Delaware holiday rentals

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Best Delaware holiday rentals

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€38 - €268€268 - €498€498 - €728€728 - €958€958+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Delaware

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Whispering Oak Mansion - Bear
Whispering Oak Mansion
Bear, DE, United States
9.3Wonderful(278)
Parking
Free Wi-Fi
Air conditioning
€151+
Check availability
Sea Colony - 5603 Private Place - Bethany Beach - Pool
Sea Colony - 5603 Private Place
Bethany Beach, DE, United States
8.1Very Good(14)
Free Wi-Fi
Pool
Air conditioning
€160+
Check availability
Sea Colony - 53010 Lakeshore - Bethany Beach - Pool
Sea Colony - 53010 Lakeshore
Bethany Beach, DE, United States
8.0Very Good(13)
Pool
Air conditioning
€165+
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Sea Colony - 23005 Tall Timber - Bethany Beach - Living room
Sea Colony - 23005 Tall Timber
Bethany Beach, DE, United States
9.2Wonderful(13)
Pool
Air conditioning
€171+
Check availability
Cozy 2-bedroom apartment with AC and WiFi in awesome Boothwyn - Boothwyn
Cozy 2-bedroom apartment with AC and WiFi in awesome Boothwyn
Boothwyn, PA, United States
8.0Very Good(4)
Air conditioning
€231+
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Montego Bay - Peachtree Road 122 - Fenwick Island - Living room
Montego Bay - Peachtree Road 122
Fenwick Island, DE, United States
4.3Mediocre(27)
Parking
Free Wi-Fi
Pool
Pet friendly
€234+
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Marigot Beach 407 - Fenwick Island - Beach
Marigot Beach 407
Fenwick Island, DE, United States
5.3Fair(11)
Parking
Free Wi-Fi
Pool
Air conditioning
€256+
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Great for families or working professionals, 30+ day stays welcome, FAST wifi - Bear - Living room
Great for families or working professionals, 30+ day stays welcome, FAST wifi
Bear, DE, United States
Free Wi-Fi
Air conditioning
€271+
Check availability
Fenwick Island -- 28 High Tide - Fenwick Island - Living room
Fenwick Island -- 28 High Tide
Fenwick Island, DE, United States
9.4Wonderful(22)
Pet friendly
Air conditioning
€294+
Check availability
Luxury home. Fully furnished, perfect for Thanksgiving Get Away. 1 wk min. - Middletown
Luxury home. Fully furnished, perfect for Thanksgiving Get Away. 1 wk min.
Middletown, DE, United States
Air conditioning
€302+
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Steps to Ocean Colorful Abode in Fenwick Island - Fenwick Island - Living room
Steps to Ocean Colorful Abode in Fenwick Island
Fenwick Island, DE, United States
Free Wi-Fi
Air conditioning
€304+
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Cheerful 3 bedroom home free parking on premise - Chester - Kitchen
Cheerful 3 bedroom home free parking on premise
Chester, PA, United States
10Wonderful(1)
Air conditioning
€314+
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Lewes --- 6 Pilot Point - Lewes - Balcony
Lewes --- 6 Pilot Point
Lewes, DE, United States
8.8Very Good(55)
Pet friendly
Air conditioning
€341+
Check availability
Sea Colony Tennis 1st-floor condo with sauna & tennis court - Bethany Beach - Patio
Sea Colony Tennis 1st-floor condo with sauna & tennis court
Bethany Beach, DE, United States
8.5Very Good(12)
Pool
Air conditioning
€362+
Check availability
Only A 7 Minute Walk To The Beach! - Bethany Beach - Living room
Only A 7 Minute Walk To The Beach!
Bethany Beach, DE, United States
9.6Wonderful(37)
Free Wi-Fi
Air conditioning
€374+
Check availability
A European styled retreat on Marylands Eastern Shore with Private pool - Warwick - Living room
A European styled retreat on Marylands Eastern Shore with Private pool
Warwick, MD, United States
9.8Wonderful(15)
Air conditioning
€411+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Delaware

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Delaware with confidence.

How early should you book a vacation rental in Delaware?

Book at least 20 days before your stay begins to get the best price for your Delaware vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
December
€232
€200
Cheapest month to stay with an average 43% drop in price.
Most expensive month to stay with an average 137% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Delaware holiday rental

FAQs when booking a holiday home in Delaware

  • How much is a holiday rental in Delaware for tonight?

    In the last 72 hours, users have found Delaware holiday rentals for tonight for as little as €113. Search here for similar prices

  • How much is a holiday rental in Delaware for this weekend?

    In the last 72 hours, users have found Delaware holiday rentals for this weekend for as little as €143 per night. Search here for similar prices

  • What types of holiday rentals are available in Delaware?

    There are loads of different property types that you can make your holiday home in Delaware. You’ll find agritourism, apartments, houses, condos, cottages, homestays, villas, cabins, lodges, campgrounds and caravans.

  • Are there any pet-friendly holiday rentals in Delaware?

    There are a number of dog and pet-friendly Delaware holiday rentals, with around 10% allowing you to bring your pet along with you.

Where to stay in Delaware?

Our map will help you find the perfect place to stay in Delaware by showing you the exact location of each holiday home.

Everything you need to know for your stay in Delaware

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