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Holiday houses in Dewey Beach

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Top-rated holiday rentals in Dewey Beach

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Guest favourite
A stunning sunset illuminates the sky in vibrant hues of orange and red over the tranquil water. The sun is seen rising above the horizon, casting a warm glow on the calm bay. A wooden pier extends into the water, highlighting the natural beauty of the scene.
Apartment in Rehoboth Beach
4.81 out of 5 average rating, 203 reviews

Romantic Sunset Suite

5 min walk (0.3 miles) to the beach and ocean, or enjoy your own private bay front beach out your back door, and gorgeous, romantic sunsets. First floor unit boasts a totally private bedroom and bath, and separate entrance. Sleep well on new queen mattress. Park your car and leave it. Located at the quieter south end of Dewey, yet still within walking distance to restaurants, nightlife, water sports, marina. Take Trolley or Uber to nearby Rehoboth for shops, restaurants and boardwalk fun!

Top Guest favourite
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.
Condo in Dewey Beach
4.97 out of 5 average rating, 301 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!

Top Guest favourite
A welcoming outdoor terrace features a round table surrounded by two wicker chairs with blue cushions. Hanging planters filled with greenery create a vibrant atmosphere, while a decorative pot adds a pop of color. Sunlight filters through lush trees, enhancing the serene environment.
Guest suite in Rehoboth Beach
4.99 out of 5 average rating, 210 reviews

Treetops beach getaway walkable to beach/boardwalk

East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster convection oven/air fryer for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

Superhost
A bright living area is complemented by large windows that allow natural light. A gray sleeper sofa is positioned beside a turquoise chair, with colorful decorative pillows adding a touch of design. A small television is mounted on the wall, enhancing the cozy ambiance.
Home in Rehoboth Beach
4.8 out of 5 average rating, 730 reviews

Contemporary 1 Bedroom 2 level home

The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)

Top Guest favourite
A spacious living area features a large L-shaped mahogany leather couch and a brown suede love seat adorned with decorative pillows. An ottoman complements the seating arrangement. A 65" HD flat screen TV is visible, alongside two windows allowing natural light to brighten the room.
Apartment in Dewey Beach
4.93 out of 5 average rating, 272 reviews

Dewey Beach 1 BR+sleeper sofa. Walk to the beach!

Enjoy all of Dewey Beach at this delightful 1 BR, ground floor, apartment on the north side of town. 1.5 blocks to the beach, and 3 blocks to the start of restaurants and music venues. Quiet, relaxing location on a side street. Perfect for a small family or group of 4 friends! Custom self check-in keypad code for Private Entry sent upon booking. Professionally cleaned + bed made before your stay. 4 beach chairs, 1 on-property parking spot + 1 free Street Parking Passes provided at no charge!

Guest favourite
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.
Condo in Dewey Beach
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

Top Guest favourite
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.
Condo in Dewey Beach
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.

Guest favourite
The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.
Condo in Ocean City
4.95 out of 5 average rating, 309 reviews

Direct Oceanfront 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 full 100% view of the beach and ocean.

Top Guest favourite
A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 622 reviews

Cozy condo / 3,5 miles from the beach.

Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

Top Guest favourite
The structure features a modern design with a wooden exterior and large glass windows. A spacious deck is accessible from the upper level, surrounded by lush greenery. The ground floor includes a stone facade with garage doors, creating a harmonious blend with the natural surroundings.
Guesthouse in Rehoboth Beach
4.87 out of 5 average rating, 344 reviews

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!!

Guest favourite
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.
Condo in Dewey Beach
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.

Top Guest favourite
A single-story house is presented, featuring a welcoming front porch with screened seating. The exterior is surrounded by well-maintained grass and mature trees displaying autumn foliage. A driveway leads to the entry, enhancing the inviting appearance of the home.
Home in Rehoboth Beach
4.95 out of 5 average rating, 221 reviews

Pet friendly cottage 4 blocks to Beach

South Rehoboth Beach House located in peaceful country club estates. Fully fenced with outdoor shower, 2 screened porches, gas grill, cable TV, wireless internet, full kitchen, beach chairs, 1 car parking in driveway and garage parking for 1 car. In season Rehoboth Beach parking permits provided DOGS ALLOWED $50 per stay fee

Popular amenities for Dewey Beach holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Dewey Beach's top sights

Funland

244 locals recommend

The Starboard

157 locals recommend

Dewey Beach Watersports

31 locals recommend

Other great holiday rentals in Dewey Beach

Guest favourite
The beach house is surrounded by lush greenery, featuring a large screened-in porch that offers an inviting outdoor living area. A wooden deck is accessible from the porch, and the driveway leads to the front entrance, providing a spacious feel to the property.
Home in Rehoboth Beach
4.89 out of 5 average rating, 66 reviews

Family beach house near the beach and bay, 3BR 2BA

Guest favourite
A cozy living area is highlighted by a comfortable seating arrangement and a coffee table. A wall-mounted TV is positioned near a decorative fireplace, while natural light fills the space through sliding glass doors that lead to a balcony. Decorative wall art complements the decor.
Apartment in Rehoboth Beach
4.88 out of 5 average rating, 32 reviews

Coastal condo: 2B/2BA Reho/Dewey

Top Guest favourite
An elevated beach house stands gracefully by the canal, with a spacious upper deck visible under a colorful twilight sky. Lush trees frame the property, while a wooden dock provides direct access to the water, creating a serene and inviting coastal atmosphere.
Home in Ocean View
4.97 out of 5 average rating, 31 reviews

Waterfront Retreat with Kayaks, Deck, Views!

Guest favourite
An aerial view captures a spacious rooftop pool adjacent to the bay, with sun loungers arranged around it. The nearby buildings are designed with large windows, reflecting the inviting waters of the bay and the clear sky above.
Apartment in Dewey Beach
4.88 out of 5 average rating, 16 reviews

Steps to the Beach | Bay View Condo + Rooftop Pool

Guest favourite
A comfortable living area is furnished with a large gray sectional sofa and an additional chair. A blue ottoman sits at the center, adorned with a decorative tray. Light pours in through large windows, highlighting a coastal-themed photograph on the wall.
Condo in Dewey Beach
4.92 out of 5 average rating, 79 reviews

Luxury Bay & Oceanview Condo in the Heart of Dewey

Top Guest favourite
The exterior of the apartment shows a two-story building with a spacious deck above. Outdoor stairs lead to the entrance, while large windows provide ample natural light. Lush green grass and surrounding shrubs enhance the peaceful setting.
Guest suite in Rehoboth Beach
4.96 out of 5 average rating, 76 reviews

Winter or Summer - Quiet Studio Apt Near Beach

Guest favourite
A bright living area features large windows dressed with sheer curtains, allowing natural light to fill the space. A comfortable seating arrangement is highlighted by white furniture and red accent pillows. A small dining table sits beside the windows, offering a cozy spot for meals.
Condo in Dewey Beach
4.93 out of 5 average rating, 91 reviews

Perfect Location in Dewey Beach!

Top Guest favourite
A spacious bedroom features a turquoise headboard with a cozy bed covered in a warm-toned duvet. Natural light streams through two large windows, illuminating the room and a nearby leafy plant. A chair and a floor lamp enhance the welcoming atmosphere.
Home in Rehoboth Beach
4.99 out of 5 average rating, 67 reviews

The Boho Bungalow Fenced Yard-Pet Friendly/No Fee!

Frequently Asked Questions

  • What are the best places to stay in Dewey Beach?

    Dewey Beach has a mix of beachfront rentals, family-friendly condos, and relaxed residential neighborhoods. Staying near the ocean or around the bay is often suggested for convenient access to water activities and local dining.

  • What are the best things to do in Dewey Beach with kids?

    Families often explore the wide sandy beach, paddle on the bay, or visit playgrounds and local parks. Seasonal events and nature programs also create engaging opportunities for children.

  • What are some of the best things to do in Dewey Beach?

    Dewey Beach has oceanfront spots perfect for swimming and sunbathing, as well as a bay area often recommended for water sports like paddleboarding or kayaking. Many visitors explore local eateries, enjoy live music venues, or stroll the sandy shoreline. The atmosphere is relaxed and welcoming.

  • How is the weather in Dewey Beach?

    Dewey Beach has cool winters around 28–48°F (-2–9°C) and warm, humid summers from 66–87°F (19–31°C), with rainfall spread throughout the year. Bring layers and sun protection for changing beach conditions.

  • What are the best places to visit in Dewey Beach?

    Explore the main beach, the bayside marina, and relaxed waterfront parks. Nearby, Rehoboth Beach has a nostalgic boardwalk and local shops, frequently suggested for day outings.

  • What are some hiking trails in Dewey Beach?

    Dewey Beach has access to sandy shoreline walks, coastal nature trails, and nearby state parks with looping paths. Trails often wind through dunes, marshes, and wildlife-rich habitats.

  • What are some family activities we can do in Dewey Beach?

    Spend time building sandcastles, join family-friendly bay cruises, or participate in beach games and seasonal festivals. Outdoor movie nights and interactive nature programs are frequently suggested for younger visitors.

  • What are some of the best day trip ideas from Dewey Beach?

    Consider exploring neighboring coastal towns, local wildlife refuges, or nature preserves around the Delaware shoreline. Rehoboth Beach and historic Lewes are popular day destinations for their shops, museums, and waterfront trails.

  • Are there any pet friendly accommodations available in Dewey Beach?

    Pet-friendly rentals are available in Dewey Beach, with some homes, condos, and oceanfront properties welcoming dogs. Many pets join their people on the sand during designated seasons and hours.

  • What are some local tips for visiting Dewey Beach?

    Pack a reusable water bottle, sun protection, and sandals for sandy walkways. Early mornings are quieter on the beach, and local eateries often feature live music or seasonal menus inspired by regional seafood.

  • What is Dewey Beach known for?

    Dewey Beach is known for its energetic surf culture, live music venues, and welcoming mix of family activities and nightlife. Its sandy shoreline attracts visitors seeking both relaxation and water sports.

  • What are the best hidden gems to explore in Dewey Beach?

    Look for quiet bayfront spots at sunset, tucked-away nature trails, or local art displays in small galleries. Neighborhood markets and low-key beach cafés are favored by those seeking a more local atmosphere.

  • What are the best foods to try in Dewey Beach?

    Fresh seafood is frequently suggested, including steamed crabs, oysters, and local fish. Classic boardwalk treats like fries, soft-serve ice cream, and saltwater taffy are also part of the Dewey Beach experience.

  • What should I bring for a trip to Dewey Beach?

    Pack beachwear, sunblock, and comfortable footwear for sandy and boardwalk areas. A lightweight jacket is helpful for cooler evenings, and reusable bags come in handy for shopping or carrying essentials.

  • What is the nightlife in Dewey Beach like?

    Dewey Beach has a lively nightlife scene with waterfront bars, live music performances, and dance venues. Many spots welcome a diverse crowd, especially during the summer season.

  • What are the most popular events or festivals in Dewey Beach?

    Dewey Beach is known for music festivals, sandcastle competitions, and community celebrations, often held in summer and around holiday weekends. Outdoor concerts and local fundraisers are recurring annual highlights.

  • Are there family friendly vacation rentals in Dewey Beach?

    Family-friendly vacation rentals are available throughout Dewey Beach, often featuring multiple bedrooms, full kitchens, and easy access to the ocean or bay. Look for listings highlighting family amenities and proximity to parks or playgrounds.

  • When is the best time to visit Dewey Beach?

    Late spring through early fall is often recommended for milder weather and lively seasonal events. Cooler months appeal to those seeking a quieter coastal experience.

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