House Sitting Holly Hills

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Over 1
pet parents in Holly Hills have booked house sitting

Holly Hills, 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: Kim A.
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Kim A.
Star Sitter
from
$110
per night
5.0 out of 5 stars
45 reviews
12 repeat clients
45 years of experience
Midlothian, VA, 23113

Kim was awesome! We received a lot of photos throughout our visit and I could tell that she kept our pup entertained and loved while we were gone.

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Hali G.
Sitter Profile Image: Carolyn H.
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Carolyn H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
5 years of experience
Richmond, VA, 23233

Carolyn is a wonderful pet/house sitter. This is the second time she’s taken care of our pup, and both times she did a great job. She’s very responsible and careful. She left our house clean and orderly. We hope to use her again.

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Becky W.
Sitter Profile Image: Laura M.
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Laura M.
from
$40
per night
4.8 out of 5 stars
8 reviews
1 repeat client
9 years of experience
Crozier, VA, 23039

Laura was communicative and wonderful! She gave me updates throughout the day and seemed to put great care into making sure my two dogs were comfortable and happy while I was away.

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Jenna R.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
2 years of experience
Midlothian, VA, 23113

Andrea did a great job with house sitting our puppy. We were nervous about leaving him for our first time but Andrea was great. Her communication was on point and gave us multiple updates throughout her stay. Highly recommend!

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Zach R.
Sitter Profile Image: Michelle C.
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Michelle C.
from
$60
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Midlothian, VA, 23832

Michelle is amazing! I wish I could give her way more than 5 stars. She is a great communicator and sends pics of the pups often which is very comforting to me. When I return home the house is just as clean as I left it…if not cleaner. Most importantly, the pups absolutely LOVE her.

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Sandrea M.
Sitter Profile Image: Jocelyn C.
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Jocelyn C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
12 reviews
8 repeat clients
30 years of experience
Midlothian, VA, 23113

Jocelyn was absolutely amazing! Our older dog had an upset stomach from fireworks on the 4th and was refusing to eat her normal kibble- Jocelyn went out of her way to get her some chicken and rice to eat for the remainder of our trip to ease our minds (while dealing with our crazy young dog). We cannot thank her enough and will definitely be looking to use Jocelyn again!

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Meg P.
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: Paula W.
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Paula W.
Star Sitter
from
$85
per night
5.0 out of 5 stars
108 reviews
34 repeat clients
30 years of experience
Powhatan, VA, 23139

Paula was wonderful! She connected with our fur babies right away and had us feel completely comforted in the knowledge that they were being cared for with love. I highly recommend!

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Robert B.
Sitter Profile Image: Gracie W.
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Gracie W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
39 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: Justin S.
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Justin S.
from
$40
per night
4.5 out of 5 stars
15 reviews
1 repeat client
14 years of experience
Midlothian, VA, 23113

Justin took all the stress out of leaving our senior pup for the weekend!!

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

Erika is an amazing caretaker! She took excellent care of my three dogs while we were out of town. She stayed at our house and left it cleaner than we left it! She sent regular updates and videos of the dogs, and was a great communicator. What stands Erika apart from others is her flexibility and willingness to go the extra mile. I needed to adjust my care dates and Erika jumped in to save the day. Her flexibility allowed me to enjoy my vacation. I highly recommend her!

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Cecily F.
Sitter Profile Image: Marina S.
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Marina S.
from
$30
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Richmond, VA, 23225

Marina was fantastic highly recommend her great communicator and Butch loved having her watch him

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Babs P.
Sitter Profile Image: Nathan C.
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Nathan C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
12 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: Alison S.
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Alison S.
from
$80
per night
5.0 out of 5 stars
10 reviews
1 repeat client
21 years of experience
Midlothian, VA, 23114

Alison was absolutely the best sitter we could have had for our 9 month old Labradoodle puppy! It was the first time leaving our puppy with a sitter, and we couldn't recommend Alison more. From the thoughtful questions she asked in our initial meeting to the way she loved Ziggy and sent frequent and photo-filled updates, we felt tremendous confidence in having Alison stay in our house and take care of our dog. My wife and I are thankful that our first ever Rover experience was such a positive one, and that is all due to Alison!

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Kevin D.
Sitter Profile Image: Sarah T.
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Sarah T.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
22 years of experience
Moseley, VA, 23120

Sarah was awesome with my cat! Super friendly, reliable, clean and asking if any additional help needed. I loved getting little updates while I was away—it gave me total peace of mind. Definitely would have her pet sit again!

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Blissful J.
Sitter Profile Image: Layla A.
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Layla A.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Midlothian, VA, 23113

About: I work with a variety of animals from horses to dogs, this includes simple checkups to dog/house sitting! I love being outside and going for walks myself and find it so much more enjoyable with a furry companion. From hyper to chill dogs we can go for walks or runs!! I am doing this to make money for college and hopefully transfer to a university that will foster my passion in engineering. Thank you for considering me :) I am a student with a very flexible schedule as long as we communicate prior to your expectations I can be sure to be a reliable and responsible person to take care of your loved ones. I am completely free on the weekends and in the mornings and late afternoons to evenings on the weekdays when school starts august 25th. During the summer i am completely available everyday! I have a backyard with no fence but a big home, I live with my cat and backyard chickens. My house is tucked away from any busy roads and the yard has clear visibility all around!

Sitter Profile Image: Allison M.
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Allison M.
from
$60
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
18 years of experience
Stony Point, Richmond, VA, 23235

Allison is fantastic. She has helped my wife and I with house sitting and our rambunctious golden retriever twice now, and both times she has done a great job. She is extremely professional (arrives on time, follows all instructions, goes above and beyond with extra walks and time spent with our dog, communicates regularly, etc.), and we highly recommend her to anyone looking for a house/dog sitter. We will certainly be calling her back for all of our future trips.

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Timothy G.
Sitter Profile Image: hope m.
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hope m.
from
$45
per night
5.0 out of 5 stars
13 reviews
12 years of experience
Midlothian, VA, 23113

About: I've had many cats throughout my life, and I love them dearly. I am quite knowledgeable about felines. My current cat, Marble, has been with me since he was about 5 weeks old, and he's now 6 years old. I also adore dogs and have taken care of many medium- and small-sized ones. My first job was dog walking when I was 14. Pet care seamlessly integrates into my daily routine as a full-time writer and filmmaker. My flexible schedule and frequent downtime make it easy to care for my pets. I give dogs and cats all the love and attention they need. I provide playtime, feedings, walks, baths, and medications. Having had mischievous cats myself, I am very attentive to every animal in my care.

Sitter Profile Image: Isaiah M.
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Isaiah M.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Chester, VA, 23836

Isaiah did a wonderful job babysitting our dogs and house! We came back and the dogs were not anxious at all and the house was clean. They were well taken care of and he sent many photos. Definitely will use again!

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Alexis H.
Sitter Profile Image: Alyssia J.
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Alyssia J.
Star Sitter
from
$65
per night
5.0 out of 5 stars
63 reviews
19 repeat clients
4 years of experience
Richmond, VA, 23236

Alyssia was an absolutely fantastic dog and house sitter. She took wonderful care of our dog, Bear, and kept a close eye on our home while we were away. We received thorough daily updates, which gave us so much peace of mind. She followed all of our instructions perfectly, communicated clearly from our very first inquiry, and left our home tidy. When we returned, we were surprised with a thoughtful gift—new toys and treats for Bear, along with printed photos she took of him for our family. It was such a kind and personal touch that meant a lot to us. We couldn’t be happier with her care and would absolutely hire her again. Highly recommend!

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Matthew P.
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The median cost per night for house sitting in Holly Hills 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.

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 - Holly Hills

Select a filter and find qualifying sitters offering house sitting.

Sitters in Holly Hills average 4
repeat house sitting clients

FAQs for House Sitting - Holly Hills

Frequently asked questions about Rover

As of September 2026, there are 1,438 sitters on Rover offering House Sitting across Holly Hills. 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 Holly Hills 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 Holly Hills 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 Holly Hills 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 Holly Hills. On Rover:

  • 96% 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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