Condo holiday rentals in Dewey Beach

An open-concept living area features a spacious gray sectional sofa arranged around a casual coffee table. Bar seating at the kitchen island is complemented by stylish stools. Natural light fills the room, highlighting the subtle décor and a wall adorned with decorative fish.

4.98 out of 5 average rating, 105 reviews

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.

5 out of 5 average rating, 117 reviews

The living area features comfortable electric reclining sofas facing a coffee table. Large windows provide views of the ocean, while a dining area and modern kitchen are visible in the background, creating a spacious and inviting atmosphere.

Condo in Ocean City

2BRCapri: Indoor Pool, Game Room, Massage Chair

ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

A compact kitchen area is visible, featuring white cabinetry and modern appliances. Two bar stools are positioned at a small island. The cozy sitting area includes a light blue chair and a striped sofa, with light streaming in from the nearby window.

4.97 out of 5 average rating, 302 reviews

Sweet getaway - beach block, steps from the beach!

Steps to beautiful, uncrowded beach in Rehoboth-by-the-Sea! Experience tiny house living in our quiet, sweet, light-filled beach getaway with king-sized bed. We provide sheets, towels! Easy check-in+out - no chore list! Dog-friendly! Free parking. Full kitchen, fast WiFi, Roku tv, outdoor dining space, outdoor shower, grill, fire pit - quiet beach block in Dewey, a short walk to the Rehoboth boardwalk. New windows, new HVAC! Great, beachy location for a wonderful, relaxing getaway!

A bright living area is filled with natural light, featuring a spacious light blue couch and a white coffee table decorated with a bowl. A flat-screen TV is mounted on the wall opposite, alongside a cozy reading chair and a dining set for six.

4.98 out of 5 average rating, 215 reviews

Comfy and Convenient 2 bedroom/2 bath condo

Bright & spacious 1st floor, 2 bedroom/2 bath condo (sleeps 6) in Eagles Landing is perfect for families, couples or friends. Recently renovated floors, appliances and countertops, new furniture. We are an easy 5-minute drive from the beach. The community has 3 pools. Our unit includes parking, a full kitchen, living room, dining room (seats 6), washer/dryer, dishwasher, wi-fi. Downtown restaurants, outlet shopping, & boardwalk are all within 2 miles. We provide necessities so you pack less!

4.87 out of 5 average rating, 128 reviews

Rehoboth Beach Canal Retreat

This newly renovated 2 bedroom, 2 bath condo is located in a prime location for anyone wanting to take advantage of all Rehoboth Beach has to offer! Community pool access (in summer season-only), free parking, & walking distance to restaurants, breweries, trails, parks, and downtown are among the benefits of this spot. The beach is a 20 minute walk or 5 minute drive! Just east of Route 1, this second floor condo speaks to couples, small families or a group of friends looking for a getaway.

The living area features a light gray sectional sofa with colorful accent pillows, situated within a bright space. A wooden console table is placed against the wall, and light fixtures illuminate the open kitchen area in the background.

4.97 out of 5 average rating, 144 reviews

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

A cozy living area features a teal sofa adorned with patterned pillows and a plush armchair. A decorative wall hanging adds texture above a glass coffee table, while soft light enters from a window dressed with sheer curtains. A stylish rug completes the inviting space.

4.98 out of 5 average rating, 161 reviews

Ocean Block Boho Beach House

Welcome to my little boho inspired beach house located in the heart of Dewey Beach. 300 feet to the sand, you can hear and smell the ocean from the doorstep. This 2 bedroom 1 bath condo is perfect for small family getaway or with a few friends. Fully equipped little kitchen is available for light cooking, along with gas grills, outdoor showers, and outdoor seating in the condo common areas. I designed this space for me, but I hope you can love it too!Max 4 adults, no parties.

4.84 out of 5 average rating, 223 reviews

Condo in Ocean City

Beachfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.

The living area features a large, L-shaped fabric sofa with soft cushions, positioned beside a wooden coffee table. A decorative wall art piece is displayed over the sofa, and sunlight filters through the window adorned with sheer curtains, creating a bright and cozy atmosphere.

4.98 out of 5 average rating, 139 reviews

Dewey Beach Condo 2BR+sofa bed. Walk to the beach!

Located near the Town Hall & the Police Department, this charming 2-bedroom ground floor condo is a clean, safe, family-friendly coastal vacation environment! Only 1.5 blocks to the beach, 1 block to beautiful bayside dining, and 5 blocks from downtown Dewey. Fully furnished with 2 queen beds, comfortable sleeper sofa, full bath, washer & dryer, fully equipped kitchen, clean bed sheets & towels, fast WiFi, beach chairs & more. I'm a responsive, experienced SuperHost.

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A scenic view is captured through the window, showcasing a gazebo in a public square by the ocean. The serene ocean can be seen in the background, with gentle waves meeting the shore under a cloudy sky.

4.75 out of 5 average rating, 267 reviews

Rehoboth Ave Boardwalk, Ocean & Bandstand Views U2

You truly can not ask for a better location! Directly across from the bandstand, your beautifully renovated condo is STEPS from the boardwalk and beach. Enjoy Boardwalk and Ocean views in this modern & stylish 2 bedroom 1 bath condo with your private entrance located directly on Rehoboth Avenue (THE MAIN DRAG) steps from the boardwalk. Little to no street noise even with the windows open! (3 night minimum during high season ; 2 night minimum offseason)

The open-concept living area offers a view of the bay through large windows. A kitchen island with seating for four is visible, along with stainless steel appliances and light cabinetry. Natural light fills the space, showcasing a welcoming atmosphere by the water.

4.86 out of 5 average rating, 208 reviews

On the Bay, Private Beach-Boat Slip

Enjoy your own piece of paradise! Walk out the door 10 steps to the water! Modern condo located on the bay with great views, a patio, a grill, a private beach, boat slip, and 2 blocks to the ocean. Perfect for couples and small families! This is a well-appointed 500 sqft open concept condo with 1 bedroom, office & 1 bath. We take great pride in our condo and keep everything updated. Refresh and update Fall 2025 with new living room and bedroom furniture.

An inviting living area features a dark grey couch complemented by a decorative blue pillow. A wooden dining table accommodates six chairs, positioned near a softly lit ceiling fixture. A television rests on an earthy-toned cabinet, while an open kitchen area is visible in the background.