Dog Sitting Bennington
Book a Bennington dog sitter to watch your dog in your sitter’s home or yours.
Over 160 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.
“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 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.
“Raina was amazing. She took great care of both of my cats. She sent updates every day, and sent pictures. Raina even settled my anxiety by doing a house tour with me before I even left for my trip.”
“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!”
“Gabby is amazing with our Bowie boy! He absolutely adores her & goes BANANAS with excitement every time she walks in the door. We originally hired her to cover a vacation, but Bowies loves her so much we are going to have Gabby come back weekly! He’s a big, strong dog & she handles him & his craziness with ease!”
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.
“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!”
About: As a healthcare worker, I have seen firsthand how healing animals can be. I have taken care of many different animals! I love spending time with pups and taking them for walks or to run errands. I have watched dogs/cats/rabbits/etc. since I was in middle school, and am super attentive! I currently do not have any dogs/cats, but I do have a 7 year old rabbit named Vito who is my whole world. I am currently a nursing student/CNA so my schedule allows flexibility for pet care. I am open to shorts visits, drop ins, pet hang outs, etc. I care for pets in my clients home by being attentive, loving, playful, and responsible! I provide the same care to other pets, as I do my own.
“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 been taking care of dogs for while! I’m accountable and reliable! I will keep your home clean and your pets safe while you are away! I’m currently working full time but will make so much time for your pups! I adore animals and it is my pleasure to work with your pups! I will care with compassion and grace! I love working with pets! I will treat your home like my own, clean and beautiful, trust me with all your home!
About: My fiance and I have 10+ years of experience taking care of dogs, and have been the go-to dog sitters for all of our family and friends! Our 2 babies are our world, and are both so good with other dogs. We will take the absolute best care of your babies!! My fiancè and I work full time M-F, 8:00am - 4:30pm. If you need your dogs let out / walked in the evenings, we are happy to help! We are fully available in the evenings and almost every weekend! We have a fully fenced in back yard that our boys love to run around in and I’m sure your babies would too!! We have a dimmed, quiet place to put kennels during the day to make sure they are safe and comfortable while we aren’t there. Our 2 boys have separation anxiety, and have found a comforting spot that works great for them. We have a pet camera available looking at the kennels that we frequently look at to make sure there are no emergencies while we are gone!
About: I've house sat and pet sat for family and friends since my youth as favors. Most pets tend to warm to me fairly quickly and let me carry them or pet them on the first meeting. My professional career is focused in child care and development. I've worked with 5-18 years old in various positions. My last position was teaching and caring for teenage youth, who were transitioning from incarceration to their parent's home, at a group home. I am used to dealing with crisis under pressure with a calm demeanor and resolving it to the best of my ability. I am CPR and First Aid trained and certified in non-violent crisis management. I am currently available for all the services I specified in my profile Monday through Friday from as early as 10 am - 7 pm. I am also available for overnight house sitting jobs. While house sitting, I take safety/health of the pets and security of the surrounding area as the #1 priority. When I took care of my pets and others i. My own space, I'd block off any areas in the home that could be damaged or cause injury, if a pet got into it. I always made sure to engage with the pets I cared for, whether, playing fetch or running around with them. I made sure they expended that seemingly bottomless tank of energy.
About: I’ve taken care of pets for 10+ years, from cats to giant dogs. I have two dogs of my own, and have had cats in the past, so I understand the individual needs of each animal. Senior dogs have a special place in my heart. I’m currently working part time, 3 days a week! My schedule changes week to week, but I am open and flexible to changing my schedule! I can easily crate or move your dogs if I need to! I am eager to earn their trust and am willing to bribe them with treats. I understand each pet has different needs and I am adaptable to them!
About: Hi there! My spouse and I are lifelong dog lovers who have been surrounded by pups since childhood. Between the two of us, we've grown up with a wide range of dog breeds, sizes, and personalities. We have six dogs of our own, and we also volunteer as fosters for a local dog rescue. We’re comfortable caring for dogs of all sizes and temperaments, from playful puppies to big couch-loving seniors. Whether your dog is active and energetic or prefers a quieter routine, we’re happy to accommodate their needs with love, patience, and plenty of attention. Our home is full of dog-friendly energy, and we treat every dog like family. You can feel confident knowing your pup will be in caring and capable hands while you're away! Whether we’re caring for our own pack or welcoming a guest pup, we maintain a calm, structured environment with lots of love and consistency. Because we’re already on a dog-focused schedule, it’s easy for us to adapt to each dog’s unique needs—whether that means early morning walks, medication reminders, or just extra snuggle time. When caring for dogs in their own home, we prioritize consistency and comfort. We maintain your dog’s normal schedule—feeding, walks, playtime, and any medications—so they feel secure and stress-free while you're away. We treat your home with the utmost respect and keep you updated with regular messages, photos, and notes so you always know how your dog is doing. In our home, your dog becomes part of the family. With five of our own friendly, well-socialized dogs and plenty of experience as fosters for a local rescue, we provide a warm, dog-savvy environment where pups feel safe, stimulated, and loved. We have a secure, dog-friendly home with space to play, lounge, and rest—whether your pup prefers fetch in the yard or a cozy nap on the couch. We follow your pet’s routine as closely as possible, including feeding schedules, medication (if needed), and preferred activities. We welcome all breeds and sizes, and we’re especially experienced with multi-dog dynamics. Whether your dog is social or needs more one-on-one attention, we adjust accordingly to ensure they’re comfortable and happy.
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’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.
How to book dog sitting
1. Search
Browse profiles of sitters near you who offer dog 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.
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 of Dog Sitting in Bennington on Rover is $14 per visit as of October 2026. Most bookings cost between $0 and $22 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,033 sitters on Rover offering Dog Sitting across Bennington. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
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
- 98% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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