Holiday Rentals in Dewey Beach
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266 rentals in Dewey Beach.
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A pet-friendly rental in the ocean block of North Dewey Beach!
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Three Level Ocean Front Unit in popular Dewey Beach!
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
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Lighthouse Cove Condo with bay view and great amenities!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Three-Story Townhome with Community Pool Access
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Rare find! Immaculate and modern condo with a community pool!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanside Cozy Cottage 2 Blocks to Beach! Family & Dog Friendly! All Amenities!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Adorable, Family-Friendly, Uniquely Comfortable, Walk to Beach
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beach Block Townhouse With NEW Everything & Ocean Views
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Renovated in 2022, 5BR, heated pool, firepit, garden oasis, character & charm!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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40 yards from the beach, heat / ac splits, 4 season rental, pet friendly!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Save time - get the best Dewey Beach rentals sent straight to your email!
Stay Play Dewey - Oceanfront Dewey Beach Townhouse
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury cottage, 7BR, heated pool, firepit, beach-block, character & charm!
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Luxury Condo With An Amazing Location & Views. 1 Block Away From The Beach!!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Front, Sunrise Views, Well Appointed, Delaware Beach, Rehoboth By The Sea
Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Block in the Center of Dewey. Large Deck Pets Allowed.
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 8
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Oceanfront Sights and Sounds! See and Hear the Ocean from Porch and Veranda
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Rehoboth by the Sea Oceanfront Paradise!
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Book Your Beach Vacation Now!
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Fall & Winter Openings! BOOK NOW! One of the best kept secrets in Dewey Beach!!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ocean Block Dewey Beach and Pet Friendly!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Brand New-Complete Reno
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Come see beautiful fall sunsets over the bay! Amazing off season rates!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Renovated in 2020, 5BR, heated pool, fire pit, character and charm!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Serenity Amid it All. Pet friendly, WiFi, outdoor shower, grill
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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ROOFTOP POOL&HOT TUB OPEN ALL YEAR! BOOK YOUR FALL, WINTER OR SUMMER 2023 NOW!!
Holiday Rental House
15 bedrooms
10 bathrooms
Sleeps 32
Match: Sleeps
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The Best Location in Dewey Beach 'Baywinds'
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Coming to the Beach in the Fall and Winter is Wonderful!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Flexibility, Great Value 7 Bedrm, 4 Bath, Home, Beach 2 Blocks
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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78 Steps to the BEACH and three parking spots!!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Perfect Location Dewey Townhouse great Mon to Fri rate
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Fantastic Condo just one block to the beach!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning California-style cottage, 2 minute walk to beach!!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Condo 1 block from the Beach!! Great Location with Marina & Bay Views.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean-block townhome in Dewey Beach, featuring a rooftop deck with ocean views!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Elevator! Dog friendly! 2nd house from ocean.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly Decorated Beach Cottage- Steps To The Beach
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Be the Envy of Those Walking by! Prime Location!
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Home with a 3-Night Weekend Option!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Beautiful Dewey Beach Condo at the Opal
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Front beach house
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Luxury condo with bay views and walking distance to the beach.
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Steps to Beach! Inground Pool, Roof Top Deck w/Ocean Views -2 Great Rooms!
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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DEWEY Beach Block Cottage on the Best Block in Dewey!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Block Single Family Home - 16a Dickinson
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Modern and well-kept condo in the heart of Dewey Beach!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Two 10 bdr/10 bath new construction resort homes to be built, open July 2023
Holiday Rental House
10 bedrooms
10 bathrooms
Sleeps 18
Match: Sleeps
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Dewey II Oceanblock 2BR.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
Holiday Rental House
10 bedrooms
10 bathrooms
Sleeps 22
Match: Sleeps
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Enjoy the screened in porch just steps from the beach.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean View 4 BR End Unit Townhouse. End Unit
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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