Dog Boarding Annie Hall

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Annie Hall, Find top rated dog boarding

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: Lori W.
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Lori W.
from
$45
per night
5.0 out of 5 stars
• 79 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

“Another great visit with Lori! We are so happy we found her. Our dog Rog LOVES his weekends here and we know he is happy and being cared for. Thank you Lori!”

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Emily D.
Sitter Profile Image: Amelia P.
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Amelia P.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Chesapeake Beach, MD, 20732

“Amelia is very kind and communicative. She was able to send me updates and photos throughout the duration of my dog’s stay with her. Highly recommended and would use her services again!”

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Damon G.
Sitter Profile Image: Faith M.
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Faith M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

“Faith is very prompt at responding to requests and questions. She provides photos and my dog runs right into Faith's house when we drop her off. I think Faith spoils our pup, which is great because our doggie is a senior :)”

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Meghann O.
Sitter Profile Image: Donna & Brian G.
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Donna & Brian G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 116 reviews
53 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

“I highly recommend Donna and Brain! They were reliable, caring, and accommodated me with short notice. My pet is well cared for, comfortable, and received plenty of attention. Knowing my pet is in such good hands gives me complete peace of mind. I will definitely book with them again and would recommend them to anyone looking for a trustworthy and compassionate pet sitter.”

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Latoya W.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
28 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady is amazing. I think our golden had more fun on his “vacation” with Mady’s family than we did on ours. This was our first time leaving our boy with anyone ?. Mady communicates flawlessly- many pictures and videos daily showing all the fun they are having. We give her our highest possible recommendation.”

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Megan D.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
25 years of experience
Chesapeake Beach, MD, 20732

“Michelle was fantastic with our pup! He had so much fun playing with her sweet dog and friends, and she sent us pictures throughout his stay so we could see how happy he was! She was great at arranging pickup and drop off, to make sure it worked with our schedule too. Will definitely be rebooking when we need.”

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Stephanie L.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 55 reviews
13 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

“Thank you Elizabeth, for taking such great care of our boy Max. He requires extra attention due to his separation anxiety. You treated him like he was your own, allowing him to be a lap dog as big as he is. He loves to be next to people. You provided us with pictures and updates on how he was doing. We enjoyed our trip, knowing he was being well taken care of. Elizabeth, you went out of your way to help us stay calm when our flight was significantly delayed. We will definitely use your services again.”

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Roderick & Anita P.
Sitter Profile Image: Shuling J.
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Shuling J.
from
$45
per night
5.0 out of 5 stars
• 206 reviews
90 repeat clients
8 years of experience
Annapolis, MD, 21401

“Shuling did a great job with Penny! Excellent level of communication (not too much not too little) throughout the whole experience, lots of pictures, and Penny ate her food which shows an incredible amount of comfort and trust she has built with Shuling. Definitely recommend Shuling and I will be coming back to her again! “Shuling’s Rover experience was the best Rover experience we’ve ever had. She really did go above and beyond, fed her right before pickup and I was surprised Penny ate dinner! This goes to show her level of care for animals. 10/10”

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Hana B.
Sitter Profile Image: Crystal S.
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Crystal S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 97 reviews
47 repeat clients
26 years of experience
Lanham, MD, 20706

“Crystal is such a thoughtful and caring sitter! Every time I take Scooter he comes out of his shell more and more. It’s been amazing watching him blossom. I’m so grateful to have found Crystal. She is a blessing to me and my furbaby!”

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Leigh P.
Sitter Profile Image: La Tasha T.
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La Tasha T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 52 reviews
27 repeat clients
30 years of experience
WALDORF, MD, 20601

“My dog Rocky has enjoyed his stays with LaTasha. He enjoys playing with her dogs and we pull up to her house he gets excited. Thank you for taking care of my dog.”

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Angel H.
Sitter Profile Image: Tyler G.
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Tyler G.
from
$30
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
1 year of experience
Shady Side, MD, 20764

“Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.”

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Penny B.
Sitter Profile Image: Haley W.
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Haley W.
from
$55
per night
5.0 out of 5 stars
• 45 reviews
8 repeat clients
10 years of experience
Lusby, MD, 20657

“Haley is the best! She accommodated my schedule & went above and beyond for my fur baby, Charlie. I was able to go on an overnight trip with no stress about how Charlie was doing.”

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Sierra R.
Sitter Profile Image: Sabrina V.
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Sabrina V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 125 reviews
46 repeat clients
50 years of experience
Upper Marlboro, MD, 20774

“We had a wonderful experience with our sitter while caring for Archie for 5 days 🐾. From the beginning, communication was consistent, professional, and reassuring. We received updates, photos, and could clearly tell Archie was being well cared for and comfortable during his stay. Archie came home happy, relaxed, and well cared for, which gave us a lot of peace of mind. It’s obvious Sabrina genuinely care about the pets she watched and take the responsibility seriously. We truly appreciated the patience, attentiveness, and kindness shown to him throughout the stay. I would absolutely book again and highly recommend her to anyone looking for a trustworthy and caring sitter for their pet.”

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Nicolle W.
Sitter Profile Image: Denise R.
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Denise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 148 reviews
58 repeat clients
5 years of experience
hollywood, MD, 20636

“Denise was wonderful. Very sweet and caring personality. Her home was clean and beautiful. She sent pictures daily and took great care of our baby. I would definitely recommend. 10 outta 10.”

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Rebecca G.
Sitter Profile Image: Eli M.
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Eli M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 73 reviews
33 repeat clients
15 years of experience
Bowie, MD, 20715

“Eli was awesome! My dog is somewhat shy but she took to Eli right away. Eli picked my furbaby up and once he was back to his home he sent a picture of my pooch and where she had her kennel setup. Skittles was able sit and stare out the windows, which she loves to do. I received plenty of pictures to put me at ease. Eli also had a camera setup so I could see my dog if I wanted!!! I’m super happy with Eli as he was on time for pickup and drop off and overall is a very nice person! I will definitely board my dog with Eli again!!!!”

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Kiki H.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 94 reviews
30 repeat clients
13 years of experience
Bowie, MD, 20716

“We were pleased that Alicia was able to accommodate us in very short notice. Our dog Eli, although rambunctious, really made himself at home in her home. We enjoyed our updates through pictures and videos throughout his stay. Thanks for everything!”

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Brandon F.
Sitter Profile Image: Rena L.
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Rena L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 82 reviews
27 repeat clients
30 years of experience
Waldorf, MD, 20603

“Rena took excellent care of my fur baby. I could tell from the many updates and photos he had a wonderful time during his boarding with her. I will definitely reach out to Rena in the very near future for her services.”

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Lynn M.
Sitter Profile Image: Rubi D.
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Rubi D.
from
$55
per night
5.0 out of 5 stars
• 35 reviews
10 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

“Rubi and Martha are so wonderful with my shy pup Junior! He has some medical needs and needs patience and warmth to loosen up in new situations, but they didn’t miss a beat and he was at home with them in no time. He loves his time with Rubi, Martha (and his new buddy Oddie) and we are lucky to have them.”

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Avery S.
Sitter Profile Image: Beauty W.
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Beauty W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 50 reviews
12 repeat clients
10 years of experience
Waldorf, MD, 20603

“Absolutely amazing! She was so quick to respond and very accommodating about drop off/pick up times! She also send pictures and videos with updates throughout the stay which I so appreciated! And our Penny girl was loving life over there! We will most definitely be contacting her again! She’s the best!”

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Kirsten L.
Sitter Profile Image: Michelle M.
Verified Background Check
Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 571 reviews
262 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle is always dependable to watch my doggy Kevin even when my request is last minute! I appreciate the love and attention Michelle and her family gives to Kevin!”

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Felicia A.
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Dog parents share their Rover experiences - Annie Hall

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5.0 out of 5 stars

Brittany is the best! We so appreciate how cared for our pup is when he stays with her, and he always comes back in the best mood & tired out from all the fun. 💖🐾

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Jessica C.
Boarding
5.0 out of 5 stars

The perfect fit! Bianca and her family welcomed my pup in their beautiful home and treated her like she was their own. Their dog Maggie was the perfect playmate and I came home with one happy tired dog. It feels so good knowing when I travel Harper now has loving and fun place to go. Thank you so much Bianca ❤️

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Amanda O.
Boarding
5.0 out of 5 stars

Kristi was great! She sent pics and videos and gave updates throughout the stay. Our girls were well loved while in her care!

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Danielle R.
Boarding
5.0 out of 5 stars

Amelia is very kind and communicative. She was able to send me updates and photos throughout the duration of my dog’s stay with her. Highly recommended and would use her services again!

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Damon G.
Boarding
5.0 out of 5 stars

Lori is an amazing sitter! This was the first time that I left Charlie at someone else’s house, and I was very nervous. Lori quickly made me feel at ease. She touched base with me every day, and sent pictures. She was very attentive to my dogs’ needs and I can tell my Charlie girl was well cared for. Thanks so much, Lori! We will use you again.

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Lauren C.
Boarding
5.0 out of 5 stars

Denise was amazing. She sent updates that eased my anxious mind and Eenie came home incredibly happy. Would definitely board with Denise again. Thank you so much!

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Erinn D.
Boarding
5.0 out of 5 stars

Penny loves going to their place!! Jesse and Scott were amazing for her first night away from home when she was anxious and wasn’t settled. She loves their fenced in yard and loves being outside.

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Chris R.
Boarding
5.0 out of 5 stars

This was Vesper and Naraa’s first overnight stay away from us, and I couldn’t have asked for a better experience! It was obvious from the start that they were in caring, capable hands. She treated them like they were her own, sent thoughtful photo updates throughout their stay, and made sure they felt right at home, even letting them sleep in bed with her. She has a securely fenced yard and a friendly dog that ours got along with wonderfully. Before pickup, she even took them for a walk so they came home happy, tired, and ready for a nap. Knowing they were so well cared for gave us real peace of mind. We will definitely be booking with her again, and I wouldn’t hesitate to recommend her to anyone looking for someone who will truly treat their dogs like family.

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Melissa E.
Boarding
5.0 out of 5 stars

Aleah is wonderful! She took great care of Kona during a week's stay. Lots of updates and pictures. Kona had a great time. We will definitely use Aleah again and highly recommend her.

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Ramona W.
Boarding
5.0 out of 5 stars

Ali looks forward to spending time with Bianca and the services she provides. He appears to be a better pet every time he is boarded with Bianca. I have no worries whatsoever while I am away with Ali being with Bianca!

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William L.
Boarding
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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
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

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FAQs for Dog Boarding - Annie Hall

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Annie Hall home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Annie Hall.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Annie Hall sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 , 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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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