Holiday rentals in Dewey Beach

Lux Dewey: Rehoboth Bay Front*1Block 2 Ocean! Pets

⭐ AWARDED GUEST FAVORITE Luxury Dewey Beach Bayfront Condo – Rooftop Pool | 1 Block to Ocean | Walk to Rehoboth Nauti by Nature – Top-Floor Bay Retreat Experience Dewey Beach from this top-floor condo overlooking Rehoboth Bay — just 1 block to the ocean and minutes to downtown Rehoboth. Wake up to bayfront serenity. Beach by day. Walk to dining, nightlife, and music. Bike to Cape Henlopen State Park. End with sunset views from your balcony. More than a stay — it’s a coastal lifestyle escape!

Newly Renovated Modern 2 Bed/2 Bath Condo w/ Pool

Newly renovated and designer decorated 2 bedroom/2 bath beach condo with the most comfortable beds imaginable. Located in the heart of Dewey Beach with an outdoor pool and only 1 block to beach and bay. One bedroom includes a King sized bed with private bathroom. The 2nd bedroom includes a Queen and a Twin sized beds adjacent to the 2nd bathroom. The fully equipped kitchen features stainless steel appliances, granite countertops, an island w/ seating, and washer/dryer. 2 parking spots included.

Dewey Beach Ocean Block 3 BR 2 BA Free Parking

Unique Dewey Beach, DE Local Colliers Building saved from being taken down and turned into an extraordinary Ocean Block Beach Cottage. Indulge in the Ocean, Restaurants, Water Activities, and the Night Life of Dewey Beach, Delaware. Always a memorable visit when you stay in this town and our comfortable ocean block beach home. You will be steps to the Beach in this cozy, clean 3 BD Sleeper Queen Sofa and 2 BA, Private parking, Extra Secure Storage. Come escape to a little piece of paradise.

Newly Updated OCEAN BLOCK 2 bed condo

Get ready for a fantastic stay at this adorable beach condo- steps from the beach in fabulous Dewey Beach. This 2 bedroom, 1 bath condo is on a quiet street in Dewey, but close enough to walk to all the action you need for a great getaway. Enjoy your morning coffee on the large screened porch, walk to the beach for the day, enjoy the sunset at the Rusty Rudder across the street or walk around the corner for dinner at Nalu. Everything you need for a great vacation is right at your fingertips!

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Luxury water-view condo with high-end finishes

Luxury 2-bedroom condo at The Residences at Lighthouse Cove located in the heart of Dewey Beach. This unit features great views of Rehoboth Bay and is only 1 block from the Atlantic Ocean. Easy walk to Dewey Beach’s shops, restaurants, and nightlife. This unit sleeps up to 6. There is a master bedroom with a king bed and ensuite bathroom. The second bedroom has a queen bed. There are 2 twin-size fold-away beds. Lounge at private rooftop pool, fire pits, & grills for Residences

Clean & Comfy MCM Casita, Great Location, Fire-pit

Welcome to your cozy Bay Vista getaway, a private one-bedroom retreat just minutes from Rehoboth Beach. This charming home features vaulted ceilings, equipped kitchen, full bathroom, washer & dryer. Relax by the fire pit with complimentary firewood or head to the beach with the beach towels & chairs. Thoughtfully decorated in a mid-century modern style, the home includes an organic cotton mattress and high-end finishes throughout. A perfect blend of comfort, style, and location.

Bayfront - Walk to Beach & Boardwalk - King Bed

Welcome to our Home Beach Resort! Just a 5-minute walk to Ocean City Beach, boardwalk, bars, restaurants, and amusement parks. 🌅 Bayfront Views – Enjoy stunning sunrises from the master bedroom and sunsets on the bay. 🏡 Comfort & Convenience – Fully furnished home with a private gated boardwalk. 🎣 Outdoor Fun – Fish and crab right in front of the house! ☕ Modern Amenities – Fully equipped kitchen, Keurig coffee maker, WiFi-6. Book now for the ultimate Ocean City getaway!

The Winkler

The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

Luxury, Ocean Block 4B/3B Condo at Van Dyke Villas

Come stay at our stunning 4 bedroom, 3 full bathroom, ocean block condo with direct ocean views. This rental has every convenience for the perfect vacation. Located on the same block as the beach, you can have your feet in the warm sand within minutes. Newly renovated, this rental features modern amenities, including a fully upgraded kitchen and bathrooms, a gas fireplace, smart TVs throughout and an amazing, oversized screened-in porch with Ocean views.

Cozy Beach Block Condo (Rent by Week in Summer)

Come enjoy all seasons at the beach (rent for week in Summer). Dewey and Rehoboth host many fun events including the Spring Dewey Egg Scoop and Dewey Beach Bacon Fest. Great restaurants and beautiful beaches are waiting for you to explore. Leave the car parked (2 spaces) and enjoy live music and boutique shops as well bargain tax-free Outlets shopping. Condo in pristine condition with a coffee bar, 65” TV, High speed Internet and bonus all seasons room.

Beach block dog-friendly Dewey gem!

Location, location, location! Half a block to the beach in one direction, and half a block to the Starboard in the other. Cute and cozy duplex perfect for small groups to enjoy all that Dewey has to offer. Walking distance to Rehoboth, too! Super close to all the action but still feels secluded thanks to greenery and being set back from the street. Enjoy coffee and drinks on the deck before a day at the beach or a night on the town.