House Sitting Holly Haven

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Holly Haven, 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.

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Sitter Profile Image: Hannah J.
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Hannah J.
from
$50
per night
5.0 out of 5 stars
• 28 reviews
11 repeat clients
9 years of experience
Bryans Road, MD, 20616

“I can’t recommend Hannah enough as a pet sitter! From the moment we met, it was clear she genuinely loves animals and takes her job seriously. She was incredibly attentive, responsible, and caring while watching over our pets. Hannah kept us updated daily with messages and photos, so we always felt at ease knowing our furry family members were in good hands. She followed all care instructions perfectly and even went above and beyond with a few extra touches, like bringing in packages. We came home to happy, relaxed pets and a spotless house. It’s rare to find someone so trustworthy, kind, and thorough. We’ll absolutely be booking with Hannah again!”

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Micci B.
Sitter Profile Image: Synia A.
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Synia A.
from
$35
per night
4.5 out of 5 stars
• 2 reviews
1 repeat client
7 years of experience
Bryans Road, MD, 20616

About: I’ve had taken care of pets ever since I was 14. I love all type of animals and have so much fun with them. I overall make sure the animals are comfortable and safe while in my care. I currently work a part time job. I’m mainly available during the weekends and mornings or late nights. I am a very flexible person and very understanding when it comes tho scheduling. I always make sure to follow the directions and pay attention to every detail the owner tells me about their animal. I try to see if the animal itself is comfortable and show that I am a very trusting person to be around. Love to take them out and have play with them!

Sitter Profile Image: Luke D.
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Luke D.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
9 years of experience
Woodbridge, VA, 22191

About: Hello, I’ve been taking care of my dog as well as my family’s and friend’s pets since I was 5, and I love all kinds of animals. I have just recently gotten out of the military and I will be having a lot of free time soon so I figured it would be the best time to take care of pets since they require a lot of attention. I will make sure your pet is properly walked and fed and played with for proper exercise daily, as well as applying any medicine needed.

Sitter Profile Image: Aliyah W.
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Aliyah W.
from
$40
per night
5.0 out of 5 stars
• 30 reviews
8 repeat clients
7 years of experience
Brandywine, MD, 20613

“This was my first time having someone other than family watch my dog overnight, and Aliyah put any worries that I had at ease. She was able to follow all of my instructions, and maintained good communication with me daily regarding my dog while I was away. She even sent pictures and videos of him 😊 One thing that is helpful for my dog is his routine, and Aliyah maintained his normal routine without any issues. She also maintained a clean space while I was gone. I’d definitely book Aliyah again if I have to leave my dog overnight! She’s dependable, trustworthy, and easy to work with. My dog loves her! We are very appreciative!”

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Kiara N.
Sitter Profile Image: Lindsey B.
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Lindsey B.
from
$45
per night
4.9 out of 5 stars
• 34 reviews
10 repeat clients
10 years of experience
Alexandria, VA, 22303

“This was our second time being lucky enough to have Lindsey stay in our home and take care of our dog Kona and it was wonderful. She provided plenty of updates, expertly dealt with Kona’s little quirks, and left our house in great shape. Thank you for everything!!!”

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karen f.
Sitter Profile Image: Amy W.
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Amy W.
from
$35
per night
15 years of experience
Marbury, MD, 20658

About: I’ve been caring for pets for over 15 years, including dogs and cats of all ages, sizes, and personalities. Friends, family, and neighbors trust me to walk, feed, play with, and care for their pets while ensuring they feel safe, loved, and comfortable. I’m attentive to routines, patient with anxious pets, and experienced with senior animals and basic training reinforcement. I have a flexible weekend schedule that allows me to provide reliable care for both dogs and cats. I’m available for drop-ins, walks, and check-ins on weekends and some weekday evenings. I make sure feeding times, potty breaks, litter care, playtime, and medications are followed exactly as instructed. Your pet’s safety and comfort are my top priorities. I carefully follow all care instructions, maintain a clean and secure environment, and respect each pet’s routine. Whether caring for dogs or cats, I focus on minimizing stress, providing attentive supervision, and keeping owners updated with photos and messages for peace of mind.

Sitter Profile Image: Karima A.
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Karima A.
from
$65
per night
4.8 out of 5 stars
• 18 reviews
6 repeat clients
10 years of experience
Washington, DC, 20024

“Karima stayed at our house for two full weeks to watch our dog and cat while we were out of town. She was great! Karima was very communicative and sent us photos of both pets every day, and kept the house tidy while we were away. We will definitely use Karima again, as we came home to very happy and chill pets who seem to genuinely miss her now that she’s gone!”

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Nicole W.
Sitter Profile Image: Parthenia H.
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Parthenia H.
from
$42
per night
10 years of experience
Indian Head, MD, 20640

About: I can accommodate your pets needs. My home is ideally suited for pets–a spacious, fully-fenced backyard for dogs to run around safely, I will maintain a calming presence with your dog. Walking/ running, fetch the ball are some outdoor activities to strengthen the bond with your dog. I work from home and have a very flexible schedule. I have a dog and have kept dogs for others. I take our dog out for walks and play-time with other dogs in the neighborhood . Diesel is very friendly, energetic and loving. My house has a large fenced yard. It’s not my practice to crate dogs. However, I can crate your dog if requested. I provide dog beds and allow dogs to move about freely. No one else will be assisting me with caring for your dog.

Sitter Profile Image: Monica K.
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Monica K.
from
$68
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
20 years of experience
Aurora Highlands, Arlington, VA, 22202

“Monica was great with our 2 dogs! One of our dogs requires multiple medicines twice daily, and Monica was fully on top of it. As soon as we met her, we were confident she’d do a great job (very confident and calm demenor) with our dogs and allow us to focus on a fun trip which is exactly what happened. Our dogs instantly liked her too and I know they got as much loving while we were gone as they do when we are here. We also returned to a spotless house! Thank you so much for everything Monica - can’t wait to have you back!”

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Hannah C.
Sitter Profile Image: Charly E.
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Charly E.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
3 years of experience
Fort Washington, MD, 20744

“Charly responded to a very last minute request for house sitting in our home. It’s always tough to leave your pets and your home in the care of someone you just met but Charly made himself available for a meet and great before the scheduled appointment and spent a lot of time with the dogs and with us. He asked very thoughtful and thorough questions that put us at ease. Throughout the stay he sent us frequent updates with pictures. Upon returning home today I found the dogs to be in great spirits and our home well cared for. Charly is very friendly and showed compassion and kindness to us and our dogs while we navigated a death in the family. We would absolutely recommend him and will hopefully have the chance to book with him again.”

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Brian H.
Sitter Profile Image: Shantae B.
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Shantae B.
from
$60
per night
4.9 out of 5 stars
• 14 reviews
5 repeat clients
11 years of experience
Waldorf, MD, 20602

“Shantae was a tentative on time and really took great care of our two year-old and six month old puppy. Our puppy had no accidents either in the house with her which is amazing while she still is still potty training. Shantae was able to look out for the signs to help her continuously be successful in potty training. If you’re looking for someone who will take care and treat your fur babies like royalty.”

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Amber C.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$35
per night
15 years of experience
Alexandria, VA, 22309

About: I've been caring for animals for many years and have experience with dogs of all sizes, ages, and energy levels. As a dog owner myself, I understand how important it is to find someone you can trust with your pet. I have experience with daily walks, feeding schedules, administering basic medications, reinforcing routines, and providing plenty of attention and exercise. Whether your pet loves long walks and adventures or prefers quiet companionship and cuddles, I adapt to their individual needs and personality. I believe pets are family, and I treat every animal in my care with the same love, patience, and respect I would want for my own. I also understand the importance of communication and provide regular updates, photos, and check-ins so you can enjoy your time away with peace of mind. My goal is to ensure your pet feels safe, happy, and comfortable while you're away. I currently work fully remote so have highly flexible hours allowing me to give your pet the attention they deserve. Will schedule fully around you and your pets needs Creating a safe, comfortable, and stress-free environment for every pet is my top priority. I take the time to learn each pet's routine, personality, and special needs so they receive consistent care and attention while their owners are away. I maintain a clean and secure environment, follow all feeding and medication instructions carefully, and ensure pets are supervised during walks and outdoor activities. I also provide regular updates and photos so owners can feel confident that their pets are happy and well cared for. As a responsible and dependable caregiver, I understand the trust involved in leaving a beloved pet with someone else. I treat every pet as if they were my own—with patience, kindness, and genuine affection—so both pets and their owners can feel completely at ease.

Sitter Profile Image: Draven O.
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Draven O.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Alexandria, VA, 22312

“Draven was an amazing dogsitter. I had newly adopted a dog right before I was supposed to fly home for Thanksgiving and unfortunately I could not fly with my new pup. I was worried about needing to cancel the plans but Draven was able to watch him last minute which I was so grateful for. She and her husband stayed with him at my apartment. They sent pictures, took amazing care of him, and even groomed him for me while I was gone. Everything was clean and he was extremely happy when I got back. I would definitely recommend using Draven for any petsitting/housesitting needs. Also ask about the baking services because they are amazing as well! :)”

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Amanda G.
Sitter Profile Image: Shannon A.
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Shannon A.
from
$130
per night
4.9 out of 5 stars
• 55 reviews
21 repeat clients
10 years of experience
Springfield, VA, 22150

“Shannon bonded very easily with our pup and did a great job taking care of her and the house while we were out of town, and kept in touch with updates and pictures regularly. We’ve already booked her for a much longer trip in August.”

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Seth S.
Sitter Profile Image: Rebecca C.
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Rebecca C.
from
$60
per night
5.0 out of 5 stars
• 18 reviews
2 repeat clients
5 years of experience
Seminary Hill, Alexandria, VA, 22304

“Rebecca was exceptional!! She was on time and she kept us updated with regular updates and pictures. She was very understandable about Chloe’s collapsing trachea condition. We already have another stay lined up and hope to have many more. We highly recommend Rebecca.”

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Edith B.
Sitter Profile Image: Itzel A.
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Itzel A.
from
$32
per night
5.0 out of 5 stars
• 1 review
10 years of experience
White Plains, MD, 20695

About: I've taken care of a Cane Corse mastiff since I was 7, and I've taken care of French bulldogs since I was 7 as well. I can take care of big dogs or small dogs I currently work part time. I'm able to take your pets on walks, make time for playtime, feeding, and pay plenty attention to your pets. I care for your pets by making they feel safe, comfortable and loved while they're loved ones are away, following there normal feeding schedule and bathrooms schedules, especially on walks or runs.

Sitter Profile Image: emerald a.
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emerald a.
from
$25
per night
3.7 out of 5 stars
• 3 reviews
4 repeat clients
12 years of experience
Oxon Hill, MD, 20745

“Emerald helped us out in a big way when another pet sitter we had needed to drop because of a family emergency two days before our trip. We were able to get ahold of Emerald and get everything squared away to pet site for us the day before we left. She took amazing care of our pets and house.”

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Jared W.
Sitter Profile Image: Rae W.
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Rae W.
from
$55
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
23 years of experience
Bryantown, MD, 20617

About: I have a genuine love for all animals and perhaps a special affinity towards man’s best friend! I have had the pleasure of taking care of and owning animals of various kinds throughout the entirety of my life, from cats and dogs, to ferrets and bunnies! I am able to offer basic puppy training, senior dog care/disabled dog care and also administer medicines. Follow our journeys at themanyminiadventures on IG. I work part time from home and have availability to care for your furry friends doing drop ins and pet sitting! I’m available on short notice and pet sitting has reallly helped me manage since the loss of my Dad and becoming a caregiver for my mom! I treat your fur babies like they’re our fur babies while they are here with the exception of following their diet and your specific instructions. We also: walk dogs on a leash. Play outside. provide potty and exercise walks while leashed to allow for new scents as well. Feed pups separately unless they came together and we have been notified they eat well together by the owner(s). notify you immediately in the case of any abnormalities/concerns or emergencies. provide you with pictures and updates throughout the stay!

Sitter Profile Image: Carolyn M.
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Carolyn M.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
30 years of experience
Alexandria, VA, 22312

“Carolyn was very responsive to my short timeframe request. She was very involved with both my dogs; they loved all the walls she took them on! Patty and Watson thank you.”

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Adam E.
Sitter Profile Image: Clara J.
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Clara J.
from
$31
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
6 years of experience
Ft Washington, MD, 20744

About: Dog owner and lover with large fenced property ! I’ve had dogs since the day I was born, and love to care for them- all ages, sizes, breeds and any special needs. I have a large home with a large fenced yard (tall fence!) with lots of trees and good spots to sniff, plenty of unoccupied bedrooms for dogs to have their own space at night/to eat, I have a minivan that can be used for animal transit if the need came up. I’ve got plenty of comfy couches, sunny nap spots, and have a flexible remote work schedule. Frequent potty times with larger outdoor activity times built in. I have two dogs that get frequent potty breaks (fenced yard, I can take my computer and hang outside for 30 minutes at the picnic table), they get fed twice a day with water refilled often. They go out for the first time early and out for the last time late. I have a large fenced yard with two friendly dogs, multiple extra bedrooms if your pup is one who needs alone time/space to sleep or eat, or gets overstimulated. I live in a quiet neighborhood if your pup is one that needs walks, there’s wooded trails around me. My dogs go to the dog park a few times a week but if I had a clients dog who the client was not comfortable with their dog leaving my property, no worries at all. The yard is big and fun and enough for most dogs to get enough exercise. Bonus during the winter is a fireplace they love to nap in front of, and during the warm months plenty of cushioned outdoor furniture my two love to nap on.

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The median cost per night for house sitting in Holly Haven is $54

Pet parents share their Rover experiences - Holly Haven

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5.0 out of 5 stars

Skyler was great! My three girls are more than a handful and Skyler did amazing making sure they were all taken care of as all three have many different needs! She also kept me in the know with updates and pictures so I knew my girls were happy and comfy!

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Courtney C.
House Sitting
5.0 out of 5 stars

Skyler was awesome! She did a great job with our dogs and provided multiple updates a day as to how they were doing. This was our first time using her as a sitter, but it won’t be our last!

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Michele S.
House Sitting
5.0 out of 5 stars

Daniel was great with Preston for his first over night with him. I received frequent updates with pictures and he looked very happy to be with Daniel. I would recommend Daniel and plan to use him again.

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Chris S.
House Sitting
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How to book house sitting

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Popular requests for house sitting - Holly Haven

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Sitters in Holly Haven average 4
repeat house sitting clients

FAQs for House Sitting - Holly Haven

Frequently asked questions about Rover

As of November 2026, there are 8,632 sitters on Rover offering House Sitting across Holly Haven. 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 Haven 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 Haven 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 Haven 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 86% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 94% 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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