Holiday Rentals in Dewey Beach, DE

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Dewey Beach, DE holiday rentals
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798 Holiday rentals and Airbnb in Dewey Beach, DE

Best family friendly Dewey Beach, DE holiday rentals

Among the 798 accommodations in Dewey Beach, DE, here are the 4 best family friendly rentals

Beautiful Tranquil Setting With Pool Or Walk To The Beach, Shopping And Dining. - Dewey Beach, DE
9.6 119 reviews

Beautiful Tranquil Setting With Pool Or Walk To The Beach, Shopping And Dining.

apartment, Rehoboth Beach
This family-friendly apartment is located near the ocean in Rehoboth Beach, just 1.6 kilometres from Thompson Island Nature Preserve and Cape Henlopen State Park, and 3.2 kilometres from the Rehoboth Beach Boardwalk. It has received excellent reviews from previous guests.
This two-bedroom apartment, covering 96 square metres, comfortably sleeps up to six guests. The property offers a range of amenities, including a private pool, a garden, a spa, a tennis court, and parking, ensuring a relaxing and enjoyable stay.
Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars - Dewey Beach, DE
9.8 29 reviews

Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars

apartment, Dewey Beach
This family-friendly holiday home is located in Dewey Beach, just a 1.6km walk from Indian Beach and Delaware Seashore State Park, with Rehoboth Beach Boardwalk a 4.2km drive away. The property has consistently received excellent ratings for its location, cleanliness, and user experience.
This three-bedroom dwelling can comfortably accommodate up to eight guests. The house offers a range of amenities, including a fully equipped kitchen, a private garden, a swimming pool, a Jacuzzi, and a terrace.
Best Kept Secret In Dewey Beach! Ocean Block! Book Now For 2026-2027! - Dewey Beach, DE
10 129 reviews

Best Kept Secret In Dewey Beach! Ocean Block! Book Now For 2026-2027!

apartment, Dewey Beach
This two-bedroom apartment is located in the heart of Dewey Beach, just a few houses from the beach and within easy walking distance of restaurants, pubs, and the Jolly Trolley stop. It has consistently received excellent ratings from previous guests, highlighting its comfortable and convenient location.
The 60 square metre apartment comfortably sleeps six guests and features a fully equipped kitchen, a spacious living area, and an enclosed porch overlooking the courtyard. The apartment offers a range of amenities, including a jacuzzi, a garden, and parking, making it ideal for families and groups looking for a relaxing and enjoyable stay.
Town Of Dewey Beach Modern Home With Grill & Outdoor Showers - Prime Location - Dewey Beach, DE
No reviews

Town Of Dewey Beach Modern Home With Grill & Outdoor Showers - Prime Location

apartment, Dewey Beach
This Dewey Beach flat, situated in the Rehoboth by the Sea district, is a short distance from Dewey Beach and Cape Henlopen State Park, with Gordon's Pond State Park Area, Rehoboth Beach Country Club, and Jungle Jim's Water Park also nearby.
This 232 square meter residence accommodates up to 10 guests across four bedrooms and three bathrooms, featuring a fully equipped kitchen with a breakfast bar, a sunroom for games, a living room with a gas fireplace, and outdoor amenities including a patio with a grill and two outdoor showers.

Best Dewey Beach, DE holiday rentals with a pool

Among the 798 accommodations in Dewey Beach, DE, here are the 4 best rentals with a pool

Rehoboth Beach Retreat W/private Pool - Dewey Beach, DE
No reviews

Rehoboth Beach Retreat W/private Pool

apartment, Rehoboth Beach
This Rehoboth Beach bungalow in Dodd's Addition is a short walk to Rehoboth and Dewey beaches and a quick bike ride to downtown dining and shopping.
This 230-square-meter apartment accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a private heated pool and hot tub, a well-equipped kitchen, a wood-burning fireplace, a gas grill, ping-pong, and ample parking.
Cozy 3br Beach Loft - Pool/tennis Court - Dewey Beach, DE
9.8 122 reviews

Cozy 3br Beach Loft - Pool/tennis Court

apartment, Rehoboth Beach
This family-friendly apartment is located just 1.6 kilometres from Rehoboth Beach, close to Thompson Island Nature Preserve and Cape Henlopen State Park, and 3 kilometres from the Rehoboth Beach Boardwalk. The apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It features a fully equipped kitchen, a balcony, a swimming pool, a tennis court, and free Wi-Fi, as well as a garden and parking.
20981 Coastal Highway #12- Beach Club- Dog Friendly With A Pool And Walking Distance To Beach! - Dewey Beach, DE
8.8 13 reviews

20981 Coastal Highway #12- Beach Club- Dog Friendly With A Pool And Walking Distance To Beach!

apartment, Dewey Beach
This Rehoboth Beach holiday home is situated a short walk from Fifer Orchards and Dewey Beach, and 2.4 kilometres from the Rehoboth Beach Boardwalk.
The three-bedroom, two-bathroom property sleeps six guests and boasts a swimming pool, spa, terrace, garden, barbecue grills, a fully equipped kitchen including dishwasher and laundry facilities, plus on-site parking and free Wi-Fi.
Rad Retro Retreat In Rehoboth Beach - Dewey Beach, DE
10 2 reviews

Rad Retro Retreat In Rehoboth Beach

apartment, Rehoboth Beach
This Rehoboth Beach bayside apartment is situated less than 1.1km from Thompson Island Nature Preserve and approximately 3.2km from the Rehoboth Beach Boardwalk, offering a peaceful yet convenient location.
The two-bedroom, two-bathroom flat sleeps four guests and boasts a fully equipped kitchen, private balcony, free Wi-Fi, on-site water park, and is within walking distance of Legends and Lore Gallery and Jungle Jim's River Safari Water Park.

Frequently asked questions about holiday rentals in Dewey Beach, DE

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Best Dewey Beach, DE holiday rentals with a balcony

Location! Pet Friendly! Oceanfront Building! Free Parking! Walk Everywhere!! - Dewey Beach, DE
9.6 119 reviews

Location! Pet Friendly! Oceanfront Building! Free Parking! Walk Everywhere!!

apartment, Dewey Beach
This two-bedroom flat is situated on Saulsbury Street in Dewey Beach, just 22 steps from the ocean and a short walk from popular spots like the Starboard, Dewey Beer Co., and Woody's. It's also less than a mile from the Rehoboth Beach Boardwalk, making it a great base for exploring the area. This property has received excellent ratings from previous guests.
The 70 square metre flat has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It offers a range of amenities including a fully equipped kitchen, a private patio with ocean views, a Jacuzzi, and a garden.
Dewey Splendor Pool And Beach! - Dewey Beach, DE
10 20 reviews

Dewey Splendor Pool And Beach!

apartment, Dewey Beach
This Dewey Beach apartment is situated steps from Dewey Beach Parasail and the Baycenter for the Performing Arts, and within 1.6km of Dewey Beach and John Waples Memorial Playground.
This two-bedroom, two-bathroom dwelling sleeps six, boasting a fully equipped kitchen, private balcony, fireplace, free Wi-Fi, access to indoor and outdoor pools, and a fitness centre; nearby activities include parasailing and performances at the Baycenter.
Beach Getaway Central Location - Dewey Beach, DE
9.5 127 reviews

Beach Getaway Central Location

apartment, Dewey Beach
This townhouse is located in Rehoboth Beach, just one kilometre from Silver Lake and within easy walking distance of both Rehoboth and Dewey Beach, offering a peaceful escape from the hustle and bustle of the beach towns. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The two-storey townhouse provides 125 square metres of living space, comfortably accommodating a group of friends or family. It features a fully equipped kitchen, outdoor showers, a shaded backyard and parking, making it ideal for a relaxing beach getaway.
Luxury Poolside 2-bedroom 2-bath In The Heart Of Dewey @ Residences Lighthousecv - Dewey Beach, DE
9.8 45 reviews

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

apartment, Dewey Beach
This two-bedroom apartment is located just 0.16km from the beach and 0.16km from the bay, putting you within easy reach of Dewey Beach's attractions. Guests consistently rate this property as excellent, highlighting its prime location and comfortable amenities.
The apartment features a spacious layout, comfortably accommodating up to six guests. It offers a fully equipped kitchen, a dining area, and a living room with a pull-out sofa bed. Guests can enjoy access to a swimming pool, a spa, and a terrace, allowing for relaxation and enjoyment during their stay.

Best Dewey Beach, DE holiday rentals with parking

Newly Renovated Opal Condo Dewey's Best Location - Dewey Beach, DE
10 4 reviews

Newly Renovated Opal Condo Dewey's Best Location

apartment, Dewey Beach
This newly renovated two-bedroom, two-bathroom flat offers prime accommodation in Dewey Beach, situated just 100 metres from both the ocean and the bay, with convenient walking access to dining, nightlife and the marina.
Guests can enjoy a community swimming pool with a grill, utilise the provided elevator, benefit from two reserved parking spaces, and take advantage of the fully stocked kitchen and beach gear, sleeping up to six people with a king bed, two queen beds and a queen fold-out sofa.
Two If By Sea - Starboard Quarters - Dewey Beach, DE
8.8 10 reviews

Two If By Sea - Starboard Quarters

apartment, Rehoboth Beach
This first-floor apartment is located just 0.8km from Rehoboth Beach, on the east side of Coastal Highway close to Silver Lake, offering easy access to the beach and local attractions. It has consistently received very good reviews from previous guests.
The flat has two bedrooms and two bathrooms, covering 93 square metres and comfortably accommodating up to six people. It offers a range of amenities including a fully equipped kitchen, air conditioning, a Jacuzzi, a screened-in porch, and shared laundry facilities.
2 Bedroom Condo Less Than A Mile To Rehoboth & Dewey Beaches - Dewey Beach, DE
9.4 3 reviews

2 Bedroom Condo Less Than A Mile To Rehoboth & Dewey Beaches

apartment, Rehoboth Beach
This two-bedroom flat is situated in the Truitts Park district of Rehoboth Beach, offering a 14-minute walk to Silver Lake and Jungle Jim's River Safari Water Park, and is conveniently located for access to the Cape May–Lewes Ferry, Cape Henlopen State Park, and Rehoboth Beach itself.
This accommodation for up to seven guests includes air conditioning, Wi-Fi, and parking, with a living room and bathroom amenities provided, and is within walking distance of the Rehoboth Beach Public Library and Zogg's Raw Bar & Grill.
200 Steps To The Beach - Walk Everywhere Downtown! Private Location. - Dewey Beach, DE
8.8 34 reviews

200 Steps To The Beach - Walk Everywhere Downtown! Private Location.

apartment, Rehoboth Beach
This Rehoboth Beach apartment is situated in the downtown area, steps from the beach and boardwalk, offering immediate proximity to attractions such as the Virtual Fun Arcade & Playland and Cinema by the Surf.
The self-catering flat features a fully equipped kitchen, one bathroom, sleeps two guests, and includes free Wi-Fi and parking.
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