when needed. Of course making sure they have lots of fun as well!
“Kelsey was very accommodating given my last minute booking and need for drop in visits. She obviously loves animals and Rambo was well taken care of. He was happy and himself when we returned. Would definitely have Kelsey watch him again!”
About: I’ve grown up around animals and have experience caring for dogs of different sizes, breeds, and personalities. Friends, family, and neighbors have trusted me to walk, feed, play with, and care for their pets. I’m responsible, attentive, and genuinely enjoy spending time with animals, making sure they feel safe, comfortable, and loved while you’re away. I have a flexible schedule and can accommodate pet care throughout the week, including mornings, afternoons, evenings, and weekends. I’m dependable, punctual, and committed to providing consistent care that fits your pet’s routine and needs. I understand that every pet is unique, so I take the time to learn their routine, personality, and any special instructions. Safety is always my top priority, whether we’re on a walk, playing, or relaxing at home. I’ll provide regular updates and photos so you can have peace of mind knowing your pet is in good hands.
“Katelyn was amazing with our golden! She sent along many pictures during her visits and you could tell just how much he loved having her there. Katelyn was also very communicative, prompt with visits, and super kind when we met!”
About: I have experience caring for a variety of pets, making sure each one gets the attention, exercise, and love they need. I’m comfortable with feeding, walks or playtime, and keeping pets safe and happy while their owners are away. I am very open to making it my responsibility and giving it my time and effort! I can’t wait to dedicate my time & love to your pets!♥️ I have had my own pup before, and I currently have two cats and they are extremely spoiled and loved! I also have a niece that’s a dog that I always am babysitting!
Over 133 pet parents in Bennington have booked dog sitting
Bennington dog parents share their Rover experiences
Andrea did an outstanding job taking care of our 3 cats and 3 dogs. She went above and beyond and takes the best pictures. It made our vacation so peaceful knowing how happy our fur babies were. You can tell she really loves animals! We are so thankful to have found such a wonderful caregiver and will definitely be using her services again!
Absolutely wonderful experience! She did an amazing job with the drop-ins for my pups. She was reliable, communicative, and made sure they were well cared for while I was away. I really appreciated the updates and photos, and it was clear my dogs were comfortable and happy with her. I would definitely book with her again and highly recommend her to anyone looking for someone trustworthy and caring
Popular requests near you
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The median cost per night for dog sitting in Bennington is $20
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It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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Sitters in Bennington average 5 repeat dog sitting clients
Dog Sitting FAQs
Frequently asked questions about Rover
Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Bennington on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 1,051 dog sitters in Bennington. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 87% of Bennington dog sitters respond in under an hour.
Dog sitters in Bennington have an average of 18 years of experience. Dog sitters with repeat customers have an average of 5 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Bennington.
Rover makes it easy to find Bennington dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
There are 1,051 dog sitters in Bennington on Rover, so you’re sure to find the perfect match for your dog! In Bennington, 96% of dog sitters offer daily exercise, 97% offer medication administration, and 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
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