Stayifyoudare - Vacation Rentals in Assawoman Bay

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From $375

         

10.0 (72 Reviews)

Condo

Newly Remodeled, Roof Top Pool, New Fitness Gym, Walk to Beach, HUGE Balcony

• Air Conditioner
• Parking
• Pool

• Ocean City
• Midtown Ocean City

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From $87

         

|

6.1 (13 Reviews)

Apartment

The Capri

• Air Conditioner
• Parking
• Pool

• Ocean City
• North Ocean City

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From $355

         

|

10.0 (57 Reviews)

Apartment

113 m² Apartment ∙ 2 bedrooms ∙ 7 guests

• 1216 ft² Apartment
• Air Conditioner
• Parking
• Pool

• Ocean City
• Midtown Ocean City

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From $365

         

New

Condo

Surfcaster 103 Summar

• Ocean City
• Midtown Ocean City

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From $476

         

10.0 (46 Reviews)

Condo

Ocean Front, North Ocean City, Maryland

• Air Conditioner
• Parking
• Pool

• Ocean City
• Montego Bay

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From $61

         

|

7.4 (15 Reviews)

House

Lighthouse Condos

• Air Conditioner
• Parking
• Child Friendly

• Ocean City
• Caine Woods

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From $149

         

|

10.0 (36 Reviews)

Apartment

55 m² Apartment ∙ 1 bedroom ∙ 4 guests

• 592 ft² Apartment
• Air Conditioner
• Parking
• TV

• Ocean City
• Midtown Ocean City

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From $787

         

|

9.2 (111 Reviews)

Apartment

Saint Tropez

• Air Conditioner
• Parking
• Pet Friendly

• Ocean City
• Midtown Ocean City

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From $394

         

9.8 (107 Reviews)

Villa

Upscale Beach & Golf Getaway At Bayside Resort

• Air Conditioner
• Parking
• Pool

• Rehoboth Beach
• Sun Ridge

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From $90

         

|

4.9 (7 Reviews)

House

Seawood

• Child Friendly
• Internet

• Ocean City
• North Ocean City

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From $147

         

|

10.0 (32 Reviews)

House

194 m² House ∙ 2 bedrooms ∙ 4 guests

• 2088 ft² House
• Air Conditioner
• Parking
• TV

• Rehoboth Beach
• The Commons

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From $538

         

|

New

Apartment

Heated Pool + Views: Beachfront Ocean City Gem

• Air Conditioner
• Pool
• TV

• Ocean City
• Midtown Ocean City

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From $196

         

9.8 (106 Reviews)

Condo

Perfect Sunsets-Direct Bay Front Condo! Crab and fish from the large deck.

• Air Conditioner
• Parking
• TV

• Ocean City
• North Ocean City

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From $289

         

|

7.0 (1 Review)

House

Fenwick Island Home with Canalfront Deck Less Than 1Mi to BCH

• Parking
• View
• Wheelchair Accessible

• Rehoboth Beach
• Fenwick Island

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From $210

         

9.8 (98 Reviews)

Condo

AMAZING LOCATION! JUST STEPS FROM THE BEACH! MINI WEEKS AVAILABLE!

• Air Conditioner
• Parking
• TV

• Ocean City
• North Ocean City

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From $258

         

|

New

House

Montego Bay - Lola B's Bayside Beach Bungalow

• Air Conditioner
• Parking
• Pet Friendly

• Ocean City
• Montego Bay

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From $338

         

9.8 (76 Reviews)

Condo

🏖️ 5 Bedroom Penthouse Ocean Views, Renovated, Pool, Stunning Ocean Views🏖️

• Air Conditioner
• Parking
• Pool

• Ocean City
• North Ocean City

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From $680

         

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New

House

Yellow Hurricane

• Air Conditioner
• Parking
• Balcony/Terrace

• Ocean City
• Caine Woods

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From $174

         

10.0 (137 Reviews)

Condo

FALL End of Season PRICE DROP⬇️ Get All Remaining Nts from $99 w/Low Fees

• Air Conditioner
• Parking
• Pool

• Ocean City
• North Ocean City

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From $243

         

|

9.4 (5 Reviews)

Apartment

QUARTERS OCEANBLOCK

• Air Conditioner
• Parking
• Pool

• Ocean City
• North Ocean City

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From $373

         

10.0 (47 Reviews)

Condo

Capri Ocean Front Family Beach Vacation Resort

• Air Conditioner
• Parking
• Pool

• Ocean City
• North Ocean City

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From $598

         

|

9.5 (2 Reviews)

House

Serenity on Sailing Rd

• Air Conditioner
• Parking
• Pet Friendly

• Ocean City
• Caine Woods

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From $204

         

9.8 (130 Reviews)

Condo

BEAUTIFUL & CLEAN! Waterfront condo with epic sunsets and a POOL!

• Air Conditioner
• Parking
• Pool

• Ocean City
• North Ocean City

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From $249

         

10.0 (112 Reviews)

House

Charming canal front home, quiet neighborhood, one mile from ocean, Prof. Clean.

• Air Conditioner
• Parking
• Pet Friendly

• Rehoboth Beach
• Edgewater Acres

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★ Pro Tip: Stayifyoudare makes it easy to compare the best listings on Stayifyoudare homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stayifyoudare homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Assawoman Bay.