House Sitting In Bennington
Find a loving house sitter to watch over your pets and your home.

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Top rated Bennington house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Pamela was excellent and gave such great care to our elderly dog. Very communicative, sent lots of photos and we would absolutely recommend her!”

About: I have grown up around animals my whole life, from dogs, cats and turtles all the way to horses, goats and chickens! I have had quite a few dogs throughout my life of different breeds and sizes. I regularly watch my family and friend’s pets, from a young spaniel puppy to a big senior Labrador who thinks he’s a puppy. I treat my senior friends with care and affection, wanting them to know nothing but happiness! I have also had a few puppies and understand the patience and care they require, especially when it comes to teaching them manners. I am currently unemployed so pet care will be my full time job! I am completely available everyday at all times to take care of and spend time with your furballs! I have two cats who run my home, they are leash trained and I regularly take them out to explore the backyard and play outside! They are very spoiled and I shower them with treats and toys when I can. When I watch others pets I want to know exactly how they want me to care for their pet, not wanting the animal to have to stray too far off their regular routine, especially when it comes to puppies.
“Kristy was so communicative with me about how Laverne was doing and sending me pics daily of my little lady. I loved that she kept Laverne on the schedule she’s accustomed to and gave her lots of snuggles. I will absolutely be leaning on her again for future dog sitting needs.♥️”

“Anabelle watched our 3 dogs and they absolutely loved her. We have 1 dog that is very shy and every photo update he was snuggled up to her. Our house was clean, koi fish good and plant starts happy!”

About: With years of experience caring for animals, I’ve worked with elderly pets, high-energy breeds, and reactive dogs. I’m comfortable administering medications and following detailed care schedules to keep your pet safe and comfortable. I take pride in being calm, attentive, and communicative so you can feel completely at ease while you’re away. I’d love to see if I’m the right fit for your furry friend! I work from home full-time and have the flexibility to provide consistent care, walks, and updates throughout the day. I intentionally open my schedule on the days I’m fully available, ensuring your pet receives my complete attention and care. Safety and consistency are my top priorities. I carefully follow each pet’s established routine, including feeding schedules, walk structure, medication needs, and home guidelines. I keep doors, gates, and leashes secure at all times and never introduce pets to unfamiliar animals without permission. In your home, I treat your space with respect and maintain a clean, calm environment. I provide regular updates and photos so you always feel informed and at ease while you’re away.

“Selma was absolutely awesome. Attentive to our two dogs needs. Very thorough and great communication. Our house was spotless when she left as well. Will definitely be booking again!”


“I just returned from a 10 day vacation and Anthea watched my dog and cat while I was gone. I returned to a clean home, and happy animals. During her stay she provided me with a daily report of activities they did and asked questions to better understand each animal. I'm very comfortable with her caring standards and really appreciate all the effort she put into making sure both animals were as comfortable as they can be when their primary human is away. I highly recommend Anthea.”

“Absolutely phenomenal. Provided outstanding care for our two nervous pups and kitty. Provided updates every day including photos and videos. Took great care of our home. Can’t wait to rebook!”

“Roree was amazing in her care for Ruby. She touched base with me every morning to let me know that Ruby was eating well and doing great taking her medications. As an owner with a special needs dog (illness and personality) Roree was so patient getting to know Ruby and allowing her the time and space to be comfortable. It was such a relief to be able to go on vacation and know that Ruby was in good hands and being taken care of with a level of care and dedication that is hard to find! Thank you Roree!!”

“Michaela has been fantastic in getting to know our pup and staying with her for a few days. She is very conscientious and professional, emphasizing communication and thoroughness. She took great care of our pup, ensuring she was happy, healthy, and safe. She also took excellent care of our home. Everything was clean and organized upon our return. Michaela is a gem!”

“Went above and beyond for both myself and my brothers (the pets). She accommodated us greatly to the extreme weather that happened in Portland, making us unable to fly back home on time. She kept us updated with photos and texts letting us know how the day went. My pets, especially Beckham, has fallen in love with her! I trust her entirely to take care of my home and pets with the greatest of care and consideration.”

“I highly recommend Tiffany for any pet sitting you require. She is an outstanding human being and my animals took to her immediately, even my very skittish cat who seemingly hates everyone. I was very impressed by her caring and easy going personality and by her professionalism. I felt very comfortable leaving her in charge of my home and my beloved companions. I had a truly great experience.”

“Lyla did a great job: she was willing to come meet the pups beforehand, showed up on time to house/dog sit, sent photos and updates, and left the house and dogs clean and happy. We hope to use Lyla for future dog care needs and highly recommend her to others.”

“Eric did a great job with the dogs and made friends with our cat, which only likes us occasionally. The house was clean, the plants watered, and he took the time to send us daily pics. Eric was great.”

“Danielle is a delight! We feel so lucky to have found her! Our two retired racing greyhounds, Luna & Cosmo, adore her as much as we do. We were hesitant to leave for a mini-vacation without having used Rover before. Danielle put us at complete ease immediately. We didn't have single worry while we were away. She feels like an extension to the family. We feel absolutely comfortable having her stay in our home with our two pups repeatedly! Thank you Rover for getting us in contact with Danielle; and thank you Danielle for being a perfect friend to Luna & Cosmo!”

“I highly recommend Susana for a dog sitter! She was incredibly responsive from start to finish, which gave us so much peace of mind. Our dogs absolutely loved her — it was clear they were comfortable, happy, and well cared for the entire time. We came home to relaxed pups and a tidy house. Truly a wonderful experience, and we’d book with her again in a heartbeat!”

“Taz was amazing! This was the 1st time using this service for our newly homed rescue. She stayed overnight and helped our dog adjust well to the transition. Not only did she care for our dog but also our secondary pet as well. She sent many updates, loved our pets like they were her own, and took great care of our home as well! We came home to a clean space and happy pets. She went above and beyond. Even got some bonus visitors :) This was an amazing experience. Taz is great with animals!! Thanks Taz!! We will definitely book her again anytime we need someone. This just gave us a little more comfort and freedom to travel and feel ok that our pets are having their own little vacation too”

Bennington pet parents share their Rover experiences
Having Michaela was the best dog/house sitter experience. She was perfect with our three big dogs who can be a handful at times. She is very attentive to each dogs needs, quirks, and behaviours. She sent photos and updates each day to put us at ease. Walked/played with them multiple times a day. She even left a sweet card with their paw prints and pictures of them. So thoughtful and left the house cleaner than when we left. 10/10 recommend.

The most exceptional sitter, communicator, and wealth of great doggy resources. Thank you Christine for always taking such good care of our pup, AND our home. We always know our guy is in the best of hands when we’re gone, and appreciate your communication and commitment to his care. Thank you!!

Tashi and I connected as I had a last minute cancellation of another dog sisters and wow so glad Tashi could take the job instead! Great energy right away with our dog, and communication throughout time away was consistent and helpful! Would absolutely rebook!

Pamela always takes great care of Bradley. He is very old and has the needs of an old dog. She is very understanding and accepts his little quirks. She sends updates and pictures so I don't have to worry. We had a flight cancellation and she said not to worry, she would stay the extra day.
Tarsis to the rescue!! We needed a nine-day pet/house sitter on short notice, and were so fortunate to find Tarsis. She was kind, playful, and observant with our 2 dogs and respectful of our home. Her communication, photos, and videos were spot on and much appreciated. She made us feel comfortable with her competence and devotion. We would love to have her back!

Vera is great with our pups! She is sweet and caring with them. She does a great job being responsive to communication from me and sending pictures of our pups when we are away. When she stays in our home, it is always in great shape when we return. I feel comfortable knowing Vera will care for our pups with love when we are away.

I highly recommend Gwen for your dog/house sitting needs. She is professional, clean, and follows directions to a tee. Our dogs were happy and well cared for during our trip away. She updated us with photos regularly. We arrived home to a clean house and excited pups. We have a special needs dog and Gwen did a wonderful job making sure she had her medication 3X daily. Great experience with this sitter-Thank you Gwen!

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. 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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Bennington.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Bennington house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
















