Discover a selection of 405 vacation rentals in Annapolis, MD, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at C$ 188 per night, and house rentals and cottage rentals are popular options for a stay in Annapolis. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Annapolis
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Destination guide

Explore the waterfront setting in Annapolis

Enjoy the area's history, live music and art galleries and make a vacation rental your home during your stay in Annapolis. This city's university setting, shopping and boating draw many visitors. Maryland State House and William Paca House are just a couple of the must-sees. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities

Activities and attractions in Annapolis

Are you searching for top things to see and do during your stay? Venture out of your cozy vacation rental and experience everything that makes Annapolis a fun place to get away. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Six Flags America (15.8 mi / 25.5 km)
  • U.S. Naval Academy Golf Club (1.9 mi / 3.1 km)
  • Bowie Golf and Country Club (14.4 mi / 23.1 km)
  • Lake Presidential Golf Club (15.7 mi / 25.3 km)
  • Queenstown Harbor Golf Club (17.4 mi / 28 km)
  • Rocky Point Golf Course (19.2 mi / 30.9 km)
Natural features

Exploring the natural landscape of Annapolis

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Annapolis is a great spot to appreciate mother nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Maryland Quiet Waters Park (2.9 mi / 4.6 km)
  • Sandy Point State Park (5.4 mi / 8.8 km)
  • Shadyside Park (9.2 mi / 14.8 km)
  • Kent Island (9.7 mi / 15.6 km)
  • Allen Pond Park (13.6 mi / 21.9 km)
  • Ferry Park (16.7 mi / 27 km)
How to get there

Transportation to and around Annapolis

Fly into Fort Meade, MD (FME-Tipton), the closest airport, located 16.2 mi (26.1 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall), which is 16.8 mi (27 km) away.

Can I find a vacation rental around Annapolis?

Yes, our 2021 property listings offer a large selection of 405 vacation rentals near Annapolis. From 330 house rentals to 20 cottage rentals, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Annapolis for a holiday or a weekend are on Vrbo.

What is the best area to stay when traveling to Annapolis?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Annapolis:

  • Eastport: 138 vacation rentals
  • Historic District: 103 vacation rentals
  • West Annapolis: 25 vacation rentals
  • Homewood: 44 vacation rentals
  • Murray Hill: 85 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Annapolis?

Vrbo Canada offers a large selection of vacation rentals near lovely places in Annapolis. From Vrbo Canada travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Annapolis City Dock: 539 vacation rentals
  • Chesapeake Bay Bridge: 514 vacation rentals
  • William Paca House: 538 vacation rentals
  • Maryland Quiet Waters Park: 543 vacation rentals
  • Ballet Theater of Maryland: 536 vacation rentals

But there are many other points of interest around Annapolis listed on Vrbo Canada where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Annapolis?

Yes, of course. Vrbo Canada has 330 Houses in Annapolis. Our other popular types of vacation rentals in Annapolis include:

  • Cottages: 20 rentals available
  • Condos/Apartments: 64 rentals available
  • Cabins: 21 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Boats and more.

Can I find a vacation rental with pool in Annapolis?

Yes, you can select your preferred vacation rental with pool among our 62 vacation rentals with pool available in Annapolis. Please use our search bar to access the selection of vacation rentals available.