Dewey Beach Seasonal Rentals

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$100 - $199

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Monthly Rentals with pools

Monthly Rentals with air conditioning

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Top-rated monthly rentals in Dewey Beach

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Dec 9 - Dec 16

-80%

$8,501

$1,709 for 7 nights

House ∙ 17 guests ∙ 7 bedrooms

Vacation Home in Rehoboth Beach with Grill

4.8

Outstanding (50 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Mar 9 - Mar 16

-71%

$2,951

$855 for 7 nights

Cottage ∙ 8 guests ∙ 3 bedrooms

Classic Cottage in Rehoboth Beach with Grill & Yard

4.8

Outstanding (36 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Jan 6 - Jan 13

$12,048 for 7 nights

House ∙ 13 guests ∙ 6 bedrooms

Lovely Vacation Home in Rehoboth Beach with Grill + Beach Nearby

5.0

Outstanding (30 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Best Deals and Discounts on Monthly Rentals

Save up to 67%

Sep 30 - Oct 7

-50%

$13,608

$6,859 for 7 nights

House ∙ 22 guests ∙ 10 bedrooms

Nice House in Dewey Beach with Grill & Pool + Ocean Views + Beach Nearby

4.9

Outstanding (52 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Sep 30 - Oct 7

-50%

$13,950

$7,000 for 7 nights

House ∙ 14 guests ∙ 7 bedrooms

House in Rehoboth Beach with Private Pool

5.0

Outstanding (31 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Dec 16 - Dec 23

-67%

$3,914

$1,291 for 7 nights

Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Rehoboth Beach with Pool

Dewey Beach, Sussex County, Delaware, United States

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Monthly Rentals in Dewey Beach: Top Accommodations

Jun 22 - Jun 29

$8,505 for 7 nights

House ∙ 17 guests ∙ 5 bedrooms

House in Dewey Beach with Grill & Pool + Fabulous Views

4.6

Excellent (29 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Oct 8 - Oct 15

$1,384 for 7 nights

Condo ∙ 4 guests ∙ 1 bedroom

Beautiful Condo in Rehoboth Beach with Outdoor Pool + Spectacular Views + Close to Beach

5.0

Outstanding (4 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Oct 8 - Oct 15

$1,384 for 7 nights

Condo ∙ 4 guests ∙ 1 bedroom

Nice Condo in Rehoboth Beach with Private Balcony + Close to Beach

5.0

Outstanding (6 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Mar 2 - Mar 9

$914 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Family Friendly Condo in Dewey Beach with Grill & Yard

5.0

Outstanding (59 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Dec 16 - Dec 23

$979 for 7 nights

Condo ∙ 2 guests ∙ 1 bedroom

Condo in Rehoboth Beach with Outdoor Pool + Spectacular Views

4.8

Outstanding (10 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Nov 3 - Nov 10

-49%

$12,774

$6,566 for 7 nights

House ∙ 20 guests ∙ 8 bedrooms

Fantastic House in Dewey Beach with Grill & Yard

4.9

Outstanding (42 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Jan 20 - Jan 27

-32%

$4,123

$2,805 for 7 nights

House ∙ 12 guests ∙ 5 bedrooms

House in Dewey Beach with Romantic Fireplace

4.9

Outstanding (92 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Sep 15 - Sep 22

-47%

$4,095

$2,183 for 7 nights

Condo ∙ 10 guests ∙ 3 bedrooms

Condo in Dewey Beach

4.7

Excellent (55 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Dec 16 - Dec 23

-58%

$12,950

$5,495 for 7 nights

House ∙ 20 guests ∙ 8 bedrooms

House in Rehoboth Beach with Grill & Yard

4.9

Outstanding (45 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Budget-friendly monthly rentals in Dewey Beach

Our top value vacation rentals for monthly rentals

Dec 9 - Dec 16

-40%

$1,614

$968 for 7 nights

House ∙ 6 guests ∙ 3 bedrooms

Pleasant Vacation Home in Rehoboth Beach with Screened-In Patio

4.8

Outstanding (8 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Dec 2 - Dec 9

-25%

$2,800

$2,100 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Charming Condo in Dewey Beach with Grill

5.0

Outstanding (2 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Dec 2 - Dec 9

-76%

$5,300

$1,250 for 7 nights

House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Dewey Beach with Wood-Burning Fireplace + Great Views

4.8

Outstanding (211 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Stay Connected: Monthly Rentals with Internet

Jan 20 - Jan 27

-78%

$8,952

$1,959 for 7 nights

House ∙ 18 guests ∙ 7 bedrooms

Charming Vacation Home in Rehoboth Beach with Grill & Patio + Beach Nearby

4.6

Excellent (75 ratings)

Dewey Beach, Sussex County, Delaware, United States

Internet

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Nov 3 - Nov 10

-45%

$4,626

$2,546 for 7 nights

House ∙ 14 guests ∙ 4 bedrooms

Beautiful Vacation Home in Dewey Beach with Yard & Grill + Next to Beach

4.9

Outstanding (67 ratings)

Dewey Beach, Sussex County, Delaware, United States

Internet

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Nov 4 - Nov 11

$4,410 for 7 nights

House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Rehoboth Beach with Grill & Yard + Water Views

4.9

Outstanding (103 ratings)

Dewey Beach, Sussex County, Delaware, United States

Internet

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Monthly Rentals with Kitchens

Nov 18 - Nov 25

$1,758 for 7 nights

House ∙ 8 guests ∙ 4 bedrooms

Beautiful House in Rehoboth Beach with Private Parking

4.5

Excellent (80 ratings)

Dewey Beach, Sussex County, Delaware, United States

Kitchen

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May 12 - May 19

-26%

$1,710

$1,260 for 7 nights

Condo ∙ 2 guests ∙ 1 bedroom

Condo in Rehoboth Beach + Close to Beach

4.9

Outstanding (108 ratings)

Dewey Beach, Sussex County, Delaware, United States

Kitchen

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Jan 5 - Jan 12

-52%

$2,765

$1,336 for 7 nights

Condo ∙ 4 guests ∙ 1 bedroom

Condo in Rehoboth Beach with Underground Garage + Ocean Views

4.6

Excellent (31 ratings)

Dewey Beach, Sussex County, Delaware, United States

Kitchen

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Soak Up the Sun: Monthly Rentals with Patios

Jan 6 - Jan 13

-63%

$21,000

$7,732 for 7 nights

House ∙ 18 guests ∙ 8 bedrooms

Vacation Home in Rehoboth Beach with Private Balcony

5.0

Outstanding (82 ratings)

Dewey Beach, Sussex County, Delaware, United States

Balcony/Patio

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Jan 20 - Jan 27

-71%

$5,077

$1,481 for 7 nights

House ∙ 9 guests ∙ 4 bedrooms

House in Rehoboth Beach with Grill

5.0

Outstanding (1 rating)

Dewey Beach, Sussex County, Delaware, United States

Balcony/Patio

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Nov 4 - Nov 11

-66%

$13,300

$4,480 for 7 nights

House ∙ 16 guests ∙ 7 bedrooms

Vacation Home in Rehoboth Beach with Grill + Ocean Views + Close to Beach

4.9

Outstanding (93 ratings)

Dewey Beach, Sussex County, Delaware, United States

Balcony/Patio

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Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Oct 14 - Oct 21

$4,218 for 7 nights

House ∙ 14 guests ∙ 6 bedrooms

Beautiful Vacation Home in Rehoboth Beach with Pool, Grill & Jacuzzi

4.5

Excellent (4 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Nov 11 - Nov 18

-84%

$3,691

$602 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Pleasant Condo in Rehoboth Beach with Hot Tub, Grill & Pool

4.5

Excellent

Dewey Beach, Sussex County, Delaware, United States

Details

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Dec 23 - Dec 30

-57%

$4,949

$2,149 for 7 nights

House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Rehoboth Beach with Jacuzzi, Yard & Grill

4.8

Outstanding (66 ratings)

Dewey Beach, Sussex County, Delaware, United States

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Monthly Rentals in Dewey Beach for Any Type of Traveler

Searching for cabins to house a large group in Dewey Beach?

Begin searching the available cabins for 8+ people and plan the perfect trip! January is the most affordable month to stay in Dewey Beach with a big group, when nightly prices for Monthly Rentals will range from $354 to $667 per night. Find wonderful Monthly Rentals for big groups in Dewey Beach, complete with private pool, big kitchen, and plenty of space to enjoy. HomeToGo features numerous Monthly Rentals in Dewey Beach with eight or more bedrooms and many bathrooms.

Want to plan a large family retreat in Dewey Beach?

Many Monthly Rentals in Dewey Beach will cost around $403 per night for a family of 5 people but there are many affordable options in Dewey Beach to choose from. You can find many Monthly Rentals in Dewey Beach have family-friendly features, including game rooms, private pools, jacuzzi, and many others. Dewey Beach has tons of fun family-friendly activities to try, including hiking, swimming, biking, and many other activities. Search HomeToGo's offers of spacious Monthly Rentals in Dewey Beach, able to accommodate a large family with 6+ beds and several restrooms. Begin your search for family-friendly Monthly Rentals now!

Booking a private trip in Dewey Beach with your spouse?

Search HomeToGo's best offers for romantic getaways in Dewey Beach now! The most affordable time to book is January with prices starting at $89 per day. You can find lots of exciting activities to try with your partner during your couples vacation, including hiking, swimming, biking, and many other outdoor activities. Reserve wonderful Monthly Rentals in Dewey Beach for a private retreat, equipped with hot tub, spa, and a wonderful view of Dewey Beach's surrounding scenery.

Information about Dewey Beach Seasonal Rentals

💳 Highest rates	in July
🥳 Busiest month	March
🛏️ Popular home types	House rental and Apartment rental
🌡️ Hottest months	88 °F in July and August
❄️ Coldest months	27 °F in January and February
🌧️ Rainiest months	14 rainy days in February and December

Frequently Asked Questions

How many home rentals in Dewey Beach are available to rent for a month or longer?

There are more than 2,037 accommodations to rent in Dewey Beach. The best time to find availability for longer stays is in October when home rentals have high availability.

What kinds of vacation rentals can i book for Dewey Beach Seasonal Rentals?

You can browse 66 Apartment rental and 742 House rental for Dewey Beach Seasonal Rentals on HomeToGo.

Dewey Beach Seasonal Rentals: How much does it cost to rent a vacation home in Dewey Beach?

HomeToGo has incredible rentals for Dewey Beach Seasonal Rentals, with prices as low as $89 per night.

Can I find a vacation home for a group for Dewey Beach Seasonal Rentals?

Usually the size of a House rental is 221 m² and can fit 10 people on average which is great for large groups.

How much does a mid-term vacation home rental in Dewey Beach cost?

Cost of a longer stay in vacation rental in Dewey Beach can range from $89 per night, but many hosts can offer discounts for stays of 14 days or longer.

How many monthly vacation home rentals in Dewey Beach include a pool?

Absolutely, over 55% of accommodations in Dewey Beach offer a pool.

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