Historic District vacation rentals

Why visit Historic District

1. Historic Architecture: Explore beautiful vintage homes and historic buildings that reflect Annapolis's rich heritage.
2. Scenic Parks: Enjoy outdoor activities in picturesque urban parks that offer relaxation and stunning views.
3. Charming Marinas: Visit vibrant marinas where you can take in the waterfront scenery and indulge in water sports.
4. Local Culture: Experience friendly locals, boutique shops, and inviting cafes that contribute to the area’s warm hospitality.
5. Diverse Accommodations: Choose from unique vacation rentals, including cozy apartments and historic homes, enhancing your stay.

Popular types of accommodation around Historic District

If you’re exploring the Historic District, you’ll find a variety of exceptional vacation rentals to suit your needs. Our most popular options include charming houses, cozy apartments, and stylish apart-hotels. Whether you're looking for vintage homes, downtown Annapolis residences, or modern condos, we have the perfect place for you to stay and enjoy all that Annapolis has to offer.

• Houses: The top choice for visitors to Historic District, offering spacious and versatile living for families or groups.
• Apartments: A favored option for travelers seeking a comfortable and convenient stay, ideal for solo adventurers or couples.
• Condos: These modern accommodations provide a blend of luxury and comfort, perfect for a stylish getaway.
• Cottages: A charming choice, perfect for a snug and picturesque retreat.
• House Boats: A unique and adventurous lodging option, allowing guests to enjoy life on the water.**

Top attractions around Historic District

Historic District in Annapolis, Maryland, is perfect for family, outdoor, and city vacations. Visitors can explore historic colleges and universities, scenic urban parks, and vibrant marinas, making it an ideal spot for culture and outdoor experiences. Don't miss the chance to tour vintage homes, which adds a unique touch to your trip. Enjoy all that this charming area has to offer while creating lasting memories with your loved ones.

1. U.S. Naval Academy: Experience the rich history and tradition of naval education. Explore stunning architecture, beautiful grounds, and the Naval Academy Museum, showcasing naval history and art.
2. Maryland State House: Discover the oldest state capitol still in continuous legislative use. This historic building offers a glimpse into Maryland's political heritage and stunning architecture, surrounded by vibrant culture.
3. Chesapeake Bay Bridge: Marvel at this engineering marvel stretching across the bay. Enjoy breathtaking views of the water and cityscape, perfect for photography and an unforgettable experience.

Things to do recommended for couples

Looking for a romantic getaway in Annapolis? Enjoy an enchanting evening at the Ballet Theater of Maryland, explore the thrill of sailing with Annapolis Sailing School, or savor exquisite wines at Thanksgiving Farm Wines. Each experience is perfect for couples seeking adventure, culture, and romance.

Things to do recommended for families

Families visiting Historic District in Annapolis can enjoy the excitement of a game at Navy-Marine Corps Memorial Stadium, have fun at the Annapolis Bowl arcade, and relax in the serene surroundings of Fort Smallwood Park, perfect for wellness and family bonding.

Things to do recommended for groups

Explore the vibrant Westfield Annapolis Mall for shopping and entertainment, just 3 miles away. Enjoy a thrilling night at the Maryland Live Casino, 18 miles out, or challenge your friends to a round of golf at the U.S. Naval Academy Golf Club, only 2 miles from the Historic District.

What do I need to keep in mind when booking a vacation around Historic District

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Historic District with a group: Think about how many bedrooms you require, as well as any additional features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily apply filters for these options and much more on Vrbo.
• Traveling to Historic District with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about your location in relation to family-friendly attractions can be very beneficial.
• Taking your pets with you to Historic District: For many families, a trip wouldn’t feel complete without their furry companion. If that resonates with you, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Historic District: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Historic District

Exploring the Historic District of Annapolis offers a delightful blend of family-friendly activities and romantic urban charm. Stroll through the picturesque downtown, where beautiful historic homes showcase the city's rich heritage. Discover vibrant neighborhoods filled with friendly locals, boutique shops, and inviting cafes. Whether you’re visiting with family or seeking a serene getaway, the Historic District promises an unforgettable experience steeped in history and warm hospitality.

• Baltimore: Located approximately 22 miles from the Historic District, Baltimore is a vibrant metropolis known for its rich history and cultural diversity. Visitors are drawn to the city for its family-friendly attractions and business opportunities, as well as its lively city experience. Highlights include the famous Inner Harbor, where you can explore the National Aquarium and historic ships. The city also offers a variety of shopping centers and malls, making it a great destination for retail therapy. Don't miss the picturesque waterfront and local sports facilities, including stadiums for the Ravens and Orioles, adding to the excitement of your visit.
• Naval Academy: Just 0.6 miles from the Historic District, the Naval Academy is a must-visit destination for those interested in culture and outdoor experiences. This iconic institution offers guided tours that provide insight into the life of midshipmen. The nearby shopping area features quaint boutiques and cafés perfect for a leisurely afternoon. The scenic dock port provides a stunning backdrop for photos and a relaxing stroll along the waterfront, making it ideal for families and tourists alike.
• Murray Hill: Murray Hill, located only 0.6 miles from the Historic District, is a charming neighborhood that invites visitors to enjoy outdoor activities and a family-friendly atmosphere. With its recreational areas and local educational institutions, it’s a great spot for those looking to immerse themselves in the community. The area boasts beautiful parks and access to the beach, providing a perfect escape for relaxation and fun. Stroll through the picturesque streets, visit unique shops, and soak in the local charm.

Best time to go to Historic District

If you're planning a trip to Historic District, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from May to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.6°F (2.0°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
February	37.9°F (3.3°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
March	44.6°F (7.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Average	Average
May	64.2°F (17.9°C)	Light Rain	Mostly Sunny	Moderately High	Average
June	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Average	Average
July	78.4°F (25.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	76.8°F (24.9°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Average	Average
October	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	48.7°F (9.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Average	Average

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate significantly. Also, extending your stay can result in substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to refine your search by price, location, and type of vacation rental.

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its perks! By enrolling in our travel rewards program, One Key, you can immediately access member savings and earn OneKeyCash™ on qualifying reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers an easy and organized way to plan your travels. You can create new trips, continue from where you last stopped, or view and arrange your existing plans. All your saved or booked properties will be neatly categorized into Potential, Upcoming, or Current Trips for your convenience. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.