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: Amelia P.
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Amelia P.
from
$45
per night
8 years of experience
Chesapeake Beach, MD, 20732

About: Dogs have always been a huge part of my life. Growing up with dogs taught me exactly how to read their body language and give them the care, attention, and love they deserve. I treat every furry guest just like my own, making sure they stay happy, active, and fully comfortable while you're away I’m currently working a full-time job, but I work remotely every other week which gives me some spare time and I’d love to use it to spend with some dogs. I do have two kids ages three and eight both love dogs. I don’t have any dogs in my own, but I plan to get one and then your future however I was in our home with four dogs at a time

Sitter Profile Image: Rose K.
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Rose K.
from
$50
per night
5.0 out of 5 stars
10 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: Ashley P.
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Ashley P.
Star Sitter
from
$90
per night
5.0 out of 5 stars
48 reviews
15 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

Our fur babies are family and not pets! She was attentive to their needs and gave them all the love and care in our absence! Our new go-to dog sitter!!

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Melinda J.
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: Tosawi L.
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Tosawi L.
from
$38
per night
5.0 out of 5 stars
3 reviews
5 years of experience
North Beach, MD, 20714

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.
Sitter Profile Image: Christina B.
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Christina B.
from
$27
per night
5.0 out of 5 stars
13 reviews
6 years of experience
Owings, MD, 20736

Christina was wonderful. Her communication was fantastic, we got lots of pictures, and she cared for our animals fabulously. She was everything we hoped for in a sitter, and more! We will definitely book her again.

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Becky S.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

Liz was an awesome pet sitter. She provided daily updates and photos and asked for information when a possible concern arose. My two dogs came home well cared for and happy!

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Leah M.
Sitter Profile Image: Teresa M.
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Teresa M.
from
$50
per night
20 years of experience
East Carollton, North Beach, MD, 20714

About: I have taken care of dogs for over 20 years, including having my own dogs. I am a travel nurse and I usually volunteer to walk dogs at shelters when I’m on assignment. I work full time as a nurse, but I only work 3 days a week. My schedule is usually free on the 4 days a week that I’m off of work. I am currently living in an apartment while on assignment in North Beach, Md, so I can only take car of pets in your own home.

Sitter Profile Image: Shyann N.
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Shyann N.
from
$50
per night
20 years of experience
Prince Frederick, MD, 20678

About: Hi, I’m Shyann and I’ve had pets as long as I could remember. Currently a cat owner! I will make sure your pet will feel comfortable, safe and cared for! I was a dog walker at a local shelter and have had multiple dogs of different breeds as well as taken care of family’s Great Dane/Irish wolf hounds! No dog is too big or small! Only accepting Spayed/ neutered pets! All pet ages welcome :) My schedule is pretty flexible as I work part time from home so I have plenty of time to care for your Furry family! <3 For dogs I love giving them plenty of walks and playing them a much as they desire, feeding them yummy treats and feeding them as needed! For cats I will scoop litter, they can get a bunch of play time with me, yummy treats and feed them!

Sitter Profile Image: Morgan B.
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Morgan B.
from
$50
per night
6 years of experience
North Beach, MD, 20714

About: I have had breeds of all shapes and sized my entire life. I care for my 2 year old border collie and I have experience handling cats as well. I want to make your pets feel at home even when you are away. I would want the best from my boy when I am away, so I want to provide that service to others! I am full-time employee so I can stop in before and after work on weekdays, and I am free weekends for endless playing ! (I can stay in the evening during the week until around 8-9) I am very respectful of other people’s spaces and would be happy to meet your animal where they are! I do NOT offer boarding currently.

Sitter Profile Image: Megan C.
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Megan C.
from
$31
per night
22 years of experience
North Beach, MD, 20714

About: I have had many different pets growing up ever since I was born! I have walked, fed, bathed, and taken care of many pets in my life as well as my own growing up. I am currently unemployed but am still looking for a part time job, so in the meantime I am very flexible and available to take care of your pets every day of the week including weekends! I have two big furry dogs that love to play so I go play with them outside as well as take them to the park when it’s nice out!

Sitter Profile Image: Savanna B.
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Savanna B.
from
$90
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
14 years of experience
Chesapeake Beach, MD, 20732

Savana was responsible in giving the medications on time even before I had time to check in about it. House was in perfect condition, would definitely recommend.

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

Anh was amazing with Pico. She jumped in last minute and handled everything so thoughtfully - including some unexpected tummy issues and his occasional puppy chaos. She kept me fully updated the whole time and sent lots of great photos, which I really appreciated. It made such a difference being able to see how he was doing. Pico is used to being with me all the time, so social interaction is really important for him. Anh adjusted to Pico’s needs and routine and also made him part of hers - giving him so much extra love and attention. You can’t always guarantee that level of care when you’re away, and I’m so grateful I never had to worry. I would absolutely recommend Anh to anyone without hesitation!

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Erin A.
Sitter Profile Image: Lindsay J.
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Lindsay J.
from
$31
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
3 years of experience
Huntingtown, MD, 20639

About: Hi I’m Lindsay! I love spending time with our extroverted dog Zoomy 🐾 and with my cousin’s two cats Windex 🐈 and Squirt 🐈‍⬛. Zoomy would love to have some friends come over to play. I am a super responsible and clean person and would love to care for your fur babies while you’re away! Right now I have very flexible scheduling so send me a message! I can do daytime hours or evenings, just let me know. I’d be happy to work with you and your schedule. We have a big yard with an invisible fence for your dog to run around. Plenty of space inside the house to play too! I will make sure to give your dog plenty of water and potty breaks and meticulously follow any instructions you leave me!

Sitter Profile Image: Lucy R.
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Lucy R.
from
$31
per night
6 years of experience
Huntingtown, MD, 20639

About: Hi! I’m a dependable and caring animal lover with hands-on experience caring for dogs of all ages and personalities. I’ve walked my neighbor’s dog regularly, provided dog-sitting services for multiple family friends, and have experience training and caring for my own dog every day. I understand the importance of keeping pets safe, active, and comfortable while their owners are away. Whether your dog needs a fun walk, plenty of playtime, or patient, attentive care, I’ll treat them like they’re part of my own family. My goal is to make sure every pet feels happy, loved, and well cared for while giving owners peace of mind. I’m currently waiting for college to start, so I have a lot of availability! I can work any day Saturday through Sunday at anytime at the moment. When caring for your dog, I will make sure they receive plenty of attention, exercise, and affection while following their normal routine as closely as possible. I’ll take them on walks, provide fresh food and water, play with them, and make sure they have opportunities to go outside for bathroom breaks. I’ll also keep a close eye on their behavior to ensure they are happy, comfortable, and safe. My goal is to give your dog the same level of care and love they receive at home so you can have peace of mind while you’re away.

Sitter Profile Image: Betsy G.
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Betsy G.
from
$63
per night
10 years of experience
Prince Frederick, MD, 20678

About: Several years of experience in veterinary care, behavioral knowledge, & gentle handling of dogs & cats of all ages & medical needs. A lifetime of well rounded experience & love for species of all shapes & sizes. I am a Veterinary Technician with variable hours, making it easy to fit in pet sitting jobs into my schedule. My weekends & evenings are always open, but can adjust my daily routine to fit in your pet care when needed. I have lots of experience in pet & house sitting. I treat every home & animal with the same respect & care that I would treat my own. My goal is to gain the trust of your pet, minimize stress & maximize their comfort.

Sitter Profile Image: Leann D.
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Leann D.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
35 years of experience
North Beach, MD, 20714

Leann and Lola came to stay and took great care of my pets. They were very responsive and sent great reports on the dogs. Also took great care of the house!

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Darcy S.
Sitter Profile Image: Heather M.
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Heather M.
from
$90
per night
5.0 out of 5 stars
60 reviews
15 repeat clients
10 years of experience
Suitland, MD, 20746

There are not enough words to say how great Heather and Trey are. From the meet and great to them watching our 2 pups for the week, their professionalism was beyond amazing. The constant communication about the pups and the amazing pictures and videos made us feel completely comfortable and at ease during our travels. They took care and treated our pups like they were their very own. We knew our pups were in good hands and well taken care of. Our pups even looked disappointed when we got home that it wasn’t Heather and Trey walking in the door. Heather and Trey came highly recommended to us and we would highly recommend them to the next person. Will definitely have them watch our fur babies again.

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Angie T.
Sitter Profile Image: Jeanine H.
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Jeanine H.
from
$35
per night
1 repeat client
25 years of experience
Prince Frederick, MD, 20678

About: Hey there! I’ve been caring for animals for over 25 years…or really, my whole life! From dogs and cats to birds, hamsters, bearded dragons, and even fish, I’ve shared my life with animals of all kinds. I currently live with four cats who have taught me even more about patience, play, and intuitive communication. I’ve also helped friends with pet care, walked dogs of all sizes, and provided loving attention to pets while their humans were away. Animals tend to gravitate toward me, and I feel deeply connected to them. I believe in meeting each animal where they are, tuning into their energy, and ensuring they feel safe, seen, and nurtured. Whether it’s a playful walk, cozy check-in visit, or overnight care, I’m committed to showing up with love, attentiveness, and a calm, grounded presence. Your pet will be treated like one of my own! Pet care fits beautifully into my current schedule. I’m seeking flexible work that keeps me close to home so I can care for my four cats and continue pursuing my passion for baking. My days are open and adaptable, and I love spending time with animals. I’m currently available most days and times, and I genuinely enjoy being outside for walks or tending to pets’ unique needs. This work is a natural extension of my lifestyle. I treat all pets like family, tuning into their needs with care and calm energy. Whether in my home or yours, I create a peaceful, loving environment. I’m attentive to each pet’s unique personality, maintain clean spaces, and follow feeding or medication routines exactly. My four cats are well-loved and cared for, and I bring that same intention and presence to every animal I care for.

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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

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

Faith was fantastic watching our 9 m old Golden puppy and 3 cats. She was responsive, attentive and timely. She house sit for us and left it looking better than ever. If she'll have us again we'll definitely be booking again.

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Brittany C.
House Sitting
5.0 out of 5 stars

Anna was awesome! She provided updates and responded to any inquiries within minutes. We've already rebooked her, just waiting on a response.

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Teresa I.
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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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 July 2026, there are 5,569 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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