House Sitting Bennington

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

End
Search

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.

1 / 1
Sitter Profile Image: Nina O.
Verified Enhanced Background Check
Nina O.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
East Aurora, NY, 14052

We had a very last minute trip that Nina was amazing in accommodating! She is so sweet and communicative, always making sure we knew our dog was safe and having fun while we were gone. We will definitely be booking with her again!

Profile image
Kristin K.
Sitter Profile Image: Rachel L.
Verified Enhanced Background Check
Rachel L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
32 reviews
7 repeat clients
5 years of experience
Lancaster, NY, 14086

Rachel was fantastic with my two puppies she came on very short notice. I would not hesitate to use her again. Seamless would be a great description of her service.

Profile image
Steven K.
Sitter Profile Image: michelle k.
Verified Background Check
michelle k.
from
$55
per night
4.9 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Varysburg, NY, 14167

Michelle was a past student of mine, but I didn’t know that until I met her!! She was friendly, and I could tell she loved what she did. I knew my dog, Otto, liked her!! I knew I would be leaving Otto in good hands. When I came home, I could tell Otto was well cared for! I would hire Michelle again, and I recommend her!

Profile image
Cheryl G.
Sitter Profile Image: Jonathan V.
Verified Enhanced Background Check
Jonathan V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
6 years of experience
Depew, NY, 14043

About: I've been taking care of dogs since i was a kid. I had my first pet when I was 8 and been a dog lover ever since. Now I have my own two little troublemakers Tobi and Canela, who I've had for 6 years and 2 years respectively. I've had them both since they were small puppies so I have a lot of experience with puppy care. I live a pretty active lifestyle so I love to go for long walks with my dogs and I would definitely be providing the same for your pets. I love to play with dogs and I've definitely been guilty of buying far too many toys for my pups to play with. I provide house sitting, overnight stays, dog walking services, and puppy care. I love to take pictures of animals so you'd also be receiving lots of playtime pictures! Your pets will be my passion and I'm ready to provide any and all services at a good affordable rate! I work full time M-F 9-5 so I can usually accommodate any care around those hours. I typically have very free weekends allowing me to take care of your pets whenever it's needed. I have a lot of experience with crate training as my younger dog needed it to curb her destructive tendencies when she was left alone at home. I also have plenty of experience with potty training as I've trained both my dogs to be potty trained to go on their pads when they need to potty while I'm away. For any drop in visits I would make sure your pet has had a good amount of enrichment play and gotten plenty of love and affection before my visit with them ends

Sitter Profile Image: Fallon S.
Verified Enhanced Background Check
Fallon S.
from
$85
per night
3 years of experience
Alden, NY, 14004

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.

Sitter Profile Image: Sarah H.
Verified Background Check
Sarah H.
from
$70
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
8 years of experience
Clarence, NY, 14031

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

Profile image
Courtney P.
Sitter Profile Image: Abigail S.
Verified Enhanced Background Check
Abigail S.
from
$75
per night
9 years of experience
East Aurora, NY, 14052

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.

Sitter Profile Image: Tatyjana S.
Verified Enhanced Background Check
Tatyjana S.
from
$63
per night
5.0 out of 5 stars
11 reviews
10 years of experience
Akron, NY, 14001

Tatyjana was fantastic. She gave us daily updates and was quick to respond. It was obvious she pampered the dogs while she was here; she even got them to tolerate nail trimmings! When we got home, the dogs were happy, the house was clean, the chickens were taken care of. We will absolutely hire her again.

Profile image
Jeffrey T.
Sitter Profile Image: Mary S.
Verified Enhanced Background Check
Mary S.
from
$49
per night
5.0 out of 5 stars
216 reviews
57 repeat clients
15 years of experience
East Aurora, NY, 14206

We have used Mary before and she is the best. We get updates on the dogs and she sends us photos. I always know our dogs are in good hands with Mary. She goes above and beyond.

Profile image
Stacy E.
Sitter Profile Image: Samuel S.
Verified Enhanced Background Check
Samuel S.
from
$23
per night
5 years of experience
East Aurora, NY, 14052

About: I’ve been a dog owner since 2020, when I got my first dog as a puppy. Since then, I’ve learned firsthand what it takes to raise, train, and care for a dog from a young age. I currently have two dogs and they’re a big part of my everyday life! I’m a senior in high school with no extracurriculars during this season, which makes my schedule very flexible. I also have my own transportation, so I’m reliable and easy to coordinate with! I take safety seriously and always make sure dogs are supervised and comfortable. I follow all instructions closely, keep routines consistent, and pay attention to behavior to make sure each dog feels secure and stress free.

Sitter Profile Image: Haley D.
Verified Enhanced Background Check
Haley D.
Star Sitter
from
$94
per night
5.0 out of 5 stars
114 reviews
34 repeat clients
25 years of experience
Buffalo, NY, 14214

Another great booking! It is so nice to enjoy sometime away and know our senior pugs are being well taken care of. Haley leaves our home spotless and is so patient with our pups.

Profile image
Christina S.
Sitter Profile Image: haley b.
Verified Enhanced Background Check
haley b.
from
$75
per night
4.9 out of 5 stars
16 reviews
8 repeat clients
8 years of experience
Le Roy, NY, 14482

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!

Profile image
Benjamin W.
Sitter Profile Image: Ashley F.
Verified Enhanced Background Check
Ashley F.
from
$50
per night
15 years of experience
East Aurora, NY, 14052

About: Have been extensively working with dogs now for over 15years. I am a world level sport dog trainer/competitor. I have a well established partnership with the PennVet Working Dog Center. I run my own dog related business, and train frequently with my own dogs so my days revolve around dogs! Drop offs/pick ups will work around my current dog training schedule. Dogs in my home must be crate trained, so everyone has their own space to relax. Non-crate trained dogs are not a candidate for my environment. I have 3 other dogs that social dogs are able to interact with. I have almost 2 acres to explore out in the country. Dogs will be walked on a long line until a fence is put in. If your dog likes car rides, he/she can tag along on pack field trips- hiking, group class, etc. I have extensive experience with high drive working/sport dogs.

Sitter Profile Image: Alison C.
Verified Enhanced Background Check
Alison C.
from
$60
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
6 years of experience
Batavia, NY, 14020

Alison was great with my dog! We were away for a week and I never had to worry about her. She sent updates and some pictures throughout the day.

Profile image
Jenna A.
Sitter Profile Image: Kristen K.
Verified Enhanced Background Check
Kristen K.
from
$60
per night
20 years of experience
East Aurora, NY, 14052

About: As a dog mom to a high-energy German Shepherd/Husky mix, I’m very familiar with big dogs who need lots of exercise and structure. I also have experience caring for cats and horses, and I’m comfortable with a wide range of personalities, energy levels, and routines. As a Registered Dietitian with a special interest in canine nutrition, I care deeply about supporting pets’ health from the inside out! As a remote dietitian with a passion for animals, wellness, and staying active, dog walking fits perfectly into my flexible schedule and aligns with everything I love: movement, fresh air, and caring for animals. I’m currently pursuing dog nutrition training because I believe in supporting pets with natural, nourishing care. Whether it’s a walk or some extra playtime, I treat every dog like my own and make sure they feel happy, healthy, and loved. I follow your routine closely to help your pet feel secure and comfortable. I’m experienced with pets of all sizes and temperaments and always use positive reinforcement and gentle handling. You can count on me to respect your home, communicate clearly, and treat your pet like family.

Sitter Profile Image: Allissa H.
Verified Enhanced Background Check
Allissa H.
from
$42
per night
4.3 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Orchard Park, NY, 14127

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.

Sitter Profile Image: Nicole J.
Verified Enhanced Background Check
Nicole J.
from
$29
per night
5.0 out of 5 stars
3 reviews
4 years of experience
Buffalo, NY, 14224

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!

Profile image
Jennifer A.
Sitter Profile Image: Shawna S.
Verified Enhanced Background Check
Shawna S.
from
$55
per night
4.4 out of 5 stars
18 reviews
3 repeat clients
30 years of experience
Clarence, NY, 14031

We had a great experience with Shawna. Ali is a senior dog with some challenges but things all went as well as they could have . We were very happy with Shawna’s care of Ali which was most important. Will be calling in the future. Colleen and Gary Kogut and Ali too !!

Profile image
Colleen K.
Sitter Profile Image: Annabel H.
Verified Enhanced Background Check
Annabel H.
from
$30
per night
3 years of experience
East Aurora, NY, 14052

About: I have worked with medically complex dogs before and have babysit all types of animals including guinea pigs and rats and i also watch fish i would rather work weekends as i am in school and work at my daycare during the week so i would not have adequate time to watch animals during the week I prefer to work out of the house for the animal and have a meetup a few days prior to the actual job and make everything will all work out

Sitter Profile Image: Deanna S.
Verified Enhanced Background Check
Deanna S.
from
$32
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
West Seneca, NY, 14224

About: Hello, I’m Deanna! I have lived in the Buffalo area all my life & previously have had 2 dogs. I currently have a 3 year old dog at home. I have done 100+ services on another platform with a 4.98/5 rating. I am looking for some doggy’s to socialize with, provide them with activity & get some energy out! *Please note I am available for sitting but unable to sleep at the house due to childcare* I work remotely and am available during day for pets that need often check-ins. If your dog cannot be left alone for 4+ hours, I am your girl! I will follow instructions left by owner and check in with the owner if questions arise; everyone has their own routine and I want pet & parent as comfortable as possible.

1 / 1
View more

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. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 July 2026, there are 576 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:

  • 89% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge