House Sitting Winterpock

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

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Over 12
pet parents in Winterpock have booked house sitting

Winterpock, 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.

1 / 1
Sitter Profile Image: Kristen G.
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Kristen G.
from
$32
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Midlothian, VA, 23112

Kristen was incredible with our dogs over Thanksgiving. We returned to super happy dogs and would recommend Kristen to everyone.

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Stefen M.
Sitter Profile Image: Dianne B.
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Dianne B.
from
$65
per night
4.7 out of 5 stars
62 reviews
17 repeat clients
42 years of experience
Midlothian, VA, 23112

We are so pleased with Dianne's care of our home and especially our puppy Ellie. Dianne kept Ellie well-fed and happy. She took her for walks and played with her and even bathed her. We know that Ellie was safe in Dianne's care!

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Leanne B.
Sitter Profile Image: Gracie W.
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Gracie W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
4 years of experience
Midlothian, VA, 23112

Gracie was exceptional! She was very thorough and communicative throughout the day providing us very clear updates. We have two older pets and she was extremely patient and responsive. She took excellent care of our dog who she was primarily there for, but also took the time to check on our cat as well who just needed dinner that day. We can’t recommend her enough and will absolutely be requesting her services again.

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Nevin G.
Sitter Profile Image: Oli L.
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Oli L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
110 reviews
35 repeat clients
18 years of experience
Hopewell, VA, 23860

Oli did a great job with our finicky dog- again! We were so glad to have her back. She sent daily updates with pics and left our house cleaner than she found it!

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Erin B.
Sitter Profile Image: chloe c.
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chloe c.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Midlothian, VA, 23112

Chloe was great. I would definitely recommend and have her watch our dog again. The communication was good and we appreciate the pictures that she sent us while we were away.

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Tom G.
Sitter Profile Image: Stephenie S.
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Stephenie S.
from
$50
per night
5.0 out of 5 stars
2 reviews
30 years of experience
Chesterfield, VA, 23832

Stephenie stayed with our dogs at our house over the weekend, and she was phenomenal! We received lots of updates and happy pictures of the dogs while we were gone that helped put us at ease knowing the dogs were being well taken care of. Stephanie also maintained their routine and gave them their daily medicines. We are so happy to have met Stephenie and will be booking with her again!

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Alex B.
Sitter Profile Image: Erika H.
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Erika H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
75 reviews
28 repeat clients
5 years of experience
Moseley, VA, 23120

Erika was great with our dogs and our chickens. She sent updates daily and we knew the dogs were happy. She was responsive and a great communicator. She left our house spotless and even washed her own sheets and towels before leaving. She was flexible with our return time being 2 hours later than expected. We would definitely book her again!

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Erin H.
Sitter Profile Image: Sarah I.
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Sarah I.
from
$35
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
7 years of experience
Chesterfield, VA, 23832

Sarah was absolutely amazing. We are so glad we found her. She sent lots of photos, stayed in touch with us the whole time and even washed the sheets and blankets from the guest room she stayed in! We look forward to her taking such good care of our pup again for our son’s wedding. It is such a relief to know your precious animals are in good hands. Judging from the way Zeus was looking at her in the photos he can’t wait either! 🐾

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Cassandra S.
Sitter Profile Image: Jennifer Z.
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Jennifer Z.
from
$40
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
8 years of experience
North Chesterfield, VA, 23234

Jennifer was awesome! She took excellent care of our two dogs, Kona and Milo, while we were out of town. She was very friendly and sent frequent updates letting us know how the dogs were doing. We highly recommend her!

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Katie H.
Sitter Profile Image: Helena B.
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Helena B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
29 reviews
10 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: Ada C.
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Ada C.
from
$60
per night
4.9 out of 5 stars
18 reviews
5 repeat clients
4 years of experience
Richmond, VA, 23236

Ada stayed overnight at my house with Bailey. She did an excellent job. Bailey loved her. She walked Bailey in the neighborhood and cuddled with her...No wonder Bailey loves her. She also left my house very nice and clean after staying there for 5 days. I will definitely call her again when Bailey needs a sitter.

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marolyn s.
Sitter Profile Image: Joseph W.
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Joseph W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Chester, VA, 23836

First time house sitting for our Bernedoodle and she was well handled by Joey. He took well care of her as usual, played, walked her and gave her medicine. 👍

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James K.
Sitter Profile Image: Tiffany C.
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Tiffany C.
from
$25
per night
4.9 out of 5 stars
65 reviews
27 repeat clients
8 years of experience
Glen Allen, VA, 23059

Tiffany was an exceptional dog and house sitter! We were thoroughly delighted with her affectionate care. Don’t hesitate to hire her to take care of your pets!

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Michael K.
Sitter Profile Image: Michelle C.
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Michelle C.
from
$60
per night
5.0 out of 5 stars
9 reviews
10 years of experience
Midlothian, VA, 23832

Michelle was great to work with! She was very communicative, sent lots of pictures, and took amazing care of the house. We came home to two very happy and well cared for doggies :)

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Katie O.
Sitter Profile Image: Nathan C.
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Nathan C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
10 reviews
4 repeat clients
16 years of experience
Midlothian, VA, 23113

Nathan was great, super accommodating and did very well with our pup. He handled a challenging situation and didn't have any issues taking good care of our girl.

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Richard M.
Sitter Profile Image: Cassy K.
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Cassy K.
from
$40
per night
5.0 out of 5 stars
4 reviews
3 years of experience
Midlothian, VA, 23112

Very reliable. Excellent with our animals.

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Autumn R.
Sitter Profile Image: Randi T.
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Randi T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
158 reviews
51 repeat clients
20 years of experience
Mechanicsville, VA, 23116

I would without a doubt reach out to Randi in hopes of her being available to dog sit Ruby again and highly recommend her services!! The house was super clean and loved getting pictures while we were gone. Thank you so much!!

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Katie A.
Sitter Profile Image: Journei F.
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Journei F.
Star Sitter
from
$28
per night
5.0 out of 5 stars
9 reviews
5 repeat clients
7 years of experience
Richmond, VA, 23234

10/10

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Matt W.
Sitter Profile Image: Matthew G.
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Matthew G.
from
$28
per night
5.0 out of 5 stars
4 reviews
1 repeat client
9 years of experience
Chesterfield, VA, 23832

About: I’ve been taking care of dogs for 9 years now. I have walked them, dropped in for visits when requested, and treated them as if they were mine. I have experience with dogs of all ages. For me, taking care of your furry family member is a privilege. I want you to know your dog is as important to me as they are to you. I am currently enrolled in college locally. Therefore, I am very flexible because my classes are online. My schedule can easily be adjusted to accommodate your needs. I have a dog and cat who I care for on a regular basis. I play with my dog as well as I give both of them a lot of attention. I also comfort my dog and cat if they are stressed.

Sitter Profile Image: christine b.
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christine b.
from
$60
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
8 years of experience
Randolph, Richmond, VA, 23220

What an amazing job from an amazing sitter! Christine was extremely polite, communicative, and always checking in with pictures and updates. She not only took care of Delilah, she took great care of the house! 100% recommended and 100% plan to rebook in the future. Thanks again!!

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Alan W.
1 / 1
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The median cost per night for house sitting in Winterpock is $50

Pet parents share their Rover experiences - Winterpock

1 / 1
5.0 out of 5 stars

Emma was amazing with our home and our pups!! At first I told her she didn’t need to sleep here but with bad weather coming she was more than willing to do so. She came beforehand for a meet and greet to get to know our 4 dogs and asked really good questions. She was very responsive, sent pictures of the dogs throughout her stay, and was very respectful of our home. I highly recommend her and will definitely use her again!!

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Lora S.
House Sitting
1 / 1
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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.

Meet local sitters who will treat your pets like family

  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 - Winterpock

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winterpock average 4
repeat house sitting clients

FAQs for House Sitting - Winterpock

Frequently asked questions about Rover

The average cost for House Sitting in Winterpock on Rover is $72.86 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 1,400 sitters on Rover offering House Sitting across Winterpock. 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 Winterpock 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 Winterpock 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 Winterpock 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Winterpock. On Rover:

  • 94% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 99% 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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