
Holiday rentals in Dewey Beach
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Dewey Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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!

Right on Silver Lake walk to the beach and town!
Completely renovated, right on Silver Lake! On the most secluded part of Rehoboth Beach watch the sun rise and wildlife sitting at your patio! Park your car and walk or bike everywhere. Steps from the pool and three blocks across Turtle Bridge to get to the less crowded part of the beach. Five blocks from Rehoboth Avenue, where most restaurants and shops are. Full kitchen, Central heat/air, Smart TV, Cable and High speed internet. Pickleball, Tennis, Basketball and Tennis courts next door

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!

Loft Apartment at Good Earth near Bethany Beach
Welcome to "The Loft" at Good Earth. An apartment with private entrance, attached to our home. We are rarely home. Bedroom with queen bed and full bath. Separate living/ sitting room. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include 2 on-site restaurants, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, 2 cottages, 4 tent sites, a "glamper", and this loft! Staying at Good Earth is more than just a beach trip!

Adorable cottage, door-2-door parking! Bikes/Kayak
Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS! 2 kayaks, beach toys, float toys, balls, tennis rackets, etc. for fun

Cozy Condo on Silver Lake - Walk to the beach!
Located in the middle of a nature preserve on Silver Lake, and walking distance to the beach this end unit condo boasts stunning views and cozy modern decor. Enjoy the pool just steps from your lakeside patio or take a short walk to the beach or town crossing the footbridge (known by locals as turtle bridge.) Lovely boutiques and fine dining in town plus numerous family friendly restaurants. 5 minute drive to Tanger Outlets. Rehoboth Beach parking pass provided with each rental.

Shady Shore Cottage in North Dewey Beach
Charming Mid-Century beach cottage located in north Dewey Beach. Relax and enjoy one of the original beach cottages built in Rehoboth by the Sea in the 1960s. Only two blocks to the ocean and a short walk to restaurants in downtown Dewey or take a trolley ride to Rehoboth Beach for more restaurants and shopping. No parking pass needed - there's room for 4 cars in the driveway. Feel free to borrow the 3 beach chairs and enjoy the outdoor shower when you get back from the beach.

1st Floor Condo - Walk to the Beach - Pool
Spring Break Getaway! Perfect location to enjoy the holiday season in Southern DE for upcoming events, such as Polar Bear Plunge, Super Bowl Weekend or Dewey’s Famous Winter Gala! Welcome to your tranquil coastal retreat in the heart of Dewey Beach, Delaware. This newly renovated, first-floor suite offers a harmonious blend of modern comfort and beachside charm. Located just steps from the ocean block, indulge in the ultimate seaside lifestyle with easy access to the beach!

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.

Classic Cottage for Two, Rehoboth Beach
Enjoy our sweet cottage that's close to the beach - it's less than a mile away! Our cottage is cozy and comfortable with all the amenities needed to make your stay relaxing and enjoyable. We're close to beaches, dining, shopping and outdoor activities. Our charming screened-in porch is the perfect spot to relax and enjoy reading a book, having dinner and cocktails, or doing nothing at all!

Read Ave Dewey Condo - Bay Front, Private Beach
Escape to our waterfront Dewey Beach condo with stunning bay & marina views! This family-friendly retreat comfortably sleeps 6 and features a private dock, boat slip, and kayak. Enjoy spectacular sunsets from the porch, a fully equipped kitchen, and easy access to the beach just 2 blocks away. Perfect for a memorable family getaway with modern comforts and direct water access.
Popular amenities for Dewey Beach holiday rentals
Stay near Dewey Beach's top sights
Other great holiday rentals in Dewey Beach

Beautiful 3 Story Town House In Rehoboth Beach

Kisa Dove

Serenity, Modern Flare and Family Fun @ Casa Verde

Clean Family Friendly Getaway w/ unbeatable value!

Time to Relax * Spacious Home (Sleeps 10) w/ Pool

Exquisite bay view Residence at Lighthouse Cove

Waterfront Oasis

Beach block dog-friendly Dewey gem!
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.
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Outer Banks Holiday rentals
- Beach apartment rentals Dewey Beach
- House rentals Dewey Beach
- Pet-friendly rentals Dewey Beach
- Flat rentals Dewey Beach
- Family-friendly rentals Dewey Beach
- Villa rentals Dewey Beach
- Beach house rentals Dewey Beach
- Rentals with pools Dewey Beach
- Cottage rentals Dewey Beach
- Beachfront rentals Dewey Beach
- Apartment rentals Dewey Beach
- Ocean City Beach
- Ocean City Boardwalk
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Bayside Resort Golf Club
- Jolly Roger Amusement Park
- Northside Park
- Bear Trap Dunes
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Killens Pond State Park
- Delaware Seashore State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Ocean City Boardwalk
- Dover Motor Speedway
- Mariner's Arcade
- Roland E Powell Convention Center
- Trimper Rides of Ocean City
- Hawk Haven Vineyard & Winery




