Family-Friendly Vacation Rentals in Dewey Beach, DE: Compare 10+ Sites & Save

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763 Best Family Vacation Rentals in Dewey Beach (Starting from $172)

Saulsbury street 1a
Saulsbury street 1a
House
Dewey Beach, DE, USA
0.1k from Dewey Beach center

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

5 Bedrooms10 Guests
New to Booking
$787
Average price / night
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LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!
Condo
Dewey Beach, DE, 19971, United States
0.1k from Dewey Beach center

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

2 Bedrooms4 Guests
9.6

Exceptional

112 reviews

$645
Average price / night
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Clayton street 9
Clayton street 9
House
Dewey Beach, DE, USA
0.2k from Dewey Beach center

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

5 Bedrooms11 Guests
New to Booking
$1027
Average price / night
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Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth
Condo
Dewey Beach, DE, 19971, United States
0.1k from Dewey Beach center

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

2 Bedrooms5 Guests
10.0

Exceptional

74 reviews

$660
Average price / night
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Beachcomber 5
Beachcomber 5
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
$357
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
$837
Average price / night
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Saulsbury street 10
Saulsbury street 10
House
Dewey Beach, DE, USA
0.2k from Dewey Beach center

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

7 Bedrooms14 Guests
New to Booking
$1192
Average price / night
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Beach Retreat Located in the Heart of Dewey!
Beach Retreat Located in the Heart of Dewey!
House
Dewey Beach, DE, 19971, United States
0.3k from Dewey Beach center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
9.4

Superb

106 reviews

$172
Average price / night
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Town of Dewey Beach - 1904 Coastal Highway Unit D
Town of Dewey Beach - 1904 Coastal Highway Unit D
Apartment
Dewey Beach, DE, USA
0.3k from Dewey Beach center

Apartments, Accommodations, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$396
Average price / night
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Stay Play Dewey - Oceanfront Dewey Beach Townhouse
Stay Play Dewey - Oceanfront Dewey Beach Townhouse
House
Dewey Beach, DE, 19971, United States
0.3k from Dewey Beach center

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

3 Bedrooms8 Guests
10.0

Exceptional

181 reviews

$364
Average price / night
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Ocean Reach - 21 Bellevue St Unit 5
Ocean Reach - 21 Bellevue St Unit 5
Apartment
Dewey Beach, DE, USA
0.3k from Dewey Beach center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$452
Average price / night
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Three Level Townhouse with Beautiful Ocean Views
Three Level Townhouse with Beautiful Ocean Views
House
Dewey Beach, DE, 19971, United States
0.3k from Dewey Beach center

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

4 Bedrooms8 Guests
9.8

Exceptional

69 reviews

$525
Average price / night
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The Surfrider - 1904 Coastal Highway Unit E
The Surfrider - 1904 Coastal Highway Unit E
Apartment
Dewey Beach, DE, USA
0.3k from Dewey Beach center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay, Family, Accessible hotels

3 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$260
Average price / night
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Iconic A-Frame - Beach Block Dewey! Sleeps up to16! Walk Everywhere!
Iconic A-Frame - Beach Block Dewey! Sleeps up to16! Walk Everywhere!
House
Dewey Beach, DE, 19971, United States
0.3k from Dewey Beach center

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

7 Bedrooms16 Guests
10.0

Exceptional

33 reviews

$902
Average price / night
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St louis street 10
St louis street 10
House
Dewey Beach, DE, USA
0.3k from Dewey Beach center

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

5 Bedrooms10 Guests
New to Booking
$523
Average price / night
Check Availability
Oceanview End Unit Townhouse Steps to Beach – Spacious 4BR, Sleeps 8!
Oceanview End Unit Townhouse Steps to Beach – Spacious 4BR, Sleeps 8!
House
Dewey Beach, DE, 19971, United States
0.4k from Dewey Beach center

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

4 Bedrooms8 Guests
New to Booking
$283
Average price / night
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Clayton street 17a
Clayton street 17a
House
Dewey Beach, DE, USA
0.3k from Dewey Beach center

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

1 Bedroom16 Guests
New to Booking
$916
Average price / night
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Spectacular pet friendly house walk to beach w/ocean views, private pool
Spectacular pet friendly house walk to beach w/ocean views, private pool
House
Dewey Beach, DE, 19971, United States
0.4k from Dewey Beach center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry

6 Bedrooms14 Guests
10.0

Exceptional

4 reviews

$1058
Average price / night
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Saulsbury street 23 #1
Saulsbury street 23 #1
House
Dewey Beach, DE, USA
0.3k from Dewey Beach center

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

1 Bedroom7 Guests
New to Booking
$274
Average price / night
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Location, Location, Location! Immaculately Kept!
Location, Location, Location! Immaculately Kept!
House
Dewey Beach, DE, 19971, United States
0.4k from Dewey Beach center

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

8 Bedrooms20 Guests
9.8

Exceptional

43 reviews

$1314
Average price / night
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Cozy, renovated, coastal cottage in the middle of Dewey Beach! Prime location!
Cozy, renovated, coastal cottage in the middle of Dewey Beach! Prime location!
Condo
Dewey Beach, DE, 19971, United States
0.4k from Dewey Beach center

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

3 Bedrooms10 Guests
9.6

Exceptional

61 reviews

$573
Average price / night
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Great Location and Rents as a 3 Night Weekend on Saulsbury St.
Great Location and Rents as a 3 Night Weekend on Saulsbury St.
Condo
Dewey Beach, DE, 19971, United States
0.4k from Dewey Beach center

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

2 Bedrooms8 Guests
8.8

Fabulous

42 reviews

$417
Average price / night
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Prime location on  Saulsbury St in Dewey!
Prime location on Saulsbury St in Dewey!
Condo
Dewey Beach, DE, 19971, United States
0.4k from Dewey Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

43 reviews

$1072
Average price / night
Check Availability
Be the Envy of those walking by! Prime location in the middle of Dewey Beach!
Be the Envy of those walking by! Prime location in the middle of Dewey Beach!
Apartment
Dewey Beach, DE, 19971, United States
0.4k from Dewey Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

42 reviews

$1160
Average price / night
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Fantastic Location on Saulsbury St with a 3-night weekend option
Fantastic Location on Saulsbury St with a 3-night weekend option
House
Dewey Beach, DE, 19971, United States
0.4k from Dewey Beach center

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

4 Bedrooms14 Guests
9.8

Exceptional

66 reviews

$638
Average price / night
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Charming Duplex Steps Away from the Beach
Charming Duplex Steps Away from the Beach
House
Dewey Beach, DE, 19971, United States
0.4k from Dewey Beach center

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

4 Bedrooms10 Guests
9.8

Exceptional

40 reviews

$457
Average price / night
Check Availability
Ocean block 5 BR home with fenced-in yard, steps to bch, Great for entertaining!
Ocean block 5 BR home with fenced-in yard, steps to bch, Great for entertaining!
House
Dewey Beach, DE, 19971, United States
0.4k from Dewey Beach center

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

5 Bedrooms12 Guests
10.0

Exceptional

64 reviews

$849
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals 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 Vacation Rentals in Dewey Beach.

Where to stay in Dewey Beach? Best neighborhoods & areas

Dewey Beach Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 763 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 $172 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 Child Friendly, Fireplace/Heating, and Laundry. 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.