House Sitting Dillwyn

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

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Dillwyn, 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: Luke F.
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Luke F.
from
$38
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
3 years of experience
Appomattox, VA, 24522

“Luke watched our three dogs while we were away and he was amazing. 10/10 recommend those needing someone to watch their dogs especially during a long vacation, Luke is your person!”

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Jazmine M.
Sitter Profile Image: Riley S.
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Riley S.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
8 years of experience
Scottsville, VA, 24590

About: I love any animal . Make sure they get the proper care they need and more. Making sure they get the outside time they need also. I have dogs myself so i understand the wanting a break from home but you can’t because of your animals I’m here to help . My dogs are very friendly they just want to play and snuggle. They love treats and the outside( fetch, sticks, water). We also love buddies to play with.

Sitter Profile Image: Ann M.
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Ann M.
from
$55
per night
5.0 out of 5 stars
• 2 reviews
18 years of experience
Macon, VA, 23139

“Ann was super nice and got along great with my pups! She was very communicative and I felt assured my pups were in good hands for a long weekend away.”

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Jenna R.
Sitter Profile Image: Kate D.
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Kate D.
from
$60
per night
5.0 out of 5 stars
• 1 review
25 years of experience
Powhatan, VA, 23139

About: I have taken care of all kinds of animals- birds, cats, dogs and more since I was small. I have a wide variety of pets and lots of space for your baby to feel welcome while youre away. In home care is also available- taking time to make your pet feel loved in their home is important while you're gone. I am a teacher and have nothing but time during the summer! During the school year I am available for early morning drop in and check ins after school as well as house sitting and overnights. I have a fenced in yard with 2 dogs of my own for company. Additonally, we live on 4 acres where we can take walks and play. Your kitty would be comfortable in our rancher 2 outdoor cats.

Sitter Profile Image: Dawn "Star" & Jonathan C.
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Dawn "Star" & Jonathan C.
from
$95
per night
4.9 out of 5 stars
• 130 reviews
41 repeat clients
30 years of experience
Charlottesville, VA, 22911

“Highly recommend Star! She's worked hard to make friends with our shy pup and kept us updated on the progress during this booking. We'll definitely use her again!”

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Sally N.
Sitter Profile Image: Heather M.
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Heather M.
from
$125
per night
5.0 out of 5 stars
• 5 reviews
30 years of experience
Goochland, VA, 23063

“We thoroughly appreciate the care Heather gave our dog while we’re gone. We live far out and have some peculiar rules but Heather was a complete professional. She communicated on a high level and followed everything to a T. Our dog was well cared for and happy upon our return. He has some anxiety and she handled everything professionally and with love. You can tell she enjoys what she does. We will use her again!”

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Jennifer D.
Sitter Profile Image: James R.
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James R.
from
$65
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
34 years of experience
Lynchburg, VA, 24502

“James was AMAZING!!!! He took such great care of my dog and sent me pictures to let me know how she was doing. He also had to deal with my dog wetting the bed and was so gracious and understanding about it! I would highly recommend him!”

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Emily J.
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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 - Dillwyn

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FAQs for House Sitting - Dillwyn

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 Dillwyn 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 Dillwyn 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.

<b>Tip:</b> 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 Dillwyn 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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