Annapolis vacation rentals

Why visit Annapolis

1. Historic Charm: Annapolis is rich in history, featuring landmarks like the United States Naval Academy and beautifully preserved colonial architecture.
2. Waterfront Activities: Enjoy scenic views and recreational options at the marina, including sailing, kayaking, and waterfront dining.
3. Vibrant Culture: Experience local culture through festivals, art galleries, and music events that fill the city year-round.
4. Beautiful Parks: Explore nearby parks and gardens, perfect for outdoor activities and relaxation amidst nature.
5. Diverse Accommodations: Choose from a variety of lodging options, from charming vacation homes to modern condos, ensuring a comfortable stay.

Popular types of accommodation in Annapolis

If you're planning a getaway to Annapolis, the next step is selecting the perfect accommodation. Discover a variety of options including houses, stylish apartments, and comfortable apart-hotels. Whether you’re looking for a cozy house, a modern apartment, or a place with a pool, Annapolis has something for everyone. Start your adventure with a stay that suits your needs and enjoy all that this charming city has to offer!

• Houses: The top choice for visitors looking for a spacious and comfortable stay, ideal for families or groups seeking a home-like atmosphere in Annapolis.
• Apartments: A popular option for travelers who prefer modern living spaces with convenient amenities, perfect for both short and extended stays.
• Condos: A favored selection for those wanting a blend of luxury and location, offering great views and access to community facilities.
• Cottages: Charming and cozy, these rentals provide a quaint retreat, perfect for couples or small families wanting a peaceful getaway.
• House Boats: For an unforgettable experience, consider staying on the water in a unique houseboat, offering a truly distinctive perspective of Annapolis.**

Top attractions in Annapolis

Annapolis, Maryland, offers a delightful mix of family-friendly activities and outdoor adventures, perfect for city vacations. Explore historic colleges and universities, enjoy scenic urban parks, and visit the marina. Travelers can immerse themselves in the local culture while taking in the beautiful gardens of Annapolis. Whether you're traveling solo, with family, or friends, there's something for everyone in this charming city.

1. U.S. Naval Academy: A prestigious military academy steeped in history, offering scenic views and impressive architecture. Visitors can explore the beautiful campus, including the iconic chapel and museums, providing insight into naval traditions and training.
2. Sandy Point State Park: A vibrant outdoor haven featuring sandy beaches, hiking trails, and picnic areas. Perfect for adventure seekers, it offers opportunities for swimming, fishing, and wildlife spotting amidst picturesque landscapes.
3. Chesapeake Bay Bridge: A marvel of modern engineering, this bridge connects the Eastern and Western Shores. Enjoy breathtaking views of the Chesapeake Bay while crossing, and experience the lively city atmosphere surrounding the area.

Things to do recommended for couples

Looking for a romantic getaway in Annapolis? Enjoy a sailing adventure with Annapolis Sailing School, immerse yourselves in the arts at the Ballet Theater of Maryland, and savor exquisite wines at Thanksgiving Farm Wines, just 10 miles away. Create unforgettable memories together in this charming city!

Things to do recommended for families

Families visiting Annapolis can cheer on the local teams at the Navy-Marine Corps Memorial Stadium, enjoy fun and games at the Annapolis Bowl arcade, and relax in the serene surroundings of Fort Smallwood Park, located 11 miles away, perfect for wellness and family bonding.

Things to do recommended for groups

Explore the vibrant Westfield Annapolis Mall for shopping and entertainment, enjoy a round of golf at the U.S. Naval Academy Golf Club surrounded by picturesque views, or try your luck at the Maryland Live Casino, just 18 miles away, for a thrilling night out with friends.

What do I need to keep in mind when booking a vacation in Annapolis

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences while searching. Here are some helpful Vrbo booking tips for you.

• Traveling to Annapolis with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
• Traveling to Annapolis with young kids: Traveling with young kids can present some difficulties. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions can enhance your travel experience.
• Taking your pets with you to Annapolis: For many families, a getaway just isn't the same without their furry companions. If you relate to this, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that your entire family feels comfortable and at home.
• Planning for a long term stay visiting Annapolis: If you're in search of vacation rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Annapolis

Annapolis, a charming seaside city, offers a delightful blend of historical allure and modern vibrancy. Explore the heart of Annapolis, where family-friendly attractions and romantic spots await. Nature enthusiasts will find havens in nearby parks, while the urban atmosphere fosters connections with friendly locals. Experience the beauty of Annapolis, from its picturesque waterfront to lively neighborhoods, making it the perfect destination for your vacation adventure.

• Baltimore: Baltimore is a vibrant metropolis located 22 miles from Annapolis, known for its rich history and diverse culture. Visitors flock to Baltimore for a mix of family-friendly attractions and exciting urban experiences. Enjoy shopping at the famous Inner Harbor or explore the renowned National Aquarium. Sports enthusiasts can catch a game at Camden Yards or M&T Bank Stadium. The city's waterfront marinas offer scenic views, making it a great place to relax or take a leisurely stroll along the harbor. With a variety of restaurants, museums, and lively neighborhoods, Baltimore is a must-visit for anyone exploring the area.
• Historic District: Nestled in the heart of Annapolis, the Historic District is a charming neighborhood that showcases the city’s rich maritime history. Ideal for families and outdoor enthusiasts, this area is perfect for leisurely walks along cobblestone streets lined with colonial homes. The district features educational sites and local shops, making it a delightful place to explore. Key attractions include the United States Naval Academy and the picturesque waterfront at the dock port. With its blend of history, shopping, and dining options, the Historic District offers a unique glimpse into Annapolis's past.
• Parole: Located near Annapolis, Parole is a thriving city that caters to families, business travelers, and city explorers alike. Known for its convenient shopping centers and educational facilities, Parole makes for a practical stop during your visit. Enjoy the local parks or take a relaxing day at nearby beaches and lakes, perfect for picnics and outdoor activities. The area is also home to various dining options, ensuring you can recharge after a day of exploration. Parole’s mix of urban conveniences and natural beauty makes it an appealing destination for visitors.

Best time to go to Annapolis

If you're planning a trip to Annapolis, 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