Dog Sitting Bennington
Book a Bennington dog sitter to watch your dog in your sitter’s home or yours.

Over 142 pet parents in Bennington have booked dog sitting
Bennington, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Rebecca is the best! Reliable, friendly and takes great care of our favorite pet, Frankie 🐈⬛ Thank you for going the extra mile to bring in our packages, and snuggle with our little guy. You will always be our first go 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 take care of my own two kitties and love to give them all the love and care they need to be happy and healthy. For multiple years I’ve taken care of cats and dogs for friends and family for a day or a week at a time. Further, I enjoy walking dogs for fellow residents in my apartments! I’m currently going in to my senior year of high school. I will be at classes until 1:30 from Monday - Friday. I am available evenings and weekends. If your pet needs morning check-ins, I will stop in before my school day. At this time, I will not be boarding pets in my own home. My own cats are easily stressed out, so I want to give them their own home to keep to themselves.
About: I've grown up with always more than one animal in the household, and loving them is second nature. When my family and friends need someone to help take care of the pets, I am always the first option! I have taken care if lots of cats and dogs, but a few fish throughout the years too. I have experience not only with general pet care such as, feeding, walking, playing/enrichment, but also with giving medications. Some dog breeds I have worked with (or lived with) are German Shepards, Yellow Labs, and mutts that are a mix of medium/bigger dogs or small dachshund mixes. And a lot of different cat personalities! The distant and quiet ones who keep to themselves and the ones who need your attention the second you walk through your door! Either way, I have always loved them no matter what, and continue to love them still. I am about to start a part-time job that has me working either from 10-3 or 11-4. I am always willing to wake up early or stay up late because I have the late start time of the work! In my home, my cat never has a missed meal, he has clean and running water 24/7, and a handful of toys available for enrichment! A handheld laser always nearby for sudden play time is anecessity! As for my client's pets, I will always follow instructions step by step and detail by detail, no matter if feeding times includes something silly to get the fur baby to actually eat their food, I will always do it! And I am not the kind of person to just stop in, do what I need to do, and leave. I will make sure the pet is well loved and knows that I am there for them.
“Carissa did an amazing job with watching my dog at her house and dropping in to check on my cat. She gave daily updates and went above and beyond to take care of my babies. So grateful for her!”

“Robyn was amazing with our boys. The dogs can be a lot for some people, but she treated them like they were her own. Robyn went above and beyond our expectations in every way. We would definitely recommend her to anyone.”

“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!”

“Raina was amazing with my two cats! You can tell she cares about the pets she visits, and she does an excellent job letting you know how they’re doing and checking on their health, well being, and basic necessities.”


About: Hi! I’m an experienced pet sitter/house sitter (3+ yrs) who is passionate about making pets feel safe and comfortable when I’m watching them! 🤗🐶 I am also an active person, so long walks (5+ miles), farm animal needs, or pet medical needs are totally okay with me. I take pride in being able to make my furry friends feel special and enriched during my time with them, so I frequently have clients tell me that their fur babies miss me when I leave! I am also a neat person who is up for completing any household tasks/chores while I’m watching your space. Outside of pet sitting, I have am a masters student (MPP) and researcher, which means I am in the office only occasionally: Mon-Thur, 10am-4pm (~6hrs) Federal Holidays I am off of work. I have a flexible schedule which allows me to come home for a quick potty break in the middle of the day! I am a very responsible, clean, and honest person who prioritizes communication and safety when I am watching your fur babies or your home. I understand the trust that my clients give me to watch over their homes and pets is very very sacred, and I am honored to give my clients the best possible experience. I frequently send updates (i.e. pictures/videos of my activities with the pets, weather reports if there are storms, etc.). I am also available by phone 24/7 for clients to reach out. I am flexible and open to completing household tasks (i.e. watering plants, cleaning, etc.) if need be.

“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’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!
“Sophie is our go too when we are out of town. She is great at communicating and flexible. Always keeps the house tidy and follows instructions to a tee! Dependable and prompt! Birdie and Pickles.”

About: Hi! I’m a reliable and caring dog lover who knows that every pup deserves plenty of love, attention, and exercise. Whether your dog enjoys long walks, playtime, or a slower-paced stroll, I’ll make sure they feel safe, happy, and well cared for. I treat every dog like they’re my own and can’t wait to meet your furry best friend! I would take care if any of your needs for your fur baby! I love all kinds of breeds and I would love to take care of them. Every visit is tailored to your dog’s needs! Whether it’s a neighborhood walk, a trip to the dog park (with your permission), or playtime in the yard, I’ll make sure your pup gets plenty of exercise, attention, and love. I’ll also provide fresh water, potty breaks, and lots of affection so they stay happy and comfortable while you’re away.

About: I have 4 years of dog-sitting experience caring for dogs of all breeds, sizes, and personalities. I provide reliable, attentive care while following each pet’s routine, including feeding, walks, playtime, potty breaks, and plenty of love. I treat every dog like they’re my own and strive to make them feel comfortable and happy while their family is away. I have a flexible schedule with full availability, so I can accommodate a variety of pet care needs. Whether you need drop-in visits on weekdays, weekends, or holidays, I’m happy to provide reliable, consistent care and work with your schedule whenever possible. Your pet’s safety and happiness are my top priorities. I’ll follow your care instructions, treat your home with respect, and keep you updated with photos while you’re away.
About: Trusted by family, friends, and clients, I offer fur baby walks and playdate expertise rooted in relational attunement. With 30+ years’ experience, from first homecomings to vintage years, I bring playful, nature loving care, steady presence, and intuitive, femme-led connection. My fur family times have included supporting your fur fam member to walk on the lead, minimal pulling; swallow meds with ease; adjust to new spaces like wearing the temporary 'cone' hat or a cast after surgery, and a few more situation specific moments. No size too small or large to be loved, catitudes adored too. I'm a guest speaker and host small Relational Leadership Events for discerningly curious leaders and creatives throughout the U.S. and México. For now, my work makes it difficult to have my own fur family as I have extended stays in various cities and flexible hours. I love walking and supporting furry friends so helping you blends my top loves too! I think of it as Pawsitively Winning for everyone :) Safety is paramount for your furry family member, home and me. Before each walk or playdate, I'll ask about preferences and any recent environment 'yucks' that may impact our experience. After the walk or playdate, I'll share a few 'yummy' moments and if needed the 'yucks' to be aware of. You'll advise me about where to pickup and return your furry sweetie.
“Brooks was able to bond with our dogs who are "iffy" about strangers. He was very attentive to their needs and was a great communicator during our time away. Not to mention that he is a 5⭐ pet photographer! We are already rebooking him for our next trip!”


About: I’ve had dogs my entire life, so caring for them has always been a part of who I am. I currently have a German Shepherd and a rescue Labradoodle, which has given me experience with dogs that have very different personalities, energy levels, and needs. I’m comfortable handling high-energy dogs that love long walks and playtime, as well as dogs that may be shy, anxious, or still adjusting to new environments. I understand that every dog is unique, and I always take the time to make sure they feel safe, comfortable, and cared for while you’re away. My goal is to treat every pet like they’re part of my own family. I’m working full time so I would be available after work hours during the week and in the weekends. Whether it’s taking them for walks, drop in visits or full on boarding I’m available I’m have a fenced backyard and two dogs that love company. There is a small pond in the neighborhood perfect for walks and playtime if you decide to board them here with me.
The median cost per visit for dog sitting in Bennington is $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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3. Book & Pay
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Popular requests for dog sitting - Bennington
Select a filter and find qualifying sitters offering dog sitting.Sitters in Bennington average 6 repeat dog sitting clients
FAQs for Dog Sitting - Bennington
Frequently asked questions about Rover
The average cost for Dog Sitting in Bennington on Rover is $14.43 per visit (as of September 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 September 2026, there are 1,042 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:
- 91% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 99% 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.





