Maryland Vacation Rentals

Top Vacation Destinations in Maryland

  • Ocean City6,323 Properties
  • Oakland2,281 Properties
  • McHenry1,766 Properties
  • Swanton1,398 Properties
  • Annapolis1,192 Properties
  • Baltimore1,141 Properties
  • Bethesda588 Properties
  • Ocean Pines470 Properties
  • Silver Spring437 Properties

Our Favorite Vacation Rentals in Maryland

  • Tentrr - North 40 Vista
     Country House
    Booking.com
    From
    $166
  • Tentrr - Piney Woods Hilltop Retreat
     Home/Apartment
    HolidayLettings
    From
    $126
  • Tentrr - Sean Billy Pond Hideaway
     Country House
    Booking.com
    From
    $132
  • Lake LaFever Log Estate
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $400
  • Tentrr - Middlefield Mountain Retreat
     Country House
    Booking.com
    From
    $132
  • Cooperstown log chalet romantic getaways
    Excellent3br Chalet
    HolidayLettings
    From
    $214
  • Tentrr - Orchardside Farm
     Country House
    Booking.com
    From
    $132
  • Secluded New Built Log Cabin! Near Cooperstown
     2br Cabin
    HolidayLettings
    From
    $212

Check prices for these upcoming dates

Maryland Vacation Rentals with a Pool

  • Four Seasons Estate
     8br Home/Apartment
    Airbnb
    From
    $2,182

Maryland Vacation Rentals with Wi-Fi

  • Davenport Estate
    Excellent5br Home/Apartment
    Airbnb
    From
    $126
  • One Bedroom Apt Near Dreams Park and Hall of Fame
    GoodHome/Apartment
    Airbnb
    From
    $176
  • Last Stand. Private apartment over workshop/studio
    ExcellentHome/Apartment
    Airbnb
    From
    $111
  • Goodyear retreat
    Excellent3br Home/Apartment
    Airbnb
    From
    $226

Maryland Pet-Friendly Vacation Rentals

  • upstate New York Quiet Cottage/nearCooperstown
    Excellent3br Cottage
    Airbnb
    From
    $195
  • Lake LaFever Log Estate Brand New Lakefront w Boat
    Excellent3br Boat
    Airbnb
    From
    $339
  • Mountain Chalet Cabin on 70 wooded acres
    ExcellentChalet
    Airbnb
    From
    $249
  • Conveniently located Cooperstown - Oneonta rental
     4br Home/Apartment
    Airbnb
    From
    $394

Maryland Travel Guide

Perched on the Atlantic Coast, Maryland is a US state that is home to charming cities, diverse scenery and some of America's most fascinating civil war history.

Things to Do in Maryland

No trip to Maryland is complete without stopping by the city of Baltimore. The harbor town is packed with charm and features plenty of excellent dining, nightlife, entertainment and shopping choices. A fascinating place to stop by while in town is the Fort McHenry National Monument and Historic Shrine - an 18th century fort that was the site of a civil war battle. After the war was won, it was here that the 'Star Spangled Banner' anthem was thought up. Stop by the Inner Harbor in Maryland also to admire stunning sealife and giant turtles at the National Aquarium and the Maryland Observatory.

Best Places to Stay in Maryland

Baltimore is a great base for a wider exploration of Maryland.

Best Time to Visit Maryland

Maryland can be enjoyed year round.

Price and Availability in Maryland

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The cheapest day to stay at a vacation rental in Maryland tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Maryland tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Maryland is in July, while the cheapest month is in March. The most popular time to book a vacation rental in Maryland is in the high season in July. Maryland has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

What Expert Travelers Think

  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy

Vacation Rentals in Maryland

Pick the perfect rental for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, RedAwning and others. We have 21,826 vacation rentals, hotels and other accommodation types in Maryland ranging from inexpensive options to luxury places to stay. A vacation in Maryland can be budget-friendly - the lowest price accommodation is available at $3 a night. An average vacation rental in Maryland costs on average $182 a night.

Those needing to get some work finished during their trip to Maryland can pick from 721 places to stay that have WiFi. 121 places to stay include a morning meal. Fitness fanatics can get a workout in during their stay by choosing from 113 accommodations that have gym facilities. If you're planning on getting to Maryland by car, be sure to choose from 728 accommodations that provide parking. We have 162 accommodations that have a pool or jacuzzi.

If you're traveling with your best friend, then make sure to choose one of the 206 pet-friendly accommodations available.

10,856 of the accommodations in Maryland have been reviewed and rated. 62% are rated great. You can instantly book any of 7,974 places to stay right now.

Destinations in Maryland

  • Cambridge370 Properties
  • Rockville336 Properties
  • Berlin333 Properties
  • Gaithersburg304 Properties
  • Oxon Hill290 Properties
  • Laurel285 Properties
  • Columbia275 Properties
  • Salisbury254 Properties
  • Hanover232 Properties
  • Aberdeen201 Properties
  • Fort Washington192 Properties
  • Takoma Park184 Properties
  • Easton183 Properties
  • Stevensville168 Properties
  • Hyattsville154 Properties
  • Chestertown148 Properties
  • College Park92 Properties
  • St. Michaels81 Properties
  • North Beach58 Properties
  • Mount Rainier52 Properties
  • Accokeek45 Properties
  • Lusby40 Properties
  • Chesapeake Beach40 Properties
  • West Ocean City18 Properties
  • Emmitsburg10 Properties