Owner Direct Family Rentals in Dewey Beach

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775 Dewey Beach Family Rentals From $171

Organizing a family trip to Dewey Beach? Discover large vacation rentals designed with plenty of room for group dining and recreation. Owner Direct lists verified multi-bedroom properties so the whole family stays comfortable.

Dover road 101
Dover road 101
House
Rehoboth Beach, DE, USA
0.1k from Dewey Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$575
Average price / night
Check Availability
Perfect Trifecta--Beach, Bay And Boat Slip
Perfect Trifecta--Beach, Bay And Boat Slip
Condo
Dewey Beach, DE, 19971, United States
0.1k from Dewey Beach center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms3 Guests
9.8

Exceptional

55 reviews

$449
Average price / night
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Rainbow Cove - 117 Dagsworthy Ave #B
Rainbow Cove - 117 Dagsworthy Ave #B
Apartment
Dewey Beach, DE, USA
0.1k from Dewey Beach center

Apartments, Accommodations, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$330
Average price / night
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Located on prime street in Dewey Beach walking to everything with brand new POOL
Located on prime street in Dewey Beach walking to everything with brand new POOL
House
Dewey Beach, DE, 19971, United States
0.1k from Dewey Beach center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

5 Bedrooms16 Guests
10.0

Exceptional

36 reviews

$1212
Average price / night
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Town of Dewey Beach - 1609 Coastal Hwy, The Opal #S207
Town of Dewey Beach - 1609 Coastal Hwy, The Opal #S207
Apartment
Dewey Beach, DE, USA
0.2k from Dewey Beach center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
9.2

Superb

5 reviews

$571
Average price / night
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Waterfront Dewey Beach Condo – Stunning Sunset Views, Boat Slip, Walk to Ocean
Waterfront Dewey Beach Condo – Stunning Sunset Views, Boat Slip, Walk to Ocean
Condo
Dewey Beach, DE, 19971, United States
0.1k from Dewey Beach center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

48 reviews

$393
Average price / night
Check Availability
Sea winds 6
Sea winds 6
House
Dewey Beach, DE, USA
0.2k from Dewey Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$616
Average price / night
Check Availability
3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br
3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br
Condo
Dewey Beach, DE, 19971, United States
0.2k from Dewey Beach center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.8

Exceptional

146 reviews

$702
Average price / night
Check Availability
The opal s302
The opal s302
House
Dewey Beach, DE, USA
0.2k from Dewey Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$287
Average price / night
Check Availability
Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail
Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail
House
Dewey Beach, DE, 19971, United States
0.2k from Dewey Beach center

AC, Balcony, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.8

Exceptional

113 reviews

$660
Average price / night
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Seabreeze village 5
Seabreeze village 5
House
Dewey Beach, DE, USA
0.2k from Dewey Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$548
Average price / night
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Sweet Stay on Rehoboth Bay, Private Beach, Breathtaking Water Views & Parking
Sweet Stay on Rehoboth Bay, Private Beach, Breathtaking Water Views & Parking
House
Dewey Beach, DE, 19971, United States
0.2k from Dewey Beach center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms7 Guests
9.8

Exceptional

80 reviews

$454
Average price / night
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Read avenue 116
Read avenue 116
House
Dewey Beach, DE, USA
0.2k from Dewey Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$630
Average price / night
Check Availability
Charming Duplex Steps Away from the Beach
Charming Duplex Steps Away from the Beach
House
Dewey Beach, DE, 19971, United States
0.2k from Dewey Beach center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms10 Guests
9.8

Exceptional

41 reviews

$485
Average price / night
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Marina view 207
Marina view 207
House
Dewey Beach, DE, USA
0.2k from Dewey Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$171
Average price / night
Check Availability
4 Br Luxury Direct Bayfront-Screen Porch, Sundeck, Beach, Pier, Walk everywhere!
4 Br Luxury Direct Bayfront-Screen Porch, Sundeck, Beach, Pier, Walk everywhere!
House
Dewey Beach, DE, 19971, United States
0.2k from Dewey Beach center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms10 Guests
10.0

Exceptional

79 reviews

$707
Average price / night
Check Availability
Stay in the Heart of Dewey: Beach, Pool & Fun at Your Doorstep
Stay in the Heart of Dewey: Beach, Pool & Fun at Your Doorstep
Condo
Dewey Beach, DE, 19971, United States
0.2k from Dewey Beach center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Free Parking, Heater, Internet

2 Bedrooms7 Guests
9.6

Exceptional

23 reviews

$389
Average price / night
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Newly Renovated Modern 2 Bed/2 Bath Condo w/ Pool 1 Block to Beach
Newly Renovated Modern 2 Bed/2 Bath Condo w/ Pool 1 Block to Beach
Condo
Dewey Beach, DE, 19971, United States
0.2k from Dewey Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
10.0

Exceptional

15 reviews

$418
Average price / night
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MINI-WEEKS! SWEET BEACH COTTAGE STEPS TO SAND-DEWEY BEACH-22 McKinley, Unit A
MINI-WEEKS! SWEET BEACH COTTAGE STEPS TO SAND-DEWEY BEACH-22 McKinley, Unit A
Apartment
Dewey Beach, DE, 19971, United States
0.3k from Dewey Beach center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$871
Average price / night
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Surfrider F — 70 Steps to the Sand • 3BR/2BA • 2 Balconies • Sleeps 8
Surfrider F — 70 Steps to the Sand • 3BR/2BA • 2 Balconies • Sleeps 8
Condo
Dewey Beach, DE, 19971, United States
0.3k from Dewey Beach center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms8 Guests
New to Booking
$386
Average price / night
Check Availability
Location, Location, Location! Immaculately Kept!
Location, Location, Location! Immaculately Kept!
House
Dewey Beach, DE, 19971, United States
0.3k from Dewey Beach center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

8 Bedrooms20 Guests
9.8

Exceptional

45 reviews

$1309
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Friendly Rentals in Dewey Beach.

Stay Near Dewey Beach's Top Attractions

OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Dewey Beach. If you plan on staying in the Dewey Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Dewey Beach

You can explore 775 verified family-friendly vacation rentals in Dewey Beach. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Dewey Beach vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $171 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Dewey Beach offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it's helpful to check the listing details before booking.

Yes, some rentals in Dewey Beach are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Dewey Beach often include amenities such as Fireplace/Heating, Child Friendly, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.