Vacation Rentals & House Rentals in Maryland

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2,250 house rentals

Arrowhead #26

Oakland condo

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$144

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

Ocean City house

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 41 minutes

Price per night from

$69

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

Traditions on the Lake

McHenry house

5 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$330

Waldins waterfront house with amazing views - Top of the Chesapeake

Charlestown house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 53 minutes

Price per night from

$317

Waterfront Room Rentals 1 with Private Beach

Trappe private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 46 minutes

Price per night from

$150

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

$160

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

$148

Ocean City, Maryland- 2BR on the beach!(2009)

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 8

“Beautiful condo and excellent location!” We travelled to Ocean City for a long weekend with our two teenagers. The condo was beautiful and had everything we needed. The view and proximity to the beach was excellent and it was close to everything. Grocery store across the street and restaurants all around. Owner of condo very "on hands" forwarding us all information we needed, answering all of our questions, and responding to e-mails very quickly. Hotel had nice in-door pool, skating rink and ping pong tables to keep kids busy on rainy day. We usually book hotel rooms, but for just a little more money, this condo was so worth it! Nice to have plenty of room for all of us to spread out and great to have tvs in living room and both bedrooms so kids not fighting!

Price per night from

$179

Cozy Cumberland Cabin in the Allegheny Mountains!

Cresaptown log cabin

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 31 minutes

Price per night from

$86

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

Bowie condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 10 minutes

Price per night from

$172

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

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 41 minutes

Price per night from

$138

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

$220

Ski Harbor #37

McHenry house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$131

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

Villages of Wisp #03 Lakeview Court

McHenry condo

2 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$185

Bright Beginnings

McHenry condo

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$177

Waterfront Room Rentals 2 with Private Beach

Trappe private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 46 minutes

Price per night from

$115

North Ocean City Penthouse Condo

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 7

“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 17 minutes

Price per night from

$98

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 3 minutes

Price per night from

$155

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

$276

Annapolis Crows Nest Cottage: Chesapeake Bay View

Annapolis villa

5 bedrooms / 3 bathrooms / sleeps 20

Price per night from

$796

Top of the Slopes

McHenry condo

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$281

Best kept secret by the bay (Entire House)

Fishing Creek house

3 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 54 minutes

Price per night from

$195

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

Waterfront Vacation Home with Private Beach

Trappe house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 46 minutes

Price per night from

$378

Deer Pass

Oakland house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$290

Cabin in the Woods

Oakland log cabin

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$160

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

Ocean City house

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 41 minutes

Price per night from

$76

Paradise Chalet

Oakland log cabin

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$208

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

$486

Lakefront townhouse w/shared dock, shared pool & hot tub - lake & ski access

McHenry house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 26 minutes

Price per night from

$126

Responds fast! avg. 1 hour 26 minutes

Price per night from

$103

Love Point Luxury Waterfront in Stevensville

Stevensville house

3 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$1,612

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

Laurel house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 31 minutes

Price per night from

$170

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

$160

Responds fast! avg. 1 hour 26 minutes

Price per night from

$138

Cozy Ocean City Condo w/Patio Steps from Beach!

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 31 minutes

Price per night from

$144

Viewing 38 of 2,250
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

3 bed 2 bath in West O C, Md. Pool, $900 per week WOW, REDUCED! Labor Day avai
Superb rental!!!

Best rental we've ever used in Ocean City. Owner was very friendly, accommodating and attentive! A+++ … see more
Reach 4 the Beach! Regency Place, OCMD
Wonderful family Vacation!

This is a very nice, clean and well decorated condo. With three bedrooms and two full bathrooms there was plenty of room for the eight of us. The condo is very bright with a beachy feel. The kitchen is large, open and fully stocked. You have a view of the ocean and the bay from the patio. The location was perfect for our family. We will positively plan a return trip. We highly recommend booking with Dorothy for your next beach vacation!see more
Large Oceanfront Studio on 123rd St in Ocean City, MD -- Cara Mar
Fantastic vacation spot!

The location and views from this condo can't be beat! The proximity to the beach is great and the area is close to a lot of favorite eating spots. The condo is clean and has everything you need- we spent all of our time on the balcony when we weren't on the beach. The building is quiet at night which we loved.The owner is very sweet and responsive to any inquiries. We had a great vacation here!see more
Immaculate Waterfront Town Home
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. … see more
NEW LISTING! Spacious condo w/ deck & balcony, steps to the beach & restaurants!
Labor Day weekend

The place was perfect for a long weekend. It was spotless, comfortable, and so close to the beach! We would definitely stay here again. … see more
30th St Great Location 400 feet to the Beach
Clean condo, comfortable porch and great location!!!

The condo was clean and beautifully decorated. It had everything we needed and more, from kitchen supplies to leaving a starter of toilet paper, paper towel and even trash bags (typically not provided in rentals) which was greatly appreciated upon arrival. The condo has such a nice porch and with comfortable seating and our family spent most of the time on from watching the sun come up to watching night fall. Communication with the owners was seamless and fast. We were constantly in touch before our trip, during, and the day we left. It's also located in a great area which made it easy to walk to beach and local attractions. Great dining near by! We would absolutely stay here again! Location definitely provides a ton of value. It was so nice to just park our car and walk 90% of our stay. Parking was a little challenging due to a super busy weekend but we were able to find parking.see more

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