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

Bennington, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“After a late cancellation by our usual dog sitter for reasons beyond her control my son suggested Rover. In doing a search I found Nina who was close to us and thankfully available. We have a 4 year old German shepherd who is somewhat protective of my wife and I as well as our home; we also have a 1 year old Golden Retriever who is exceptionally shy. During the meet and greet it took all of 2 minutes for our shepherd to walk around the house licking Nina’s hand, Nina is a natural with dogs. It took a little longer for our shy little golden girl to warm up to her but it came through time and positive attention. Nina provided us with regular updates and excellent care for our beloved pups, we couldn’t ask for any more! On our return home the house was immaculate, the dogs were happy and well cared for, Nina was a star and set the bar so high that in the future we’ll be making our vacation plans around Nina’s availability! Rover provided us with a great communication platform and peace of mind for our dog’s care in our absence. Do we recommend Rover: Yes, do we recommend Nina: absolutely!!”

“Rachel did an incredible job taking care of our 15 year old pup! She was also very accommodating when we came back later than expected and was able to wait for us. We will definitely book her again and would highly recommend her to anyone!”


About: I have had dogs and cats, and taken care of other small animals for my family for years. I understand the bond of families with their animals and respect that! I am retired from full time work, but do participate in volunteer activity. A part time role of caring for your pet as needed will best fit my schedule. Or providing in home care for your pet while you travel will work as well. I am happy to come and take care of your pets in your home, where they are comfortable in their own environment. I respect the pet owners preferences on how best to care for their beloved pet.
About: Everyone will say that they love dogs but not only do I love dogs but all animals. I have worked in 4 AZA accredited zoos as well as Walt Disney World. I have worked with dogs, cats, lizards, snakes, donkeys, llamas and many more animals. I am able to communicate well with people about their animals as well as recognize the body language of dogs to understand if they're feeling tired, anxious etc. I also understand the patience that comes with animals, especially dogs that may feel timid around new people, and the need to calmly wait for them to accept you. I am mainly available at night on weekends and weekdays but am available anytime during the day on Saturday and Sundays. I am energetic and can keep up with many dogs by running, playing, walking long distances and more! Pet care fits into my routine very well. I’m available any night on weekends and weekdays and am available all day on Saturdays and Sundays. While caring for pets in a clients home I am respectful of their space and treat it just like I would treat my own home.
“Delen is amazing. She has sat twice at my house and has not only done an exceptional job taking care of my dog but I also trust her completely with my house. She sends lots of videos and plays with him to tire him out.”

“Sarah was absolutely AMAZING. We received picture updates every day! Our boy fell in love with her and enjoyed her company so much he almost didn't want her to leave! Will definitely book with her again in the future”

“Nicole did an excellent job in our home for an extended stay of 13 days with our 2 dogs. She was great with daily pupdates and pictures-which were greatly appreciated because we missed our babies. She dispensed meds several times a day to our senior German Shepherd and was able to keep our very active, lovable, snuggly -yet sometimes naughty Whippet puppy busy. I knew from the minute I met her that she was a great fit for us and I’d use her every time we need someone to stay or drop in for us!”

About: I was raised on a small family farm, and have cared for goats, chickens, ducks, pigs, and more while a part of that. As a child and teenager, I trained dogs through my local 4-H program, and later on started petsitting for family friends. I've cared for puppies, senior dogs, cats, chickens, cows, pigs, goats, turtles, geese, canaries, ducks, and so many others, and I'm always willing to learn something new! I work full-time, night shifts during the week and mornings on weekends, but I'm typically only gone 8 hours max, so there's still plenty of time for me to provide plenty of care and attention to the pets! I typically stay overnight, and will either crate the pets if needed, or let them sleep with me, I wake up with them and spend my day hanging out with them, playing or just relaxing. I do my best to care for each pet as their owner would, to help minimize stress.
About: My fiancé and I are animal lovers through and through! We have 4 babies of our own. One of which is a service animal! Tahmi is a disabled veteran with years of animal experience from animal control. Marisa has years of experience volunteering and training. We are warm, kind hearted and compassionate people who would love your dogs as our own. We love to be outside every chance we get; meaning we can offer your pup(s) the exercise and play he/she needs! We’re homebody’s too and don’t mind staying in and giving your pup all the cuddles! We offer a variety of services at an affordable price! Please reach out with any questions or concerns regarding our services! I hope we can be of service to you and your fur babies! With 3 pups of our own, pet care is embedded into our day to day lives! Our dogs are a high priority and we treat them as such! Which would leave us no problem to do the same for any client of ours and their pups! It’s their (dogs) world, we just live in it! :) We make sure to stay on track with feeding schedules and potty breaks. Exercise is a must-do while your pet is in our care! Safety and comfort are our number one priority and we do everything we can to make sure your pup experiences both during they stay!
“Haley was absolutely incredible! Our dogs have been sat before and when we come home they seem to be in a funk. But with Haley, it felt as though our pups had been so well taken care of! Not to mention our home was so cared for as well. She was very communicative, and open! Highly highly recommend her! She’s just lovely!”


About: Growing up, I absolutely loved animals—my family used to joke that I’d own a zoo one day! Whether it was caring for my own pets or helping animals in need, I’ve always felt a deep sense of responsibility and joy in making sure they feel safe and cared for. Over the years, I’ve rescued a baby deer, birds, and multiple dogs, and each experience taught me how to stay calm, patient, and gentle in all kinds of situations. I bring that same energy to pet sitting—being someone an animal can rely on, and someone owners can trust. My natural love for animals, along with my experience as a nursing student, means I’m observant, nurturing, and not afraid of a little extra care—whether that’s for puppies, seniors, or pets with special needs. I currently work part-time on weekdays, so I’m available for pet care after 4:30 PM during the week. Evenings are a perfect time for walks, drop-ins, or spending quality time with pets who need company after their owners leave for work. On weekends, I’m fully available and happy to offer boarding services, since I’ll be home and can give pets my full attention. My schedule allows for a healthy balance, so I can make sure each animal I care for gets the time, consistency, and affection they deserve. What sets me apart is my calm, compassionate approach and my experience as a nursing student—I’m naturally attentive, observant, and gentle, which carries over into how I care for animals. I’ve grown up with pets and currently care for two cats of my own, so I understand the importance of routines, patience, and respecting each animal’s unique personality. I’m also comfortable with both dogs and cats, including pets who may be shy, anxious, or in need of extra attention. I’m especially good with senior pets, and I’m comfortable helping with medication, special feeding routines, or mobility needs. I take pride in providing a calm, safe environment where pets can feel secure—and owners can feel confident.
“Hanna stayed with my two dogs for a week. She took great care of my two babies and I felt confident in my decision in having Hanna sit for me. She freely communicated on a daily basis, sent photos and videos and was always reachable if I had a question about the pups. I would highly recommend this sitter.”

About: My first formal pet sitting experience was taking out and playing with my uncle’s black lab puppy after school, my senior year of high school. Then, that same year I pet my aunt’s 2 cats in 2016. During the pandemic, for over a year, I stayed at my friend’s house while she was away at work. I would take her precious pup Lala out for walks, give Lala and her cat-sister Sophia their meds with breakfast, and treat them like the princesses they are. I recently left law school, so my availability is completely free until I find a full-time job! I would love to set your mind at ease by visiting your home as often as you’d like! I would care for my clients’ pets the same way I care for my cat-son, Remy. I give him all the attention he desires, and I do the less-than-desireable things (like washing his litterbox monthly, clipping his nails, and brushing his teeth) with a smile because I know it’s what’s best for him.
“Thank you, Tatiana!!. We went away for the weekend and came back to a spotless. Everything! definitely would use Tatiana again. She is kind passionate she took care of Charli 🎀 like she was her dog we are so appreciative! 🫶🎀.Charli loves her so much!”

“Mary was amazing with my two dogs and cats as usual. This was the second weekend she has spent with my animals, and she was prompt, with lots of communication, pictures and updates on how everyone was doing! Thank you Mary, we will be booking again soon!”

“Where do I begin??! Rosie & I are so lucky to have found Haley. Rosie is a senior lady and comes with many quirks. Haley has gone above and beyond with understanding Rosie’s needs but also finding quick solutions to anything that may occur. I live in an apt complex and the elevator has had issues multiple times. Rosie cannot do stairs well and Haley was kind enough to take her to her own home with a better living situation for Rosie until they were back in service. Caring for a senior dog isn’t easy and Haley has time and time again known what to do to make every situation the absolute best for Rosie. I leave for every trip with peace of mind knowing she is with Haley. There are not enough words to describe how amazing that feels! We love Haley!”

“Nicole is an exceptional dog sitter—she engages with your pet, sends daily photos and upon returning home, you cannot tell she was in the home. The next time we leave, Nicole will be the first person we contact.”

About: I have been sitting for animals on the side for about 3 years. I am currently attending school for pre veterinary science! I adore animals, my background lies within cats mainly but adore dogs and have testimonies from friends and family who report reliable care, thorough communication and attention to detail! I would love to sit for your cat or dog while you enjoy time away!! I manly handle weekend getaways or short trips! We can work out a flexible price that works for the both of us! I’ll meet you where you’re at. I will be free most of the time during the summer from May-September! I love when my pets sleep with me, cuddle and love to play! I cannot get enough belly rubs or tug of war time with my pups and quiet lap time and zoomies with my kitties! I will make sure your pup or kitty is enriched at all times while maintaining a healthy balance of rest and hydration.

About: Dogs have been a part of my life for as long as I can remember, and caring for them has always brought me a great deal of joy. Now that I’m retired, I have the time and flexibility to give your dog the attention, companionship, and care they deserve. My home is a calm, welcoming place where your dog can feel safe, relaxed, and part of the family. I understand that every dog is different, with their own personality, routines, and little quirks. I’m happy to follow your instructions and keep your dog’s normal routine as much as possible. Whether your dog loves a good walk, a cozy nap, a little playtime, or simply having someone nearby, I’ll be there to give them plenty of affection and companionship. Most of all, I want you to feel comfortable knowing your furry family is being cared for with patience, kindness, and genuine love. I know how much our dogs meant to us—they truly are family. I would be honored to welcome your dog into my home and treat them as one of my own while you’re away. As a retired caregiver, I’m home all day and can give your pet plenty of attention and companionship. Pet care fits naturally into my daily routine, allowing me to provide consistent care, regular walks and playtime, and plenty of love and attention throughout the day. I enjoy having pets as part of my daily life and take pride in making sure they feel happy, safe, and comfortable. I offer care in your home or at my quiet, dog-free home. For dogs, the day can include daily walks, playtime, fetch, cuddles, and plenty of one-on-one attention. I’m happy to care for puppies through senior dogs and will follow your pet’s normal routine, including meals, medications, and rest time. There are no children or other pets in my home, making it a calm and peaceful environment. My goal is for your pet to feel like part of the family while you’re away!
About: I have done seasonal dog walking jobs for older clients as well as drop-in visits for several of my friends and family’s cats or dogs. I am also proficient in caring for senior cats as I have rescued two from the street. My kitties are quite independent and have an auto kibble feeder and they are fed wet dinner in the evenings to support urinary health. I am always hanging out with them when in my home as it is theirs as well. I am always checking on my pets and giving them affection. I am attentive and quick to respond which makes me very observant and detail oriented. Your pet is always safe under my watch and your instructions will be followed closely. In my own home, clients’ pets have their own room.
The median cost per night for house sitting in Bennington is $50
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 house sitting
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Popular requests for house sitting - Bennington
Select a filter and find qualifying sitters offering house sitting.Sitters in Bennington average 3 repeat house sitting clients
FAQs for House Sitting - Bennington
Frequently asked questions about Rover
As of September 2026, there are 562 sitters on Rover offering House Sitting across Bennington. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Bennington walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Bennington maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
Yes, you can find sitters who have experience with handling special pet needs in Bennington. On Rover:
- 91% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 86% 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.
