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Vacation Rentals & House Rentals in Maryland

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1,175 house rentals

Top of the Slopes

McHenry condo

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$283

Best kept secret by the bay (Entire House)

Fishing Creek house

3 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$193

Surfcrest Condo Oceanblock Ocean City MD

Ocean City condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 36 minutes

Price per night from

$181

Cozy Cumberland Cabin in the Allegheny Mountains!

Cresaptown log cabin

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$101

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

Laurel house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 53 minutes

Price per night from

$130

Linwood

Oakland house

3 bedrooms / 2 bathrooms / sleeps 8

“Rental for wedding party” Plenty of space, nice locations, big patio and deck

Price per night from

$182

Arrowhead #26

Oakland condo

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$145

Cambridge Colonial Home, Walk to Town & Waterfront

Cambridge house

3 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 3 hours 53 minutes

Price per night from

$283

Home on the Ridge

Oakland house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$161

Beautiful Day

McHenry house

5 bedrooms / 3 bathrooms / sleeps 14

“Fun Time at Wisp” The house was very nice, however, I misunderstood the description online and thought the house was ski in/ski out. I believe the online description is a little misleading.

Price per night from

$161

5 BR - AWESOME lake views, pool, billiards, tennis & hot tub on Wisp Mountain!

McHenry house

5 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$433

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

$161

SUNsational

Swanton house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$200

Pinnacle Perch

Swanton house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$229

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

$132

Oceanfront ~ Uptown ~ A Touch Of Class On The Beach ~ DON'T WAIT TO BOOK SPRING!

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

“All Superlatives!” Clean. Comfortable. Quiet. Well-supplied. Wonderful ocean view from balcony and bedroom. Easy access to beach. Smooth "registration" system. Convenient to restaurants, shops, entertainment. We loved it!

Responds fast! avg. 1 hour 43 minutes

Price per night from

$148

Smack Dab

McHenry house

4 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$209

Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview

Wittman log cabin

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,112

Owl Cabin

Oakland log cabin

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$251

The Lodge at McHenry Cove Marina

McHenry house

5 bedrooms / 4 bathrooms / sleeps 14

“Perfect for Children” I rented The Lodge at McHenry Cove Marina for my daughters' birthdays. The house is a perfect location for teenagers, because it is so close to Smiley's Go Carts. The bedrooms were huge and the bathrooms were amazing. The only reason the review received 4 stars is because the television service was horrible. The girls could not watch Disney or Nick at Nite...Only had basic Cable. Other than this issue, the Vacation was awesome!!!

Price per night from

$227

Kathleen's Crossing

Swanton house

5 bedrooms / 5 bathrooms / sleeps 14

“A blessing from God.” My Husband and i along with our friends are in the prosse of planing our trip for next year. we had a wnoderful time would like to thank you all for making it happen. It was my husbands birthday and he said it was the best. Again thank you from the Richardsons.

Price per night from

$398

Tall Castle

McHenry house

4 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$292

Tree house

Oakland log cabin

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$169

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

$153

Almost Heaven

Oakland condo

5 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$327

250 nt 5bedrooms 40 miles from Washington 3 or 4 bedroom

Olney house

3 bedrooms / 3 bathrooms / sleeps 15

Price per night from

$290

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

$161

Cottage On Kent

Chestertown cottage

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$227

Dreamer's Overlook

McHenry house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$244

Deer Pass

Oakland house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$319

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

$196

Luxurious Getaway!!

Olney house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$330

Abbot's Bliss

Swanton house

6 bedrooms / 4 bathrooms / sleeps 12

“Abbott's Bliss: All Good Except” Stayed for our second time at abbott's Bliss. We had a great week. Fishing was good. Kids's had fun on Zip line tour and coaster at Wisp. Swallows Falls hike w/ manadatory Ice cream stop. Good Pizza and Beer at Mt. State Brewery. It is a great house with planty of room. Felt right at home. Neighbor was another story. At the time of our stay the 3 community boat slips were all empty the entire week. Upon arrival, I looked in the house information binder and there was no mention of any specific slip assignment. We chose the one that seemed logical to us. On Friday, a neighbor homeowner chided me about being in the wrong slip. We moved to another slip. As it turns out, she had called the DNR police at my home who threatened to tow my boat. The lady told us she had freinds coming in an hour. As of Saturday, all slips were still vacant. Please post the slip assignment , (if there is one). It was a very negative ending to a great week.

Price per night from

$277

City Living in a Park-Like Setting

Pikesville apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$173

Ski Harbor #13

McHenry house

4 bedrooms / 3 bathrooms / sleeps 10

“Great Time, Great Place, Great Weather, Beautiful Color” Everything was absolutely fantastic! It was nice to be able to put stuff in the garage. The views were terrific and the weather was perfect. We loved being able to keep our boat and jet ski docked there.

Price per night from

$192

Bright Beginnings

McHenry condo

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$161

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

$245

North Ocean City Penthouse Condo

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 8

“Very Nice!” The place was clean and comfortable. David was very helpful and responded quickly to questions. Indoor pool was clean and refreshing and w as s enjoyed several times. It was a short walk to a nice beach area and close to anything you would need. Would definitely book this place again!

Responds fast! avg. 3 hours 21 minutes

Price per night from

$214

Viewing 38 of 1,175
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

3BR OCEAN & BOARDWALK view, pool, free WiFi, linens available
Great Family Rental and location!!!

This 3 bedroom condo is very spacious and clean. Front balcony is awesome for coffee in the morning or dinner in the evening. Assigned parking was convenient. A pool is available for use also. Short walk to the beach!!! Owners are very responsive to answer any questions we had in a timely manner.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 - Weekends Available in May!
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
Scenic Serenity
Not perfect, but pretty close!

Let’s get the cons out of the way. 1. All of the knives need to be thrown away. I couldn’t get through a tomato. 2. There was no broom or mop. We had to buy them from the Walmart that was about 10 minutes away. 3. The shower heads need to be updated. 4. A previous family had left a bag of trash in the boiler room. We found it as we were cleaning up. A surprise. I e-mailed about an Iron/ironing board and was told that there was none, but there actually was in the laundry room. Also, there is a very powerful grill outside. Favorite amenities. 1. The jacuzzi is updated and has Bluetooth built in for music. 2. The fire pit is spectacular and there was enough fire wood provided to enjoy it for hours. 3. We got into the 20s some nights, so the wood burning fireplace downstairs and the gas fireplace upstairs were very welcome. 4. A beautiful view of the lake is unobstructed from every floor and is a minute walk from the house. The occasion. We have 2 friends with a birthday on the same day. To be safe, we all invited our quarantine bubble of people to celebrate in Deep Creek. On the first night, we had a welcome cocktail hour. The house is an acoustic dream, so I brought one large JBL Bluetooth speaker to place on the top floor next to the overhang. We could hear music everywhere. There are space enough options for 14 people play games, eat together, and have conversations. On the second day, we went horseback riding at the ranch that’s 5 minutes away. That evening, we had a costume party because it was Halloween. I set up a pipe and drape to take pictures in the pool room. Everyone seemed to love that. We also had trophies made to honor different categories of costumes. On Sunday, we had a birthday brunch. Everyone dressed in their day party attire. We made sangria and mimosas and had so much food! I had a special backdrop for pictures on Sunday. After cleanup, we sat by the fireplace, then had a pajama party/ karaoke night contest on the top floor. I brought karaoke mics for the occasion. At midnight, we did an official birthday toast and everyone was able to get to bed shortly after for checkout the next day. The house is perfect for all of these events. Quiet time is 11pm, so we made sure to adhere to all of the rules. Trash was taken out daily. We will definitely be using this house again.see more

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