House Sitting Oldrag

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

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Oldrag, 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: Olga & Stepan A.
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Olga & Stepan A.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Sperryville, VA, 22740

“Olga & Stepan were excellent! They cared for our 3 pets (two cats and dog) while we were gone for the day—they gave the dog her daily pill, took her out, played their special game, and even went above and beyond to leave the house better than when we left it. We are looking forward to having them back for a longer visit.”

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Maichi H.
Sitter Profile Image: Roland B.
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Roland B.
from
$70
per night
5.0 out of 5 stars
• 2 reviews
3 repeat clients
25 years of experience
Culpeper, VA, 22701

About: Love your pet but short on time? I've got you covered. I'm a passionate pet professional dedicated to making your life easier through two key services: 1. Active Care & Cuddles: Book me on Rover for reliable dog walking, sitting, and drop-in visits. I'll make sure your pet gets the exercise, attention, and care they need. 2. The Dirty Work, Done: Hate cleaning the yard? I own and operate Sure Scoops to handle that for you. Get a pristine, sanitized yard without lifting a finger. My dream is to support loving pet homes by handling the challenges—from daily exercise to daily mess. Let me help you focus on the love, not the logistics! Find me on Rover for walks & sits! Message me directly for Sure Scoops yard clean-up! I’m currently working part-time from home, so I’ll have plenty of time to play with and supervise your pups! I’m available for boarding on weekends, and throughout the week for daycare and flexible overnight stays, ensuring constant care and attention. I provide care in a secure, pet-proofed home with a fully fenced 500+ sq ft yard. My two friendly dogs offer excellent companionship. I am experienced in administering medication, following specific dietary routines, and can easily crate your dog if needed for their comfort and safety.

Sitter Profile Image: Jocelin B.
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Jocelin B.
from
$125
per night
5.0 out of 5 stars
• 50 reviews
22 repeat clients
10 years of experience
Culpeper, VA, 22701

About: I’ve been caring for pets for over 7 years, and it’s something I genuinely love. I have experience with dogs of all sizes from energetic puppies to senior dogs who need extra care and attention. I treat every pet like family and always make sure they feel safe, comfortable, and loved. Pet care is a regular and rewarding part of my weekly routine. I’m calm, dependable, and attentive to each pet’s needs making sure they get the right balance of exercise, playtime, and rest throughout the day. Pets stay in a clean, cozy, and pet-friendly space with plenty of room to relax or play, including a fully fenced yard where they can safely explore and enjoy the outdoors. There’s always someone home even if I need to step out briefly, my mom grandma or my boyfriend, who are both equally experienced and caring with pets, are always around to help. I usually introduce them during meet and greets so everyone feels comfortable and at ease

Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
20 years of experience
Fredericksburg, VA, 22406

About: I’ve taken care of dogs of every kind — from playful puppies to gentle seniors, and everything in between. I am the go to dog sitter for all my family and friends! Pet care fits naturally into my daily routine because I’m home most of the time and able to give pets plenty of attention, care, and supervision throughout the day. I treat every pet like part of the family! I make sure they feel safe, comfortable, and loved while in my care. I provide dependable care and regular updates!

Sitter Profile Image: Emily J.
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Emily J.
from
$50
per night
5.0 out of 5 stars
• 63 reviews
15 repeat clients
12 years of experience
Middleburg, VA, 20117

“Emily did a wonderful job caring for our dog in her lovely, tidy home. He was sick during his stay and she took him to the vet and administered all of his medications. I felt he was in extremely good hands. She kept us updated always and provided lots of photos. I highly recommend her!”

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Elizabeth P.
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The median cost per night for house sitting in Oldrag 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.

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 - Oldrag

Select a filter and find qualifying sitters offering house sitting.

Sitters in Oldrag average 3
repeat house sitting clients

FAQs for House Sitting - Oldrag

Frequently asked questions about Rover

As of October 2026, there are 338 sitters on Rover offering House Sitting across Oldrag. 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 Oldrag 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 Oldrag 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 Oldrag 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 Oldrag. On Rover:

  • 100% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 90% 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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