Holiday houses in Dewey Beach

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Top-rated holiday rentals in Dewey Beach

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Top Guest favourite
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.
Condo in Dewey Beach
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.

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
4.98 out of 5 average rating, 211 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.

Top Guest favourite
The open-plan living area features light-colored furniture adorned with a coastal-themed pattern. A television is positioned on a stand, and abundant natural light filters through multiple windows. Exposed wooden beams create a spacious feel, complemented by subtle decorative elements highlighting a beach theme.
Apartment in Dewey Beach
4.97 out of 5 average rating, 31 reviews

Cozy Condo Steps to the Beach

Stay in this stylish 2-bedroom condo, just a short walk from the beach! Whether you’re planning to relax by the ocean, explore local shops, or dine at nearby restaurants, this condo is perfectly located for all your coastal adventures. The open-plan living area is bright and welcoming, featuring comfortable furniture and a fully equipped kitchen. Both bedrooms offer a peaceful retreat making it ideal for families, couples, or friends. Book your stay and experience the perfect beach getaway.

Guest favourite
A modern kitchen area features wooden cabinets, stainless steel appliances, and a stone accent wall. A circular glass dining table is surrounded by wicker chairs, providing a cozy space for meals. The overall layout is bright and inviting, with natural light highlighting the contemporary decor.
Condo in Rehoboth Beach
4.94 out of 5 average rating, 122 reviews

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.

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
Condo in Dewey Beach
4.9 out of 5 average rating, 91 reviews

Exquisite bay view Residence at Lighthouse Cove

Designer decorated 2-bedroom condo at The Residences at Lighthouse Cove offers a view of Rehoboth Bay. 1 block from ocean. Private outdoor pool for The Residences & guests only. 2 assigned parking spaces inside private garage. Walk to restaurants & bars. King size bed in owner's suite with beautiful shower, 2nd bedroom has a Queen size bed. Living area has a queen size sleeper sofa. Kitchen is well stocked with island for extra seating, plus round table with 4 chairs.

Top Guest favourite
The entryway features a well-maintained paver stone patio with space for seating. A door with a window leads into the cottage, with a white picket fence and adjacent outdoor furniture visible. The area is designed for relaxation in a quiet setting.
Cottage in Dewey Beach
4.87 out of 5 average rating, 155 reviews

Clayton Street Guest House - Better than a hotel!

Newly renovated cottage!! Perfect efficiency apartment - one block from the beach, one block from the famous Starboard Restaurant. Private screened in front porch for drinking your morning coffee (or your afternoon Happy Hour). All the amenities of home. KEURIG coffee maker. Off street parking for your car. Full kitchen, bathroom, sitting area, all kitchen essentials for daily living. Bring sheets, towels and personal hygiene paraphernalia. Otherwise, Turn key.

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, 627 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
A small outdoor patio area features two colorful, striped chairs and one neutral-colored chair. The concrete floor holds potted flowers and a decorative wall planter. Sliding glass doors provide access to the interior, while a welcoming wreath adorns the door nearby.
Condo in Rehoboth Beach
4.96 out of 5 average rating, 195 reviews

Buoyed Spirits 2 BR 2B 1st floor condo

2 bedroom, 2 bathroom ground floor apartment in a nice neighborhood, off Rt 1. 1.5 miles from the beach! The community has 3 swimming pools and tennis courts. Master has a king-sized bed, the second room has 2 twins. Sofa in living room is a pull out. Two bikes with helmets and locks also come with the rental, as well as 2 tennis rackets. Towels (including beach towels) and linens provided, BUT YOU WILL NEED TO LAUNDER THE SHEETS AND TOWELS BEFORE YOU LEAVE.

Top Guest favourite
A well-lit dining area features a wooden table surrounded by two light-colored chairs with woven backs. Large windows offer views of the neighborhood, enhancing natural light. A decorative sign is visible on the wall, adding a subtle touch to the space.
Apartment in Dewey Beach
4.97 out of 5 average rating, 32 reviews

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.

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, 209 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.

Guest favourite
The cottage is surrounded by lush greenery and autumn foliage. The exterior showcases a combination of siding and a shingled roof. A screened porch offers a welcoming entrance, while a black grill is positioned nearby. Various outdoor elements, including tall grasses, enhance the inviting curb appeal.
Cottage in Sussex County
4.97 out of 5 average rating, 132 reviews

Private Cottage * 1 bedroom+loft * Rehoboth Beach

Welcome to Salt Box Cottage! I am thrilled to share my dream vacation home with you! You will be a short distance away from all that Rehoboth, Dewey and Lowes Beaches have to offer. You will have access to 2 bicycles and beach chairs during your stay. When you are not out and about you will have access to the entire cottage, which is well appointed with a full kitchen, towels, linens, laundry room across the way and 2 free parking spots.

Popular amenities for Dewey Beach holiday rentals

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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