Vacation Home Rentals By Owner In Dewey Beach, DE

Showing 100 Of 221 Vacation Rentals

$1924.72

Luxurious Dewey Beach Home: Ocean Views, Pool, Hot Tub & Near North Indian Beach

Dewey Beach, Delaware, United States

Enjoy sweeping views of the Atlantic Ocean and the Rehoboth Bay from the large roof top deck of this luxurious, newly renovated home in Dewey Beach Delaware! The home is located just steps from private North Indian Beach, and features a private pool and hot tub in the back yard. Enjoy views of the ocean from the top floor of the home, which includes a great room, gourmet kitchen, and large primary bedroom with en suite spa bath and private balcony. The second floor of the home has another TV area, an additional primary bedroom with a king bed, en suite bath, sleeper sofa, and private balcony. Down the hall includes two bedrooms with balconies overlooking the pool, queen beds and a shared bathroom. The first level of the home features another primary bedroom with a king bed and en suite bath, a bunk room for four, and a queen bedroom and hall bathroom. This home truly has all the amenities such as two outdoor showers, two washer and dryers, ice maker, two beverage refrigerators, beach chairs, umbrellas, and a turf yard perfect for corn hole and other games. Please note, linens are not provided and there is a 4 night minimum in the shoulder season. Pool openings are not guaranteed in the off season, please confirm with your agent. Pool is open sometime in May and closes September 13 2025 (September can be added for additional fee).brbrBedroom 1: 1 King W/3/4 BathbrBedroom 2: 2 Twin & 1 Full(bunkw/trundle)brBedroom 3: 1 QueenbrBedroom 4: 1 QueenbrBedroom 5: 1 King & Sofa Bed W/ 3/4 BathbrBedroom 6: 1 QueenbrBedroom 7: 1 King W/full BathbrOther: HdtvbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$887.5

/ Nightly

Private Vacation Home

Stunning Ocean Views, Steps to the Beach, and Walkable to Dewey Town!

Dewey Beach, Delaware, United States

Enjoy the Ocean Views from this beautiful duplex! Located just steps to the beach you will enjoy the sounds of the Ocean from the relaxing decks and parking your car to walk everywhere in town Dewey making this the perfect vacation spot!!brbrBedroom 1: 1 Queen W/ Full BathbrBedroom 2: 1 Queen W/full BathbrBedroom 3: 2 TwinsbrBedroom 4: 2 TwinsbrOther: Futon-denbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$281.85

/ Nightly

Private Vacation Home

Oceanview End Unit Townhouse Steps to Beach – Spacious 4BR, Sleeps 8!

Dewey Beach, Delaware, United States

Enjoy the Ocean Views from this end unit townhouse just steps to the beach featuring:brbrBedroom 1: 1 QueenbrBedroom 2: 1 Queen With Full BathbrBedroom 3: 2 Twin With 3/4 BathbrBedroom 4: 2 TwinbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$531.28

/ Nightly

Private Vacation Home

Steps to Ocean! Stunning Views & Spacious Duplex in Heart of Dewey Beach

Dewey Beach, Delaware, United States

Just steps to the Ocean with spectacular ocean views located in the heart of Dewey Beach this duplex features a layout with bedrooms on the second floor and living room kitchen and dining area on the 3rd floor with plenty of parking and other amenities.brbrBedroom 1: 1 King/full BathroombrBedroom 2: 1 QueenbrBedroom 3: 1 Double/twin BunkbedbrOther: 2 Queen SofabedsbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$344.2

/ Nightly

Private Vacation Home

Charming Ocean Block Cottage in Dewey Beach- 2BR, Bunk Room, & Walk to Nightlife

Dewey Beach, Delaware, United States

Cute Ocean Block cottage in the heart of Dewey Beach with 2 bedrooms and 1 full bath(1 bedroom has 2 twin sized beds, 1 bedroom has 1 queen sized bed) and a bunk room (twin on each bunk) and a futon and day bed in the living area for extra sleeping options, nice side patio, iphone/ipad docking station, large screen TV and many other amenities. Walk to downtown Dewey Beach for nightlife and bay sports and jump on the Jolly Trolley into Rehoboth Beach for the boardwalk, shopping and fine dining. Rents Sunday to Sunday. Multi week Available, no subleasing. No WiFi available.brbrBedroom 1: 2 TwinsbrBedroom 2: 1 QueenbrBedroom 3: 2 Twin/bunkbrLiving Area: Futon & DaybedbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$353.76

/ Nightly

Private Vacation Home

Dog-Friendly Beach Retreat w/ Decks & Loft – Walk to Dewey Fun & Beach!

Dewey Beach, Delaware, United States

This beautiful Dog Friendly home (with non refundable fee for dogs under 50 pounds) features multiple decks, an enclosed sun porch, 3 bedrooms and a loft offering 1 King, 2 Queen, and 2 Queen sofa beds, 2.5 baths and is just a short walk to the beach and everything in Dewey! Ample off street parking and ride the Jolly Trolley into Rehoboth to enjoy fine dining and the boardwalk.brbrBedroom 1: 1 KingbrBedroom 2: 1 QueenbrBedroom 3: 1 QueenbrOther: Queen Sofabed In LoftbrLiving Area: Queen SofabedbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$487.6

/ Nightly

Private Vacation Home

Charming 4-Bdrm Townhome, Steps to Beach, Pool & Walk to Dewey's Best Spots!

Dewey Beach, Delaware, United States

Ocean block 4-bedroom townhome located in the heart of Dewey, just steps to the ocean and a short walk to the bay. Community Pool, multiple decks and off-street parking available. First floor has queen bedroom with 3/4 bath and screened porch, second floor is living area, dining & kitchen with powder room and front and back decks, and third floor ensuite has a queen bedroom with 3/4 bath and deck, bedroom with queen, bedroom with 2-twins and full hall bath. Walk to all the restaurants, shops, nightlife and activities Dewey has to offer, or hop on the Jolly Trolley into Rehoboth for the boardwalk. Enjoy your stay!brbrBedroom 1: 1 Queen With 3/4 BathbrBedroom 2: 1 QueenbrBedroom 3: 1 Queen With 3/4 BathbrBedroom 4: 2 TwinbrLiving Area: 1 Sleep SofabrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.brThe standard policy for community pools is that they are opened starting on May 25th and closing on September 1st.

Bed

Bath

Sleeps

$511.12

/ Nightly

Private Vacation Home

Oceanfront Dewey Beach Duplex with Spectacular Views, Steps from the Shore!

Dewey Beach, Delaware, United States

Just steps to the Ocean with spectacular ocean views located in the heart of Dewey Beach this immaculate duplex features a layout with bedrooms on the second floor and living room kitchen and dining area on the 3rd floor.brbrBedroom 1: 1 KingbrBedroom 2: 1 QueenbrBedroom 3: Double/twin Bunk BedbrOther: 2 Queen SofabedsbrbrGuests can purchase a USD70 (non-refundable) accidental damage protection fee policy OR select a USD3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$629.18

/ Nightly

Private Vacation Home

Oceanfront Paradise: End Unit Townhouse w/ Stunning Views

Dewey Beach, Delaware, United States

Relax and enjoy the fabulous views from this beautiful end unit Ocean Front townhouse.brbrBedroom 1: 2 TwinsbrBedroom 2: 1 KingbrBedroom 3: 1 KingbrBedroom 4: 2 TwinsbrLiving Area: Sofa BedbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$1028.08

/ Nightly

Private Vacation Home

Luxury 5-BR Beach House Steps from Dewey Beach & Rehoboth Fun!

Dewey Beach, Delaware, United States

Welcome to 9 Clayton Street! Located just steps to the beach featuring 5 bedrooms and 5 1/2 baths, open floor plan on the main level with living, dining and kitchen area, an additional cozy den, multiple relaxing decks, wet bar , off street parking and all of the modern conveniences needed for the perfect vacation. Bed sizes include 2 King beds, 2 Queen beds, 2 Twin beds, and a Twin sofa bed. Walk everywhere in town Dewey Beach or hop on the Jolley Trolley for a short ride to the Rehoboth Beach boardwalk, restaurants and shops.brbrBedroom 1: 1 King W/bathbrBedroom 2: 1 Queen W/bathbrBedroom 3: 1 Queen W/bathbrBedroom 4: 2 Twins W/bathbrBedroom 5: 1 King W/bathbrLiving Area: Twin SofabedbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Exceptional(11)

$744.39

/ Nightly

Private Vacation Home

Town of Dewey Beach retreat with balcony & patio near the water - dog-friendly

Dewey Beach, Delaware, United States

Summary:brbrTown of Dewey Beach - 13 Read Ave, Unit #2brbrbrbrThe Space:brbrThis remarkable, multi-level home, nestled perfectly into the picturesque surroundings of Dewey Beach, has lavish amenities and everything you need for an unforgettable coastal escape. Ideally located just half a block from the sand in the heart of Dewey Beach, enjoy easy access to sunbathing, swimming, and gorgeous panoramic views of the shore. You’ll be within walking distance of multiple restaurants and shops for endless entertainment. Discover Rehoboth Beach, Jungle Jim’s, and Delaware Seashore State Park all within a five-mile radius. Step into this oasis and feel right at home in the bright, sun-soaked living areas featuring plush seating, multiple dining spaces, elegant decor, and a patio perfect for sipping morning coffee or watching the sunset. A well-appointed kitchen boasts modern appliances, an island, and ample counter space for creating effortless home-cooked meals. Even better, utilize the grill for an outdoor barbecue while sharing laughs and soaking up some sun! The upper bedrooms feel luxurious and welcoming with vaulted ceilings, soft linens, and stunning views from the private balconies. On the lower level, a spacious main bedroom provides patio access and an en suite bath for added privacy and comfort every moment of your stay. Additional amenities we love include a provided crib, board games, central air conditioning, and a private washer/dryer for those packing light. Delaware Accommodations Intermediary License #2024712698 bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. Fireplaces are not permitted for guest use. Delaware regulations require all guests sign a lease agreement within 10 days of booking. A lease agreement will be sent within 24 hours of booking and an electronic signature is required before final check-in information is made available.

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Sleeps

Exceptional(35)

$704.89

/ Nightly

Private Vacation Home

Experience Classic Dewey Charm at This Coastal Retreat with Hot Tub

Dewey Beach, Delaware, United States

Summary:brbrTown of Dewey Beach - 102 Jersey StbrbrbrbrThe Space:brbrEmbrace the soul of a traditional saltbox beach home with all the modern comforts of a premier Dewey Beach getaway. Just one block from the ocean and steps from the iconic Jolly Trolley, this retreat perfectly balances vintage coastal character with updated amenities. Spend your afternoons on the breezy, enclosed lanai, featuring a spacious seating area, a beverage fridge, and a Smart TV, the ultimate 'happy hour' hub. From the lanai, a covered breezeway leads to a private wing of the home. This section includes two bedrooms and a bathroom, all fully climate-controlled for year-round comfort. Please note: While the adjacent enclosed porch features vinyl-paneled windows to capture the natural coastal breeze, this specific seating area is not climate-controlled. The bright, single-level interior boasts a fully renovated kitchen with stainless steel appliances, a Nespresso machine, and a dedicated countertop ice maker for your beach coolers. After a day in the surf, rinse off in the outdoor shower, gather for alfresco dining on the fenced patio, then soak in the private hot tub or enjoy starlight conversation around the fire pit. Delaware Accommodations Intermediary License #2024712698 bTHINGS TO KNOW/b The hot tub is available year round. The fireplace is not available for guest use. Delaware regulations require all guests sign a lease agreement within 10 days of booking. A lease agreement will be sent within 24 hours of booking and an electronic signature is required before final check-in information is made available.

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Sleeps

Exceptional(4)

$1140.31

/ Nightly

Private Vacation Home

Spectacular pet friendly house walk to beach w/ocean views, private pool

Dewey Beach, Delaware, United States

Summary:brbrTown of Dewey Beach - 17 Saint Louis StbrbrbrbrThe Space:brbrWelcome to your perfect beach getaway in Dewey Beach, DE! This charming house is designed for families and friends seeking a memorable vacation experience. With a heated pool, spacious deck, and patio furniture, you'll have plenty of outdoor space to relax and soak up the sun. The dog-friendly environment ensures that your furry friends can join in on the fun, while amenities like a jetted tub and gas fireplace provide comfort and luxury. Inside, the home features a well-equipped kitchen with modern appliances, including a fridge, stove, and dishwasher, making meal preparation a breeze. Enjoy family game nights with board games and children's games, or unwind in the cozy living room with cable TV. With multiple levels, there's ample space for everyone to spread out and enjoy their own activities. Located just steps from the beach, you'll have easy access to a variety of water activities such as kayaking, paddleboarding, and fishing. Explore the vibrant downtown area filled with restaurants, shops, and entertainment options, or take a scenic drive to nearby attractions like wineries and theme parks. Whether you're looking for adventure or relaxation, this Dewey Beach house is the ideal destination for your next vacation! Pool opening dates are 5/15 - 9/15, weather permitting, and pool heat is offered upon request for $150 per day. Delaware regulations require all guests sign a lease agreement within 10 days of booking. A lease agreement will be sent within 24 hours of booking and an electronic signature is required before final check-in information is made available. Delaware Accommodations Intermediary License #2024712698

Bed

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Sleeps

$630.02

/ Nightly

Private Vacation Home

Go Green & Relax at this Dog-Friendly Solar-Powered Beach Home near Dewey

Dewey Beach, Delaware, United States

Go Green while you go to the beach! This home has solar panels ! Relax and enjoy the great views of Rehoboth Bay from this beautiful Dog Friendly Solar powered home! Located just 1.5 blocks to Dewey Beach, 1 block from North Beach and the fenced playground with large open porches and many other amenities including:brbrBedroom 1: 1 King W/ 3/4 BathbrBedroom 2: 1 King Jack/jill BathbrBedroom 3: 1 Double/1 Twin BunkbrBedroom 4: 1 Queen W/ Hall Full BathbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$420.1

/ Nightly

Private Vacation Home

Stunning Dewey Beach Townhome Rooftop Views & 3 Decks, 1.5 Blocks to Beach

Dewey Beach, Delaware, United States

Enjoy three levels and 3 decks of living in this beautifully renovated Dewey Beach townhome! Located on a quiet street on the bay side with amazing 360 degree rooftop views, just 1.5 blocks to the Beach and an easy stroll to everything in town or take the Jolly Trolley into Rehoboth Beach to enjoy the boardwalk, shops and restaurants.brbrBedroom 1: 2 Sets Double/twin BunksbrBedroom 2: 1 QueenbrBedroom 3: 1 KingbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Sleeps

$464.38

/ Nightly

Private Vacation Home

Dog-Friendly Duplex with Ocean & Bay Views, Steps to Beach, Sleeps 14!

Dewey Beach, Delaware, United States

Enjoy the Ocean and Bay Views from the roof top deck of this Dog Friendly duplex located on the ocean block in the heart of Dewey Beach! Just steps to the beach with a large enclosed porch, open living area, 6 bedrooms and 3.5 baths (2 Kings, 1 Queen, 6 Twins and a sofa bed), ample parking and much more. Walk to all the restaurants and nightlife - take the Jolly Trolley into Rehoboth to enjoy the beach, boardwalk and some of the finest dining in the area! New for 2023, deck & deck furniture, kitchen countertops, flooring throughout and painting the entire interior!brbrBedroom 1: 1 KingbrBedroom 2: 2 TwinbrBedroom 3: 1 QueenbrBedroom 4: 2 TwinbrBedroom 5: 2 Twin (bunks)brBedroom 6: 1 King W 3/4 BabrOther: 1 Q Sofa BedbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$493.85

/ Nightly

Private Vacation Home

Stylish 3-BR Townhouse with Loft, Steps to Rehoboth Ave & Bike Trail!

Dewey Beach, Delaware, United States

Beautifully decorated three bedroom with a loft townhouse in pristine condition located in a small tranquil community right on the Junction and Breakwater bike trail. Just across the Rehoboth Canal, the house is an easy walk or bike ride to the restaurants and stores of Rehoboth Avenue straight down to the boardwalk!! First floor has a spacious open living area with a cozy outdoor patio perfect for a quiet morning coffee. The second floor has an ensuite with a king bed, two additional bedrooms feature queen beds and share a full bath. The third floor loft has a fold-out queen bed, a half bath, and accesses a roomy deck perfect for sunbathing, a game of cards, or enjoying a cocktail! TWO WEEK MINIMUM.brbrBedroom 1: 1 QueenbrBedroom 2: 1 QueenbrBedroom 3: 1 KingbrBedroom 4: 1 Queen Sofa BedbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.brbrThe standard policy for community pools is that they are opened starting on May 25th and closing on September 1st.

Bed

Bath

Sleeps

$546.03

/ Nightly

Private Vacation Home

Pet-Friendly 3BR Retreat in Rehoboth, 2 Blocks to Beach w/ Parking & Shower!

Dewey Beach, Delaware, United States

This 3BR/2BA PET-FRIENDLY property is located in the beautiful Rehoboth By The Sea! There is parking for 3 cars, enclosed outdoor shower, just a little over two blocks to the beach.brbrBedroom 1: King With EnsuitebrBedroom 2: 1 Queen & 1 TwinbrBedroom 3: 1 Double & 1 TwinbrOther: 1 FutonbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$588.53

/ Nightly

Private Vacation Home

Ocean View End-Unit Townhouse Steps to Dewey Beach with Multiple Decks!

Dewey Beach, Delaware, United States

Enjoy the Ocean Views from this Beautiful End Unit Townhouse! Located just steps to the Beach in the Heart of Dewey with a great Open Living Area, Two En-Suite Bedrooms. Multiple Relaxing Decks and every other Amenity you need for the perfect Vacation!brbrBedroom 1: 2 TwinsbrBedroom 2: 1 Queen/full Hall BathbrBedroom 3: 1 Queen/3/4 BathbrBedroom 4: 1 Queen With 3/4 BathbrLiving Area: 1 Queen SofabedbrbrGuests can purchase a $70 (non-refundable) accidental damage protection fee policy OR select a $3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.

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Bath

Sleeps

$589.01

/ Nightly

Private Vacation Home

Ocean Block Townhouse in Dewey Beach – 4 Decks, Pool, Steps to the Sand!

Dewey Beach, Delaware, United States

Ocean Block end unit townhouse in Dewey Beach! Relax on one of 4 decks, quick walk to the beach or enjoy the community pool!brbrBedroom 1: 1 KingbrBedroom 2: 2 TwinsbrBedroom 3: 2 TwinsbrLiving Area: Queen Sleep SofabrbrGuests can purchase a USD70 (non-refundable) accidental damage protection fee policy OR select a USD3,000 refundable security deposit.brRentals DO NOT INCLUDE toiletries, bed or bath linens, linen packages are available for purchase.brDogs are not permitted in our rental units unless otherwise indicated.brRooftop pools are opened from May 25th to September 1st

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Sleeps

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Bed

Bath

Sleeps

Vacation Home Rentals By Owner In Dewey Beach, DE

$1924.72

$887.5

$281.85

$531.28

$344.2

$353.76

$487.6

$511.12

$629.18

$1028.08

$744.39

$704.89

$1140.31

$630.02

$420.1

$464.38

$493.85

$546.03

$588.53

$589.01

Rent a place that suits your needs

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