House Sitting Annie Hall

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Annie Hall, 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: Ashley P.
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Ashley P.
Star Sitter
from
$90
per night
5.0 out of 5 stars
50 reviews
16 repeat clients
15 years of experience
Huntingtown, MD, 20639

We greatly appreciate Ashley taking such wonderful care of our dogs! She kept us updated with lots of pictures and communicated well throughout the entire stay. Our house was left in great condition, and we could tell our dogs were in excellent hands. We would definitely use Ashley again and highly recommend her to anyone looking for a responsible and caring pet sitter. The dogs look forward to having her care for them again soon!

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Kristin L.
Sitter Profile Image: Faith M.
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Faith M.
from
$40
per night
4.9 out of 5 stars
20 reviews
5 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

Faith is a fantastic petsitter! We were out of town for 8 days and didn't have to worry about a thing back home. It was wonderful to find a caring person who could spend this much time with our pets. Boarding can be so stressful on our big dogs, but Faith was able to do overnights and wasn't intimidated by our Dobermans in the slightest. She was a perfect fit, and we were so blessed to find her on Rover. It was our first experience with the service platform being new to Southern Maryland, but we will be repeat customers for sure.

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Candace V.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
149 reviews
78 repeat clients
22 years of experience
California, MD, 20619

We absolutely love Leah!! She's so good with our dogs. Very punctual and responsible. She stays over with our two and leaves or home just the way we left it.

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Dean S.
Sitter Profile Image: Rose K.
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Rose K.
from
$50
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
North Beach, MD, 20714

We booked Rose when looking for a house sitter for one night at the last minute. Our dogs seemed to take to Rose very quickly and when we returned home it seemed like we hadn't left, which is exactly what we wanted! Rose was kind and professional and sent us multiple photos of our dogs during the trip. There were also no issues at all with our house as everything seemed just as it was when we left. Highly recommend!

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Kevin D.
Sitter Profile Image: Imani C.
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Imani C.
from
$46
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
3 years of experience
Upper Marlboro, MD, 20772

Imani did a wonderful job looking after Tommy and keeping an eye on our home. Kept us abreast of all the happenings and provided images of our pup going about his day.

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Craig B.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
18 reviews
8 repeat clients
15 years of experience
Edgewater, MD, 21037

Courtney was great! We felt very comfortable being away knowing that our pets were getting so much love and attention. We had clear and frequent communications and a plenty of pictures confirming all the good things happening. We'd (and our critters) would be very happy to see Courtney again.

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Joanne B.
Sitter Profile Image: Anh C.
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Anh C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
13 years of experience
District Heights, MD, 20747

Anh was wonderful with our dog Wilbur- she sent us updates and was really sweet to him. She stayed over at our place which we appreciated because our pup can get a little anxious. Anh left us a very nice note and left the house very clean. We will definitely be reaching out to Anh again until the future for dog care!!

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Erin M.
Sitter Profile Image: Melissa D.
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Melissa D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
114 reviews
35 repeat clients
19 years of experience
Dale city, VA, 22193

Melissa was incredible. It was our first time having a housesitter and Melissa exceeded our expectations. We got multiple updates and photos each day without having to ask. Our house was immaculate and our puppy was happy. So grateful for Melissa!

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Anna H.
Sitter Profile Image: Karima A.
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Karima A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
6 reviews
2 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: 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 was absolutely amazing with our two boys. She took them for walks and loved on them while we weren’t able to. She was very communicative and sent us pictures and videos of how happy the boys were. When we came home, she had left the house cleaner than when she arrived. I cannot give her enough stars!

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Alicia W.
Sitter Profile Image: Lauren R.
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Lauren R.
Star Sitter
from
$83
per night
5.0 out of 5 stars
65 reviews
25 repeat clients
30 years of experience
Laurel, MD, 20708

Lauren did overnight sitting in my home for a week and took care of my very needy Persian cat and 130lb Great Dane. She is super reliable, communicative, and left the house in better shape than she probably found it. Will absolutely book with her again. Thank you, Lauren!

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Kyle & Bethany K.
Sitter Profile Image: Tia T.
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Tia T.
from
$150
per night
5.0 out of 5 stars
12 reviews
8 repeat clients
3 years of experience
fort washington, MD, 20744

Tia was an awesome, Dog Sitter for our 70 pound, somewhat anxious, rescue dog, Lucy. She instantly knew how to make Lucy comfortable and feel secure, which is no small feat. She was also completely reliable., showing up on time, responding quickly to questions, taking as much time as we needed during our meet and greet. I cannot recommend Tia highly enough.

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Deborah P.
Sitter Profile Image: Snowden C.
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Snowden C.
from
$100
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
13 years of experience
Edgewater, MD, 21037

We are so lucky to have found Snowden on Rover! She house sat for 5 nights over Christmas for our senior rescue dog, Maggie, and everything was perfect. Snowden is quick to respond to all communication and Maggie immediately took to her so we knew she was in good hands. Snowden made sure Maggie took her morning meds, took her for walks, and sent us daily pictures. When we got back, Snowden had done laundry, made the bed, washed all the dog dishes and left the house in great shape. We definitely plan to book her again!

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Rebecca H.
Sitter Profile Image: Lindsay J.
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Lindsay J.
from
$31
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
3 years of experience
Huntingtown, MD, 20639

Lindsay stayed for 10 days with my 17 year old cat. He takes many supplements and meds and Lindsay followed the schedule precisely. She sent updates and pics everyday to let me know how it was going. She made sure he was well cared for and that he felt comfortable with her. After the first day, he was snuggling with her on the couch. She checked in when she had questions. Lindsay was respectful of my home which made me very comfortable having her stay. She was an excellent sitter and I would highly recommend her. I will absolutely be rebooking with her anytime I need to go out of town.

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Kathy S.
Sitter Profile Image: Kendal F.
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Kendal F.
from
$45
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
7 years of experience
Huntingtown, MD, 20639

About: Hello! My name is Kendal, and I’m a dedicated, dependable, and experienced pet sitter with a genuine love for animals and a strong commitment to their care and well-being. With 7 years of experience caring for dogs, cats, and other household pets, I understand how important it is to find someone you can trust to look after your furry family members. Whether it's daily walks, feeding, medication, or simply keeping your pets company while you're away, I provide attentive, personalized care to ensure your pets stay safe, happy, and relaxed. I take pride in maintaining a clean, safe environment and following your pet’s routine as closely as possible. You can expect regular updates, clear communication, and a high standard of professionalism at all times. Services Offered:
 ▪️Drop-in visits
 ▪️Dog walking
 ▪️Overnight care
 ▪️Medication administration 
▪️Personalized care based on your pet’s needs Let’s connect I’d love to meet you and your pets and discuss how I can help make your time away worry-free. I’m currently working part time due to school this upcoming semester. Most of my classes are online so I spend a lot of time at home. I make frequent stops at home during the work day as I’m only 10 minutes from home to let my dogs out of my parents aren’t home. I have an electric fence however dogs would be put on leash. My cats have all their necessities in my room so the pet I would be pet sitting for would stay in the guest bedroom in the basement with me to avoid troubles.

Sitter Profile Image: Christianna T.
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Christianna T.
Star Sitter
from
$85
per night
4.9 out of 5 stars
122 reviews
49 repeat clients
8 years of experience
Dunkirk, MD, 20754

Prompt, responsive, attentive, reliable and trustworthy. Everything you could possibly ask for to competently care for your beloved pets! Unequivocal A+!

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Christopher R.
Sitter Profile Image: Vanessa S.
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Vanessa S.
from
$85
per night
5.0 out of 5 stars
81 reviews
37 repeat clients
30 years of experience
Prince Frederick, MD, 20678

Many thanks to Vanessa for taking such good care of my pup. Vanessa updated me on my pup throughout the trip. My dog is very high energy, and clingy.... she handled her with ease!!

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Peg K.
Sitter Profile Image: Latisha R.
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Latisha R.
from
$111
per night
5.0 out of 5 stars
47 reviews
10 repeat clients
7 years of experience
Stadium-Armory, Washington DC, DC, 20003

Latisha is fantastic. She followed the same schedule and took Duke on his familiar walks, she sent pictures many times throughout the day and was very clean and respectful of my home. My dog can be anxious as was completely calm when I got home. I would use her again in a heartbeat. Thanks for everything!

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Keira C.
Sitter Profile Image: Bronte B.
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Bronte B.
Star Sitter
from
$72
per night
5.0 out of 5 stars
198 reviews
57 repeat clients
15 years of experience
Pikesville, MD, 21208

Bronte is amazing! Our dog absolutely loved her and they became instant friends. She even brought him a Bully Stick when she came (yes, she asked me for permission first!) Our dog is big and can be a little overbearing but she handled him perfectly. And our house was in perfect condition when we returned. Will DEFINITELY be rebooking! Thanks, Bronte!!!

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

Lindsey provided the best care for Mizu. She gave me daily updates and whenever I needed a little update. She followed instructions with feeding and administering medications. Mizu was in the best care. Will definitely have her watch him again when I am away.

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Su H.
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The median cost per night for house sitting in Annie Hall is $50

Pet parents share their Rover experiences - Annie Hall

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5.0 out of 5 stars

Faith did an absolutely amazing job taking care of our two dogs! From the beginning, she was dependable, attentive, and genuinely caring. It was obvious that she treated our dogs like they were her own, which gave us tremendous peace of mind while we were away. Faith kept us informed, made sure both dogs were happy and well cared for, and went above and beyond what we expected. Coming home to two happy, relaxed dogs told us everything we needed to know. We completely trust Faith with our dogs and wouldn’t hesitate to have her watch them again. If you’re looking for someone who is responsible, trustworthy, and truly loves animals, we highly recommend Faith. Five stars all the way!

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Curtis B.
House Sitting
5.0 out of 5 stars

Anna stayed with our two older beagles (10 y/o and 12 y/o) for a few days, with the oldest beagle requiring extra assistance due to ongoing back issues. Lucy and Linus were well taken care of while we were gone, as was our house. She provided communication and pictures to keep us updated, which we appreciated! We would definitely recommend Anna!

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Laura M.
House Sitting
5.0 out of 5 stars

Tosawi did a great job with our cat and dog :) He worked with our very skittish puppy and got her to play! Would recommend for anyone looking for dog or cat care.

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Ellena S.
House Sitting
5.0 out of 5 stars

Savanna has watched our dogs for years, sometimes on short notice like this most recent time. Another dog watcher had to cancel at the last minute and Savanna saved the day. She is the perfect dog sitter because you literally don’t have to worry about anything. She handles caring for your house and your pets as if she was a family member.

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Amy T.
House Sitting
5.0 out of 5 stars

Jessica is great! Responsible, really loves dogs and horses and knows how to care for them and look out for any issues/peoblems. Sends pics, responds promptly😁

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Kim B.
House Sitting
5.0 out of 5 stars

Leann is a wonderful pet sitter and so great with communication. She even took down our flags off our pier when we realized a nor'easter was coming. We will definitely use her again!

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Darcy S.
House Sitting
5.0 out of 5 stars

Drew was an excellent experience for my Basset Hounds! I had a last second trip in which Drew was able to accommodate as well as a pre home visit to meet the dogs and get a feel of their environment. As I was out of town she sent consistent updates / pictures and followed all directions I left for feeding and overnight stay. Basset Hounds are a specific breed (needy & hard headed ) and she handled them perfectly!

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Matthew R.
House Sitting
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  • 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?

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  • Reservation protection

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    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

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Popular requests for house sitting - Annie Hall

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Sitters in Annie Hall average 4
repeat house sitting clients

FAQs for House Sitting - Annie Hall

Frequently asked questions about Rover

As of August 2026, there are 5,541 sitters on Rover offering House Sitting across Annie Hall. 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 Annie Hall 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 Annie Hall 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 Annie Hall 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 Annie Hall. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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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