Pet Boarding Annapolis
Find a loving Annapolis pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 1,313 pet parents in Annapolis have booked pet boarding
Annapolis, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Maureen was amazing - she and her family were so warm and welcoming to my pup, and she was extremely well taken care of. I got regular updates and pictures so I felt reassured that my pup was doing well, and she was very flexible with both drop-off and pick-up. I will definitely book her again for future stays!”
“Marliez was absolutely amazing! She was attentive and kind. My fur baby was happy to stay with her and was very well taken care of; she stayed in a home away from home. Marliez sent me pictures every day and made sure to give me an update on my baby’s activities and mood. Would definitely recommend Marliez to anyone wanting their baby to stay in a loving home while they are away. Loved working with Marliez and will be booking with her in the future.”
“AMAZING PET SITTER!! She always sends pictures and videos, is funny, and easy to communicate with. I trust her a lot with my grumpy and silly old man dog. She took fantastic care of him and I recommend her. Will definitely be using her again!”
“I had a wonderful experience with Renea boarding my dog, Gucci! Renea made Gucci feel right at home and kept me updated with adorable pictures, which gave me so much peace of mind. Gucci has a very particular diet, and Renea followed it carefully and attentively. I could tell Gucci was happy and well cared for the entire time. I highly recommend Renea to anyone looking for a trustworthy and loving dog boarder!”
“We had Dana watch our Toy Poodle over the weekend. We totally trust Dana to watch our dog again. She was friendly, gave us updates how she was doing and our dog loved her. All so important. See you next time. Thanks Dana”
“Demond is a great pet sitter. He communicated well, and sent lots of great pictures and videos of my furbaby while we were away!!! We will definitely be rebooking with him the next time we go out of town!”
“Brittany was great! She took such good care of my dogs and kept me updated with pictures. It was such a relief knowing they were in good hands. Super friendly, reliable, and clearly loves animals. I’d definitely book with her again!”
“Sabrina and Ryan were an absolute dream with our puppy Pip! I almost think she didn’t want to come home 🤣 I couldn’t recommend these two more if you’re looking for someone to watch your pup! They sent photos and updates every day and were extremely responsive! Thank you so so much!”
“Warren watched my two pups for 5 days and was our experience was great. Very low stress drop off and pick up. My dogs enjoyed their time with Warren - it was like they were on vacation. I highly recommend Warren! You will have peace of mind that your pups are being loved while you are away.”
“Nichole was such a great sitter and we would absolutely use her again. This our first time using Rover and she made it so easy and made us feel comfortable being away from our fur baby. She was a fantastic communicator and kept us updated throughout the visit.”
“Remunalila was amazing. She sent pictures and kept us up to date with our pup! My pup looked very comfortable in her care. I would definitely recommend her services! Thank you for the exceptional service.”
“Elizabeth was great! She took care of our 6 month old lab on short notice and provided updates throughout the stay. He loved playing with his new friends (her pups!) Elizabeth is very kind and I would trust her again with our puppy in a heartbeat.”
“Ruth took great care of our senior dog. She provided daily updates and he seemed very content and relaxed when he came home. We would definitely ask Ruth to watch our dog again.”
“Alexis is a phenomenal sitter! Her communication is excellent. She sent pictures daily and was quick to respond if I checked in while I was away. I left my 10 month old Golden Retriever for five nights, the first time I’ve been away from her that long, and I have no doubt that she was happy, healthy, and loved continuously while I was gone. When I came to pick her up, she was bummed to leave. I’ll have to make sure to book with Alexis again soon!”
“Antavia was so great! Penny really had a good time and was well taken care of. I’m always nervous when I have to leave her but Antavia put my mind at ease. I would definitely book with her again!”
“We had an absolutely wonderful experience with Estela and her family! From the very beginning, their communication was outstanding—they provided daily updates and photos, and followed every instruction with great care and attention to detail. This was our first time leaving our youngest behind, and we felt completely at ease knowing our fur babies were in such loving hands. It was clear when we picked them up that both Gianni and Valentino were happy, relaxed, and well cared for. Their behavior spoke volumes about how comfortable they were during their stay. We even ended up extending our trip, and Estela was incredibly accommodating. We’re so grateful for the exceptional care and will definitely be using their services again in the near future.”
“Renee is an outstanding sitter. Bailey loved her stay and wanted Renee to fall in love with her. Trust me with Bailey's personality, it could have gone a dark way with her. Now she is Aunt Renee who let's her sleepover, watch TV and eat snacks. Just like home. When I met Renee and Storm, I knew that Bailey was in for a good time. Thank you so much for taking such good care of my furbaby. We'll be back! Highly recommend”
About: Reliable, Attentive Care — I Treat Your Pets Like Family Hi, I’m Stacey. I’m new to Rover, but not new to caring deeply and responsibly for dogs. I recently lost my own dog after many years, and that experience reinforced how important patience, comfort, and dependable care truly are. I understand how hard it can be to trust someone with a pet you love. I follow routines closely, take instructions seriously, and pay attention to the small details that help pets feel safe and secure. I’m especially patient with senior dogs, anxious pets, or dogs who need a calm, steady presence. I provide regular updates and photos so you always know your pet is in good hands. Schedule availability: Currently, my availability is during weekday (elementary) school hours (8am - 2pm), ensuring dedicated attention for each visit giving focus and unrushed care. For walks and drop-in visits, I follow each pet’s routine and instructions closely. I ensure leashes, doors, and gates are secure, monitor behavior and comfort, and give calm, attentive care. I respect my clients’ homes and provide clear updates and photos after every visit.
About: Hi, I’m Ashley — a dedicated and dependable animal lover with over 25 years of experience as a professional, a homeowner and pet caregiver. Over the years, I’ve had the joy of sharing my home and life with dogs, cats, and even rabbits, and I understand just how important it is to know your pets and home are in safe, capable hands while you’re away. What I Offer: 🐾 Experienced Pet Care – From energetic pups and senior dogs to independent cats and cuddly bunnies, I’ve cared for a wide range of pets with various personalities and needs. I’m confident with administering medications, maintaining feeding routines, and providing lots of love and attention tailored to each animal. 🏡 Reliable Home Stewardship – As a long-time homeowner myself, I know how to care for a home with the same respect and responsibility as my own. Whether it’s bringing in the mail, watering plants, or keeping things tidy and secure, you can travel with total peace of mind. 💬 Clear Communication – I believe trust is built through communication. I’ll keep you updated with regular messages, photos, or videos of your pets, so you’ll never feel far from home. I work from home and have a flexible schedule. My roommate, Holly, and I tag team boarding, pet walking or house sitting jobs depending on our availability. We have a fenced in yard with lots of space to run and sniff! We also live very close to a local park and walking trails. Your pet is like family when at our house, we have 3 high schoolers and 1 preschooler!
“The best sitters we have had! Our two dogs had a ton of fun during their long stay. We loved the daily updates with photos. Will be booking all of our future stays with Lynette and Vincent. Thank you!!”
The median cost per night for pet boarding in Annapolis is $50
Pet parents share their Rover experiences - Annapolis
Elaine is amazing—so kind, caring and truly understands small pups of all kinds! She has cared for our Penny since she was a puppy. Hard to believe it’s been 6years now! We have had to try others a couple of times when Elaine has been away (which is almost never!), but no one understands our Penny like Elaine. She is Penny’s person when we can’t be with her, that’s for sure! And we can rest assured knowing Penny will be lovingly cared for!
Andy and Lydia took great care of Axel and provided regular updates. My energetic boy came home happy and tired. Axel was very comfortable with Andy from the start and wanted attention from him before leaving. It typically takes him a bit to warm up, but Axel seemed so at ease from the beginning. We are very happy with the care. Thank you Andy and Lydia!
Emily and her dogs scooter and pumpkin were a delight. Emily took great care of Hutch and he had lots of fun time based on his sleeping once home. I can heartily recommend Emily and we will use her in the future to watch Hutch when needed. Thanks Emily, Scooter and pumpkin!!
Elaine was fantastic. This was the first time we have used Rover for our pups and it could not have gone any better. She watched our guys during our long vacation and the pups loved her. She gave them lots of love, and spoil them rotten. It was so nice knowing that she also had a fenced in yard where they could go out and play and do their business. She sent us updates and pictures daily and it made us feel so at ease. Thank you again Elaine for everything.
Melissa was amazing with Ollie! He just turned 1, so he has TONS of energy, and being a Golden Retriever, he loves putting everything in his mouth. She was so sweet and even gave him old towels to play with because she knew it made him happy. We loved getting updates every morning and evening, and she was so accommodating with all of Ollie’s quirks including his obsession with water and getting it EVERYWHERE. Her dog Tanner also loved having Ollie around! I was definitely anxious leaving my baby, but Melissa took such great care of him and made me feel completely comfortable. Ollie will be back to board with her again in a few weeks, and I’m so happy we found her!
Kaci took care of my dog when I went on vacation and it was great! She kept me updated on my dog the entire time and kept her very active. It was such a relief to know that my dog was being cared of by someone who clearly has a lot of love for animals and is trustworthy and responsible. We will definitely have our dog stay with Kaci in the future.
Katie made Rosie feel right at home right away. Rosie has always been a bit slow to come around. She sent plenty of photos and videos and was very responsive. She even responded within minutes after we had picked up Rosie when I accidentally called her. She genuinely has a caring heart. Definitely recommend her.
Margriet was an amazing sitter for Asher! She was available last minute and was the best choice we could have found in Annapolis. She was super communicative, responded quick, sent updates and cute pictures of our pup, and was flexible! Highly recommend Margriet and will be using her any time Im back in Annapolis :)
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.
How to book pet boarding
1. Search
Browse profiles of sitters near you who offer pet boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet boarding - Annapolis
Select a filter and find qualifying sitters offering pet boarding.Sitters in Annapolis average 10 repeat pet boarding clients
FAQs for Pet Boarding - Annapolis
Frequently asked questions about Rover
The average cost of Pet Boarding in Annapolis on Rover is $39 per night as of October 2026. Most bookings cost between $30 and $60 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 5,971 sitters on Rover for Pet Boarding in Annapolis. About 91% of Annapolis sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.
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