House Sitting In Cullenwood

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

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Top rated Cullenwood house sitters

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: Zander M.
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Zander M.
from
$65
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
18 years of experience
Richmond, VA, 23220

Zander was great! He took great care of my two kitties and my house. :)

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Suzanne R.
Sitter Profile Image: Samariah H.
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Samariah H.
from
$37
per night
4 years of experience
Richmond, VA, 23224

About: I have experience caring for dogs through both long-term and everyday responsibilities, including helping raise my aunt’s dog from puppyhood and regularly caring for my boyfriend’s dog. My responsibilities have included walking, feeding, playtime, maintaining routines, and providing companionship to help pets feel safe, comfortable, and cared for while their owners are away. What sets me apart from other sitters is the level of care and attention I give to each pet individually. I understand that being away from their owner can be stressful for some animals, so I focus on creating a calm, reassuring, and positive environment where they feel secure and loved. My experience caring for puppies has also taught me patience, consistency, and the importance of paying close attention to behavior, routines, and energy levels. I treat every pet with the same care, compassion, and responsibility I would want for my own animals. Pet care fits naturally into my daily routine because I already spend a lot of time caring for my own cats. I make sure they’re fed, comfortable, and getting plenty of attention and playtime throughout the day. I even take my cat on walks, so I’m very attentive to both physical activity and emotional enrichment. Caring for animals is something I genuinely enjoy, so being patient, observant, and consistent with their routines comes very naturally to me. II believe pets communicate their needs through their behavior and body language, so I always pay close attention to make sure they feel safe, comfortable, and understood. I respect each pet’s boundaries while also giving them plenty of attention, playtime, and care. In both my home and a client’s home, I focus on keeping pets comfortable, maintaining their routine, and making sure they don’t feel lonely or stressed while their owner is away.

Sitter Profile Image: Oli L.
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Oli L.
Star Sitter
from
$80
per night
5.0 out of 5 stars
105 reviews
35 repeat clients
18 years of experience
Richmond, VA, 23221

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: Mitchell I.
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Mitchell I.
from
$40
per night
2 years of experience
Richmond, VA, 23224

About: Hi there! I'm Mitchell, an experienced and passionate dog lover excited to take care of your furry friend. Whether your dog enjoys playtime, cuddles, or quiet walks, I provide personalized care to make sure they feel safe, happy, and loved while you're away. I offer a flexible and stress-free experience for both you and your dog, with plenty of attention, exercise, and fun! Your pup’s comfort and happiness are my top priority. Looking forward to meeting your furry companion and making them feel at home!" I am excited an eager to help out taking care of your furry friends and with 18 years of having pets and three years of experience watching dogs for friends I am willing and able to do what it takes to give your dog a quality experience and help out with whatever is needed. I am a teacher in Chesterfield County so I can be available all day on weekends, Saturday and Sunday, and after 4 PM on week days. I have two dogs, one is a beagle/dachshund mix that is 3 years old and a 10 month smaller sized lab/hound mix that are both under 30 pounds and live in a two floor condo with no yard. I am able to walk dogs and do pop in visits to check on your dogs.

Sitter Profile Image: Jordan D.
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Jordan D.
from
$40
per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Chesterfield, VA, 23832

I can’t say enough nice things about Jordan. She jumped in at the very last minute and helped me with my 3 cats when my previous pet sitter had a last minute emergency. She was loving and attentive to my home as well as my cats!! Thank you so much!

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Susan H.
Sitter Profile Image: Sara G.
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Sara G.
from
$60
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
11 years of experience
Richmond, VA, 23220

Sara was great with my dogs. I really appreciated how many photos she sent me while watching them and could see how well my anxious dogs were warming up to her.

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

10/10

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Matt W.
Sitter Profile Image: Le'Yana O.
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Le'Yana O.
from
$38
per night
4.7 out of 5 stars
16 reviews
8 repeat clients
12 years of experience
Midlothian, Richmond, VA, 23224

Le’Yana was amazing ! My first time using the app to book someone to watch my dog and I don’t regret it ! Very sweet women , definitely would be booking her again . Thank you

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

Very friendly and responsible. She took great care of my pupper and was very communicative. Would definitely work with Mary again 😊

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Becka H.
Sitter Profile Image: Jacob H.
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Jacob H.
from
$60
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
25 years of experience
Oak Grove, Richmond, VA, 23224

Jacob is amazing and extremely mindful of our dogs wellbeing and the upkeep of the house. We love when he comes to sit and have peace of mind that everything is taken care of! Thanks 🫶

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Grace S.
Sitter Profile Image: Alexander S.
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Alexander S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
47 years of experience
Old Town Manchester, Richmond, VA, 23224

Alex did a great job with our 2 pups. He took detailed notes at our meet and greet and followed their feeding and walking schedules carefully. Great communication and pics so we knew they were receiving good care. We’ve already booked Alex for our next time away

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Sally S.
Sitter Profile Image: jakiya p.
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jakiya p.
from
$60
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
6 years of experience
Carver, Richmond, VA, 23220

Jakiya is amazing. Finn and Vada barely miss me when I am away. Finn loves the long walks and I love the photos. Thanks, Jakiya, for all you do!

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Jan H.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
68 reviews
27 repeat clients
20 years of experience
The Fan, Richmond, VA, 23220

I had never used Rover before Emily took care of Beaumont. I will definitely use the service again because of my great experience with her. She kept me updated and sent adorable photos of Beau!

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Jenifer C.
Sitter Profile Image: Michelle V.
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Michelle V.
from
$50
per night
5.0 out of 5 stars
5 reviews
7 years of experience
The Fan, Richmond, VA, 23220

Michelle did an incredible job house and pet sitting our dog and cat. She communicated well, sent delightful photos and updates, and even handled an unusual house issue safely and with no stress on our end. We can't wait to book with her again!

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Brianna H.
Sitter Profile Image: Tiana S.
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Tiana S.
from
$31
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Old Town Manchester, Richmond, VA, 23224

Tiana is the ultimate professional. I almost had to cancel the booking due to unforeseen circumstances. She handled it with understanding, grace, and patience. I’m glad I was able to make alternate plans and keep my booking with her. She was early to everything related to the booking which shows how serious she takes her job. I made a short notice decision to come home early and Tiana responded and adjusted well to that also. She made sure the puppies were taken care of and everything in the house was in order so I can just go straight to bed.

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Hanh V.
Sitter Profile Image: Celeste H.
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Celeste H.
Star Sitter
from
$60
per night
4.9 out of 5 stars
14 reviews
2 repeat clients
15 years of experience
The Museum District, Richmond, VA, 23221

Celeste was an absolutely wonderful dog sitter. She was communicative, thoughtful, and consistently kept me updated, which gave me so much peace of mind while I was away. It was clear she genuinely cared about my dog, and seeing how happy and comfortable my dog was in her presence meant everything to me. I could tell my dog felt safe, loved, and well cared for the entire time. I would absolutely trust Celeste again and highly recommend her to anyone looking for a reliable and caring sitter.

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luanda f.
Sitter Profile Image: Julia M.
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Julia M.
from
$66
per night
4.7 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
Richmond, VA, 23220

Julia was great. Very communicative. Kept us up to date and made sure Benji received all the attention he needed. Would definitely book her again

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Riel S.
Sitter Profile Image: Vivianlee T.
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Vivianlee T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
4 years of experience
Richmond, VA, 23222

Viv was fantastic with Mochi! She kept us updated throughout our trip, which gave us a lot of peace of mind while we were away. I loved getting the cute pictures and hearing that everything was going well. It’s clear she enjoys caring for pets and she is very trustworthy. We were so happy with the experience that we rebooked her immediately. I would absolutely recommend Viv to anyone looking for a pet sitter!

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Victoria V.
Sitter Profile Image: Daniel C.
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Daniel C.
from
$35
per night
5.0 out of 5 stars
58 reviews
15 repeat clients
10 years of experience
The Fan, Richmond, VA, 23220

Daniel was awesome! Very kind and kept us up to date on how things were going at home the whole time we were away! I would absolutely recommend him and would book him again in a heartbeat to take care of our pup!

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Dudley M.
Sitter Profile Image: Douglas B.
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Douglas B.
from
$55
per night
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
Oregon Hill, Richmond, VA, 23220

Douglas was such a great pick to hang with our pups and care for our home while we were gone. Our pups like to keep things interesting and Douglas’s patience with them is not only appreciated, but is admired, especially when it came to caring for our senior dog. We would gladly welcome Douglas back to our home, and I know the pups would love that too.

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Taylor S.
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Cullenwood pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Macee was fantastic to have help watch our two dogs (including a 5month old puppy!). She was communicative, sent updates, and overall just great to work with.

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Lauren T.
House Sitting
5.0 out of 5 stars

Nancy did a wonderful job caring for our home and our three very different dogs while we were away. She was responsible, communicative, and great about checking in whenever she had questions. She carefully followed all instructions, and it was clear our dogs were well cared for and comfortable in her care. We came home to happy dogs and a house that was in great shape. We truly appreciated the peace of mind she gave us and would absolutely recommend her to others.

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Mary J.
House Sitting
5.0 out of 5 stars

We have had Kim care for our pets the few times we have needed it for the past year and a half. When scheduling our first long vacation in many years, I made sure Kim was available before doing any planning. I don’t think we’d be comfortable leaving our house and kitties without her! Our cats love her, and my husband and I feel secure knowing everything is in Kim’s hands. She is so thoughtful, thorough, and excellent with communication. We couldn’t ask for a better pet/house sitter!!

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Lisa F.
House Sitting
5.0 out of 5 stars

I have a very anxious pup who does not do well apart from me. Camryn did so great with him, it has been one of the easiest transitions back home and he seems very calm! My house was also perfectly kept. Very happy and will definitely be a repeat client of Camryn’s if she will stay again!

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Susan M.
House Sitting
5.0 out of 5 stars

Cheyenne did a wonderful job caring for our 3 aussies in our home while we were on vacation. She was very responsive and responsible. We will definitely hire her again for our pet care needs!

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Christina Y.
House Sitting
5.0 out of 5 stars

Charlotte was wonderful with my dog cher as always! She sent me tons of pictures and kept me updated on how things were going. Looking forward to having her stay with us again soon.

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Isabelle W.
House Sitting
5.0 out of 5 stars

Jacob and his partner helped look after our very high energy doggie while we were out of town! The house was spotless when we returned and it was clear Billie was in good hands :)

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Kylie H.
House Sitting
5.0 out of 5 stars

Marissa ensured Boris got important time sensitive medications. She sent a couple photos to let me know how he was doing. She is responsible and caring.

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Annie T.
House Sitting
5.0 out of 5 stars

Hana did a fabulous job taking care of my puppy in my home. I could tell she was loved and cared for. The house was in perfect condition upon my return. Nothing but great things to say about Hana and will be using her again in the future!

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Jane A.
House Sitting
5.0 out of 5 stars

Bee was taking care of our pup for a week in our place and we have only nice things to say. She felt comfortable giving Kaan his daily medicine and updated us with cute pictures of them snuggling and walking. We knew our pup was in great hands and she left our place spotless as well. We highly recommend Bee and are so happy that we found her. Thank you 🙏🏻

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Kristina T.
House Sitting
5.0 out of 5 stars

When I returned from my trip, Onion was quiet and comfortable and the house was clean. I received daily updates and photos as I requested. I will have Kelly sit with Onion again.

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Stephanie R.
House Sitting
5.0 out of 5 stars

Alexander has been incredible to work with, start to finish. He is very detail oriented and even brings a notebook so he can start a “file” on your pet. This alleviated a lot of my stress working with a new petsitter, knowing he was taking it very seriously and wouldn’t just be relying on memory. He was great with all of our dogs and their quirks, and I highly recommend.

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Meghan F.
House Sitting
5.0 out of 5 stars

Kayley was fantastic. She was very attentive and kept us constantly apprised of any updates or concerns. She went above and beyond to make sure Brutus and Cassius were happy and healthy. We would highly recommend!

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Eric G.
House Sitting
5.0 out of 5 stars

Always so good with our three dogs who can sometimes be a handful!! We always know they are in great hands when we’re out of town.

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Marci A.
House Sitting
5.0 out of 5 stars

Took great care of my pets- absolutely spoiled them! Sent cute pictures while we were away and left the house cleaner than when she got there. We look forward to having her sit for us in the future.

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Esthar O.
House Sitting
5.0 out of 5 stars

Noel was great! She stayed with our pup for a week while we were away. She took great care of him and left the house spotless! We definitely recommend Noel!

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Peter C.
House Sitting
5.0 out of 5 stars

Thanks so much Grace for taking great care of our pups! Grace was great with communication and even came by to meet the pups beforehand. Appreciate you!

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Emily M.
House Sitting
5.0 out of 5 stars

Kristen is so sweet!! Our whole crew absolutely adored her, and she took the best care of everyone while we were out of town. Our shy pup warmed up to her immediately! She sent so many pictures and updates through the weekend and was very responsive! Will absolutely be booking Kristen in the future for our upcoming travels / events! Thank you so much ❤️

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Emily C.
House Sitting
5.0 out of 5 stars

One word to describe Christine and that is AWESOME. She took care of my 4 month old puppy for my first time leaving her and she nailed it. She kept me updated with the cutest photos and I could tell right away she was loving and caring for my little girl. She even helped with training as we are in a puppy class. I will use Christine in all my future pet sitting needs as long as she is available, as I hope she always is for me.

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Jane A.
House Sitting
5.0 out of 5 stars

Jocelyn is wonderful! She is trustworthy, communicative and we're grateful to have her as our pup-sitter

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Amy L.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Cullenwood is $50

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your house 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.

Sitters in Cullenwood average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Cullenwood on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Cullenwood house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,438 house sitters in Cullenwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Cullenwood house sitters respond in under an hour.

House sitters in Cullenwood have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Cullenwood.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Cullenwood house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.