House Sitting Bennington

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

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Over 76
pet parents in Bennington have booked house sitting

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.

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Sitter Profile Image: Mark B.
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Mark B.
from
$40
per night
5.0 out of 5 stars
• 28 reviews
11 repeat clients
17 years of experience
Omaha, NE, 68116

“Mark was absolutely wonderful with our dogs! So attentive and went above and beyond, especially during a very stressful time for animals…4th of July. He was very communicative, and we always knew what was going on with our pups regularly. It meant so much to us that we could relax on vacation knowing they were well taken care of! Will definitely be working with Mark in the future!”

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Andi M.
Sitter Profile Image: Cassidy S.
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Cassidy S.
from
$50
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
12 years of experience
Bennington, NE, 68007

“Cassidy was amazing! She took such good care of Penny while we were away. I appreciated her frequent updates and the many photos she sent, too. It was clear that our usually anxious pup felt comfortable and at home with her!”

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Joshua F.
Sitter Profile Image: Brandy L.
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Brandy L.
from
$65
per night
5.0 out of 5 stars
• 34 reviews
7 repeat clients
18 years of experience
Omaha, NE, 68114

“Brandy is great! She is very reliable and communicative. I have a large dog who can be a lot to handle around other dogs and she does great with him. Brandy also house sat for me when my dog had a minor injury. She was on top of managing his care and reporting on his progress while I was away--and sent lots of great pictures. To boot, I returned to a very clean house. I highly recommend Brandy!”

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Kelley M.
Sitter Profile Image: Charity W.
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Charity W.
from
$60
per night
4.9 out of 5 stars
• 106 reviews
30 repeat clients
6 years of experience
Omaha, NE, 68134

“The constant updates were very appreciated as this was our first trip away after moving! Charity is a dedicated and fantastic sitter for cats! We will be sure to use her again!”

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Rachel S.
Sitter Profile Image: Abby B.
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Abby B.
from
$55
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
3 years of experience
Omaha, NE, 68138

“Abby was a complete blessing to watch our pups for the week so we could enjoy some beach time. The pups are well fed, happy and content when we got home and the house looked fabulous too! So glad we chose Abby and Rover! Thank you from the bottom of our hearts ❤️💕”

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Frann L.
Sitter Profile Image: Marc H.
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Marc H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 187 reviews
32 repeat clients
5 years of experience
Omaha, NE, 68134

“I recently booked Marc to take care of my cat. She's definitely a less than friendly feline with strangers, and he was great with her. She requires meds twice a day and he had zero issues getting her taken care of. I'd absolutely recommend Marc to take care of any animal if you need help.”

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Cherie J.
Sitter Profile Image: Gregory O.
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Gregory O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
30 years of experience
Omaha, NE, 68114

“Greg was amazing. Our dogs were well taken care of, and we received lots of photos with updates. He even brushed our very furry Berner for us, and played fetch with our bernedoodle. Our dogs loved him and we will definitely re-book him in the future.”

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Andrea T.
Sitter Profile Image: Rachel N.
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Rachel N.
from
$23
per night
4.9 out of 5 stars
• 14 reviews
4 repeat clients
8 years of experience
Omaha, NE, 68105

“Rachel was very nice to take my booking at the last minute. She did a great job watching Claire and responding to me. My dog is not the easiest to look after. She let me know when my dog got temporarily sick from breaking into her treat bag. She cleaned up everything before I got home.”

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Erica A.
Sitter Profile Image: Jenna S.
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Jenna S.
from
$50
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
8 years of experience
Omaha, NE, 68118

“Jenna stepped in last minute when other plans unexpectedly fell through, and I am sure it was meant to be! She was wonderful to have sitting at our home, we never felt anything less than completely at ease with her being there. She did a fantastic job taking care of our rambunctious corgi and kitties, we look forward to using her Rover services again!”

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Sharifa K.
Sitter Profile Image: Mercedes N.
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Mercedes N.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
15 years of experience
Omaha, NE, 68116

“Mercedes was super reliable and we could tell our dogs were happy and healthy upon returning from our vacation! She kept us updated with daily photos and videos. I could tell she treated our dogs just as well as we do! She also took great care of our home while we were away, keeping things tidy and watering plants. We will definitely book with Mercedes again!”

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Rachel S.
Sitter Profile Image: Talia B.
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Talia B.
from
$80
per night
7 years of experience
Omaha, NE, 68142

About: Hello my name is Talia! The job experience I have with animals was attending Omaha Henry Doorly zoo academy working in Madagascar caring for lemurs and bats. I also currently work at a dog daycare (7 years) Caring for those animals made me realize this is the life I want to have helping any animal in need. Thank you for reading my little speal and I hope you consider me when finding you next pet sitter or walker. In conclusion if you have any questions or concerns please message me I’d happy to answer them all. I work weekends in the morning until early afternoon. During the week I usually do a couple drop in’s for other dogs. With that in mind I am not home 24/7. I have watched numerous dogs and have been recommended to their friends and family. I take numerous pictures of your dog throughout the day and send updates regularly.

Sitter Profile Image: Elizabeth R.
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Elizabeth R.
from
$45
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
10 years of experience
Omaha, NE, 68022

“Elizabeth is awesome! She has a great background with animals, so you feel confident that she’ll give them the love and attention they need. Newton and Tucker took to her quickly.”

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Aubriana M.
Sitter Profile Image: Emily B.
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Emily B.
from
$25
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Omaha, NE, 68164

“10/10 experience. Kept me in the loop, took extra time with our nervous dog to make sure she was comfortable, went above and beyond. Will book again. Thank you!”

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Abbie V.
Sitter Profile Image: Claudette B.
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Claudette B.
from
$38
per night
5.0 out of 5 stars
• 42 reviews
13 repeat clients
6 years of experience
Omaha, NE, 68022

“Claudette is truly amazing! I honestly can’t say enough about how incredible she is, not just with our dogs, but with our ever changing schedules as well. She not only loves animals, but holds all the qualifications needed to watch your furry loved ones while you’re away, giving you a peace of mind. She is incredibly friendly, reliable, consistent, caring, patient, flexible, and very communicative when it comes to our dog cares. She has cared for our pups on several occasions and each time she has delivered the upmost care for them - sending us updates and photos. We are so thankful to have found the perfect match in her, to love and care for our pups when we’re off at work. We highly HIGHLY recommend her for your pet needs and services! She’s definitely someone you can trust to love your pets the way you do!”

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Mele P.
Sitter Profile Image: Nadia M.
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Nadia M.
from
$30
per night
10 years of experience
Omaha, NE, 68127

About: Hi! I'm a fourth-grade teacher with a lifelong love for animals, so caring for others comes naturally to me. I'm dependable, responsible, and understand how important it is to know your pets are safe and happy while you're away. Whether your pet loves long walks, playtime, belly rubs, or simply relaxing with company, I'll make sure they receive the attention and care they deserve. I'll also keep you updated with photos and messages so you can enjoy your time away with peace of mind. I look forward to meeting you and your furry family! As a fourth-grade teacher, I have a consistent schedule that allows me to easily incorporate pet care into my daily routine. Before and after work, I make time for walks, feedings, playtime, and lots of attention. Evenings and weekends are especially flexible, giving me plenty of time to provide quality care. I genuinely enjoy spending time with animals and will treat your pets with the same love, patience, and care that I would my own. I believe every pet is happiest when they can stick to their normal routine, so I take the time to learn each pet's schedule and preferences. In my client's home, I'll follow all feeding, walking, medication, and bedtime routines exactly as instructed while giving your pet plenty of love, playtime, and attention. I'll also keep your home clean, respect your space, and send regular photo and text updates so you know your pet is happy and well cared for. My goal is to make your time away as stress-free as possible for both you and your pet.

Sitter Profile Image: Kharmen S.
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Kharmen S.
from
$50
per night
4.9 out of 5 stars
• 22 reviews
8 repeat clients
10 years of experience
Omaha, NE, 68124

About: Hi, I’m Kharmen and I’m a proud dog mom to Peggy and Brisbane! I know how important it is to feel comfortable leaving your pets with someone you trust, and I treat every dog in my care like they’re my own. I’m attentive, compassionate, and happy to follow your pet’s routine, whether that means long walks, playtime, extra cuddles, or a cozy day on the couch. My goal is always for your pup to feel safe, loved, and right at home while you’re away! I'm currently working part-time, so I'll have plenty of time to play with your dogs! I wake up early with my dog and cater to her feeding, potty, and playing schedule throughout the day. I have a very friendly and trained dog who would love to play with your dog! I can appease to any specific care instructions or information as I want to give your dog the best treatment.

Sitter Profile Image: Brooke P.
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Brooke P.
from
$25
per night
7 years of experience
Omaha, NE, 68134

About: I have worked with dogs at a dog daycare for 7 years, and during that time I have learned to take care of several dog breeds. I have also owned dogs and cats my whole life, and have taken care of birds, gerbils, hamsters, guinea pigs and a chameleon in the past. I'm quite active and will take dogs on walks at least once every 1-2 hours. Attention to detail is important and I will follow all cleaning and feeding instructions my clients give me, including animals that need to take medicine. I am working part-time at a doggie daycare so I have plenty of time to play with your pups and kittens, or to give them some extra care and attention that they may need. I'm mostly free during the evenings, with Tuesdays and Wednesdays off. I have a small crate for smaller pups and kitties if needed, a 4-year-old Cavamalt named Willow that will keep any of your animals company and a 14-year-old cat named Zoey. (This is at my place- which I am unable to provide due to current conditions as I live with my grandmother.) Whatever instructions my clients leave me I will do everything to the last word! Cleaning, feeding, bathing, medicine, etc. I will walk and play with your animals for as long as they want to while keeping the house tidy and clean of possible potty accidents. Special instructions for your pets? Consider it done.

Sitter Profile Image: Sue S.
Verified Enhanced Background Check
Sue S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 59 reviews
15 repeat clients
7 years of experience
Omaha, NE, 68106

“Sue is simply the best! We were gone for 6 days and I didn’t worry once about our pets or house while they were in her care. Total peace of mind!”

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Jennifer D.
Sitter Profile Image: Claire S.
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Claire S.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
5 years of experience
Omaha, NE, 68131

“Claire was great. Our dog required a lot of attention and exercise, and she came through. She was also VERY communicative which we appreciated👏🏻👏🏻”

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Julie M.
Sitter Profile Image: Tyson G.
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Tyson G.
from
$40
per night
1 year of experience
Omaha, NE, 68118

About: My family has had multiple dogs in the past and have loved and taken care of any dog we have had or watched. Have been told that I have a special charm with dogs/puppies! I work as a teacher and a football coach, so I am gone from 7:00 AM to 6 PM. Am free most nights and can be flexible as well. I stick to the schedules that are given to me and feed them at the proper times. I love to play with dogs in any environment, whether that is outdoors and indoors!

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The median cost per night for house sitting in Bennington is $48

Pet parents share their Rover experiences - Bennington

1 / 1
5.0 out of 5 stars

Cassidy was amazing! She took great care of our dog when we were out of town. Would definitely use her again for pet/house sitting.

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Cherise F.
House Sitting
5.0 out of 5 stars

Andrea does a fantastic job every time she stays. She takes great care of the dogs and makes sure everything else is great around the house. I highly recommend!

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David T.
House Sitting
5.0 out of 5 stars

Jaelynn agreed last minute to dog sit for us, and she did great! Regular updates were provided, and our pets were comfortable and happy upon our return.

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Rachel C.
House Sitting
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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.

How to book house sitting

  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

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Sitters in Bennington average 4
repeat house sitting clients

FAQs for House Sitting - Bennington

Frequently asked questions about Rover

The average cost of House Sitting in Bennington is $43 per night as of October 2026. Most bookings cost between $28 and $56 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 634 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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
  • 95% can help with giving oral medications or injections
  • 95% 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.

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