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Dewey Beach, DE vacation rentals
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Best Vacation rentals and Airbnb offers in Dewey Beach, DE

Best Dewey Beach, DE vacation rentals with a balcony

Luxury Water-view Condo With High-end Finishes And Beach Toys Included! - Dewey Beach, DE
9.8 37 reviews

Luxury Water-view Condo With High-end Finishes And Beach Toys Included!

apartment, Dewey Beach
This two-bedroom, two-bathroom condo is located just one block from the Atlantic Ocean in Dewey Beach, providing easy access to the beach and the town's shops, restaurants, and nightlife.
The apartment features a fully equipped kitchen, a private balcony with Rehoboth Bay views, access to a rooftop heated infinity pool, and two private parking spaces.
Ocean Block Steps To The Beach Covered Parking Walk To Restaurants & Shops, Free* Golf @ Bear Trap - Dewey Beach, DE
10 3 reviews

Ocean Block Steps To The Beach Covered Parking Walk To Restaurants & Shops, Free* Golf @ Bear Trap

apartment, Dewey Beach
This 3rd-floor condo in Dewey Beach is located steps from the Atlantic Ocean and one block from the bay, with a nearby trolley stop providing easy access to Rehoboth Beach.
This fully furnished 2-bedroom, 2-bathroom unit offers 1250 square feet of living space for up to 6 guests, featuring a private balcony, an updated kitchen, and includes over $300 daily in Xplorie activities such as golf, ferry rides, and bike rentals, with two assigned covered parking spaces.
Updated Ocean Block House Pet Friendly House - Dewey Beach, DE
10 2 reviews

Updated Ocean Block House Pet Friendly House

apartment, Dewey Beach
This Dewey Beach house rental on Saulsbury Street is steps from the beach and a short walk to Dewey Beach's restaurants and shops.
The four-bedroom, two-bathroom home sleeps ten guests and features a screened porch, private outdoor shower, gas grill, patio, two parking spaces, and a kitchen with a fridge, microwave, and dishwasher; a damage waiver replaces the security deposit.
The Tides - Relaxing Stay With A Patio And Grill - Pool & Easy Beach Access - Dewey Beach, DE
9.4 22 reviews

The Tides - Relaxing Stay With A Patio And Grill - Pool & Easy Beach Access

apartment, Rehoboth Beach
This Rehoboth Beach condo in West Rehoboth offers direct beach access via a private path and is a short walk to Rehoboth Beach and Gordon's Pond State Park Area.
This 1100 sq ft condo accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen, central air conditioning, a screened-in porch, a private washer/dryer, a gas grill, and access to a shared swimming pool and hot tub.

Our Favorite Family-Friendly Vacation Rentals in Dewey Beach, DE

Find the perfect family vacation rental or Airbnb in Dewey Beach, DE with plenty of room to spread out near local beaches.

Rehoboth Beach Pet Friendly Linens Provided Condo - Dewey Beach, DE
9.4 24 reviews

Rehoboth Beach Pet Friendly Linens Provided Condo

apartment, Rehoboth Beach
This beachfront condo in Truitt's Park offers easy access to Rehoboth Beach, less than a mile from the Rehoboth Beach Museum and about 1.4 miles from the Rehoboth Beach Boardwalk.
This 900-square-foot rental boasts three bedrooms, two bathrooms, sleeps seven, and includes a private yard, balcony with potential ocean views, a fully equipped kitchen, swimming pool, spa, tennis court, and parking.
Spectacular Sandy Beach & Private Dock Retreat In Charming Dewey Beach- Ac/wifi - Dewey Beach, DE
10 77 reviews

Spectacular Sandy Beach & Private Dock Retreat In Charming Dewey Beach- Ac/wifi

apartment, Dewey Beach
This Dewey Beach condo is centrally located, one block from the ocean beach and a short walk to restaurants and a playground.
This renovated 2-bedroom, 2-bathroom unit sleeps six, features a king-size bedroom with ensuite bathroom, a private beach, and two Dewey Beach parking permits; enjoy nearby kayaking, paddleboarding, and other water activities.
Coastal Retreat: Ocean Views & 3-min Walk To Beach - Dewey Beach, DE
9.6 224 reviews

Coastal Retreat: Ocean Views & 3-min Walk To Beach

apartment, Dewey Beach
This Dewey Beach rental is just a block from the beach and a short walk from the bustling downtown area, making it a perfect location for enjoying all that the town has to offer. The property has earned excellent ratings for location, cleanliness, and overall user experience.
The house has three bedrooms and two bathrooms, comfortably sleeping eight guests. You'll find a fully equipped kitchen, outdoor amenities like a fenced-in yard with an outdoor shower and picnic table, and free parking for at least three cars.
Cozy 3br Beach Loft - Pool/tennis Court - Dewey Beach, DE
9.8 125 reviews

Cozy 3br Beach Loft - Pool/tennis Court

apartment, Rehoboth Beach
This family-friendly condo is located near the beach in Rehoboth Beach, within a mile of Thompson Island Nature Preserve and Cape Henlopen State Park, and just over a mile from the Rehoboth Beach Boardwalk. This accommodation receives excellent ratings for location, cleanliness, and user experience.
The three-bedroom unit comfortably sleeps eight guests. The condo offers a range of amenities including a swimming pool, tennis court, and a garden, plus a fully equipped kitchen and a balcony.

Frequently Asked Questions about vacation rentals in Dewey Beach, DE

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Best Dewey Beach, DE vacation rentals with parking

Luxury Dog Friendly Condo At The Residences - Dewey Beach, DE
9.9 140 reviews

Luxury Dog Friendly Condo At The Residences

apartment, Dewey Beach
This 2-bedroom, 2-bathroom apartment is located in Dewey Beach, Delaware, just one block from the beach and a short walk from the town's restaurants and nightlife. It has received excellent ratings for location, cleanliness, and overall user experience.
This rental is perfect for a group of up to 6 guests. It features a fully equipped kitchen, a private balcony, and access to a rooftop pool, fitness center, and community grills.
Henlopen Haven (Pool Included) - Dewey Beach, DE
9.8 65 reviews

Henlopen Haven (Pool Included)

apartment, Rehoboth Beach
This Rehoboth Beach apartment is conveniently located within walking distance of the beach, restaurants, shops, and the boardwalk, making it easy to explore everything this charming coastal town has to offer. The surrounding area is lively and vibrant, with plenty of opportunities for dining, entertainment, and outdoor recreation.
The two-bedroom, two-bathroom apartment comfortably accommodates up to five guests. It includes a fully equipped kitchen, a private balcony, and access to a community pool and parking. Enjoy a relaxing stay with convenient amenities and easy access to all that Rehoboth Beach has to offer.
Luxury Bayfront Condo Only 1 Block From The Ocean! - Dewey Beach, DE
9.7 129 reviews

Luxury Bayfront Condo Only 1 Block From The Ocean!

apartment, Dewey Beach
This luxury condo is located just one block from the ocean in Dewey Beach, offering views of Rehoboth Bay. It has received excellent ratings for user experience, location, and cleanliness.
The two-bedroom, two-bathroom condo comfortably accommodates up to six guests. Enjoy access to a fitness center, indoor pool, and a rooftop pool exclusive to condo guests, along with a private, gated veranda offering stunning views of the bay and coastline.
Summer 2026 Check Our Low Rates. - Dewey Beach, DE
9.2 117 reviews

Summer 2026 Check Our Low Rates.

cottage, Dewey Beach
This charming cottage is conveniently located just off the beach in Dewey Beach, within a mile of Fifer Orchards Local-Fresh Market and two miles from the popular Rehoboth Beach Boardwalk. This vacation rental has received excellent ratings from previous guests, making it a popular choice for travelers seeking a comfortable and enjoyable stay.
The cottage offers 1150 square feet of living space with three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the convenience of a fully equipped kitchen, air conditioning, a private swimming pool, and access to a water park, along with a terrace, garden, and spa for relaxation.

Browse Vacation Rentals with a Pool in Dewey Beach, DE

A vacation rental with a pool in Dewey Beach, DE is the perfect amenity to complement your time spent by the water.

Captiva Sands At Eagles Landing --- 4500 Sand Piper Drive #4514 - Dewey Beach, DE
10 2 reviews

Captiva Sands At Eagles Landing --- 4500 Sand Piper Drive #4514

house, Rehoboth Beach
This Bald Eagle Village condo is located 2 miles from the Rehoboth Beach Boardwalk and 41 miles from Salisbury-Ocean City Wicomico Regional Airport.
This 1030 sq ft residence offers 2 bedrooms, 2 bathrooms, a sofa bed for up to 11 guests, air conditioning, a full kitchen with dishwasher and microwave, a terrace, balcony, spa bath, on-site restaurant, swimming pool, and a children's playground.
Walk To Beach, Town Of Dewey W/large Heated Pool Thru Oct, Hot Tub And Fire Pit! - Dewey Beach, DE
9.8 88 reviews

Walk To Beach, Town Of Dewey W/large Heated Pool Thru Oct, Hot Tub And Fire Pit!

apartment, Dewey Beach
This family-friendly vacation home is located just a short walk from Sunset Park, Fifer Orchards Local-Fresh Market, and East of Maui, and is only 1.9 miles from the Rehoboth Beach Boardwalk, putting you close to the heart of Dewey Beach's attractions. Guests consistently rate this rental as excellent, making it a popular choice for travelers. The house has 5 bedrooms and 3 bathrooms, comfortably accommodating up to 16 guests. Enjoy modern amenities like free WiFi, a fully equipped kitchen, and a private garden with a barbecue grill, perfect for relaxing evenings after a day at the beach.
The Tides --- 19979 Sandy Bottom Cir, Unit #502 - Dewey Beach, DE
9.7 3 reviews

The Tides --- 19979 Sandy Bottom Cir, Unit #502

house, Rehoboth Beach
The Tides is located in Rehoboth Beach, Delaware, just 2.1 miles from the Rehoboth Beach Boardwalk. This vacation rental offers easy access to the beach, restaurants, and shops. The 1800 square foot home has 4 bedrooms and 3 bathrooms, comfortably accommodating up to 10 guests. The house has a fully equipped kitchen, a private balcony, a swimming pool, a garden, and free WiFi.
Golden Hour Getaway | Marina & Bay Views In Dewey - Dewey Beach, DE
10 45 reviews

Golden Hour Getaway | Marina & Bay Views In Dewey

apartment, Dewey Beach
This Dewey Beach rental is situated on the marina, a short walk (0.2 miles) from the beach and close to restaurants like The Dewey Post (0.1 miles) and Nalu (0.2 miles).
The one-bedroom condo sleeps up to five (four adults, one child under 5) and features a king bed, queen pull-out couch, and twin roll-away bed, two balconies with bay and sunset views, a fully equipped kitchen with modern appliances including a Keurig, a community rooftop pool (opening 2025), and two assigned parking spaces.

Discover Vacation Rentals by the Sea in Dewey Beach, DE

Relax near the shore in these coastal Dewey Beach, DE vacation rentals, combining comfortable amenities with beautiful seaside scenery just moments away.

116 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Dewey Beach, DE
No reviews

116 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Dewey Beach
Luxury Poolside 2-bedroom 2-bath In The Heart Of Dewey @ Residences Lighthousecv - Dewey Beach, DE
9.8 46 reviews

Luxury Poolside 2-bedroom 2-bath In The Heart Of Dewey @ Residences Lighthousecv

apartment, Dewey Beach
Dawn's Beach House - Dewey Beach, DE
9.8 26 reviews

Dawn's Beach House

apartment, Dewey Beach
Pet-friendly Ocean-front Townhome Downtown Dewey - Dewey Beach, DE
10 7 reviews

Pet-friendly Ocean-front Townhome Downtown Dewey

house, Dewey Beach

Top-Rated 5-Star Vacation Rentals in Dewey Beach, DE

Refined interiors and prime locations make these luxury waterfront vacation rentals in Dewey Beach, DE the ideal choice for your stay.

Rainbow Cove: Walk To Dining & Entertainment - Dewey Beach, DE
9.3 15 reviews

Rainbow Cove: Walk To Dining & Entertainment

apartment, Dewey Beach

Best Vacation Rentals with a Steam Room in Dewey Beach, DE

Relax with an on-site sauna at these vacation rentals in Dewey Beach, DE, perfect for a steam session after a day by the water.

Ocean Block Boho Beach House - Dewey Beach, DE
10 179 reviews

Ocean Block Boho Beach House

apartment, Dewey Beach
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