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Vacation rentals in Dewey Beach

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Top-rated vacation rentals in Dewey Beach

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Top guest favorite
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, 108 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 favorite
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, 313 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!

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, 736 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 favorite
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, 164 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 favorite
A charming beach cottage in a vibrant blue hue is framed by a black gate and a wooden fence. Lush greenery and blooming azalea bushes add color to the entrance, leading to a pathway illuminated by natural light. A gentle slope of trees enhances the tranquil setting.
Cottage in Dewey Beach
4.91 out of 5 average rating, 109 reviews

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.

Top guest favorite
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, 212 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 oven 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 favorite
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.

Top guest favorite
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.
Condo in Dewey Beach
4.98 out of 5 average rating, 143 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.

Top guest favorite
A duplex with a shingled exterior is displayed, featuring a rooftop deck accessible by an exterior spiral staircase. A fenced yard is visible, along with a gravel surface below. Large glass doors lead to the lower level, enhancing connection to the outdoors.
Townhouse in Dewey Beach
4.91 out of 5 average rating, 131 reviews

McKinley Duplex

Enjoy the Ocean and Bay Views from the roof top deck of this Pet Friendly duplex located in the ocean block in the heart of Dewey Beach! Just steps to the beach with a large enclosed porch, open living area, 6 bedrooms and 3.5 baths (2 King, 1 Queens, 6 Twins and a sofa bed), ample parking and much more. Walk to all the restaurants and nightlife - take the Jolly Trolley into Rehoboth to enjoy the beach, boardwalk and some of the finest dining in the area!

Guest favorite
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 favorite
The exterior of a large white house is displayed, featuring black and white striped awnings over the windows. A welcoming front porch includes a bench and colorful flower pots. A spacious driveway provides parking, and a garage door is visible on the right.
Home in Rehoboth Beach
4.87 out of 5 average rating, 241 reviews

Dodd House Beach Home w/private pool and hot tub

Saturday to Saturday bookings from the third week in June through mid August. Large 5 bed 3.5 Bath Luxury Home with pool and hot tub. Parking for six to eight cars. ARRIVE, STOCK UP, AND NEVER LEAVE IF YOU CHOOSE! GET YOUR FAMILY AND FRIENDS TOGETHER SAFELY! This large 4,500 square foot rental unit includes 5 private BR, 3.5 BTH, and sleeps 18! Pool opens May 15th. Outdoor fire pit with some wood provided. 25 and older please.

Top guest favorite
A bright dining area is illuminated by natural light from large glass doors that open to a scenic view of the Rehoboth Bay. A rectangular table with metal chairs is positioned near the windows, while a piece of framed artwork is displayed on the wall.
Townhouse in Dewey Beach
4.98 out of 5 average rating, 106 reviews

Bayfront 3-Bed Townhome W/Linens & Beach Gear.

Welcome to our Dewey Beach House! While staying here, you can expect a sun-filled, clean, relaxing space with an unbeatable location and an incredible view of the Rehoboth Bay. You are only: - 5 minute walk to the beach. - 5 minute walk to the Starboard, Bottle & Cork, and many other Restaurants and shops in town. - 2.5 miles to downtown Rehoboth Beach. Come experience what makes Dewey Beach & this stay so special!

Popular amenities for Dewey Beach vacation rentals

BeachfrontGymBBQ grillLaptop-friendly workspaceWifi

Stay near Dewey Beach's top sights

Funland

244 locals recommend

The Starboard

160 locals recommend

Dewey Beach Watersports

32 locals recommend

Dewey Beach beach vacation rentals

Superhost
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.
Condo in Rehoboth Beach
4.75 out of 5 average rating, 268 reviews

Rehoboth Ave Boardwalk, Ocean & Bandstand Views U2

Guest favorite
This two-story beach home features a welcoming exterior with a front staircase leading to a covered porch. Decorative elements include windows with elegant arches and a combination of siding and shingle finishes. The surrounding area is landscaped with stones and greenery.
Home in Milford
4.94 out of 5 average rating, 126 reviews

Sandcastle at the Bay/Beach Front Home- 3BR/2FB

Guest favorite
A comfortable living area features a gray sofa with blue accent pillows and a textured rug. Large sliding glass doors offer a view of the ocean and access to a private balcony with outdoor seating. Natural light fills the space, creating a welcoming atmosphere.
Condo in Ocean City
4.98 out of 5 average rating, 244 reviews

Cozy oceanfront condo with stunning ocean views

Top guest favorite
A wooden deck features two light green Adirondack chairs and a small round table, offering a view of the ocean through trees. The horizon showcases a bright blue sky with scattered clouds, enhancing the serene atmosphere.
Home in Milton
4.99 out of 5 average rating, 106 reviews

BeachHaven: STEPS TO SAND, Pet-Friendly, +Linens

Top guest favorite
A view of the ocean is captured from a fenced front yard, featuring a grassy area and a paved road. The coastline is visible in the distance, where the shimmering water meets the sky, enhanced by a few wispy clouds.
Guest suite in Rehoboth Beach
4.97 out of 5 average rating, 147 reviews

Steps From The Ocean & Boardwalk On Surf Ave.

Top guest favorite
An open-concept living area showcases a spacious sofa arranged around a light-colored coffee table, accented with decorative shells. A dining area with white bar stools and a fully equipped kitchen are visible in the background, along with coastal-themed decor and soft natural light.
Condo in Ocean City
4.98 out of 5 average rating, 107 reviews

Oceanside Charm, desirable midtown Ocean City, MD

Guest favorite
A spacious efficiency is shown with a large bed dressed in neutral linens. A television is mounted on the wall, and modern wall sconces provide lighting. A comfortable seating area includes a gray couch. Floor-to-ceiling windows overlook the scenic view outside.
Condo in Ocean City
4.88 out of 5 average rating, 123 reviews

Oasis by the Ocean - Direct Oceanfront

Top guest favorite
A private balcony features a high table with two chairs, providing an unobstructed view of the ocean and beach below. The scene is enhanced by the bright blue sky and gentle waves, creating an inviting spot for enjoying morning coffee.
Condo in Ocean City
4.99 out of 5 average rating, 151 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

Other great vacation rentals in Dewey Beach

Guest favorite
A sign for 'Oceans Reach' is prominently displayed in a natural setting. The colorful lettering features an orange sun setting over stylized waves and beach grass. Surrounding greenery and gravel pathways enhance the welcoming appeal of the entrance.
Townhouse in Dewey Beach
4.96 out of 5 average rating, 53 reviews

Oceans Reach #3

Top guest favorite
A spacious living area features high, white-beamed ceilings and a mix of cozy seating options, including a dark sofa and a striped armchair. A warm-hued ottoman is centrally located, with natural light streaming in through nearby windows adorned with light curtains.
Home in Rehoboth Beach
4.97 out of 5 average rating, 37 reviews

Storybook Cottage in DT Reho, Walk to Everything

Top guest favorite
Condo in Dewey Beach
5 out of 5 average rating, 21 reviews

Spring Lake Escape | Dog-Friendly by Trail & Beach

Guest favorite
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
4.89 out of 5 average rating, 19 reviews

Steps to the Beach | Bay View Condo + Rooftop Pool

Top guest favorite
A light-filled living area features a comfortable gray sofa and two matching armchairs, complemented by a decorative coffee table. Soft-colored curtains frame the window, and a serene landscape painting adorns the wall. A patterned area rug adds warmth to the tile flooring.
Condo in Dewey Beach
4.94 out of 5 average rating, 85 reviews

*Walk to the Beach* Ocean Block Condo - Pool

Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 30 reviews

Rehoboth-Lewes Beach House by the Bay

Top guest favorite
A dining area features a glass table surrounded by four chairs, set against large windows that provide natural light. A rug with a striped pattern lies beneath the table, and decorative plants are positioned nearby, adding greenery to the space.
Home in Rehoboth Beach
5 out of 5 average rating, 13 reviews

Walk or Bike to Rehoboth Beach!

Guest favorite
The living area features a light blue color scheme with a cozy sofa, complemented by decorative pillows. A small dining table with two stools is visible, along with a side table holding a lamp. A wall art piece depicting ocean tones adds a touch of serenity.
Condo in Dewey Beach
4.86 out of 5 average rating, 22 reviews

Dawn's Beach House

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.

All about Dewey Beach

Sandwiched between Rehoboth Beach (just 2.5 miles to the north) and Delaware Seashore State Park 4 miles south, Dewey Beach is known for drawing the most energetic visitors to Delaware beaches. Water sports, from jet skiing to kayaking, reign supreme here by day (though lounging at the beach is perfectly acceptable as well!), and when the sun falls, the nightclubs and bayside restaurants come to life. Its central location among the Sussex County coastal destinations makes it easy to travel between them, with Cape Henlopen State Park about 10 miles north, Bethany Beach about 11 miles south, South Bethany about 12 miles south, and Fenwick Island about 16 miles south.

What are the top things to do in Dewey Beach?

Dewey Beach

The very set-up of the beach showcases what an active lifestyle beachcombers chase here. Tucked between the lifeguard stands are eight volleyball nets and 14 tetherball stations. When it’s time to hit the water, wakeboarding, windsurfing, and other water sports are popular area activities.

Rehoboth Bay Marina

This full-service marina offers boat rentals to head into the area’s waters for fishing, clamming, or crabbing, which the area is so well known for.

Coastal Highway

The main drag in town is home to a brewery, a hot dog stand, bars, and restaurants serving seafood, pizza, and Mexican food. Also on the highway (which is known as Highway 1 as well) is a grocery store and convenience store for all your beach day essentials.

Destinations to explore

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