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Discover the Charm and Comfort of Annapolis Bed and Breakfasts

Discover the Charm and Comfort of Annapolis Bed and Breakfasts

Annapolis Bed and Breakfast

As you plan your next getaway, consider immersing yourself in the charm of Annapolis by choosing a bed and breakfast. Nestled between the South River and the Severn River, Annapolis promises a blend of rich history, waterfront beauty, and an array of bed and breakfast options that provide an intimate experience unlike any other. In this detailed guide, we’ll take you through everything you need to know about Annapolis B&Bs.

Why Choose a Bed and Breakfast in Annapolis?

Personalized Experience: Unlike chain hotels, B&Bs in Annapolis often operate on a smaller scale, ensuring a personal touch. From customized breakfast menus to local activity recommendations, the hosts make it a mission to make your stay memorable.

Authentic Annapolis Ambiance: B&Bs in this historic city often reside in heritage buildings, offering you a tangible taste of the area's history. You don't just visit Annapolis; you live it.

Value for Money: Many B&Bs offer a range of amenities, from free Wi-Fi to complimentary afternoon tea, ensuring you get more bang for your buck.

The Top 5 Annapolis Bed and Breakfasts You Shouldn’t Miss

Entire Home in Annapolis, Maryland hosted by Karl & Cindy

About the Property:

Dive deep into the historic charm of Annapolis while enjoying contemporary conveniences in this blue Carriage House dating back to the 1800s. As you explore its renovated interiors, you'll be greeted by a harmonious blend of past and present — featuring modern touches like a bluetooth speaker, smart TV, recessed lighting, Nest thermostat, and a remodeled kitchen and bathrooms. Perfectly located, a short walk to the bottom of the street will take you to the docks, while heading to the top will lead you to State Circle. Plus, the inclusion of a garage is a delightful bonus! As a new short-term rental, Karl & Cindy, proud members of the USNA family from '92, eagerly await your stay and hope you cherish every moment.

Features:

  • Space for: 6 guests.
  • Rooms: 2 bedrooms with 3 beds.
  • Facilities: 2 bathrooms.
  • Amenities: Modern conveniences like smart TV, bluetooth speaker, recessed lighting, new kitchen appliances, Nest thermostat, and more. Guests can also benefit from the self check-in feature via a smartlock.

Specialties:

  • Rating: Boasts an impeccable 5.0 out of 5-star rating from 4 reviews.
  • Superhost Status: Karl & Cindy, with 10 months of hosting experience, are dedicated to ensuring a stellar experience for their guests.
  • Cancellation: Information not provided.
  • Location: Celebrated by 100% of recent guests, its prime location allows easy access to both the docks and State Circle.

Check it out on Airbnb

Entire Home in Annapolis, Maryland hosted by Jessica

About the Property:

Introducing the “Restriction Retreat” — a sanctuary where ordinary troubles melt away. Experience genuine R&R in this captivating home, just a stone's throw away from downtown Annapolis. Inside, you'll find modern comforts meticulously crafted for your indulgence, and outside, a serene patio complete with a firepit invites you to unwind under the stars. The space seamlessly blends sophistication with practicality, featuring a spacious living area, dining space, king and queen bedrooms, a queen pull-out sofa, and a total of 2.5 baths — making it the perfect getaway for up to 6 adults.

Features:

  • Space for: 6 guests.
  • Rooms: 2 bedrooms with 3 beds.
  • Facilities: 2.5 bathrooms.
  • Amenities: A dedicated workspace equipped with reliable wifi, self check-in via keypad, a relaxing patio featuring a fire-pit, and contemporary interiors.

Specialties:

  • Rating: A fresh addition to the listings with a promising start, having garnered 2 reviews.
  • Superhost Status: Jessica, with 1 month of hosting experience, is committed to offering guests a memorable stay.
  • Cancellation: Information not provided.
  • Location: Its strategic location is just steps away from downtown Annapolis, offering quick access to the city's charm and attractions.

Check it out on Airbnb

Entire Serviced Apartment in Annapolis, Maryland hosted by Laura

About the Property:

Immerse yourself in an urban oasis with this modern and cozy studio apartment — a delightful refuge designed for those who appreciate the finer things in life. Located on a tranquil street, it's merely a block away from the buzzing heart of downtown Annapolis. Whether you're a solo traveler or a group of four, this space promises the perfect mix of centrality and serenity. The city's best culinary delights are just a leisurely stroll away, allowing you to indulge in some of Maryland's most celebrated cuisines.

Features:

  • Space for: 4 guests.
  • Rooms: Studio with 2 beds.
  • Facilities: 1 bathroom.
  • Amenities: Enjoy the luxury of self check-in via keypad and relish in the comforts and conveniences that rival those of a 5-star hotel.

Specialties:

  • Rating: Boasts a flawless 5.0 out of 5-star rating from 13 reviews.
  • Superhost Status: Laura, a seasoned host with 7 years of experience, has achieved the prestigious Superhost status, a testament to her dedication to crafting unparalleled guest experiences.
  • Cancellation: Information not provided.
  • Location: With a unanimous 5-star rating from recent guests for its location, this apartment promises close proximity to downtown Annapolis and some of the state's best dining establishments.

Check it out on Airbnb

Entire Rental Unit in Annapolis, Maryland hosted by Thomas

About the Property:

Set foot in the bustling heartbeat of Annapolis at the “City Dock” — a space where history reverberates at every corner and where modern living finds its niche. This 3-bedroom apartment, elegantly poised amidst the legacy of historic downtown Annapolis, beckons you to a world where the military ethos of the US Naval Academy intertwines with the creative spirit of the Annapolis Arts District. Located just a hop, skip, and a jump away from landmarks like the Maryland State House, St. John's College, and a myriad of restaurants, pubs, and shopping destinations, this space is a fusion of fun and formal — ideal for both leisure travelers and business visitors alike.

Features:

  • Space for: 6 guests.
  • Rooms: 3 bedrooms with 3 beds.
  • Facilities: 1.5 bathrooms.
  • Amenities: Enjoy the convenience of self check-in with a keypad, ensuring a seamless arrival experience.

Specialties:

  • Rating: Holds an impressive 4.92 out of 5-star rating, backed by 59 reviews.
  • Superhost Status: Thomas, with 2 years of hosting experience, proudly dons the Superhost badge, underscoring his unwavering commitment to guest satisfaction.
  • Cancellation: Information not provided.
  • Location: Celebrated by all recent guests with a 5-star rating, the apartment's location is second to none, placing you in the very lap of Annapolis's most sought-after attractions.

Check it out on Airbnb

Room in Annapolis, Maryland hosted by Jennifer

annapolis bed and breakfast

About the Property:

Step into a homely haven with this private room in Annapolis. Nestled in Jennifer's residence, this space offers you a personal sanctuary equipped with a plush queen bed and the added convenience of an attached bathroom. Whether you're in town for work or pleasure, the dedicated workspace ensures that you can always stay connected, thanks to the reliable wifi. While the room offers its own secluded comforts, guests also have the privilege of accessing the home's shared spaces, ensuring a well-rounded experience.

Features:

  • Sleeping arrangement: 1 queen bed.
  • Facilities: Private attached bathroom.
  • Amenities: Dedicated workspace with suitable wifi.

Specialties:

  • Rating: Garnering a 4.82 out of 5-star rating from 34 reviews.
  • Superhost Status: Jennifer, a host with 13 years under her belt, has been awarded Superhost status — a testament to her dedication and exceptional hosting capabilities.
  • Cancellation: Information not provided.
  • Location: Information not provided.

Check it out on Airbnb

Conclusion

Annapolis bed and breakfasts offer a unique and enriching experience for travelers seeking a memorable getaway. With their historic charm, personalized service, and diverse settings, they provide the perfect backdrop for exploring the beauty and culture of this historic city.

Whether you're drawn to the elegance of historic inns, the serenity of waterfront retreats, or the coziness of cottages, Annapolis offers a bed and breakfast to suit every traveler's preferences. So, pack your bags, plan your itinerary, and prepare to embark on a delightful journey to Annapolis, Maryland, where history, comfort, and hospitality await.

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