Discover a selection of 411 holiday rentals in Annapolis, MD, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 138 per night, and flats & apartments and houses are popular options for a stay in Annapolis. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
Top rated rentals — Annapolis
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
Destination guide

Explore the waterfront setting in Annapolis

Enjoy the area's history, live music and art galleries with a rental holiday home 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-see attractions. Whether you're planning a family holiday, romantic stay or trip with friends, holiday 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 cosy holiday rental and experience everything that makes Annapolis a fun place to get away to. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 centre:

  • 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

Transport to and around Annapolis

Fly into Fort Meade, MD (FME-Tipton), the closest airport, located 16.2 mi (26.1 km) from the city centre. 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 411 vacation rentals near Annapolis. From 65 flats & apartments to 333 houses, 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:

  • Homewood: 44 vacation rentals
  • Historic District: 102 vacation rentals
  • Eastport: 136 vacation rentals
  • West Annapolis: 25 vacation rentals
  • Murray Hill: 83 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 UK offers a large selection of vacation rentals near lovely places in Annapolis. From Vrbo UK travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Maryland Quiet Waters Park: 551 vacation rentals
  • Sandy Point State Park: 501 vacation rentals
  • The Kunta Kinte Alex Haley Memorial: 511 vacation rentals
  • Westfield Annapolis Mall: 504 vacation rentals
  • Annapolis Landing Marina: 568 vacation rentals

But there are many other points of interest around Annapolis listed on Vrbo UK 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 Flats in Annapolis?

Yes, of course. Vrbo UK has 65 Flats in Annapolis. Our other popular types of vacation rentals in Annapolis include:

  • Houses: 333 rentals available
  • Cottages: 21 rentals available
  • Cabins: 22 rentals available

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

Can I find a vacation rental with pool in Annapolis?

Yes, you can select your preferred vacation rental with pool among our 64 vacation rentals with pool available in Annapolis. Please use our search bar to access the selection of vacation rentals available.