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 211 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.
About: Experienced with puppies and senior pets. I provide calm, reliable care, follow routines closely, and ensure every pet feels safe, comfortable, and well cared for. Pet care fits into my routine by scheduling time for feeding, walks, and visits. I stay organized with my full-time job and flexible to ensure each pet gets consistent, reliable care. I follow each pet’s routine, including feeding, water, walks, and play. I follow owner instructions, give care and attention, and keep the home clean as possible.
“Rebecca was awesome! Sidney and Shiva have never had an outside sitter before. Even Sidney my super shy kitty warmed up to her on the 1st drop in! She sent me a short video with each visit. Thank You!!”
“Haeli dropped in to walk our dog Rocky and did a wonderful job! She was punctual, kind, and clearly comfortable with dogs. Rocky came back happy, calm, and well exercised, and I really appreciated the updates and communication during the visit. It gave me peace of mind knowing he was in such good hands. We would absolutely book with Haeli again and highly recommend her to anyone looking for reliable and caring pet care.”
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.
About: I have taken care and owned dogs for over 10 years. I’m currently a dog owner of two, who we have adopted from the shelter. One of our dogs has serve anxiety so I also have experience in that. I am a stay at home mom, my daughter is in school full time so I have a lot of flexibility during the day and also on weekends. I have a fenced in yard at home, lots of leashes, toys and treats as well. Dogs are treated like humans here, so the couch is all theirs too :)
“Cortney did a wonderful job with drop in visits for my 3 cats. Her daily updates and photos were perfect for me, I get a bit anxious leaving the boys home alone for too long. We will definitely book with her again. 🐈⬛🐈⬛🐈😻”
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.
“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.”
“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!”
“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!”
“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.”
The median cost per visit for pet sitting in Bennington is $20
Pet parents share their Rover experiences - Bennington
Amanda was so great with our two dogs! She’s so sweet and made sure to get the background on their routines, personalities, and schedules. They are a little older and one can be nervous of new people, but he loved Amanda! They are both on multiple medications and she was able to give them correctly with no issues. She gave great updates and pictures that we looked forward to seeing every time she stopped by to take care of them! We will definitely use her again!
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 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
Popular requests for pet sitting - Bennington
Select a filter and find qualifying sitters offering pet sitting.Sitters in Bennington average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Bennington
Frequently asked questions about Rover
The average cost for Pet Sitting in Bennington on Rover is $14.43 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .
As of August 2026, there are 1,072 sitters on Rover offering Pet 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
Yes, you can find sitters who have experience with handling special pet needs in Bennington. On Rover:
- 93% 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.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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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