House Sitting in Whitehall Estates

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Top rated Whitehall Estates house sitters

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: Leigh Ann E.
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Leigh Ann E.
from
$31
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
37 years of experience
Annapolis, MD, 21403

Leigh Ann was amazing taking care of our dogs and cat while we were on vacation. She sent us regular updates of time spent with our pets. Her attention and care was as if they were her own dogs.

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Lisa M.
Sitter Profile Image: Jamie P.
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Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
121 reviews
48 repeat clients
45 years of experience
Annapolis, MD, 21403

Jamie is so great with my dogs! She reached out a few days before her stay to confirm details and showed up as promised and sent pictures and updates each day. She even made me a welcome home banner from the dogs, that was a sweet treat! I'm glad she is taking care of my babies for my next couple of trips and hope she is available for anymore that I may have. She truly is a gem!!

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Glenda L.
Sitter Profile Image: Jacqueline B.
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Jacqueline B.
from
$55
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21401

Jacqueline was a wonderful sitter! She was responsive, understanding, and communicative. She listened to our care instructions and left our house very neat and tidy. We will definitely work with her again in the future.

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Jack S.
Sitter Profile Image: Jean L.
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Jean L.
Star Sitter
from
$95
per night
5.0 out of 5 stars
91 reviews
30 repeat clients
10 years of experience
Arnold, MD, 21012

Jean did an excellent job watching our 15 year old shih tzu. He’s an old guy with many medical needs so leaving him is stressful, but she gave us constant updates so our minds were at ease during the entire week. She definitely gave our boy lots of love and it was so reassuring to know she was here. Lots of picture and video updates, and she left the place sparkling clean. We’ll definitely be using her services again in the future if need be! 😊

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April C.
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
29 reviews
13 repeat clients
10 years of experience
Annapolis, MD, 21409

Alexis took care of my fur babies and helped me out with a last minute trip to take care of a sick family member.

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Emily S.
Sitter Profile Image: Karen R.
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Karen R.
from
$50
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
15 years of experience
Annapolis, MD, 21401

Karen took wonderful care of our dogs, Sam and Tito, for a full week while we were on vacation. She was incredibly responsive, always sending updates and photos when we asked, which gave us so much peace of mind. It was clear our boys were happy, comfortable, and well cared for the entire time. She also left our home in perfect condition, which we really appreciated. We would absolutely book with Karen again and highly recommend her to anyone looking for a reliable, thoughtful sitter!

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Julie G.
Sitter Profile Image: Delaney B.
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Delaney B.
from
$50
per night
5.0 out of 5 stars
5 reviews
3 years of experience
Arnold, MD, 21012

Delaney was amazing with our energetic 8-month old puppy! She was very communicative, on time, and was willing to accommodate us coming home later than expected. We came home to a very happy and tired puppy!

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Grace K.
Sitter Profile Image: Ryan L.
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Ryan L.
from
$70
per night
5.0 out of 5 stars
3 reviews
1 repeat client
25 years of experience
Annapolis, MD, 21409

About: I’ve been a lifelong "dog guy" and have spent years caring for the pets of friends, family, and neighbors. As the saying goes, "There are no strangers here; only dog friends you haven't yet met." I’m an expert at making dogs feel loved and secure while their parents are away. I find that exercise and companionship make for happier fur friends. I am a freelancer, which allows me to be very punctual and reliable for morning, mid-day check-ins, or afternoon walks. I understand how hard it is to leave your pet, so I like to send updates and fun photos so you never feel out of the loop. I’m happy to help with: *Standard neighborhood walks/jogs *Drop-in visits for potty breaks and playtime. *Feeding and refreshing water bowls. Attuned to dogs with diet restrictions *Transporting your four-legged loved one to parks (example: Greenbury Point, Quiet Waters Park) *Transporting to the groomer, vet appointments I treat every dog I care for as if they were my own. I'd love to meet you and your pup soon! I have great flexibility in the mornings and afternoons. Mon- Friday Morning: 5:00 am - 2:00 pm Evening: 3:30 pm-9:00 pm Saturday-Sunday 5:30 am - 9:00 pm Care in my home: I have a large fenced yard, great for playing catch, if you require morning or afternoon care away from your home. Care at your home, where most pups prefer, I can follow your family's routine: potty breaks, exercise level.

Sitter Profile Image: Cheri F.
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Cheri F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
83 reviews
35 repeat clients
22 years of experience
Arnold, MD, 21012

Cheri was a wonderful sitter! She filled in last minute when we had another sitter cancel on us, which was very helpful. She was communicative and our girls seemed happy and healthy when we got home. She left our house in great shape. We will definitely contact her again!

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Lauren S.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$30
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
6 years of experience
Annapolis, MD, 21401

Samantha was wonderful with my 2 elderly and high maintenance dogs. She sent pictures and checked in just enough while my family was away for a week. We came home to happy dogs and the house looks like we just left it. We look forward to using her again in the future!

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Erin W.
Sitter Profile Image: Jerad B.
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Jerad B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21401

Jerad did an awesome job with Samson. Followed the instructions perfectly and was a great friend to our little guy. Took him on walks and sent lots of updates. Would definitely recommend!

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Clay K.
Sitter Profile Image: Catherine J.
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Catherine J.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
11 years of experience
Annapolis, MD, 21061

Cat was great with Rory! She was very communicative and responsive and we would definitely use her again!

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Jaime D.
Sitter Profile Image: Violet H.
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Violet H.
from
$40
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Poplar-Ludlow-Yorktowne, Arnold, MD, 21012

About: From an early age I would take care of my dog by giving him walks and baths etc. I have dog sit for people over night at their house as well as walked other peoples dogs. Im currently a college student home for the summer and am working part time so I have plenty of free time to take care of your pets. I’m available for dog walking and pet sitting throughout the week. I like to give dogs lots of long walks to get their energy out. Also, I like playing with them and snuggling with them. :)

Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
62 reviews
24 repeat clients
31 years of experience
Pasadena, MD, 21122

Justine did a great job with my crazy crew and provided timely updates with super fast communication. I also appreciated her being available on relatively short notice. Would definitely reach out to her again for future needs!

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Lisa R.
Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
115 reviews
33 repeat clients
18 years of experience
Annapolis, MD, 21401

Ava is always great with our pup Haze! He's a handful and she is a pro. She also handled a household emergency for us while we were away and we couldn't be more grateful!

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Liza M.
Sitter Profile Image: Owen K.
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Owen K.
from
$31
per night
4.9 out of 5 stars
48 reviews
4 repeat clients
10 years of experience
Severna Park, MD, 21146

Owen was fantastic. Not only was he responsive but the dogs were well taken care of. They were walked, fed, played with, and given a lot of love. While he was watching the pups he also kept the house clean. I got daily pictures ands updates which helped to put my mind at ease about my pups while I was on vacation. I will use Owen again

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John V.
Sitter Profile Image: Lee M.
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Lee M.
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Annapolis, MD, 21409

Lee did a great job staying with our kitty for a week. He was very communicative before and during his stay, sent pictures and updates every day, and left our house in great shape. I wouldn't hesitate to hire Lee again.

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Elihu M.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$60
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

About: I have worked alongside my mom who has been with Rover for 8 years! I took care of my own dog in my college dorm for a year as well! I’m currently a student at AACC and I’m working on weekend at a restaurant! Most days, I work on schoolwork and hangout with my own dogs at home! I try to take my dog out every hour to two hours because she loves being outside! I try to give her fresh water every few hours and she is feed twice a day! We also go on walks when it’s nice out!

Sitter Profile Image: Kevin W.
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Kevin W.
from
$40
per night
5.0 out of 5 stars
2 reviews
8 years of experience
Annapolis, MD, 21402

About: As stated, I have an 8 almost 8 year old German Shepherd myself. I’ve trained him myself to be quite obedient off leash, to listen well, and overall he’s very well behaved. I’ve grown up with dogs, cats, turtles and more so I know my way around animals. I’m currently enlisted in the United States Navy. I work at the Naval Academy typically from around 9 in the morning to about 3pm most days. I’m also married with two kids and my wife is a stay at home mom who can also look after your furry friends as well. I don’t work weekends so I’m always available during the weekends and can be flexible throughout the week as well. At my home my dog is never crated he is always out and house trained. However, when looking after your fur babies if they need to be crated I have no issue catering to your needs. I don’t have a yard but we have a massive field and live in a circle so long walks are always a must. Whatever the needs of your fur babies, I can take care of those from daily dog walking, spending and playing time with your animals, staying over night at yours/my place, and giving g medicine if needed.

Sitter Profile Image: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
2 years of experience
Annapolis, MD, 21401

Leticia was great with our young puppy!

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Alyssa D.
1 / 1
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Whitehall Estates pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Lee has been consistently wonderful. They always keep us updated on our dogs, with pictures and check ins. They are observant and caring towards our dogs, making sure anything out of the ordinary is communicated.

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Casey H.
House Sitting
5.0 out of 5 stars

Cat was amazing with our fur babies and sent us multiple updates a day to reassure us that they were adjusting well while we were away! We also came home to our space cleaner than we left it which was so nice to come home to! We will absolutely be using Cat again!!

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Makayla M.
House Sitting
5.0 out of 5 stars

We had a great experience with Alexxis. Our dogs absolutely loved her — it was clear they were comfortable and well cared for the entire time. She was communicative, kind, and made sure to keep us updated with photos. On top of that, we came home to a spotless house, which we really appreciated. It made the whole experience stress-free. Highly recommend and would definitely book with her again!

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Macey W.
House Sitting
5.0 out of 5 stars

I really appreciate that Hannah is willing to dogsitting at last minute notice for thanksgiving. I was scrambling to get both of my dogs at their usual boarding and it’s ending up booked in both locations. Hannah has saved me and the dogs loves her and very playful with her.

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Keith A.
House Sitting
5.0 out of 5 stars

Lilly was so great, I can’t recommend her enough. She watched my 2 pups over Labor Day weekend and gave me such peace of mind while I left them. She sent lots of photos and videos of them and followed the care instructions perfectly.

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Courtney J.
House Sitting
1 / 1
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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 Whitehall Estates is $50

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 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 Whitehall Estates 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 Whitehall Estates 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 Whitehall Estates 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 2,361 house sitters in Whitehall Estates. 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, 87% of Whitehall Estates house sitters respond in under an hour.

House sitters in Whitehall Estates have an average of 14 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 Whitehall Estates.

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. Whitehall Estates 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.