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
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!”
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: 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.
“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: 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.
“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!”
“Raina's care of my 15 year old cat Eli for 8 days exceeded my expectations! She provided such nice twice daily updates and photos. I could tell by the photos that Eli really liked her, what attention he was getting, and what fun he was having.”
“Carissa went above and beyond for our little furry babies. The anxiety of leaving town with your pets left behind can be overwhelming for pet parents, however Carissa made it easy. They even managed to get our cat Leo who has horrible anxiety to come out and say “hi” a feat no other visitor has managed to do. Our trip was made so much easier and enjoyable knowing our babies where being cared for.”
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.
“Summer was absolutely amazing! I cannot say better things. Our dog is grumpy and hard to warm up to new people. Summer was so kind and set up a meet and greet. She was so calm and patient with him. Throughout the whole week her communication was amazing. Our trip would not have been as enjoyable without all of her help. Summer is absolutely amazing and I would recommend to anyone! Also, she was very willing to help with house duties. We and our dog, love Summer!”
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!
About: I’ve taken care of and lived with animals my whole life. I’ve lived with large and small dogs and cats as well. I also have experience with many kinds of farm animals. I believe all pets have their own personalities and may acquire specific needs. I am fully capable of taking care of your pets basic needs as well as play with them and make their pet sitting experience the best they’ve ever had. My schedule varies but I reply fast! Message me if you have any questions:) I am a recent graduate with an Associate of Arts degree from MCC in Omaha, Nebraska. I currently work and enjoy having a side hustle that I can also include exercise and a friendly furry smile! I update my Rover calendar every 2-3 weeks. I also reply to messages quickly (any time of day or night) to allow the people requesting services are able to plan accordingly. I care for each and every furry friend with a unique approach that’ll meet their needs! Any request made by pet owners are respected and honored. In the case that I am unable to meet your furry friends needs, I will immediately inform the owner and allow them to make following decisions.
About: Hi, I'm Greg. I am a lifelong dog lover with extensive experience handling dogs of all shapes and sizes. From high-energy Huskies and Golden Retrievers to spirited Boston Terriers and patient giant breeds, I understand that every dog has unique physical and emotional needs.In 2024, I said goodbye to my beloved Newfoundland, Baloo. He left a massive hole in my heart, and caring for your four-legged family members is my favorite way to keep his loving spirit alive. I treat every guest with the same deep devotion, patience, and exceptional care that I gave m I am retired and have flexibility to manage 24/7 house sitting, extended day care, long adventures or a drop in for walks. I'm perfect for high-energy pups needing a lunch-break burnout walk or puppies requiring a mid-day potty relief. I follow your exact feeding, medication, and crating schedules to minimize your dog's anxiety. Your home security is important to me. I keep doors locked, bring in mail, turn on lights, and maintain a lived-in look for your safety. My Cleanliness Guarantee is that I will leave your home exactly as I found it (maybe cleaner), keeping paws wiped and messes completely cleaned. You will receive Real-Time Updates if requested. You will receive photo, video, and text updates during every single visit or overnight stay. I bring my own food and necessities, respecting your privacy and personal boundaries completely.
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?
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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
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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 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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