Annapolis Accommodations

Here's our newest property in West River - Waterfront living in a quiet community! Big front porch and a white picket fence? Birdwatching, fishing, crabbing, and boating? Yes please! Available for booking now!

Dock of the Back Bay | Annapolis Accommodations STR00899 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A TEAM MEMBER WITH ADDITIONAL INSTRUCTIONS FOR BOOKING. Welcome to your dream vacation retreat! Nestled in the serene West River Community of Back Bay Beach, this coastal h...

WEEKLY RATE REDUCED!!! Who is still looking for a last minute commissioning week home? Who needs a place for overflow guests? WHO WANTS TO WAVE TO ALL OF THE TRAFFIC AS YOU WALK LESS THAN 5 MINUTES TO THE STADIUM FOR GRADUATION ON FRIDAY MORNING????? We can't believe this gem is still available! CALL US!!

131 Gibson Rd. | Annapolis Accommodations Coming Soon! 2 BR, 2 BA home Commissioning Week Rental - Admiral Heights neighborhood. Just a 3 min. walk to the stadium! With parking and an EV charging station! WOW! WOW! WOW! Please note: IF YOU REQUEST TO BOOK THIS HOME, YOU WILL BE CONTACTED BY ANNAPOLIS ACCOMMODATIONS, THE LOCAL AGENCY REPRESE...

Could not have been a more perfect May Day in Annapolis! Congratulations to all of the winners! You still have time to come see them this weekend.

WOW! JUST BECAME AVAILABLE FOR COMMISSIONING WEEK...One of our most popular properties. Please share with anyone who might be looking for a last minute rental for this very busy week in Annapolis! Call us to reserve this very special home in the heart of DTA

Yellow Door on Cornhill | Annapolis Accommodations STR-144253 Please note: If you request to book this property, your reservation is not confirmed until you are contacted by Annapolis Accommodations to complete your booking and payment. Welcome to your Downtown Annapolis sanctuary, a historic jewel that seamlessly marries elegance with modern comfor...

Do you own a rental property in or around Annapolis? Are you thinking about purchasing a home as an investment and getting into the rental game? Come learn how working with an experienced property manager can help you navigate the ever changing short and long term rental world and unlock your property's full potential.

Annapolis Spring Sailboat Show – Annapolis Boat Shows The Annapolis Spring Sailboat Show returns to the historic seaport town of Annapolis every April to showcase new and brokerage boats including catamarans, monohulls, family cruisers, daysailers, and inflatables.

Wow! This great property JUST became available for Commissioning Week 2024. SOOOOO close to all the action! If you are looking for a last minute place to call home for the week, please give us a call or send us a message! Happy FriYay!

The Dog and Rooster on Green | Annapolis Accommodations STR-143804 Charming historic house in the Heart of the Downtown Annapolis Historical District! This beautiful home, nestled along the quaint and quiet Green Street, is just 2 blocks of City Dock, restaurants, shopping, and more. Relax on the front porch with a cup of coffee or enjoy the spacious pat...

🌟 Last-minute planners, this one's for you! 🌟 Reduced rates for Commissioning Week are available at many of our properties! 🎓 We've got plenty of amazing places with lowered rates and nightly minimums. 🏡 Whether you need a 2, 3, 4, or even a 5-bedroom home, waterfront, outside of town and, DTA, we've got you covered. Some are even within walking distance to the academy! 🚶‍♂️🚶‍♀️ Don't miss out on these incredible options. Who says only the early bird gets the worm? www.annapolisaccommodations.com 🐦 🏠💼

Check out our newest property!! If you love a contemporary home,
the woods, AND being on the water, this meticulously renovated home will top your list! Available only a few times a year. Contact us to inquire about availability for this spectacular property located just outside of Annapolis.
https://www.annapolisaccommodations.com/annapolis-rentals/mill-creek-blue

This breathtaking property is available for commissioning weeks 2024 and 2025. 6 BR and 4.5 BA - sleeps 12. Sweeping views of the Severn River await you at this Nantuckett style home, tucked away, private setting! Call us to book this amazing property. Available only available for commissioning weeks. https://www.annapolisaccommodations.com/annapolis-rentals/heaven-severn

🌬️ Embrace the Tranquil Vibes of Annapolis, Maryland this Winter! 🏰✨

Hey, adventure seekers! 🌊 Today marks the first day of winter, and if you're looking for a unique experience beyond the holiday hustle, consider planning a trip to Annapolis, Maryland in 2024! 🗺️✈️

Discover the timeless charm of Annapolis amidst its cobblestone streets, historic architecture, and the serene beauty of the Chesapeake Bay. Here's why Annapolis should be on your must-visit list:

1. **Historical Marvels:** Immerse yourself in the rich history of Annapolis as you explore colonial architecture, 18th-century homes, and landmarks like the Maryland State House. Every street whispers tales of the past!

2. **Nautical Serenity:** Experience the maritime allure of Annapolis as the town's tranquil waters and cozy harbors create a peaceful winter retreat. A leisurely stroll along the waterfront promises a calming escape.

3. **Year-Round Appeal:** While winter brings a unique charm, Annapolis is captivating throughout the year. Enjoy a relaxed atmosphere, free from the holiday rush, and savor the town's authenticity.

4. **Culinary Exploration:** Delight your taste buds with the diverse culinary offerings. From fresh seafood to local delights, Annapolis' vibrant food scene promises a satisfying culinary journey.

5. **Artisanal Finds:** Uncover hidden treasures in the town's boutique shops, showcasing unique and locally crafted goods. A perfect opportunity to pick up souvenirs or discover something special for yourself!

Pack your bags and gear up for a memorable adventure in Annapolis. Whether you're a history enthusiast, a food connoisseur, or simply seeking a tranquil escape, this city offers a perfect blend of experiences. Let's make 2024 a year filled with new discoveries and unforgettable moments! Call us to book one of our fabulous homes!🌟✨

https://www.annapolisaccommodations.com/

We love the newest addition to our inventory, and you will too! Will you be our first guest at our Eastport Oasis? Ready and available for reservations now! Contact us today! https://www.annapolisaccommodations.com/annapolis-rentals/eastport-oasis

New office.... New view

Family coming for the holidays??? We know you're thinking it, but we'll just go ahead and say it.

In the words of Audrey Griswold, "Would it be indecent to ask the (insert your favorite relative here) to stay at a hotel?"

OR, you could ask them to stay at one of OUR fabulous properties! We have many available from 2 bedrooms downtown to 5 bedrooms just outside of town.

Give us a call so everyone can enjoy the "Hap Hap Happiest Christmas since Bing Crosby tap danced with Danny"........well, you know the rest!

We still have properties available for commissioning week 2024. Please share this with friends and family near and far who may be looking for a place to stay during commissioning week.
Contact us to inquire about any of these properties or any others! 410-263-3262.

👻🎃 Happy Halloween from Annapolis, MD

Annapolis is not just known for its colonial charm, but it's also home to a wealth of eerie tales and ghostly encounters! 👻🌃

On this bewitching night, embrace the magic of Halloween and explore the supernatural side of our beloved city. 🌙✨

🏚️ Haunted Sites in Annapolis: 1️⃣ Hammond-Harwood House: With its beautiful architecture and dark past, this historic house is said to be home to lingering spirits.

2️⃣ Reynold's Tavern: Patrons have reported ghostly encounters, with shadowy figures and unexplained phenomena.

3️⃣ Maryland State House: This historic landmark has its own share of eerie happenings, from phantom footsteps to inexplicable cold spots.

4️⃣ Paca House and Garden: The Paca House is known for its spectral residents, with stories of ghostly apparitions and strange occurrences.

5️⃣ St. Anne's Cemetery: Ancient tombstones and legends of restless spirits make this cemetery a must-visit for ghost hunters.

🧙‍♀️ Costumes Galore: Whether you're a ghost, ghoul, witch, or wizard, your costume creativity is the real treat! Share your spooktacular Halloween looks and get ready for a night of tricks and treats. 🎭🍬

📸 Share the Fright: Don't forget to capture the moments! Share your experiences, creepy tales, and all the mysterious encounters you have in the city tonight. We can't wait to hear your spooky stories! 📷🕯️

As darkness descends upon Annapolis, let's celebrate Halloween in style. Whether you're trick-or-treating, exploring the historic streets, or enjoying a haunted meal, may this night be filled with enchantment and a touch of eerie fun. 🖤🌟

Stay safe, look out for each other, and embrace the Halloween spirit! Happy Halloween, Annapolis! 🎃👻🌌



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Summer is really just getting started. Plenty of good vacation time remains.

🌴🌊 Looking for a fantastic getaway? Annapolis is the perfect destination! 🏖️🚣‍♂️

📢 Hey everyone! Ready to embark on an unforgettable vacation? Look no further than charming Annapolis! 🌟 This vibrant city has so much to offer, from its rich history to its stunning waterfront views. Let me tell you why Annapolis is the ultimate vacation rental hotspot! 🏡

1️⃣ Explore Historic Annapolis: Immerse yourself in the city's storied past as you stroll through the cobblestone streets of the Historic District. Discover fascinating landmarks like the Maryland State House and the U.S. Naval Academy, where history comes to life! 🏛️⚓

2️⃣ Sail Away: Annapolis is known as the "Sailing Capital of the United States" for a reason! Rent a boat or join a sailing tour to experience the beauty of the Chesapeake Bay. Feel the wind in your hair and admire the breathtaking views of the water. ⛵🌅

3️⃣ Culinary Delights: Foodies, rejoice! Annapolis is a haven for delicious cuisine. Indulge in fresh seafood, from mouthwatering crab cakes to delectable oysters. Don't forget to try some local specialties like Smith Island cake and Maryland-style pit beef. Your taste buds will thank you! 🦀🍰

4️⃣ Waterfront Adventures: Annapolis boasts an incredible waterfront that offers endless possibilities. Rent a kayak or paddleboard, or simply relax on the sandy beaches. Catch a sunset cruise or enjoy a picnic by the water. The serenity and beauty will leave you in awe! 🌊🌅

5️⃣ Festivals and Events: Annapolis knows how to throw a party! Throughout the year, the city hosts a variety of exciting festivals, including the renowned Annapolis Boat Shows, the Maryland Renaissance Festival, and the Annapolis Arts Week. There's always something happening to keep you entertained! 🎉🎭

Now, let's talk about vacation rentals! Annapolis Accommodations offers a plethora of options that cater to every taste and budget. Whether you're looking for a cozy cottage, a luxurious waterfront home, or a historic townhouse, you'll find the perfect home away from home. Plus, staying in a vacation rental allows you to experience the local charm and live like a true Annapolitan! 🏡❤️

So, what are you waiting for? Plan your dream vacation to Annapolis today and create memories that will last a lifetime. 🎉✨ Share this post with your friends and start dreaming of your next adventure! If you've been to Annapolis before, feel free to share your favorite spots and recommendations in the comments below. Happy travels, everyone! 🌴🚀

Getting ready for our commissioning week guests! We hope everyone is looking forward to their stay in Annapolis!

The Flag and Anchor on Pinkney | Annapolis Accommodations Historic downtown row home in the heart of Annapolis with one off street parking spot. Updated home with modern amenities located on one of the most historic streets in all of Annapolis! If you are looking to be in the center of all Annapolis has to offer and truly live like a local, then look no fu...

This great property just became available for I-Day! Walk to everything! And a HUGE BONUS......Gated secured parking for one car! Please reach out to us if you or anyone you know wants to be in the heart of it all!

The Flag and Anchor on Pinkney | Annapolis Accommodations Historic downtown row home in the heart of Annapolis with one off street parking spot. Updated home with modern amenities located on one of the most historic streets in all of Annapolis! If you are looking to be in the center of all Annapolis has to offer and truly live like a local, then look no fu...

Happy May Day! It's been a busy day downtown today! Everyone is out checking out the beautiful May Day Baskets! Some people really go all out on these! Enjoy!

ISO....We have many people calling us in search of furnished short-term rentals. Do you have a furnished condo, house, cottage, studio, or carriage house, that you would like to rent for an added source of income? We have the guests/tenants, but we are short on properties. Call us today to find out how we could work together to get your place rented!

If you're coming to visit Annapolis check out Electric Cart Tours!
https://annapoliseventours.com/

Electric Cart Tours & Transportation In Annapolis, MD | Annapolis Eventours Visiting Annapolis, MD? Our unique and low-speed electric cart tours allow you to soak in all the city has to offer with our tour guides explaining everything along the way. Check us out here!

Still available for commissioning week 2023. This beautiful 4 BR home in Epping Forest is a perfect home for commissioning week. Just a short drive to downtown. Call to book today. https://www.annapolisaccommodations.com/annapolis-rentals/1712-vineyard-trail

1712 Vineyard Trail | Annapolis Accommodations This magnificent Epping Forest house has something for everyone. With an elevator going to every floor, the house is accessible to all. There are 4 bedrooms, containing a king in the master, a queen, and 3 double beds. There is also a queen sleeper sofa in the 2nd floor family room, and ample space....

Today will be a perfect day to visit Annapolis! Take advantage of all of the museums and tours that are offered!

Historic Annapolis | Annapolis Maryland Historic Annapolis grew out of a grassroots effort to preserve the outstanding architectural legacy of Maryland’s capital city.

We love this beautiful waterfront home on Back Creek. It's light filled and amazing views of the water. The outdoor space/decks are perfect for relaxing and entertaining. Call us to book this beautiful home for your summer getaway!

The Cottage on Back Creek | Annapolis Accommodations STR22-145133 The Cottage on Back Creek has it all. Located less than a mile from downtown Annapolis and the Naval Academy, this Eastport home offers spectacular views of Back Creek and the Chesapeake Bay. You can walk to many locally-owned restaurants, all within half a mile of the cottage. Whether....

It's National Pet Day! We have several houses that are pet friendly! Call us to find one that is perfect for you and your furry friend! Show us your fur baby in the comments below!

Coming soon! Furnished colonial in Cloverfields. Beautiful community beach just a short walk away! Available for long term rental. Call us!

Furnished Colonial in Cloverfields! | Annapolis Accommodations Fabulous furnished rental in Cloverfields on Kent Island available for stays of 4-12 months! This stately colonial features four bedrooms each with it's own private ensuite bath. Enjoy the community water amenities plus all that the Eastern Shore has to offer. The main level includes an office, form...

Whether you're traveling outside of Annapolis or you are visiting Annapolis this Easter, we hope it's a beautiful day for you!