House Sitting Benson

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

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Over 4
pet parents in Benson have booked house sitting

Benson, 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: Dakota G.
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Dakota G.
from
$30
per night
5.0 out of 5 stars
27 reviews
17 repeat clients
2 years of experience
Bel Air, MD, 21014

I have never felt so comfortable leaving my fur babies behind. Dakota made sure that they were well cared for and comfortable. She kept me updated and worked hard to make the transition as easy as possible. Highly recommend!

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Angela P.
Sitter Profile Image: Kelly L.
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Kelly L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
15 years of experience
Hydes, MD, 21082

Kelly watched our whole pack, 2 great Danes and our foster dog who needed meds and special attention. We are very happy with the care she provided and our house was well respected. We would definitely use her again!

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Benita & Ivan V.
Sitter Profile Image: Pamela D.
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Pamela D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
345 reviews
95 repeat clients
35 years of experience
Bel Air, MD, 21015

Pamela was great with our dogs and very respectful of our home. I’ve already rebooked her for our next trip and couldn’t recommend her enough.

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Stephanie T.
Sitter Profile Image: Sianna S.
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Sianna S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
10 repeat clients
10 years of experience
Belcamp, MD, 21017

Sianna was amazing. Our dogs loved her! She was punctual, kind, and kept us updated through her stay. She cuddled the dogs through the thunderstorm and did a great job administering eye medication and keeping the dogs separate during feeding time. She followed the noted instructions perfectly and we will definitely continue to call her!

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Valerie C.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$46
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
3 years of experience
Bel Air, MD, 21015

Kelly was an amazing sitter! She stayed at our house and gave our pups all the love and snuggles. She kept us updated with messages and cute pictures. It’s great to know our dogs were in good hands!

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Rachel G.
Sitter Profile Image: Damien W.
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Damien W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
9 reviews
7 repeat clients
10 years of experience
Edgewood, MD, 21040

Damien was amazing with our dogs. He took such great care of them and provided lots of pictures!!

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Brandon A.
Sitter Profile Image: Kelly T.
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Kelly T.
from
$50
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
20 years of experience
Upper Falls, MD, 21156

Kelly was great ! We received regular updates with pictures of our pups. Communications leading up to our trip were also excellent which gave us a lot of confidence about our first booking with Kelly. When we returned our house was in good order and our pups were happy and calm ( as terriers can be :-) ) We will use Kelly again

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Craig W.
Sitter Profile Image: Austin P.
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Austin P.
from
$32
per night
4.8 out of 5 stars
5 reviews
1 repeat client
1 year of experience
Forest Hill, MD, 21050

Austin was great with our girls! They immediately felt comfortable with him, we could tell because they were spastic and slept through the night for him!!!

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Jess O.
Sitter Profile Image: Kendall S.
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Kendall S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
6 years of experience
MD, 21050

Kendall took great care of our bulldog (and house) while we were on vacation. Highly recommend!

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Marcus H.
Sitter Profile Image: Sydney B.
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Sydney B.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Bel Air, MD, 21015

We left our lab at home with Sydney for a out of town wedding we were gone from Thursday - Sunday Sydney was Awesome with our Gilbert & spent so much time with him we appreciate her help so much and couldn’t be more grateful!

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Kelsey H.
Sitter Profile Image: Julia B.
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Julia B.
from
$45
per night
5.0 out of 5 stars
13 reviews
9 repeat clients
10 years of experience
Bel Air, MD, 21015

Julia did a fantastic job watching our dog while we went out of town! She was very responsive and took great care of our dog and our home while we were away. We can be apprehensive about leaving our dog home, but Julia allowed us to rest easy and enjoy our vacation because of the care and attention she gave each day. I would highly recommend her to anyone looking for a trusted professional to watch their pet, and she will be our go-to resource for our dog moving forward.

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Greg K.
Sitter Profile Image: Lindsay R.
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Lindsay R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
19 reviews
9 repeat clients
11 years of experience
Bel air, MD, 21014

Lindsay was great with my Finn and Ella. They loved her right away. Having them watched in our home makes going away possible. This was very last minute and I appreciate that we were able to go..

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Cindy S.
Sitter Profile Image: Zana H.
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Zana H.
Star Sitter
from
$55
per night
4.9 out of 5 stars
95 reviews
35 repeat clients
20 years of experience
Hamilton Area, Baltimore, MD, 21234

Zana was wonderful. She communicated with me throughout with ease. She sent photos and was an excellent sitter with my pup and kitties. Highly recommend.

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Jaye S.
Sitter Profile Image: Destiny G.
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Destiny G.
from
$60
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
5 years of experience
Edgewood, MD, 21040

Destiny was wonderful. She was very caring, attentive & efficient. She sent pics & updates. I highly recommend her services & hope she will consider me a repeat customer.

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Lacretia L.
Sitter Profile Image: Ryan D.
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Ryan D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
63 reviews
22 repeat clients
20 years of experience
Abingdon, MD, 21009

Absolutely phenomenal! Couldn’t have asked for a better sitter for team free will!!! Sent pics of our boys and pup on the regular and made all our wedding guests go “aweeee”

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Rachael K.
Sitter Profile Image: Audrey M.
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Audrey M.
from
$70
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
8 years of experience
Edgewood, MD, 21040

Audrey took great care of our dog and cat this weekend! The house was left exactly how it was left and the animals were happy! I even received updates & pictures over the weekend of our fur-babies. Thank you, Audrey!

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Joanna S.
Sitter Profile Image: kaylee c.
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kaylee c.
from
$40
per night
5 years of experience
Aberdeen, MD, 21001

About: Hi! I’m Kaylee! I’m an animal lover who has more than plenty experience caring for dogs and other pets. I love bonding with animals through playtime, cuddles, and filling their bellies. It’s always my top priority to make sure they feel comfortable and loved while their owners are away. Whether it’s dog sitting, drop-in visits, feeding, walks, or playtime, I’ll treat your pets with the same care and attention I’d give my own. I’m excited to provide dependable and loving care for your furry family members! I am the go-to pet sitter for my family and friends. Always reliable and available on short notice! i am free anytime of the week, and weekends, i have a lot of time for your fur babies and i can guarantee their safety, im very alert and conscientious of my surroundings. i have a fenced yard and a pool and lounging area out back of my yard, but i’d rather watch your fur babies at your home.

Sitter Profile Image: Sabine S.
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Sabine S.
from
$40
per night
5 years of experience
Bel Air, MD, 21014

About: I previously worked with an animal sanctuary training dogs, and have fostered dogs for over 5 years. I absolutely love animals and would love to help anyone I can!!😊😊 I work part time, with lots of flexibility to play with your pets! I do not currently do boarding as I do not live alone, but am available for overnight stays, stop-in’s, or even just a quick walk! While I do not offer boarding, I take all animals as seriously as my own and can guarantee nothing but safety and the best care.

Sitter Profile Image: Jackson B.
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Jackson B.
from
$45
per night
5.0 out of 5 stars
4 reviews
3 years of experience
Parkville, MD, 21234

About: I’m currently training to be a therapist so I have a keen sense for emotions… pets included! I’ve dog sat for family numerous times and am hoping to branch out. I love being around animals, am a very easy guest, and will happily send you any pictures of your pets! I have class 1-9pm on Monday and Wednesday but am mostly free otherwise! I get up early to swim twice a week (Fri and Sat), but can go straight back if needed. I don’t do much, so I’m pretty open! I’m willing to do whatever I can to help the pet feel safe and welcomed. Whether they want to play, rest, eat, or walk, I’m happy to help them out!

Sitter Profile Image: Constance C.
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Constance C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
Nottingham, MD, 21236

Connie provided excellent care for our two dogs and two cats while housesitting. She sent daily updates and photos and everyone always looked so happy and content. She went above and beyond to tidy up and provide plenty of exercise for our two pups. She is professional, communicative, and a true animal whisperer!

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Megan C.
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The median cost per night for house sitting in Benson is $50

Pet parents share their Rover experiences - Benson

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5.0 out of 5 stars

We are very pleased with the care Alexis gave our dog and our home. We were away for two weeks and during that time she communicated with us several times (which we managed with a 6 hour time difference!) including photos of our dog. She followed our directions to a T regarding our pet and our house. We returned to a tidy home and happy dog. Knowing he was comfortable, cared for, and stress free in our home added that extra bit of ease to our vacation. We highly recommend Alexis for petsitting and hope to hire her again in the future.

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Kathleen F.
House Sitting
5.0 out of 5 stars

Everything went well on our first overnight booking. Ammelia kept us up to date on Turk over the stay and sent many pictures. We will definitely book with Ammelia again for drop ins and overnights.

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Gina B.
House Sitting
5.0 out of 5 stars

Lindsay was amazing! She not only took care of our dogs and cat but we came home to a clean house and well-behaved dogs. She left us with written out tips and tricks to help with training the dogs. We will definitely use her again and are so grateful that the pets were in such great hands.

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Daniel H.
House Sitting
5.0 out of 5 stars

Cayleigh was wonderful! My pups loved her. She was responsible, communicative, and thorough. I highly recommend her to care for your home and animals.

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Erin M.
House Sitting
5.0 out of 5 stars

⭐️⭐️⭐️⭐️⭐️ David did a wonderful job caring for our dogs and our home! From the start, he was kind, warm, and attentive, which instantly put us at ease. He took great care of our pups, giving them plenty of love and attention, and he kept us updated with lots of pictures so we never had to worry. It was clear how much he genuinely cared about them. We came home to happy dogs and a well-cared-for house. We couldn’t have asked for a better sitter and would absolutely recommend David to anyone looking for someone trustworthy and loving to care for their pets.

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Heather G.
House Sitting
5.0 out of 5 stars

With having an old dog and cat, we needed to have someone that would treat them with care and respect. We found that in Caroline and would definitely book with her again!

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Aaron S.
House Sitting
5.0 out of 5 stars

Rosalee was great with house sitting and taking care of our dog! She was very transparent about her work schedule, sent lots of pictures and updates of our dog and her well-being, and our house was clean like nobody had even been here. Highly recommend her!!

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Victoria L.
House Sitting
5.0 out of 5 stars

My dogs were will taken care of! She kept me in the loop and sent me pictures regularly which put my mind at ease. It's middle of summer and super hot: but despite the weather and the fenced in yard and doggy door, Briana still took them on walks most days which Lulu loved! She gave Lulu her medicine regularly and most importantly spent time cuddling them and giving them the love they need while I was gone. The house was neater than when I left. I really appreciate everything she did.

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Amelia F.
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.

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

Sitters in Benson average 4
repeat house sitting clients

FAQs for House Sitting - Benson

Frequently asked questions about Rover

The average cost for House Sitting in Benson on Rover is $77.7 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 2,733 sitters on Rover offering House Sitting across Benson. 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 Benson 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 Benson 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 Benson 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 Benson. On Rover:

  • 93% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 94% 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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