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

Paula was outstanding she caught on to Gracie’s tricks right away and it was obvious when we returned they had bonded well. Punctually is certainly her forte, outstanding job.

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Robert P.
Sitter Profile Image: Kim A.
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Kim A.
Star Sitter
from
$110
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
45 years of experience
Midlothian, VA, 23113

Kim was Awesome, this was our first time leaving both dogs and I was nervous. She sent pics of the dogs and gave us updates. Our doodles were well taken care of and enjoyed their time with Kim. We will 100% use Kim again.

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

Erika was fantastic! She was very good to our older pup, keeping him very active and engaged, and sent lots of picture and video updates. There was a misunderstanding in the beginning about the timing of his morning walks, but after clarification, she walked him at the normal time the rest of her stay, and there was really good communication going forward. All the rest of his schedule and routine was followed to the letter the entire time. She also kindly fed our fish, and the house was exceptionally clean and tidy after she left. There was a delay in our flights coming home, and she was super flexible and stayed a few extra hours late in the evening to make sure our pup was ok, and then let him out before she left for the night. We would gladly have her take care of our pup again!

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Maxim and Kelly M.
Sitter Profile Image: Jocelyn C.
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Jocelyn C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
11 reviews
6 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: Emma H.
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Emma H.
from
$70
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
10 years of experience
Midlothian, VA, 23114

Highly professional and personable, Emma did a great job with our Maltichon (2) and Havanese (10) for a two-night, in-home stay. Our older guy has some medical issues and Emma handled things beautifully.

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John P.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
5 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: Journei F.
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Journei F.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
7 years of experience
Richmond, VA, 23234

Amazing and sends lots of pictures! My Cola loved her !

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April E.
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

Jenni was a great choice to watch our fur baby overnight because of a last minute trip my partner & I had to take for a funeral. Due to our unexpected time constraint beforehand, she came over the same day of the booking and met our dog Hank & learned his routine. While we were away, she sent lots of pictures & gave us updates every so often so we were always in the know. We would definitely have Jenni watch Hank again in the future and highly recommend her for the pet sitting needs of other folks too!

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Peter C.
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

Helena was absolutely AMAZING!!! This was our first time using Rover and the first time we left our dog overnight. She sent us pictures and updates throughout the time we were gone, showing just how relaxed and happy our dog was in her care. When he whined about sleeping in his crate, she kindly let him share the bed with her (with our approval, of course!). He even seemed disappointed when we came home 😉. We cannot recommend Helena more highly!!

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Linda M.
Sitter Profile Image: Camden W.
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Camden W.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
4 years of experience
moseley, VA, 23120

Thanks again for helping out with Otis, he was very happy to have a friend stay with him this weekend.

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Rory B.
Sitter Profile Image: Virginia C.
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Virginia C.
from
$85
per night
5.0 out of 5 stars
42 reviews
14 repeat clients
17 years of experience
Cedarhurst, Richmond, VA, 23225

Virginia did a great job with our dog, we got regular updates and pictures and was very communicative our entire trip! Usually we feel guilty when we don’t take our dog on a trip, but we felt a lot better on this trip because of how great a job Virginia did. Highly recommend!

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Chris S.
Sitter Profile Image: Andrew C. T.
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Andrew C. T.
from
$65
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
32 years of experience
Richmond, VA, 23224

We had Andrew pet sit for our 2 year old dog for several nights at our house. He went above and beyond. Communication while we were away was fabulous. The kids loved the videos and photos. Jeri got some leash training and was walked several times a day. We had a great vacation knowing that Andrew was taking such good care of Jeri. Would strongly recommend him for your pet care.

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Everett L.
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 house sat my dog who was both diabetic and recovering from bronchitis which required shots and other medications twice a day. She not only cared for MMO’s medical needs but provided emotional support for him in my absence. She sent pictures and conducted a River video chat with me to ensure not only Momo’s emotional support but for mine as well. I felt confident my beloved pet was in good hands.

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Mary k S.
Sitter Profile Image: Mary M.
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Mary M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Richmond, VA, 23235

Mary did a wonderful job looking after our dog Maverick. We will definitely use her again in the future.

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Jimmy R.
Sitter Profile Image: Natalie S.
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Natalie S.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Glen Allen, VA, 23059

Natalie was fantastic! She took great care of our three pets, kept us updated throughout our trip, and left our house spotless. It gave us so much peace of mind knowing they were in such good hands. We’d absolutely book her again and highly recommend her!

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Morgan T.
Sitter Profile Image: Carolyn H.
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Carolyn H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
5 years of experience
Richmond, VA, 23233

Carolyn was wonderful. She took good care of Charlie and was careful to follow instructions including administering medicine and following physical therapy instructions. She left the house very clean and orderly. We would love to use her again.

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Becky W.
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: Oli L.
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Oli L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
109 reviews
35 repeat clients
18 years of experience
Hopewell, VA, 23860

Oli was amazing yet again with our doggos and home. She stayed 10 days with them and kept up with their various medicine schedules. We couldn’t ask for more.

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Kate D.
Sitter Profile Image: christine b.
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christine b.
from
$65
per night
5.0 out of 5 stars
27 reviews
10 repeat clients
8 years of experience
Randolph, Richmond, VA, 23220

Christine was so fantastic taking care of our babies! She was very responsive and cared so deeply about them, some of which are special needs or elderly and require medications, and she took great care to make sure each of their needs were met. She treated them like they were her own. She was respectful of our home and we would highly recommend her!

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Rebecca B.
Sitter Profile Image: Chloe A.
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Chloe A.
from
$40
per night
5.0 out of 5 stars
1 review
1 repeat client
7 years of experience
Midlothian, VA, 23114

Chloe did a great job taking care of our dogs! We booked last minute and she made sure to make time to come meet them beforehand. Would recommend

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Sarah B.
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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 August 2026, there are 1,421 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:

  • 95% 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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