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

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Top rated Bennington dog sitters

“If you're looking for someone who is going to love your pups just as much as you do (if not more!), then Ben is your guy! And on top of that, he does a phenomenal job of training and working with them as well!”


“Out dog loves it when Robert & Melissa visit! They always take the time to play with her and make sure she’s taken care of. We appreciate them.”


“Craig took great care of my three cats while I was away, he spent time with them and gave each of them all the attention they wanted. Craig brought in my mail, emptied my dehumidifier every day and kept my house looking lived in. I will definitely use Craig in the future and can highly recommend his services.”


About: I've always had a dog growing up. I tend to take in dogs that need a loving home. I currently rehomed a corgi 4 years ago. She is very spoiled and is our little pride and joy. Before that I had lhasa apso for 14 years. I'm a respiratory therapist. I work 3 12 hr shifts a week. On my days off I am flexible to stop by let your fur babies out, feed them, walk them whatever you might need I'm here to help. I will love your pet as my own. Whatever the may need, walk, feed, let out, or if they just need a companion for a little bit. I'm her to help you out.


“Annur is great! My dog is very timid with new people and can be a handful for anyone who isn't familiar with her quirks. Annur was a natural in gaining her trust quickly, which is not common. She is punctual, communicative, reliable, and patient. We will certainly seek her services again!”


About: I have taken care of young puppies and senior dogs on and off since I was 16 years old. I also have experience taken care of cats. I have so much love for caring for animals. I am currently working on a need to need basis with my other job, so I have pretty open availability when it comes to pet sitting. I do not offer care in my home. But whatever requirements needed for your in-home care, I will be able to accomplish that. Whether that is crating or being on a certain feeding schedule.

About: Hello my name is Jason and I have grown up with dogs my entire life. My most recent dogs were a yellow and black lab (Cooper and Carter). As they aged, Cooper became a diabetic which required insulin shots twice a day. Unfortunately he also loss his eye sight because of it. I was his eyes and he trusted me where ever we went. They both lived to the young age of 14 years old. Sadly, I don’t think I could handle the loss of another loving dog but I would be honored to help take care of your lovable pets whenever you need it. I work full time but I work from home so my schedule is flexible. I can take them for a quick walk or if you need someone to stay while you’re out of town I can work from your house. I would be happy to take care of your pets at your house. Whether it’s taking them outside during the day, taking them for a walk, or staying a few days while you’re gone, I am happy to help.

“This was my first time using Rover and was a little nervous, but Elle was great. I loved the picture updates and I know our cat was well taken care of!”


About: I have had dogs most of my life and love to take care of them. I enjoy taking care of them and spending time with them. I have reference if needed due to most of my family and friends I have helped in the past. I have plenty of time between my job and normal life to help take care of pets. I have two dogs myself and they love company. I do have a fenced yard along with a cover patio for your pet to enjoy. My home is also pet friendly due to having two dogs of my own.

“Thanks left a message - they are hard to directly contact. I will try again. Do you have an actual phone #”


“Carissa always does an exceptional job taking care of our elderly, high maintenance cats. We 100% recommend her to anyone looking for a caring and reliable pet sitter!”


“Mark is great! Perfect experience, I wouldn’t hesitate to use Mark again.”



“My girls absolutely love Katie, and I don't have to worry about them when Katie is scheduled for drop in visits. She always writes THE BEST updates on what happened during the visits and also sends pictures, which helps to ease my guilt about leaving them. The fact that my Shar-Pei, who is typically standoffish, is all the proof I need to know that Katie interacts with the pups and doesn't just check in for 5 minutes and then leave. ied with photos! Lol) I will definitely hire Katie for future in-home visits with my doggie kids!”


“Absolutely wonderful! Rebecca did an amazing job caring for our pets while we were away. She did things exactly as asked and even went above and beyond! We will definitely use her services again!”


About: Hi, I’m Kirsha! I’m a sophomore at the University of Nebraska-Lincoln majoring in biology on the pre-med track. I have been dog sitting for the past 7 years but started dog sitting on Rover within the last year. I love being able to connect with new families on Rover!! I will be in Omaha December 19-January 20 for Christmas break and have full availability to pet sit. I have a few classes a day and have a job but other than that, I have a good amount of free time! This allows me to spend a good amount of time with your pets throughout the day. I would consider myself a clean and tidy person. While staying with your pets, I will make sure that the house stays clean while ensuring your pets are taken care of! I am comfortable with having your pets sleep in the same room as me if needed.

“Caroline took great care of my dogs! She made sure they were cared for when she was there and even spent some time to just hangout with them. They warmed up to her quick, which never happens. She kept an eye on everything and when she saw they weren’t eating contacted me right away to make sure what to do. I will probably only have Caroline watch my pups from o on, she just bows what she’s doing and makes sure the pups are loved!”


“Taylor did awesome with our dogs! Highly recommend”


About: I’ve grown up surrounded by animals. Dogs, cats, fishes, horses, and even a tortoise just to name a few! Because of this, caring for animals has been a passion of mine for a while, and one I hope to continue with during college as an aspiring vet. Along with owning my own dogs for the past couple of years, I’ve also been trusted to doggie sit for some other families. I am able to distribute medication/vitamins and can walk your pet pretty much any time of day! I can’t wait to meet your furry friend! I am currently on summer break and will be leaving for college in the fall. Because I am on break, I can care for your pet almost any time of day! I have a lot of experience with dealing with small and large dogs! I feel comfortable and confident around them and am sure I can meet any owners wishes for their pet’s care!

About: I’ve lived in a pet friendly home my entire life and helped with the daily care of pets. I have also helped to train our new puppy. I am a student so during the summer I have a very flexible schedule. I am able to work on weekdays and most weekends, giving me plenty of time to take great care of your pets! The safety and health of your pets is my first priority. When caring for your pets I will make sure they are either leashed or in a fenced yard and always monitored when needed. Of course making sure they have lots of fun as well!
Loving dog sitters in your neighborhood
Search Results


Ben S.

“If you're looking for someone who is going to love your pups just as much as you do (if not more!), then Ben is your guy! And on top of that, he does a phenomenal job of training and working with them as well!”


Robert & Melissa Y.


“Out dog loves it when Robert & Melissa visit! They always take the time to play with her and make sure she’s taken care of. We appreciate them.”


Craig C.

“Craig took great care of my three cats while I was away, he spent time with them and gave each of them all the attention they wanted. Craig brought in my mail, emptied my dehumidifier every day and kept my house looking lived in. I will definitely use Craig in the future and can highly recommend his services.”


Kristen S.
About: I've always had a dog growing up. I tend to take in dogs that need a loving home. I currently rehomed a corgi 4 years ago. She is very spoiled and is our little pride and joy. Before that I had lhasa apso for 14 years. I'm a respiratory therapist. I work 3 12 hr shifts a week. On my days off I am flexible to stop by let your fur babies out, feed them, walk them whatever you might need I'm here to help. I will love your pet as my own. Whatever the may need, walk, feed, let out, or if they just need a companion for a little bit. I'm her to help you out.




Annur K.
Star Sitter


“Annur is great! My dog is very timid with new people and can be a handful for anyone who isn't familiar with her quirks. Annur was a natural in gaining her trust quickly, which is not common. She is punctual, communicative, reliable, and patient. We will certainly seek her services again!”


Sydnee R.
“Remi had a wonderful relationship with Fiddles, as well as our family. Remi cared for Fiddles like he was their own, they shared their own language by the end. Responsibilities included walking, meals and playtime. Plenty of cuddles. Remi also stayed at our house twice for a period of two nights each while we were away. Would happily use Remi again when we get a new dog.”


Jason P.
“Jason grew up with animals all of his life. He’s always had a love for animals. His last two dogs were loved and had the best of care. Jason misses his dogs and would love to help care for others pets as he can. He would really enjoy an opportunity to be a care provider.”


Gabrielle M.

“This was my first time using Rover and was a little nervous, but Elle was great. I loved the picture updates and I know our cat was well taken care of!”


Michael H.
“Michael has watched our dachshund several times and we have always been very pleased with the level of care he gives him. Charlie always comes home happy (and exhausted, Michael takes him on walks and he plays with Michael's own dogs). We completely recommend him and have to friends.”


Sarah G.

“Thanks left a message - they are hard to directly contact. I will try again. Do you have an actual phone #”


Carissa P.

“Carissa always does an exceptional job taking care of our elderly, high maintenance cats. We 100% recommend her to anyone looking for a caring and reliable pet sitter!”


Mark B.

“Mark is great! Perfect experience, I wouldn’t hesitate to use Mark again.”




Kaitie S.

“My girls absolutely love Katie, and I don't have to worry about them when Katie is scheduled for drop in visits. She always writes THE BEST updates on what happened during the visits and also sends pictures, which helps to ease my guilt about leaving them. The fact that my Shar-Pei, who is typically standoffish, is all the proof I need to know that Katie interacts with the pups and doesn't just check in for 5 minutes and then leave. ied with photos! Lol) I will definitely hire Katie for future in-home visits with my doggie kids!”


Rebecca S.


“Absolutely wonderful! Rebecca did an amazing job caring for our pets while we were away. She did things exactly as asked and even went above and beyond! We will definitely use her services again!”


Kirsha H.
“Kirsha is great with pets and takes great care of them! She is hardworking so you can always count on her to be there and take care of your pets!”


Caroline T.

“Caroline took great care of my dogs! She made sure they were cared for when she was there and even spent some time to just hangout with them. They warmed up to her quick, which never happens. She kept an eye on everything and when she saw they weren’t eating contacted me right away to make sure what to do. I will probably only have Caroline watch my pups from o on, she just bows what she’s doing and makes sure the pups are loved!”


Taylor O.

“Taylor did awesome with our dogs! Highly recommend”


Catherine Z.
“Best pet sitter and walker that I know! She really loves animals and takes great care of them. My dogs absolutely love every time she’s with them!”


Zoe L.
About: I’ve lived in a pet friendly home my entire life and helped with the daily care of pets. I have also helped to train our new puppy. I am a student so during the summer I have a very flexible schedule. I am able to work on weekdays and most weekends, giving me plenty of time to take great care of your pets! The safety and health of your pets is my first priority. When caring for your pets I will make sure they are either leashed or in a fenced yard and always monitored when needed. Of course making sure they have lots of fun as well!


Kristen M.

“Fantastic experience. Very timely, friendly, and really went above and beyond! She really helped us feel comfortable leaving our pups behind for a week.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Bennington.
Rover makes it easy to find Bennington dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
