House Sitting Whitleys Crossroads

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Whitleys 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: Robbyn W.
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Robbyn W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 17 reviews
9 repeat clients
3 years of experience
Suffolk, VA, 23434

“I can’t say enough good things about Robbyn. Jackson immediately connected with her, and he was more relaxed than I’ve ever seen him for a high energy puppy. She kept the place spotless, communicated regularly, and sent plenty of photos so I always knew he was doing well. I’m truly grateful for the care she provided, and I will definitely be booking with her again.”

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Shani T.
Sitter Profile Image: Nikolaas P.
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Nikolaas P.
Star Sitter
from
$20
per night
5.0 out of 5 stars
• 37 reviews
8 repeat clients
15 years of experience
Franklin, VA, 23851

“Nikolaas was an amazing dog sitter to our two pups. Our boys can get anxious without us, but they loved him. He was super communicative, sent lots of updates and pictures, and I felt much more at ease leaving home. We will definitely book him in the future.”

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Ellen D.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
20 years of experience
Suffolk, VA, 23434

“Very professional, great with your pets, fantastic communication keeping me informed. Kind, courteous, and reliable. Thank you for taking care of my fur babies.”

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Rita F.
Sitter Profile Image: Chainey L.
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Chainey L.
from
$28
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
5 years of experience
Wakefield, VA, 23888

“So pleased! Chainey communicates frequently, is responsive, is great with our dogs and home looked in better shape when we got home than when we left 😆”

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Leigh A.
Sitter Profile Image: DeHaven S.
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DeHaven S.
from
$55
per night
5.0 out of 5 stars
• 34 reviews
7 repeat clients
10 years of experience
Carrollton, VA, 23314

“Absolutely amazing! I was out of the country for an extended time (over two weeks), and was kept updated with daily texts & pics to keep my mind at ease. My two pitties have a very specific routine and must be kept separated, and they were able to keep everything smooth & easy the whole time. My dogs LOVED them, and they're very tidy & respectful houseguests. I fully trust them with my dogs and in my home, and will 1000% be hiring them again!”

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Bridget G.
Sitter Profile Image: Kadence P.
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Kadence P.
from
$26
per night
5.0 out of 5 stars
• 1 review
5 years of experience
Smithfield, VA, 23430

“Kadence was amazing!!! From the moment she came over for the Meet & Greet, my pups were relaxed and up on her lap (which normally takes some time with new people). Kadence stayed in great communication with me and sent pics of my babies, which helps with someone like me that has anxiety when leaving them. My house was cleaned up and I came home to happy, well cared for pups. Thank you Kadence for making me at ease during my trip!!!”

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Jennie N.
Sitter Profile Image: Angie S.
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Angie S.
from
$85
per night
5.0 out of 5 stars
• 22 reviews
13 repeat clients
40 years of experience
Suffolk, VA, 23434

“Angie bailed us out with last minute booking. She was responsive and caring. Bella and Rocco were well cared for while we were away. We will book with her again.”

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Gina N.
Sitter Profile Image: Erin J.
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Erin J.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 24 reviews
4 repeat clients
30 years of experience
Portsmouth, VA, 23704

“Erin did an incredible job! We have an elder dog who is vision impaired and she did an amazing job keeping him company while we were out of the country. She administered his medications perfectly and kept him safe from harming himself. When we came home all of the pets were happy and clearly well taken care of. I cannot recommend her enough she is truly one of the best!”

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Kervin C.
Sitter Profile Image: Christina S.
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Christina S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 256 reviews
120 repeat clients
15 years of experience
Williamsburg, VA, 23185

“Christina took great care of our two dogs and cats while we were traveling. This was our first time using a pet sitter and she helped us be at ease! We got lots of pics and updates which were so welcomed!”

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Jennifer N.
Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$40
per night
5.0 out of 5 stars
• 56 reviews
14 repeat clients
10 years of experience
Portsmouth, VA, 23704

“I would be so hesitant to leave our dogs with anyone but Kelsey. This is the third time we've booked him for in home sitting and each time we come home, the pups are healthy and happy. This trip especially was important to us because it was our wedding and honeymoon. We wouldn't have been able to enjoy either without someone we trusted and appreciated as much as him.”

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Joe K.
Sitter Profile Image: Felicia H.
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Felicia H.
from
$26
per night
5.0 out of 5 stars
• 33 reviews
18 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

“Felicia was amazing! We came home to happy dogs and a clean home. Thank you for everything. We’ll be in touch for another upcoming trip we’ll need your services for!”

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Tiffany L.
Sitter Profile Image: Virginia J.
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Virginia J.
from
$25
per night
4.9 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Ivor, VA, 23866

“Ginny bonded with Z at first sight. Ginny has a wonderful attitude and her communication throughout the process was superb. Ginny was also flexible allowing for a change in our vacation schedule. I highly recommend Ginny and would definitely use her again.”

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Kathy O.
Sitter Profile Image: Michael S.
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Michael S.
from
$38
per night
24 years of experience
Carrollton, VA, 23314

About: Dogs have become a true passion of mine. I provide more than feeding and walks; I focus on understanding each dog’s behavior, body language, and individual needs. I’ve worked extensively with puppies and adolescent dogs, helping build confidence, good manners, and positive social skills through structure, patience, and consistency. I carefully monitor eating habits, energy levels, and overall health while dogs are in my care, and I keep owners updated with photos and detailed communication. Whether your dog loves to play, explore, or simply relax, my goal is to provide a safe, calm environment where they can feel comfortable and secure. My schedule allows me to give dogs plenty of individual attention throughout the day. I plan my routine around exercise, structured play, rest periods, potty breaks, and enrichment rather than leaving dogs unattended for long stretches. I strive to maintain each dog’s normal routine as closely as possible so they feel comfortable while you’re away. Safety is always my highest priority. Every new dog is introduced gradually based on temperament and comfort level. I have experience using crates appropriately for rest, meals, and decompression when needed, and I carefully supervise all interactions between dogs. If your dog prefers quiet one-on-one attention, I’m happy to accommodate that as well. I believe every dog is an individual. I take time to observe behavior, communication, and comfort level so I can provide care that fits each dog’s personality rather than using a one-size-fits-all approach.

Sitter Profile Image: Anna Mei D.
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Anna Mei D.
from
$35
per night
4.9 out of 5 stars
• 119 reviews
44 repeat clients
16 years of experience
Phoebus, Hampton, VA, 23663

“Anna was absolutely wonderful! She was very friendly and highly skilled with caring for dogs, Anna stayed at my house while I was away, and she bonded with my dog instantly. I was completely impressed with her ability to interact and connect with my dog. Anna was really good with following through with my requests regarding my dogs diet, and she followed up with me right away with any concerns. Anna is very reliable, trustworthy and honest, I highly recommend Anna to care for anyone’s pets. And FYI, she also willingly and lovingly cared for and fed my bird. Leaving my dog is hard for me, my heart aches to leave him behind, I never imagined I would find someone who could love my dog much ad I do, but Anna 100% exceeded my expectations.”

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Elizabeth G.
Sitter Profile Image: caleigh j.
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caleigh j.
from
$26
per night
4.0 out of 5 stars
• 5 reviews
1 repeat client
9 years of experience
Carrollton, VA, 23314

About: I have taken care and grown up with animals my whole entire life. I love and appreciate all animals, I have taken care of almost every single animal of all ages shapes, and sizes! I am currently available at all times and I do look forward to playing and exercising experiences with all of your furry friends. Plus taking care of all personal wants and needs, accommodations and everything else in between! I have a fenced in yard and I can also crate if need be but prefer to keep ur precious pup very active and entertained at all times!

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: Sierra T.
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Sierra T.
from
$30
per night
1 repeat client
8 years of experience
Greenbrier West, Chesapeake, VA, 23320

About: I’ve been taking care of dogs for about 8 years and I’ve honestly always loved being around animals. I started by helping neighbors, friends, and family, and it just turned into something I really enjoy doing.I’m super patient and I pay attention to what each pet needs, because I know every dog is different. I have experience with all kinds of dogs big, small, puppies, seniors and I’m good at matching their energy whether they wanna play a lot or just chill.I’ll treat your pet like they’re my own and make sure they feel safe, comfortable, and loved while you’re gone. I also know how important it is to trust the person watching your pet, so I’ll always keep you updated and make sure you feel good about everything. My schedule is pretty flexible, so I have a good amount of time to focus on your pet and not rush anything. I’m available most days and can work around your pet’s normal routine, whether that’s walks, feeding times, or just hanging out with them.I’m also good with last-minute bookings when I can, so if you ever need help, I’ll always try my best to make it work. I always make sure pets feel safe, comfortable, and cared for, whether I’m in your home or mine. I pay attention to their behavior and needs so they feel relaxed and not stressed while you’re away.I’ll follow whatever routine you have for them and keep things consistent, and I’ll always keep you updated so you know how your pet is doing. I treat every pet like they’re my own, and I take that responsibility seriously.

Sitter Profile Image: Zaine M.
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Zaine M.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
2 years of experience
Courtland, VA, 23837

“Very reliable and great with our dogs!”

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Sarah P.
Sitter Profile Image: Brooke R.
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Brooke R.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
6 years of experience
Smithfield, VA, 23430

About: I have been around dogs my entire life, and caring for them has always come naturally to me. I’m a compassionate and attentive caretaker who truly understands that every dog has its own personality and needs. Whether it’s making sure they’re fed, walked, played with, or just comforted, I treat every dog as if they were my own. My lifelong experience has taught me patience, responsibility, and how to build trust with animals, which is why I know I’d be a great fit for any role involving dog care! i promise your dogs will love our fenced in dog area and have lots of fun! I am currently not working, and I have always wanted to work with animals! Dog sitting allows me to watch my own dog while also taking care of other people’s dogs and making a living for myself! we have a fenced in dog area and lots of room to run and play! I don’t allow any squeak toys in my house in case of choking hazards! And I have crates if you can’t bring your own if your dog is crate trained!

Sitter Profile Image: Kynleigh W.
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Kynleigh W.
from
$30
per night
4.8 out of 5 stars
• 28 reviews
9 repeat clients
4 years of experience
Norfolk, VA, 23508

“Kynleigh was extremely communicative and professional through her stay with our pets! She did a great job managing my pup's anxiety and handling any issues that popped up over the weekend”

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Maddie H.
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The median cost per night for house sitting in Whitleys 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 - Whitleys Crossroads

Select a filter and find qualifying sitters offering house sitting.

Sitters in Whitleys Crossroads average 4
repeat house sitting clients

FAQs for House Sitting - Whitleys Crossroads

Frequently asked questions about Rover

As of October 2026, there are 1,278 sitters on Rover offering House Sitting across Whitleys 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 Whitleys 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 Whitleys 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.

<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 Whitleys 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 Whitleys Crossroads. On Rover:

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