House Sitting Winterham

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Winterham, 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: Erika H.
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Erika H.
from
$65
per night
5.0 out of 5 stars
• 77 reviews
28 repeat clients
5 years of experience
Moseley, VA, 23120

“Erika is absolutely amazing! She provided multiple video/picture updates throughout the day. She made us feel very reassured our pets were in good hands. She is an excellent communicator, very trustworthy, and responsible. I had no worries while away on vacation with my family. The house was also immaculate when arrived back home. Will absolutely be using Erika’s services again!!”

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Maren F.
Sitter Profile Image: Ada C.
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Ada C.
from
$60
per night
4.9 out of 5 stars
• 19 reviews
5 repeat clients
4 years of experience
Richmond, VA, 23236

“Ada is absolutely wonderful with my pets. My cat is a little bizarre ands likes to snuggle into and bite people’s hair if he likes them. It’s super weird and most people are intimidated by him because of it, but Ada sends me pictures of him snuggling in her hair and she still loves him. My dog was scared of thunderstorms and shaking and being super extra, but she comforted her and when I got home, they both look happy and well taken care of. She even helped when a leak happened in my house and she moved furniture and dried out the floor. She has gone above and beyond to take exceptional care of them ands I would absolute recommend her to anyone. This is the second time we’ve used her, ands we will definitely hire her in the future. She’s a gem.”

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Julie M.
Sitter Profile Image: Jimia P.
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Jimia P.
from
$35
per night
3 years of experience
Chesterfield, VA, 23832

About: I’ve been caring for dogs for 3 years, and I genuinely enjoy spending time with them and making sure they’re well taken care of. I’ve watched dogs with different needs, including giving medication when needed and caring for multiple dogs in one day. I’m very reliable, patient, and attentive, and I treat every dog with the same love and care I’d want for my own. I know how important it is to feel comfortable leaving your fur baby with someone, and I want you to feel at ease knowing they’re in good hands! 🐾❤️ I work full-time as a supervisor, but I have a good work-life balance that allows me to make time for pet sitting. I work from home on Mondays, Thursdays, and Fridays, which gives me the flexibility to care for pets while working. I’m also off on weekends, so I have more availability to spend time with your fur babies! I love being able to give pets attention, companionship, and care while making sure they feel safe and comfortaable. My apartment neighborhood has a couple of dog parks, and there are also plenty of nearby trails where I can take dogs for walks and let them enjoy some fresh air. When I’m caring for a dog, I typically take them outside 3–4 times a day for potty breaks, walks, and exercise. I love making sure they get the attention, activity, and care they need. When staying in your home to care for your pets, I’ll also make sure your home is well cared for while you’re away. I’m respectful of your space, mindful of your pet’s routine, and will make sure everything is kept clean.

Sitter Profile Image: Casey T.
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Casey T.
from
$100
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
20 years of experience
Midlothian, VA, 23112

“went out of her way to assist realizing i worked a lot and very good with nizmo helped with doing the chores and stayed untill i could get back from work”

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Jason R.
Sitter Profile Image: Janini C.
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Janini C.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 27 reviews
11 repeat clients
8 years of experience
Richmond, VA, 23236

“Janini did a fantastic job house sitting for our puppy while we were on vacation. Her communication was excellent and felt we were in good hands the whole time. She was great with sending updates, pictures and videos which gave us peace of mind. Highly recommend her to watch your furry friends.”

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Zach R.
Sitter Profile Image: Patricia L.
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Patricia L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
20 years of experience
Midlothian, VA, 23112

About: I have hands-on experience caring for dogs of all sizes, from young puppies to large breeds, and I’m confident handling a wide range of needs and personalities. I’m comfortable administering medications and following detailed care instructions to make sure every pet stays healthy and safe. I also have experience with basic puppy training, helping reinforce good habits and routines. What sets me apart is my patience and understanding, especially with dogs who have separation anxiety or need extra reassurance. I take the time to make pets feel comfortable, secure, and loved while you’re away. I treat every dog like my own, paying close attention to their behavior, energy level, and individual needs so they get the best care possible. Pet care fits naturally into my daily routine, and I make it a priority to give each pet the time, attention, and consistency they need. My schedule is very flexible, which allows me to accommodate morning, midday, evening, and even last-minute bookings when needed. Whether it's walks, drop-ins, or extended stays, I'm able to adjust my routine to match your pet's schedule and keep things as normal and stress-free as possible for them. I'm reliable, responsive, and committed to being there when you and vour pet need me. In my home, pets are treated like part of the family. I have a spacious three-floor condo that gives dogs plenty of room to move around and feel comfortable. I also have a friendly six-year-old dog who gets along well with other animals, helping visiting pets feel more at ease. My two daughters are gentle and respectful with animals, adding to the loving environment your pet will be in. I live in a great area for walks, so your dog will get plenty of exercise, fresh air, and attention throughout the day. I make sure to follow each pet’s routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. When caring for pets in a client’s home, I focus on keeping things consistent and stress-free by maintaining their normal routine and environment. My goal is always to make sure your pet feels safe, comfortable, and well cared for while you’re away.

Sitter Profile Image: Helena B.
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Helena B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
10 years of experience
Henrico, VA, 23294

“Lena was great! She sent updates with many pictures of Bosun and Ferry carrying on happily without us! She messaged us with questions as well, which we appreciated because it showed she cared about making sure things carried on as they would if we were home. We are booking her help again!”

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Madison S.
Sitter Profile Image: Claudia D.
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Claudia D.
from
$30
per night
10 years of experience
Crewe, VA, 23930

About: Whether your precious purse pooch needs a structured routine while you’re at work or you have to leave your gigantic baby home while going on vacation, I’ve got you covered! I have 10 years of experience taking care of my own pets (cats and dogs!) and friends and family have trusted me to feed, play, and meet their dogs needs while they’re away. I work part time and am saving up to go back to college in the Fall, so until then my availability is pretty open to help. Whether its early mornings, nights, or weekend stays, I am flexible when it comes to my schedule and value consistent communication when changes come up. I have reliable transportation and can accommodate last minute needs or plan for more structured, longer care. At the moment, I prefer to take care of pets in the comfort of their own home since I don't have a big enough space to invite your pets into. You know your pet best and sticking to what they're familiar with as far as feedings, exercise, and other care is what I will prioritize. My approach is calm, steady, and confident. High energy doesn't overwhelm me and big personalities don't intimidate me. Did you think of your feisty cat with the big attitude just now? Or is your dog sprinting a relay race from room to room as you read this? I would love to meet them! I focus on creating a balanced environment where dogs feel safe, comfortable, and understood.

Sitter Profile Image: Kayleigh G.
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Kayleigh G.
from
$38
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Moseley, VA, 23120

About: I know how to take care of animals with disabilities, my cat that I grew up with is blind and I took care of him until he passed away. I grew up around dogs and cats, my mom currently has two chihuahua mixes that I have taught some basic commands to. I also have a cat named Keke and she’s 3 years old. I can work around my schedule, I currently have a job working at cvs and am willing to move around my schedule to whatever fits best! I have a dog with anxiety and I know how to calm dogs down when they are stressed out about something and distract them away from the problem.

Sitter Profile Image: Kate D.
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Kate D.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
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: Adrianna P.
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Adrianna P.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
moseley, VA, 23120

“Athena is hard for new people to win over. Adrianna did a great job winning Athena over. Would happily have Adrianna watch Athena again.”

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Chris H.
Sitter Profile Image: Tiffany C.
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Tiffany C.
from
$25
per night
4.9 out of 5 stars
• 69 reviews
29 repeat clients
8 years of experience
Glen Allen, VA, 23059

“It was my first time leaving my fur baby with a sitter but Tiffany was GREAT!! She sent me daily updates/pics of Eclipse and she’s great at communicating. Eclipse was comfortable with her and I’ll definitely be booking her again.”

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Synthya S.
Sitter Profile Image: Casey G.
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Casey G.
from
$75
per night
10 years of experience
Powhatan, VA, 23139

About: I’ve always had and taken care of dogs growing up! My pups were a core part of my childhood and still hold most of my heart. Aside from basic dog care I also have experience with puppies and timid dogs as my family fosters. I would love to help care for your dog! I’m a college student home for the summer. I have a summer job during the week but am looking to fill my weekends with pet sitting. I’m happy to stay in home overnight or stop by for potty breaks! At home I like to keep my pets on a routine and will do the same for your pet or adapt to the best schedule for them.

Sitter Profile Image: Vanessa K.
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Vanessa K.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
26 years of experience
Glen Allen, VA, 23060

“Vanessa took great care of our four pets! She stuck exactly to their usual schedule, even though that meant waking up very early every morning to feed them breakfast. She was communicative and provided regular updates. Vanessa took good care of the house too, leaving it as tidy as she found it. Would definitely book with her again!”

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Sydney M.
Sitter Profile Image: Casey B.
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Casey B.
from
$30
per night
10 years of experience
Cumberland, VA, 23040

About: I’ve loved and cared for dogs and cats my entire life! 🐾 I’m a caring, gentle, and attentive pet sitter who respects each animal’s individual boundaries, personality, and cues. I have experience caring for my mom’s special-needs dog who has seizures, so I’m comfortable providing extra patience and attention when needed. I’m also experienced with cleaning litter boxes and pet messes. Animals have always been a huge part of my life, and I’m passionate about making sure every pet feels safe, loved, and comfortable while in my care! ❤️ I'm currently working a full-time job but I am off on Fridays and weekends! I am planning on opening up my schedule more in the future but for now Fridays, Saturdays and Sundays I am available ! I have two cats named Grey-bob and sock! I love them so much and they even have their own decorated cat room in my house! A whole room with climbing walls, tons of scratchers and toys! My cat grey bob at night gets sleepy and comes over to me to meow to let me know he's sleepy and wants me to take him to the room where he jumps in his bed and like me to brush him before he closes his eyes and starts purring!

Sitter Profile Image: Ebonee D.
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Ebonee D.
from
$50
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Chesterfield, VA, 23832

“Ebonee did a great job. When we get home and the dogs are contended and relaxed and give us a "Oh, what are YOU doing here?" attitude we know they've been well cared for!”

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Darin D.
Sitter Profile Image: Hailey U.
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Hailey U.
from
$100
per night
5.0 out of 5 stars
• 3 reviews
23 years of experience
Manakin-Sabot, VA, 23103

“Hailey did an amazing job dog sitting Clover in our home! I received lots of pics and updates, Hailey quickly responded to my texts, the house was neat as a pin when we returned, and Clover was obviously happy and well cared for in our absence. We will be using Hailey for all of our dog sitting needs in the future. She is a rare find!”

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Jenny M.
Sitter Profile Image: Sarah A.
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Sarah A.
from
$75
per night
5.0 out of 5 stars
• 1 review
21 years of experience
Church Hill, Richmond, VA, 23220

“Sarah was an excellent pet sitter!”

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Gabrielle D.
Sitter Profile Image: Gayle J.
Verified Enhanced Background Check
Gayle J.
from
$70
per night
40 years of experience
Richmond, VA, 23237

About: I’m 66 but I’m a young 66 year old women. I’d be honored to take care of your pets! I’d take care of them as if they were my own! I’ve had pets all my life (cats, dogs, and etc) I’m currently available at all times and everyday! I have my own transportation. I can always leave at any time to do a drop in for your pet! Night or day! I will follow your instructions closely and obey your house rules. I have many experiences with house sitting and pet sitting and pet sitting within my own home!

Sitter Profile Image: Isabel M.
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Isabel M.
from
$100
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
18 years of experience
Richmond, VA, 23219

“Isabel did a great job housesitting for my dog and cat for a week. She was very communicative with messages and pictures. My dog injured her leg shortly before my trip and needed medicine and special treatment that wasn't part of the original booking, but Isabel was very accommodating. The pets and the apartment were in great shape when I got back! I would definitely book her again.”

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Jessica G.
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Pet parents share their Rover experiences - Winterham

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5.0 out of 5 stars

Christopher was awesome! He kept me updated with so many pictures of my dogs. My dog had double knee surgery and needed lots of help walking and such. He was so good and attentive with her. I highly recommend Christopher! I will book him again.

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Mary Beth A.
House Sitting
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  • 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?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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.
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Popular requests for house sitting - Winterham

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FAQs for House Sitting - Winterham

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 Winterham 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 Winterham 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 Winterham 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 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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