Dog Sitting Bennington
Book a Bennington dog sitter to watch your dog in your sitter’s home or yours.
Over 138 pet parents in Bennington have booked dog sitting
Bennington, Find top rated dog sitting
About: I’ve had multiple dogs in the past and I certainly have a mixed shih tzu for about 3 years. I love dogs in general! I love to play with dogs and make sure they have fun. I am currently working as of now on Wednesdays, Fridays, and Saturdays from 3pm-9pm! I also work Sunday mornings from 10-4. Although I am working I can definitely fit anyone into my schedule! I would love to take care of your pets before or after work! I unfortunately can’t board any pets in my home but I can most definitely take care of them in your homes! I will make sure they get fed and clean up after them!
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.
“Liz was dependable and followed all instructions perfectly. She also did a great job with staying in communication throughout her time as our pet sitter and left the pet with a clean and sanitary environment on the last day. We WILL be hiring Liz again! Thanks for everything and well done!”
“Robyn was amazing with our dog! She made going out of a town stress free knowing our dog was well taken care of. She sent us photos and updates and was very respectful of our home. Highly recommend and will definitely be using her again in the future!”
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.
“Gabrielle has been doing drop in visits for a while now; she does such a great job! She is reliable, flexible and she treats our dog like she is her own pet. Would highly recommend!”
About: My husband & I have cared for cats & dogs our whole lives. He also have experience with training dogs. We are available 7 days a week. My husband & I are available 7 days a week & most hours to care for your beloved pets! We have had dogs all of our lives! Pet services in your home. Drop ins, walking, stay & play. My husband also is very good at training. We have cared for many dogs & cats.
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.
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!
“Sophie is the best! She does drop in visits with my dog for me a couple of times a week and is so good with her! She is very reliable and is so nice and such a pleasure to work with. Highly recommend her for any of your needs! We love Sophie!!!”
About: I have owned and trained my own stranger and dog reactive rescue for the past 2 years. I know how hard it can be to go on vacation because finding a babysitter with experience is hard. Working slowly and gaining trust is key and knowing triggers is essential in being sure that the dog can be managed properly while the owner is away. I've worked with trainers and read extensively on reactive dogs, so I understand how important it is to manage your dog's stress and be consistent with training. Therefore, any training regimens would be kept. I've worked with puppies, helping train friend's puppies so that their new furry friends can experience the world through a positive lens. I've done nail trims as long as the dog is willing, ear cleanings, and given pills or vitamins. I find it essential for owners to be able to go on vacation or out of town and not have to worry about their dogs. Therefore, any updates, pictures, etc will be given freely. I currently work full-time but have full availability Sunday and Mondays and can always do drop ins before and after work. I will be sure to not sure drop in for a few minutes to feed but to play and interact with your animals to ensure their needs are met and they can nap. I understand safety and management for animals inside and outside the home. Ensuring no food eaten is left out or other endangerments are all securing put away. Enrichment and mental stimulation help keep animals calm while their owners are away and keeps them feel tired so they get the sleep that they need! Therefore, play time, mentally stimulating games, and walks would be a main focus to keep your pet feeling fulfilled till your happy return!
About: I have watched several peoples pets over the years. From dogs, cats, reptiles, rodents, and birds. I have also volunteered at the local humane society and other organizations in high school. I have two Guinea pigs and a horse. I am a massive animal lover!! I work full-time but work from home so I have a fairly flexible schedule. This slows me to accommodate many requests and devote extra time as needed. I live in an house and have Guinea pigs (though they will be in a different room). So your pet must be house trained! I would be able to take them out to a nearby park several times a day. Along with a worthwhile walk depending on needs.
“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!”
The median cost per visit for dog sitting in Bennington is PLN 20
Dog parents share their Rover experiences - Bennington
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!
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests near you
Select a filter and find qualifying Bennington sitters!Sitters in Bennington average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Bennington
Frequently asked questions about Rover
The average cost for Dog Sitting in Bennington on Rover is $14.43 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 1,047 sitters on Rover offering Dog Sitting across Bennington. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Bennington stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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!
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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Bennington with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Bennington. On Rover:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% 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.
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.
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