
Holiday houses in Dewey Beach
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Top-rated holiday rentals in Dewey Beach
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4 Bedroom Townhome - Steps to the Beach
Relax while soaking in views from the deck of this 4-bdrm, 3-bath townhome, in the heart of Dewey Beach. Features: Ocean View Deck – Enjoy a morning coffee or evening cocktail with views of the ocean Prime Location – Just over 100 ft to the beach and walk to restaurants, bars, and shops Spacious – 4 bdrm, 3 full baths, ideal for families or groups of friends. Amenities – A/C, WiFi, cable, and laundry Parking – 2 off-street spaces Bluff House provides the perfect base for your beach escape.

Direct Oceanfront Condo with Expansive Ocean Views
Welcome to our second home! You will appreciate the relaxing ocean views! This updated 2 bd/2 ba oceanfront condo feels like you are sitting on top of the beach. The condo hosts plenty of space for enjoying the expansive, direct ocean and beach views. Cook gourmet meals in the well appointed kitchen with granite counter tops. Enjoy the den as either a third bedroom or as a private oasis. We allow full or mini weeks, with check in and check out on either Thursday or Sunday in the summer.

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

Basil Cottage at Good Earth, near Bethany Beach
Welcome to the "Basil Cottage" at Good Earth. The cottage is the perfect size for a family, with 2 bedrooms (1 queen bed, and 2 single beds) a kitchen, and a living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include an on-site restaurant, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, two cottages, a "glamper", and 4 tent sites. Staying at Good Earth is more than just a beach trip.

Beautiful Renovated Ocean Front Condo 1b/1.5ba
Beautiful renovated ocean front condo. Get ready to relax in comfort and style! This large 836 sqft one 1b/1.5ba offers breath taking views of the ocean. You will be just steps away from the sand in one of the closest buildings to the beach. Enjoy your coffee or a different sunrise each day from your private balcony off the living room. Updated patio furniture with a cozy bench and high table with 2 chairs that bring a spectacular, completely unobstructed view of the beach and ocean.

Luxury Bay & Oceanview Condo in the Heart of Dewey
Escape to this stunning 4th-floor, 2BR, 2BA condo, just steps from the ocean in Dewey Beach. Enjoy breathtaking views of Rehoboth Bay and the Atlantic from your private terrace. This family-owned condo is fully stocked with all the essentials and offers exclusive access to the rooftop deck, pool, and more. Unit 452 at The Residences Lighthouse Cove is the ideal spot for family vacations, getaways, or business trips. Your dream stay is just one click away!

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.

*Radcliffe Retreat* Studio, Pool & RB Parking Pass
Spacious pet friendly guest suite with Rehoboth parking permit provided. The suite is near outlets, beaches, dining, & Rehoboth boardwalk. Large community pool next door. Charming neighborhood that is a great base to explore all the nearby attractions! Rehoboth boardwalk & beach- 4 mi Outlets- 1 mi Lewes downtown- 4 mi Cape Henlopen State Park- 6 mi 1 dog is allowed with permission.

Willow Oak Waterview Cottage
Country quiet waterfront cottage on 3 acres overlooking wetlands and the Rehoboth Bay. Centrally located to Downtown Lewes, Rehoboth and Dewey Beach, DE. Watch beautiful sunrises on the bay with abundant wildlife and resident Bald Eagles. Plenty of privacy and parking. Entire 1st floor unit that's completely renovated with private entrances.

5BR/4.5 BA/Pool Next to House/ 1.5 miles to beach
Bring the whole family or group of friends to this house with lots of room for fun and creating new memories at the beach. The pool is right next to the house, go for a dip after the beach. Garage is full of games (Ping Pong, Foosball, Pop-A-Shot, Ring Toss, Darts) and lounging options (Swing Chairs and Hammock) for the family.

Golden Hour Getaway | Marina & Bay Views in Dewey
Stay in the heart of Dewey! This newly refurbished waterfront gem on the marina offers stunning bay and sunset views from the balcony. Just steps to the beach, dining, shops, and nightlife—everything you need is within walking distance. The perfect spot to relax and enjoy all Dewey has to offer!

3rd/2nd Roof Top Deck & Condo
This light filled 3rd floor walk up with huge beach view 4th floor rooftop deck. You will feel like you are living in the clouds as you bask in the sun inside and outside this fully remodeled condo just 1/2 block from the beach.
Popular amenities for Dewey Beach holiday rentals
Stay near Dewey Beach's top sights
Other great holiday rentals in Dewey Beach

Beach House on the MD-DE Border of Ocean City!

White Sands Unit # 5 Direct Beachfront

Spring break! Private beach. Best ocean view!

Beach Bum BLVD, 2BR, Comfy Condo, Pool

2 Primary Rooms - 3 Pools * Lower tax rate

Downtown Rehoboth Beach House

3 min walk to beach-Dewey Beach House-new updates!

The Sands at mid town Ocean City
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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- Ocean City Beach
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- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Bayside Resort Golf Club
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