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Maryland Holiday Rentals

275 Maryland Holiday Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Maryland, United States.
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Listings 1 - 25 of 275
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4 bedroom Vacation Rental Home in St. Michaels
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Michaels, Maryland, United States
Description: Got family? Pool, hot tub, canoe, grilling deck all minutes to town This little gem on the banks of Soltitude Creek is a perfect family getaway! ... Learn More
Rates
$493 - $562 night
$1791 - $2255 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Cottage in Mcdaniel
Cottage: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Mcdaniel, Maryland, United States
Description: Tucked Away - Guests Love Waterfront Screen Porch & Sunning on Dock We love this cottage for what it is not - it isn't busy, cluttered or noisy. M... Learn More
Rates
$481 - $554 night
$1766 - $2230 week


Pet Friendly   Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Oakland
Home: 5 Bedroom, 4 Bathroom, Sleeps 13
Location: Oakland, Maryland, United States
Description: Highest quality at every turn. Quality chalet in a forest setting 3 minutes from Swallow Falls State Park with Maryland's highest waterfall 5 mi... Learn More
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Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Oakland
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: Great sledding out your back door, 15 minutes to Resort. Outstanding 360* pastoral views Oversized yard well off County road for safe recreation ... Learn More
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Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Oakland
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Memory Lane got its name from the gracious, huge trees and beautifully maintained lawn which give you the comfort of home with all the amenities of... Learn More
Rates
$347 - $522 night
$1493 - $2122 week


Pet Friendly   Non Smoking


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5 bedroom Vacation Rental Home in Oakland
Home: 5 Bedroom, 5 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Your Deep Creek adventure awaits! Reverie is an exquisite 5 bedroom home that will far exceed your expectations. Floor to ceiling windows in the Gr... Learn More
Rates
$538 - $563 night
$2286 - $4921 week


Non Smoking


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4 bedroom Vacation Rental Home in Ocean City - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: Ocean City, Maryland, United States
Description: This is a perfect location for your family vacation. With direct access from your porch to the sand, this 4 bedroom, 3 1/2 bath is very spacious an... Learn More
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3 bedroom Vacation Rental Condo in Ocean City
Condo: 3 Bedroom, 3 Bathroom, Sleeps 12
Location: Ocean City, Maryland, United States
Description: **Linen/Towel Service Provided ** This magnificent condo was brand new in 2008. In this beautiful oceanfront condo with wrap around balcony - your ... Learn More
Rates
$400 - $400 night
$2800 - $2800 week


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2 bedroom Vacation Rental Home in Berlin
Home: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Berlin, Maryland, United States
Description: Nicely furnished double wide in the gated community of Assateague Pointe. With all the comforts of home, this offers a full kitchen, washer/dryer,2... Learn More
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3 bedroom Vacation Rental Condo in Ocean City
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: This beautiful 3 bedroom condo is in a great location if you love the boardwalk vicinity, but prefer to be in a quieter area. Bayside at 11th Stree... Learn More
Rates
$121 - $379 night
$850 - $900 week


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4 bedroom Vacation Rental Home in Ocean City
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States
Description: *Note: after 9/15/14, only 1 parking spot is available.* If you are a boardwalk fanatic, this townhome is the perfect place for you! Located on the... Learn More
Rates
$200 - $457 night
$1400 - $3200 week


High-Speed Internet


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3 bedroom Vacation Rental Condo in Ocean City
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Enjoy the many amenities this incredible building has to offer. With an indoor and outdoor pool, tennis courts, basketball half court, game room, e... Learn More
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3 bedroom Vacation Rental Condo in Ocean City
Condo: 3 Bedroom, 2 Bathroom, Sleeps 11
Location: Ocean City, Maryland, United States
Description: Stunning architecture, huge floor plan and the perfect location makes this property much sought after. With accommodations for 11, this 3 bedroom c... Learn More
Rates
$350 - $400 night
$2450 - $2800 week


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5 bedroom Vacation Rental Home in Ocean City
Home: 5 Bedroom, 3 Bathroom, Sleeps 12
Location: Ocean City, Maryland, United States
Description: *Note $100 extra registration fee in Sept. during Bike Week and H20 Week. Enjoy a great community with all the amenities: Interactive Fountain, Ind... Learn More
Rates
$375 - $450 night
$2625 - $3150 week


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3 bedroom Vacation Rental Home in Ocean City
Home: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States
Description: Enjoy a tranquil water view, with boatdock outside your back door! This single family home is situated in a residential area on 94th St, just a few... Learn More
Rates
$175 - $300 night
$895 - $995 week


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3 bedroom Vacation Rental Condo in Ocean City - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 12
Location: Ocean City, Maryland, United States
Description: Amazing penthouse condo on the top floor of the Somerset at 2nd building. This huge 3 bedroom condo offers incredible ocean views. It offers a full... Learn More
Rates
$350 - $350 night
$2450 - $2450 week


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3 bedroom Vacation Rental Home in Ocean City
Home: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States
Description: Beautiful town home - just a short walk to all the downtown area attractions. This 3 level townhouse has a full kitchen, washer/dryer, dishwasher/ ... Learn More
Rates
$300 - $400 night
$2100 - $2800 week


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3 bedroom Vacation Rental Condo in Ocean City
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Enjoy ocean and bay views from this 3 bedroom 2 bath condo located 45th street and the oceanblock. The condo is decorator furnished, so it is sure ... Learn More
Rates
$200 - $200 night
$1400 - $1400 week


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2 bedroom Vacation Rental Condo in Ocean City
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Stay in casual elegance at The Plaza - enjoy a huge oceanfront sundeck with outdoor pool and childrens pool, bar, tables and lounges, or inside use... Learn More
Rates
$125 - $314 night
$875 - $875 week


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3 bedroom Vacation Rental Condo in Ocean City
Condo: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: Ocean City, Maryland, United States
Description: New in 2006, this luxury 3 bedroom 3 bath condo is right across the street from the Convention Center,and just a block to the beach. The property f... Learn More
Rates
$142 - $371 night
$995 - $995 week


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2 bedroom Vacation Rental Home in Berlin
Home: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Berlin, Maryland, United States
Description: Enjoy magnificent bayviews from the livingroom, diningroom, and kitchen of this home. One of the closest homes to the fishing pier, its also close ... Learn More
Rates
$950 - $950 week


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2 bedroom Vacation Rental Condo in Ocean City
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Ocean City, Maryland, United States
Description: This pretty condo has great oceanviews from the living room and dining area. On the 17th floor, this is the 1st unit off the direct oceanfront. It ... Learn More
Rates
$99 - $228 night
$695 - $995 week


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2 bedroom Vacation Rental Condo in Ocean City
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Ocean City, Maryland, United States
Description: Overlook the pool, ocean and beach from the 2 oceanfront balconies of this penthouse unit in the High Point South. With two levels, there is the ki... Learn More
Rates
$175 - $250 night
$675 - $995 week


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4 bedroom Vacation Rental Home in Ocean City - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States
Description: Free Wi-Fi available in this spacious direct oceanfront 4 bedroom, 4 bath townhouse. Large private decks have new decking and railings as of 2012,... Learn More
Rates
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3 bedroom Vacation Rental Condo in Ocean City
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: Ocean City, Maryland, United States
Description: Enjoy your best vacation ever in this 3 bedroom condo at the Whispering Sands. This 4th floor unit will offer you an awesome view of the ocean from... Learn More
Rates
$900 - $995 week


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Listings 1 - 25 of 275
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