House Sitting Woods Crossroads

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Woods Crossroads, 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: Linda U.
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Linda U.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 139 reviews
50 repeat clients
30 years of experience
Gloucester, VA, 23061

“Linda watched our three dogs one of which is blind. She sent us pictures everyday and was in constant connection with us whenever we reached out. Our dogs and us adore her.”

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Rachel E.
Sitter Profile Image: Christina S.
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Christina S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 265 reviews
121 repeat clients
15 years of experience
Williamsburg, VA, 23185

“I entrusted Christina with my beloved Prada while I attended a graduation, and she exceeded every expectation. I was away from home for nine hours. From the moment she arrived—right on time—it was clear that she genuinely cares about the animals in her care. Christina followed all of my instructions for Prada perfectly and kept me connected throughout the evening with sweet pictures that gave me such peace of mind. Prada took right up with her, which speaks volumes about Christina's gentle, confident approach with animals. What impressed me most was the combination of professionalism and genuine heart. Christina isn't just going through the motions—she truly loves what she does, and that makes all the difference. Knowing Prada was in such capable, caring hands allowed me to be fully present at the graduation without worry. I am more than pleased and would absolutely recommend Christina to anyone looking for a pet sitter they can trust completely. The peace of mind she provided was priceless. Thank you, Christina, for taking such wonderful care of our precious Prada! 🐾”

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Rosalie L.
Sitter Profile Image: Samantha K.
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Samantha K.
from
$50
per night
1 repeat client
20 years of experience
Shacklefords, VA, 23156

About: I have experience with all animal types including dogs, cats, horses, livestock, birds, pocket pets and some reptiles. I am a licensed vet tech so I am also comfortable medicating animals that need it. I have 7 dogs and 3 cats, all of which are friendly with other animals. I will treat your pets as if they are my own no matter if they are being boarded or just going for a walk. Please feel free to ask any questions regarding your pets and their needs while you are working, vacationing, etc. I can care for pets early before work, mid-day and late after work. On weekends my schedule can be more flexible depending on what activities I have going on. Any dogs that come into my home will be treated as if they were my own. I have a fenced backyard for the dogs to play in. Boarding dogs will have their own room to hang out in.

Sitter Profile Image: Caitlyn B.
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Caitlyn B.
from
$38
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Newport News, VA, 23608

About: I have been taking care of dogs for about 10 years now. I own 3 dogs myself and take care of them everyday. I have also worked at an overnight boarding place for animals, volunteered at animal shelters, fed many pets, walked many dogs, and I hope to continue bettering animals. I am a part time student athlete located in Wilson NC, i am usually available on Thursdays and Tuesdays. Please send me a message if you are confused about my availability! I will make sure your pets have everything they need whether that’s attention, belly rubs, extra potty breaks, long walks, or even a cuddle buddy

Sitter Profile Image: Sydney H.
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Sydney H.
from
$35
per night
4 years of experience
Gloucester, VA, 23061

About: I have taken care of all kinds of animals cats, dogs, fish, and even plants! I love to help my friends, family, and more with walking their dog, feeding their cat, or watering plants! I work only a few days a week because I’m a stay at home mother so I would give your pup all my love. I’m available during the week from 11am - 8pm. I take my dogs on walks as well as play fetch at least once a day! I feed them twice a day and let them out every 2-3 hours. If i dog/cat sit for someone I go to their house 2 times a day to feed, walk, or whatever else I’m instructed to do.

Sitter Profile Image: Arianna L.
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Arianna L.
from
$100
per night
5.0 out of 5 stars
• 75 reviews
23 repeat clients
14 years of experience
Williamsburg, VA, 23185

“Arianna stayed at our house with our dog Stella again for over a week and took great care of her, as she’s done several times in the past. She’s a good house guest who always keeps the house the way we left it and Stella adores her. Highly recommend.”

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Heather F.
Sitter Profile Image: Patricia D.
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Patricia D.
from
$30
per night
4.7 out of 5 stars
• 5 reviews
50 years of experience
Newport News, VA, 23602

“My needs changed so Patricia did not end up doing this stay; however, she was very kind and sympathetic and I would recommend her as a compassionate care giver.”

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Cathy D.
Sitter Profile Image: Sheryl W.
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Sheryl W.
from
$15
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
12 years of experience
Newport News, VA, 23602

About: I changed the direction my life was going and found the REASON was Animal Care. I began volunteering at 2 local Humane Societies in 2013. Very shortly thereafter became employed at both Societies = working 7 days a week with animals. I adopted my first 2 pets (torti cats named Cali & Ava) in the Fall of 2013. Adopted a 3rd torti cat in the Spring of 2014 (named Hallie B). I adopted a chihuahua in the Fall of 2016 (named Clara my grandmother’s name). With the exception of Hallie B they have all crossed the Rainbow Bridge. The 1st in December 2020 then June 2021 and most recently in May of 2025 :-( 🐾🐾🐾 They were adopted as Seniors. They were the best. After 4 years of Humane Society work I changed direction again in 2017 to a more professional aspect of Animal Care becoming employed at a Veterinary Hospital as a Kennel Attendant for over 7 years. I have performed a number of cat drop-ins around the Gloucester area for various residents affiliated with the Humane Society. One such assignment lasted for almost two months while the cat’s owners traveled to Florida for the winter. I currently work (outside of Animal Care) and so starting in November 2026 my 40 hours will be WEDNESDAY afternoon thru SATURDAY night. Those days I am usually available for Animal Care from 7am to 12pm. Sunday thru Tuesday I will be totally available. There is some flexibility with my full time work and the possibility of a little accommodation for Animal Care. I also have to spare some time for my own cat’s care. See my reviews / testimonials on the WAG! platform for pets I have provided care for most recently. Quality. Compassionate. Care. is what I provide pets. I want them to have the creature comforts that make them feel all warm and comfy and content.

Sitter Profile Image: Alyssa E.
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Alyssa E.
from
$35
per night
4.7 out of 5 stars
• 8 reviews
1 repeat client
3 years of experience
Deep Creek West-Dismal Swamp, Yorktown, VA, 23693

“Very pleased. Got pics and timely communication. Definitely would book again. Alyssa kept Tucker happy and the house clean. Perfect!”

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Hilary G.
Sitter Profile Image: Juliana N.
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Juliana N.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
15 years of experience
Newport News, VA, 23602

About: I’ve been surrounded by animals my whole life, from rabbits, birds, reptiles, and Guinea pigs, to large dogs, high energy puppies, and cats of all ages/breeds. Friends, family, and neighbors have always trusted me to care for their furry, and non furry friends. Please note I only accept same day booking for repeat clients. I do require to meet with the owners and animals at least once before I accept any bookings. Currently I’m working at Kingsmill resorts full time and will need advance notice if any animals need constant care, typically speaking I work 10am to anywhere from 5 to 8pm occasionally sometimes later. Please note I only accept same day booking for repeat clients. I do require to meet with the owners and animals at least once before I accept any bookings. I currently have a 5 year old Australian cattle dog and three cats age 15, 12, and 12, all of which were raised by myself and my family.

Sitter Profile Image: Charlotte R.
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Charlotte R.
from
$75
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
20 years of experience
Richmond, VA, 23223

“Charlotte was great with our two cats and left our home in pristine condition. Five stars for prompt and thorough communication. We've already booked her next stay!”

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Kent O.
Sitter Profile Image: Sharon A.
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Sharon A.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
57 years of experience
Richmond, VA, 23231

“Best sitter I’ve ever had”

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Oliviya G.
Sitter Profile Image: Elijah H.
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Elijah H.
from
$55
per night
4.8 out of 5 stars
• 11 reviews
1 repeat client
4 years of experience
Norfolk, VA, 23509

“I am so grateful Elijah was able to care for our dog Louie while my husband and I were out of town for the weekend. He was great at keeping us updated on how things were going, touching base several times a day and sending photos. When we arrived home, Louie seemed calm and relaxed. Our home was left neat and tidy. We look forward to working with Elijah again knowing that we can be at ease leaving Louie in his care.”

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Cassandra B.
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The median cost per night for house sitting in Woods Crossroads is $45

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 - Woods Crossroads

Select a filter and find qualifying sitters offering house sitting.

Sitters in Woods Crossroads average 4
repeat house sitting clients

FAQs for House Sitting - Woods Crossroads

Frequently asked questions about Rover

As of November 2026, there are 433 sitters on Rover offering House Sitting across Woods Crossroads. 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 Woods Crossroads 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 Woods Crossroads 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 Woods Crossroads 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 Woods Crossroads. On Rover:

  • 86% of sitters can help with special care needs
  • 92% 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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