Maryland Vacation Rentals

Top Vacation Destinations in Maryland

  • Ocean City7,408 Properties
  • Oakland2,160 Properties
  • McHenry1,730 Properties
  • Swanton1,395 Properties
  • Baltimore1,231 Properties
  • Annapolis1,215 Properties
  • Bethesda595 Properties
  • Ocean Pines508 Properties
  • Silver Spring475 Properties

Our Favorite Vacation Rentals in Maryland

  • Tentrr - North 40 Vista
     Country House
    Booking.com
    From
    $173
  • Tentrr - Piney Woods Hilltop Retreat
     Home/Apartment
    HolidayLettings
    From
    $133
  • Tentrr - Sean Billy Pond Hideaway
     Country House
    Booking.com
    From
    $173
  • Secluded New Built Log Cabin! Near Cooperstown
     2br Cabin
    HolidayLettings
    From
    $215
  • Tentrr - Kortright Creek Kamp
     Country House
    Booking.com
    From
    $144
  • Cooperstown Beautiful Modern Home
     3br Home/Apartment
    HolidayLettings
    From
    $356
  • Tentrr - Tuscan Highland Pines Site
     Country House
    Booking.com
    From
    $115
  • 1st Class Rentals Munson Manor #1 House in the Cooperstown!
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $163

Check prices for these upcoming dates

Maryland Vacation Rentals with a Pool

  • Federal House Apartment 1
    Excellent2br Home/Apartment
    Airbnb
    From
    $198
  • Acres of Diamonds. Heated Pool/Patio. Very Private with Views, Central AC, Deck with BBQ, 5 Bedrooms, 4 Baths, Game Room with Pool Table, 3 Miles to Cooperstown and Ommegang, 9 Minutes to Dreams Park.
     5br Home/Apartment
    Airbnb
    From
    $631
  • North House - 3 bedroom/3bathroom
    Good3br Home/Apartment
    Airbnb
    From
    $302
  • Four Seasons Estate
     8br Home/Apartment
    Airbnb
    From
    $2,374

Maryland Vacation Rentals with Wi-Fi

  • Great Outdoor Lodge near Dreams Park, Cooperstown
    Good3br Home/Apartment
    Airbnb
    From
    $338
  • One Bedroom Apt Near Dreams Park and Hall of Fame
    GoodHome/Apartment
    Airbnb
    From
    $176
  • Almost Home
     7br Home/Apartment
    Airbnb
    From
    $367
  • Goodyear retreat
    Excellent3br Home/Apartment
    Airbnb
    From
    $226

Maryland Pet-Friendly Vacation Rentals

  • Davenport Estate
     5br Home/Apartment
    Airbnb
    From
    $178
  • Last Stand. Private apartment over workshop/studio
    ExcellentHome/Apartment
    Airbnb
    From
    $111
  • Cabin Comfort
     Cabin
    Airbnb
    From
    $243
  • Tentrr - Mountain Top Camp at Greenane Farms
     Home/Apartment
    Airbnb
    From
    $209

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

  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — 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

Vacation Rentals in Maryland

Browse rentals from all your favorite providers including Airbnb, Priceline, Bed and Breakfast and others at AllTheRooms.com. We have 23,426 vacation rentals, hotels and other places to stay in Maryland ranging from budget options to luxury places to stay. For those traveling on a budget, the most economical place to stay in Maryland is available at $3 per night. In general, a place to stay in Maryland will cost you $187 per night.

Those looking to get some work finished during their trip to Maryland can choose from 820 places to stay that have WiFi. We have 124 accommodations that include a breakfast included. You can maintain your workout regime by staying at one of 126 accommodations that provide gym facilities. Driving to Maryland? Then choose one of the 839 places to stay that comes with a parking spot included. We track 159 hotels and vacation rentals that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in any of 267 accommodations that are designated as pet-friendly.

AllTheRooms compares vacation rentals, hotels and other bespoke accommodation types from many providers in Maryland, including 748 places to stay from Airbnb, 5 accommodations from Priceline and 5 places to stay from Bed and Breakfast

11,050 of our places to stay in Maryland have been rated by previous guests. They rated 59% as excellent or good. 7,786 accommodations allow instant booking.

Destinations in Maryland

  • Cambridge380 Properties
  • Rockville372 Properties
  • Berlin367 Properties
  • Gaithersburg354 Properties
  • Columbia302 Properties
  • Laurel292 Properties
  • Oxon Hill287 Properties
  • Salisbury283 Properties
  • Hanover282 Properties
  • Aberdeen253 Properties
  • Easton222 Properties
  • Fort Washington206 Properties
  • Takoma Park200 Properties
  • Stevensville175 Properties
  • Chestertown165 Properties
  • Hyattsville149 Properties
  • College Park97 Properties
  • St. Michaels78 Properties
  • North Beach62 Properties
  • Accokeek52 Properties
  • Mount Rainier52 Properties
  • Lusby47 Properties
  • Chesapeake Beach43 Properties
  • West Ocean City22 Properties
  • Emmitsburg13 Properties