Dog Sitting Bennington
Book a Bennington dog sitter to watch your dog in your sitter’s home or yours.
Over 144 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.
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!”
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.
“Michelle was absolutely amazing with our cat while we were away on vacation. This was our first time using Rover and it was a super easy process. We really appreciated all the pictures and updates Michelle provided while we were away. Definitely helped ease our mind as this was our first time away from our cat. We will definitely book with Michelle again!”
“Kayleigh is so prompt and communicates well. My heelers just love having her visit. When I get home from work it’s like they want to tell me all about her visits. She’s done such a fabulous job taking care of my pups that I cannot come up with enough compliments. I highly recommend her!”
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.
“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!”
About: New to Rover but not to dogs! I love showing animals the patience and care they deserve. I have experience with puppies who have high energy, as well as older dogs who prefer life at a slower pace. Both of my dogs are rescues and they live a very spoiled life! I’m currently working part time so I have plenty of time to play with your pets! Dogs feel more comfortable when they know what to expect, so I like to keep a good routine of making sure my dogs get their walks in! I provide attentive, individualized care by following each pet’s routine, including feeding, exercise, and any special instructions, to ensure consistency and comfort. I maintain a clean, safe environment while keeping owners updated with regular communication and promptly addressing any concerns.
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 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.”
“Summer did a fantastic job watching over our 4 cats, I felt very comfortable having her home. Great communication, I only wish that our pets were a little more welcoming, they are a little too dedicated to the art of Hide and Seek! Thanks Summer for taking care of our crew!”
About: My home over the years growing up has always been full of animal love and I have gotten the privilege to take care of my neighbors and family friends pets the past couple of years building loving bonds with the animals! I have a part-time job currently and have an extremely flexible and open schedule especially during the day time for taking care of whatever pet care needs you may have! If needed I can always crate your dog before leaving to ensure safety and do not mind keeping a close eye on your dog if you don't have a fence while taking him/her outside!
“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!”
“I had a hard time finding someone available but Jodie was able to accommodate me for three days this past week and she was so wonderful with my dog, Lucy. I also loved the Rover card photos!”
The median cost per visit for dog sitting in Bennington is $20
Dog 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 dogs like family
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 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 August 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 August 2026, there are 1,037 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:
- 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.
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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