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Vacation Rentals & House Rentals in Maryland

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1,443 house rentals

Renovated condo in convenient location -steps away from beach, shopping, dining

Ocean City house

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 24 minutes

Price per night from

$74

AAH Chalet

Oakland house

5 bedrooms / 3 bathrooms / sleeps 12

“Ahh Chalet” Raileys Mountain Lake Rental was great as usual. Very easy check in and check out process. We had two issues at the begining of the week and all it took was one phone call and they were resolved that same day aAH Chalet was a great lakefront home located close to all activities. The house was furnished beautifully and the kitchen was very well stocked. There were plenty of extra pillows and blankets. The outdoor fire pit, private dock and hot tub were all big hits with all three families that stayed. Renting our boat from Bill Marina was an extremly easy process because aHH Chalet was in walking distance to pick up and drop off the boat. The location was great. Some may not like being directly in the middle of everything but it worked out great considering we had five teenage girls with us. They were able to walk to the Lakeside Creamery and Popcorn Factory every evening and we made morning walks to arrowhead market. It was in close driving distance to the Wisp, Funland and restaurants. There were three families that stayed at aHH Chalet and we all enjoyed it. Staying lakefront and near everything was great. I highly recommend aHH Chalet!

Price per night from

$235

Tranquil Dreams

Oakland house

4 bedrooms / 3 bathrooms / sleeps 10

“Fun Stay” Many amenities (toilet paper, cleaning supplies, grilling materials, camping gear) were already provided when we arrived, making for a nice, care-free vacation. Beautiful location. Wonderful living space. Billiards table, fire pit, and hot-tub a great addition. Some of the beds were a little uncomfortable.

Price per night from

$160

Luxurious 2 BDR Condo in Bowie Town Center. Close to DC and Annapolis

Bowie condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Price per night from

$174

Ski Harbor #37

McHenry house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$131

Top of the Slopes

McHenry condo

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$327

Cozy Cumberland Cabin in the Allegheny Mountains!

Cresaptown log cabin

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 2 minutes

Price per night from

$91

Steps to the Slopes

McHenry house

4 bedrooms / 4 bathrooms / sleeps 12

“Enjoyable and relaxing family Thanksgiving setting” House has great features ... large open greatroom/kitchen/dining area, however 'heating' was an issue; 4 large bed rooms, each with full bath. Very convient to ski slopes!

Price per night from

$327

Traditions on the Lake

McHenry house

5 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$331

Cozy Ocean City Condo w/Patio Steps from Beach!

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 2 minutes

Price per night from

$148

Simply Irresistible

McHenry house

4 bedrooms / 4 bathrooms / sleeps 11

“simply irresistible is just that!” We had a great family vacation at Deep Creek and enjoyed the rental "Simply Irresistible" - we had friends join us for dinner one night, teenagers walked to and from the ski slopes and we all enjoyed the hot tub after a 6-8 hours of skiing each day. Thank you Railey Mountain Lake Vacations! Lynn Deivert and family

Price per night from

$162

Arrowhead #26

Oakland condo

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$144

Surfcrest Condo Oceanblock Ocean City MD

Ocean City condo

1 bedroom / 1 bathroom / sleeps 6

“Great place!” The condo was so cute, and the location was perfect! So close to the beach and the boardwalk but still very quiet other than upstairs neighbors. Very clean! Parking was tough to figure out but was so convienent. Will absolutely keep this rental in mind for our next beach trip.

Responds fast! avg. 1 hour 36 minutes

Travelers’ Choice award

Price per night from

$169

Laurel Home Walk to Main St, MARC Train to DC/BALT

Laurel house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

Price per night from

$110

Rocky Knoll II

McHenry house

4 bedrooms / 3 bathrooms / sleeps 12

“Fun time, great views, good location” Nice cabin, views are great. Could use some maintenance work and updating.

Price per night from

$131

Beautiful cabin in the woods w/private hot tub & game room, close to skiing

McHenry house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 24 minutes

Price per night from

$190

Tall Castle

McHenry house

4 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$233

Oceanfront flat w/seasonal shared pool, sea views, and easy beach access

Ocean City house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 24 minutes

Price per night from

$105

Deer Pass

Oakland house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$290

Panacea

McHenry house

6 bedrooms / 4 bathrooms / sleeps 13

“Great Fun” Your customer service at the realty office needs some work. There is some confusion and communication problems that we experienced during our check in and check out procedures, but we loved the house.

Price per night from

$193

Hemlock Chalet

Oakland house

3 bedrooms / 2 bathrooms / sleeps 10

“Great cabin, clean and beautiful!” The Hemlock Chalet was a wonderful place to relax and enjoy Deep Creek. Though it is a bit of drive to the mountain, the cabin was clean, beautifully decorated, and spacious. My friends and I had a blast.

Price per night from

$148

Wispering Ridge

Oakland house

2 bedrooms / 3 bathrooms / sleeps 6

“Great location, great view” The townhome was spotless. We love to cook and the kitchen was well equipped. Linens were provided and that was a great help. Location just off 219 but we had a great view of Deep Creek Lake. Only problem for elderly guest were the steps from the parking lot to reach the front door.

Price per night from

$131

Deep Creek Village #07

McHenry house

2 bedrooms / 2 bathrooms / sleeps 8

“We rang in the new year with friends in a winter wonderland!” We had a fabulous time ringing in the New Year with friends. The snow fell all weekend and the skiing was great. We rented two townhomes in Deep Creek Village which was a super location since there was a large group of adults and teenagers that were able to come and go to the slopes as they pleased. The townhomes were spacious, well stocked and clean. Our coffee maker broke while we were there and the rental office had one at the place within a couple of hours. We also enjoyed the hot tub! It was a wonderful way to spend the holiday!

Price per night from

$148

Annapolis Home w/ Deck & Whitehall Bay Access

Cape Saint Claire house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 2 minutes

Price per night from

$237

Ski Harbor #21

McHenry house

3 bedrooms / 3 bathrooms / sleeps 8

“Good overall” Overall a good value. The Cable was out when we arrived (no TV and no internet). We called. It was fixed the next day. The grill gas tank was empty. Other than that, our stay was very enjoyable. Friendly staff at the office, good environment. We would return.

Price per night from

$119

Fifth floor, waterfront condo w/ shared pool - walk to restaurants

Ocean City house

1 bedroom / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 24 minutes

Price per night from

$165

Cambridge Colonial Home, Walk to Town & Waterfront

Cambridge house

3 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 2 minutes

Price per night from

$229

Responds fast! avg. 2 hours 24 minutes

Price per night from

$164

WISPering Timbers

McHenry house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$311

Owl Cabin

Oakland log cabin

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$247

Nice! 2 BR, Coastal Cottage Condo, Walk To Beach, Restaurants!

Ocean City condo

2 bedrooms / 1 bathroom / sleeps 6

“loved it” Very nice place in a great location. Quiet neighborhood, can see people walking their dogs and jogging. Harris Teeter and Food Lion less than 5 minutes away along with a CVS. Beds are very comfy and were able to relax with a family of 8. Parking is very convenient with 6 available spots. House is clean and well kept. Harpoon Hannah's is few minutes away. I would definitely rent this again.

Price per night from

$150

Bayview townhouse w/shared pool, minutes from downtown Ocean City

Ocean City house

3 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 2 hours 24 minutes

Price per night from

$247

Dog-friendly condo with shared pool plus lake, canal, and golf course views

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 24 minutes

Price per night from

$144

Immaculate Waterfront Town Home

Ocean City villa

3 bedrooms / 3 bathrooms / sleeps 10

“Specious and convenient” Had a great family trip. Shopping only 2 min away and we walked to the beach. Canoes and waterway access in back is a great extra.

Price per night from

$260

Best kept secret by the bay (Entire House)

Fishing Creek house

3 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 52 minutes

Price per night from

$196

Wilderness Walk

McHenry house

7 bedrooms / 5 bathrooms / sleeps 18

“Fantastic” The service was fantastic. The house was laid out nice and good views.They need to upgrade the hot water heater not enough hot water.The location is perfect and the amenities are good.We liked the quietness of the house best and the hot water least.

Price per night from

$359

Mystic Cove

McHenry house

6 bedrooms / 6 bathrooms / sleeps 16

“Great Location - Spacious House” Plenty of room for our extended family of nine. Best part? The kids put on their gear and walked to the ski lift!

Price per night from

$417

Responds fast! avg. 2 hours 24 minutes

Price per night from

$147

Viewing 38 of 1,443
rentals in Maryland

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About Maryland

Maryland's balmy coastal weather, close proximity to the nation's capital and phenomenal beaches make it an excellent place to enjoy a vacation. This small mid-coastal state is home to one of America's most beautiful bays, Chesapeake Bay. Maryland is nicknamed "America in miniature" because it offers a little of everything: urban charm, mountains, rolling plains and grasslands, crystal-clear coastal waters and a rich history. The state is also famous for its food; no vacation to Maryland is complete without sampling the fresh seafood, especially the delectable crab cakes.

Some of the many attractions and destinations in the state include:

  • Baltimore: A vibrant city on the Chesapeake Bay, Baltimore bustles with excitement and glimpses into America's storied history. Scenic Annapolis is also worth checking out if you want to take in a broader sampling of the state's urban style.
  • Chesapeake Bay: Spanning beyond Baltimore, Maryland's famous bay is a world unto itself, with outstanding fishing, swimming and sightseeing. Spectacular sunsets are a daily occurrence making Chesapeake Bay a perfect romantic getaway for couples.
  • Antietam Battlefield: The site of the single bloodiest battle in Civil War history, the Antietam Battlefield was the setting for the first Civil War battle fought in the North.
  • The Appalachian Trail: Even though the Appalachian Trail only meanders through 40 miles of Maryland, it's among the most beautiful and scenic stretches on the entire route.
  • Assateague Island National Seashore: Perhaps the most unique of the many Maryland National Parks, Assateague Island National Seashore is a barrier island that hosts an astonishing range of flora and fauna, including rare birds and wild ponies.

Summer is the perfect time to visit Maryland as Ocean City makes a perfect place for a family vacation. Annapolis' City Dock, which has remained virtually unchanged for a century, has summertime concerts by the shores of the Chesapeake. During the summer, you can also visit Maryland campgrounds and bring the family to one of the many water parks in Maryland.

For your accommodations, why not get a beach house if you're staying along the coast or a condo to better enjoy all the sights and sounds of the city? Vacation rentals offer more room and privacy than hotels and come complete with all the comforts of home.

Maryland is also close to two of the eastern United States' most storied and popular cities: Philadelphia and Washington, DC. Both are an easy day trip from just about anywhere in the state and offer a more complete glimpse into the vibrant culture of this important corner of the country.

If you want to explore more of the area surrounding Delaware, remember that Philadelphia is only about 20 miles from downtown Wilmington. One of America's most historic and popular cities, Philadelphia makes an ideal day trip for those staying in Delaware.

Top Destination reviews

Swim, Play, Have Fun in Convenient, Oceanfront Building
excellent family vacation

This condo was very clean. The kitchen was stocked with utensils. The owner went above and beyond to ensure that our stay was everything we wanted and the property did its best to keep us safe during this unique time. … see more
Bayside Condo 512 Robin Dr...28th St. on a Canal
Wonderful stay

This was the perfect spot for a weekend getaway. The apartment was impeccably clean, spacious, and comfortable with a fully stocked kitchen. The balcony view was great for breakfast overlooking the water. A short walk from the less crowded part of the beach, and a 10 min drive from the main boardwalk / downtown. Easy to access with free parking and lock code. It was overall a terrific stay.see more
Cozy Cumberland Cabin in the Allegheny Mountains!
Super Cozy Cabin, insulated and secluded, yet so close to civilization.

Unfortunately the weather did not really cooperate, it was foggy, rainy, and generally dreary...however...I found plenty of things to do anyway! Nature is at the doorstep, but civilization is just a few minutes away. Elegantly decorated in a hunting cabin theme, I passed the hours cooking, reading, and, during breaks in the weather, exploring outside and around the cabin, and also at Rocky Gap State Park only 20 minutes away, and in Hagerstown, a little under an hour away. Overall, a great experience. The Cabin is clean and well kept, and somehow can sleep up to 6!see more
Reach 4 the Beach! Regency Place, OCMD
Beautiful Place

Reach For The Beach was a beautiful clean place to stay. The balcony does not look directly at another large building like the others do. The beach was literally 4 min walk from the building! Everything was very close and the hostess is extremely responsive and helpful! You will not be disappointed if you go with this place!see more
Best kept secret by the bay (Entire House)
Perfect Vacation Getaway

The house is beautiful, complete with any amenity you could ask for. Private dock was easily accessible. Close by to a nature preserve we spent a lot of time in. We were looking for a nice vacation spot where we could maintain distance from the crowds with the pandemic going on and this was perfect. There were no crowds anywhere, the locals were friendly, and the scenery was gorgeous. 10/10see more
Wonderful Ocean Block Condo Just Steps to the Beach VIEWS Of Ocean and Bay
WGA

Great spot, ocean side. Clean & spacious. Def bring soap, dish detergent, trash bags & paper towels. … see more

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