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
26 reviews
10 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: Melissa D.
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Melissa D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
119 reviews
39 repeat clients
19 years of experience
Dale city, VA, 22193

Melissa was an absolute dream to work with for my two standard poodles! She stayed at my house while I was away, and I couldn’t be happier with the experience. When I came home, the house actually looked better than when I left it — everything was neat, clean, and in perfect order. She sent wonderful photos and updates throughout the trip, which gave me so much peace of mind knowing my pups were happy and well cared for. I came home to happy, relaxed, well-exercised dogs who clearly adored her. This was hands-down the best pet sitting experience I’ve ever had. I will definitely be using Melissa again for future trips! Highly recommend! ⭐⭐⭐⭐⭐

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Keith M.
Sitter Profile Image: Deborah G.
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Deborah G.
Star Sitter
from
$95
per night
5.0 out of 5 stars
69 reviews
20 repeat clients
40 years of experience
Woodbridge, VA, 22191

Deborah was a wonderful sitter for our 11 year old shih tzu. She took great care of him, the house, and was great at communicating and sending updates. We’ll absolutely have her watch Teddy again!

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Nina M.
Sitter Profile Image: Kristhinna P.
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Kristhinna P.
from
$38
per night
5.0 out of 5 stars
1 review
20 years of experience
Pomfret, MD, 20675

Great with our pup! Punctual! Animal lover ❤️

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Amber R.
Sitter Profile Image: Grace L.
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Grace L.
from
$55
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Port Tobacco, MD, 20677

Grace did a fantastic and professional job house and dog sitting for us. She was able to help us with a last minute request and did so well with our dog. She had awesome communication with details and pictures. She was also extremely prompt with responses and kept beautiful care of the home. We initially thought our dog would be okay left alone, but when those needs changed Grace didn’t mind a bit. We will absolutely be using her again in the future and cannot recommend her enough.

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Audra V.
Sitter Profile Image: Jessica H.
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Jessica H.
from
$50
per night
5.0 out of 5 stars
45 reviews
15 repeat clients
20 years of experience
Alexandria, VA, 22306

Jessica was amazing, she updated me all the time, she was so sweet with my Milo, she gave him some treats and walk him, thank you very much!!

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Leidy J.
Sitter Profile Image: Odette R.
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Odette R.
from
$70
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Alexandria, VA, 22309

Odette was very caring with our dog during 4th of July with fireworks and thunderstorms. She was extremely communicative and left our home exactly as we left it.

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Brian T.
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: Morgan B.
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Morgan B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
148 reviews
33 repeat clients
4 years of experience
Waldorf, MD, 20602

Morgan was great with my 2 pups! He followed my instructions and went above and beyond to ensure my girls were well taken care of. I received daily updates and photos, which was great while I was out of the country. He brought in all my packages, bins and ensured I came home to a clean house. Highly recommend!

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Shylah H.
Sitter Profile Image: Lindsey B.
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Lindsey B.
Star Sitter
from
$45
per night
4.9 out of 5 stars
31 reviews
10 repeat clients
10 years of experience
Alexandria, VA, 22303

Lindsey is amazing and was a life saver for our entire family! Our dog does not do well out of her element and we had to go away for 4 days. Lindsey, sent pics, videos, cute messages, and reassuring notes for us that made us feel at ease. And, most importantly, Hershee was happy!

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Amber H.
Sitter Profile Image: Stacey H.
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Stacey H.
from
$60
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
2 years of experience
Waldorf, MD, 20601

Stacey is the best! She is very reliable and we get regular updates. We have used her multiple times and always appreciate how well she takes care of our pup!

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Jessica R.
Sitter Profile Image: Luke D.
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Luke D.
from
$65
per night
5.0 out of 5 stars
2 reviews
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: Rachel G.
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Rachel G.
from
$65
per night
5.0 out of 5 stars
7 reviews
5 repeat clients
20 years of experience
Potomac West, Alexandria, VA, 22301

We’ve used Rachel a few times for both dog walking and house sitting. Our two dogs absolutely love her! Rachel was great about sending us photos and updates on the dogs. It really made us feel that our dogs were in good hands and being well taken care of. Would definitely book Rachel again and highly recommend.

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Jon S.
Sitter Profile Image: Karima A.
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Karima A.
Star Sitter
from
$49
per night
4.8 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Washington, DC, 20024

Karima took excellent care of our dog Goose and our apartment while we were away for over a week. She was caring, responsive, and helpful throughout her stay. She sent us daily updates and was very professional. She left our apartment clean and Goose absolutely loved her! I would definitely book with Karima again and suggest her for any of your dog sitting needs.

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Kelly W.
Sitter Profile Image: Alexa C.
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Alexa C.
from
$90
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Old Town, Alexandria, VA, 22314

She is very attentive and always goes the extra mile to care for your pet and update you. She also leaves your place very clean and will love your pet as much as you do.

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jeb h.
Sitter Profile Image: Xavier B.
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Xavier B.
from
$45
per night
4.6 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Fort Washington, MD, 20744

Xavier was fantastic. He communicated well, confirming details, asking questions and giving updates throughout his stay. It gave us peace of mind knowing our dog was well cared for. Would hire again in a heartbeat.

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Brittany C.
Sitter Profile Image: Amy M.
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Amy M.
from
$50
per night
5.0 out of 5 stars
1 review
2 repeat clients
10 years of experience
Nanjemoy, MD, 20662

About: Hi! I’m Amy, and I’ve been caring for animals for over 10 years. What started as helping friends and family has grown into something I truly love—providing reliable, compassionate care for pets of all kinds. I have experience with a wide variety of animals, including dogs, cats, horses, reptiles, rabbits, goats, and more. Whether it’s daily walks, drop-in visits, or extended pet sitting, I’m comfortable adapting to each animal’s unique personality, needs, and routine. For dog walking, I’ve been doing it consistently for the past 2 years and understand how important exercise, structure, and safety are. I always make sure your dog gets the attention, activity, and care they deserve. I treat every animal as if they were my own and prioritize keeping them happy, comfortable, and stress-free while you’re away. I’m also happy to provide updates and photos so you can feel confident knowing your pets are in good hands. If you’re looking for someone experienced, dependable, and truly passionate about animals—I’d love to help care for your pets! I am currently working from home and most of the time my schedule is flexible, so my weekends and most of the week is open for whatever your pets may need! We have 3 acres of property so lots of room to run around however our yard is not fenced in. We have four dogs and two of them would be more than happy to be a playmate if needed!

Sitter Profile Image: Anna L.
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Anna L.
from
$100
per night
4.9 out of 5 stars
70 reviews
22 repeat clients
12 years of experience
La Plata, MD, 20646

Anna is awesome! She did an amazing job taking care of our dog while we were away. She was great about texting us updates and photos, and we felt so comfortable that our dog was in great hands. I would definitely book with Anna again and highly recommend working with her!

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Kristen B.
Sitter Profile Image: Gabriel C.
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Gabriel C.
from
$31
per night
5.0 out of 5 stars
2 reviews
7 years of experience
Alexandria, VA, 22306

About: Hi there! I’m Gabriel, and I’m excited to be your pet’s next favorite human while you’re away. For over 4 years, I’ve provided dedicated pet sitting for neighbors, friends, and family. Over the years, I’ve cared for pets of all shapes, sizes, and personalities—from high-energy pups who need long, active walks to sweet senior dogs who just want a quiet lap, and independent cats who need their routines kept just right. I prioritize clear communication, reliability, and peace of mind. When your pet is in my care, you can expect regular updates and photos so you never have to wonder how they’re doing. I am comfortable with dogs of all ages, breeds, and energy levels, as well as cats. I will make sure to follow your exact care instructions, feeding schedules, and medication routines to keep your pet’s environment consistent and stress-free. You’ll get plenty of daily photo updates and quick responses so you can keep your peace of mind. I’ll also be sure to match your pet’s energy level, whether they need an energetic run or a gentle stroll! I can’t wait to meet you and your pet! Feel free to reach out with any questions or to schedule a Meet & Greet. Pet care fits right into my schedule! I’m currently making a career transition and will soon be working part-time, which leaves me with plenty of open time and flexibility. On days I work, my shifts will typically be from 10:00 AM to 5:00 PM, leaving me fully available for early mornings, evenings, and overnight care. During my open hours, your pup can get my undivided attention, plenty of exercise, and dedicated cozy time! When caring for pets in your home, my top priority is maintaining their normal routine so they feel safe, calm, and comfortable. I stick strictly to your established feeding times, walk schedules, and house rules. During visits or house sits, I make sure your pet receives plenty of active play, cozy companionship, and undivided attention. I also respect your home, keeping everything clean and tidy while giving you full peace of mind with regular photo updates and clear communication.

Sitter Profile Image: Sanai F.
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Sanai F.
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
7 years of experience
Clinton, MD, 20735

Sanai was an absolute delight! She is incredibly respectful, clean, and kind, and took exceptional care of our three-month-old puppy, Obi. My husband and I highly recommend her and fully trust her to care for our fur baby in the future.

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Jay & Yara F.
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The median cost per night for house sitting in Holly Haven is $50

Pet parents share their Rover experiences - Holly Haven

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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

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 did a great job watching our two dogs while we were out of town. Excellent communication! When we got home, our dogs were very calm and happy. Will book again soon!

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Shelby J.
House Sitting
5.0 out of 5 stars

Michelle did an amazing job taking care of my pups. She kept me updated frequently with messages and photo updates, which gave me so much peace of mind. She was incredibly accommodating and flexible—even after I had to change the dates twice, she was still able to make everything work. On top of that, she was so thoughtful and even gave toys to my kids, which meant a lot to us. She’s truly an amazing sitter, and I highly recommend her!

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Carlos M.
House Sitting
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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
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Popular requests for house sitting - Holly Haven

Select a filter and find qualifying sitters offering house sitting.

Sitters in Holly Haven average 4
repeat house sitting clients

FAQs for House Sitting - Holly Haven

Frequently asked questions about Rover

As of September 2026, there are 8,731 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 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 Haven. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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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