Montgomery Cottages - Vacation Rentals in Dewey Beach

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From US $323

         

9.2 (95 Reviews)

Cottage

Top Performer! Quintessential historic cottage

• Air Conditioner
• Parking
• Pet Friendly

• Rehoboth Beach
• South Rehoboth

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From US $591

         

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10.0 (1 Review)

House

Town of Rehoboth Beach - 20485 Lincoln St. Cottage

• Air Conditioner
• Parking
• Pet Friendly

• Delaware
• Rehoboth Beach

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From US $526

         

10.0 (187 Reviews)

Cottage

Ocean Block Dewey Beach and Pet Friendly!

• Air Conditioner
• Parking
• Pet Friendly

• Rehoboth Beach
• Rehoboth by the Sea

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From US $119

         

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9.3 (3 Reviews)

House

Pet Friendly Cottage walk to beach!

• Air Conditioner
• Parking
• Pet Friendly

• Delaware
• Rehoboth Beach

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From US $291

         

10.0 (101 Reviews)

Cottage

Spacious One Bedroom Carriage House at the Beach!

• Air Conditioner
• Parking
• Pet Friendly

• Rehoboth Beach
• South Rehoboth

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From US $384

         

10.0 (94 Reviews)

Cottage

Private Cottage Steps to the Beach-just four homes back from the dunes & ocean

• Air Conditioner
• Parking
• Pet Friendly

• Rehoboth Beach
• Dewey Beach

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From US $569

         

10.0 (79 Reviews)

Cottage

Classic Beach Cottage In Town

• Air Conditioner
• Parking
• Pet Friendly

• Rehoboth Beach
• South Rehoboth

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From US $319

         

10.0 (61 Reviews)

Cottage

Dog-friendly Vintage Dewey Beach Cottage - just 110 steps from beach!

• Air Conditioner
• Parking
• Pet Friendly

• Rehoboth Beach
• Rehoboth by the Sea

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From US $258

         

10.0 (39 Reviews)

Cottage

Minutes to Town/Ocean

• Air Conditioner
• Parking
• TV

• Delaware
• Rehoboth Beach

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From US $679

         

10.0 (27 Reviews)

Cottage

Ocean Block Beach Cottage - 7 Delaware Ave - Downtown Rehoboth

• Air Conditioner
• Parking
• TV

• Rehoboth Beach
• South Rehoboth

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From US $580

         

10.0 (8 Reviews)

Cottage

Nana's Cottage - Charming 1930's 2 BD. Walk to the beach!

• Air Conditioner
• Parking
• TV

• Rehoboth Beach
• South Rehoboth

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From US $281

         

10.0 (6 Reviews)

Cottage

Charming Tiny Home in Rehoboth Beach with a Water View

• Air Conditioner
• Parking
• TV

• Rehoboth Beach
• Bay Vista

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From US $842

         

10.0 (1 Review)

Cottage

Charming Ocean Block Cottage in North Rehoboth – Steps to Beach & Dining!

• Air Conditioner
• Parking
• TV

• Delaware
• Rehoboth Beach

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From US $525

         

10.0 (1 Review)

Cottage

Charming Dog-Friendly Coastal Cottage: Steps to Beach, Boardwalk & Town!

• Air Conditioner
• Parking
• Pet Friendly

• Rehoboth Beach
• South Rehoboth

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From US $210

         

9.8 (303 Reviews)

Cottage

Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill

• Air Conditioner
• Parking
• Pet Friendly

• Rehoboth Beach
• Rehoboth by the Sea

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From US $335

         

9.8 (60 Reviews)

Cottage

Vintage Dog-friendly Dewey Beach Cottage - 125 steps to the beach!

• Air Conditioner
• Parking
• Pet Friendly

• Rehoboth Beach
• Rehoboth by the Sea

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From US $306

         

9.8 (21 Reviews)

Cottage

STEPS TO THE BEACH -ADORABLE 1 BR Cottage-9 Park Ave Rear, Rehoboth Beach, DE

• Air Conditioner
• Pet Friendly
• TV

• Rehoboth Beach
• The Pines

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From US $350

         

9.8 (15 Reviews)

Cottage

Charming 1-bedroom cottage with loft in Rehoboth Beach

• Air Conditioner
• Parking
• TV

• Delaware
• Rehoboth Beach

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From US $410

         

9.2 (108 Reviews)

Cottage

Summer 2025 check our low rates.

• Air Conditioner
• Parking
• TV

• Rehoboth Beach
• Dewey Beach

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From US $607

         

9.0 (34 Reviews)

Cottage

Quaint 1880's Cottage ! 2 Blocks to Ocean! Jolley Trolley Stop

• Air Conditioner
• Parking
• Pet Friendly

• Delaware
• Rehoboth Beach

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From US $383

         

8.8 (13 Reviews)

Cottage

Town of Rehoboth Beach dog-friendly cottage with a private pool, washer/dryer

• Air Conditioner
• Parking
• Pet Friendly

• Delaware
• Rehoboth Beach

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From US $275

         

8.6 (29 Reviews)

Cottage

ADORABLE COTTAGE "IN-TOWN" REHOBOTH BEACH -510B REHOBOTH AVE.

• Air Conditioner
• Parking
• Pet Friendly

• Delaware
• Rehoboth Beach

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From US $305

         

8.4 (7 Reviews)

Cottage

55 Philadelphia St.- Renovated spacious apartment, less than 2 blocks to the beach.

• Air Conditioner
• Parking
• TV

• Rehoboth Beach
• South Rehoboth

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From US $304

         

8.2 (17 Reviews)

Cottage

25b Olive Ave.- North Rehoboth Cottage with prime ocean-block location

• Air Conditioner
• Parking
• TV

• Delaware
• Rehoboth Beach

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