Vacation Rentals By Owner In Dewey Beach, DE

Discover tranquility and convenience in this bright Dewey Beach townhome nestled within a serene bay cove, in a community tailored for families, with two designated parking spots and an outdoor shower. Embrace the ease of strolling to the beach, dining hotspots, and entertainment venues without the hassle of driving. Alternatively, enjoy a leisurely jaunt aboard the Jolly Trolley, a pleasant 30-minute walk, or a breezy 15-minute bike ride to Rehoboth Beach.brbrRecently refreshed with new paint and tasteful furnishings, this beach cottage has a perfect layout for families seeking privacy and comfort. Featuring two downstairs bedrooms with a full bathroom - one bedroom has a queen bed and the other has a trundle bed, each with sliding doors to the backyard. The second floor features the primary bedroom with a king-sized bed and a full bathroom, and an additional bedroom/loft with a queen bed. Sleeps 8 comfortably. There is also a pull-out sofa bed in the living room to accommodate 10!brbrBedroom 1: 1 QueenbrBedroom 2: 1 King W/ 3/4 BathbrBedroom 3: 2 TwinsbrBedroom 4: 1 Queen-loftbrLiving Area: Queen 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.

Cottage

Tranquil Beach Townhome at Dewey Cove: Walk to Beach, Dining & More!

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

$511.12

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.

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

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

$487.6

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.

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

Dewey Beach, Delaware, United States

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Bath

Sleeps

$629.18

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.

Oceanfront Paradise: End Unit Townhouse w/ Stunning Views

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

$344.2

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.

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

Dewey Beach, Delaware, United States

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Bath

Sleeps

$353.76

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.

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

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

$1028.08

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.

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

Dewey Beach, Delaware, United States

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Bath

Sleeps

Exceptional(11)

$744.39

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.

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

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

Exceptional(35)

$704.89

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.

Experience Classic Dewey Charm at This Coastal Retreat with Hot Tub

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

Exceptional(9)

$387.42

Summary:brbrTown of Dewey Beach - 20 McKinley, Unit AbrbrbrbrThe Space:brbrTown of Dewey Beach welcomes you to this charming condo, where you can bring along your furry friend as 1 dog up to 35 lbs is allowed. Please note that Delaware regulations require all guests to sign a lease agreement within 10 days of booking, which will be sent to you within 24 hours of booking for an electronic signature before final check-in information is provided. Additionally, guests must be 25 or older to rent this property. This dog-friendly condo features a comfortable layout with a king bed, twin bed, and double bed to accommodate your family or group. Enjoy modern amenities such as a washer/dryer, central AC, internet, and a fully equipped kitchen with a fridge, stove, dishwasher, microwave, and coffee maker. Relax in the living area with a TV, or unwind on the balcony with a view of the surrounding area. Conveniently located just steps to the ocean, this condo offers a cozy retreat with all the comforts of home. From towels and linens provided to a hair dryer and iron for your convenience, this property ensures a hassle-free stay. Safety features like a smoke detector, carbon monoxide detector, and first aid kit are in place for your peace of mind. Whether you're looking for a family-friendly getaway or a relaxing beach vacation, this Dewey Beach condo is the perfect choice for your next trip. You must be 25 or older to rent this property. Delaware Accommodations Intermediary License #2024712698 bThings to Know/b Condo sleeps 4 adults & 2 children comfortably. 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. Owner provides 1 parking pass for guests.

Town of Dewey Beach dog friendly condo with washer/dryer & free WIFI

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

Exceptional(9)

$1279.74

Summary:brbrOceans Reach - 21 Bellevue St, Unit #5brbrbrbrThe Space:brbrExperience the ultimate beach getaway at this charming condo in Dewey Beach, DE. Nestled just steps away from the ocean, this property offers stunning water views from the balcony, perfect for enjoying your morning coffee or watching the sunset. This cozy condo features a variety of sleeping arrangements, including a king bed & futon, queen bed, double bed, twin bed, and a loft area with a king bed, making it ideal for families or groups of friends. The open concept living space is equipped with board games, cable TV, and free WiFi, ensuring entertainment for all ages. Prepare delicious meals in the fully equipped kitchen with modern appliances, including a dishwasher, microwave, oven, stove, and toaster. The convenience of a washer/dryer in the unit allows for easy laundry access during your stay. Guests can relax in comfort with central AC and a thermostat for personalized climate control. This dog-friendly property also includes essential amenities such as iron, hangers, and a carbon monoxide detector for added safety. Located near the ocean, this condo offers easy access to the beach and nearby attractions. Whether you're looking to relax by the shore or explore the local dining and entertainment options, this vacation rental provides the perfect home base for your Dewey Beach getaway. Book now for a memorable beach retreat! This property does not offer cable. The 4th bedroom is a loft with a king bed. 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

Oceans Reach pet friendly spacious condo with free WIFI

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

Exceptional(4)

$1140.31

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

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

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

$569.21

Summary:brbrDewey Villas - 24 Dickinson Ave, Unit #8BbrbrbrbrThe Space:brbrWelcome to the ultimate tranquil vacation in coastal Delaware. This beautiful condo boasts a one-in-a-million view with east windows bringing in the sunrise and decks that offer a glance at Rehoboth Bay. There's something for everyone here with the array of available attractions, like Jungle Jim's, Shell We Golf, Gordon's Pond State Park, and Rehoboth Beach Bandstand, all within a 5-mile radius. Spend your days on the white sandy shores participating in rentals like sailing, surfing, fishing, and every other waterfront activity imaginable. Take a small stroll to enjoy the sparkling community pool nearby for some much-needed you-time. Upon entry, you'll be met with a bright interior and a cozy atmosphere throughout the well-appointed living space. Relax and make yourself at home on the plush furniture, stream your favorite movies on the large TV, or enjoy your morning or evening beverage on the balconies while feeling the sea breeze. Hobby chefs will enjoy preparing grand meals and beach picnic snacks in the eat-in kitchen, equipped with stainless steel appliances and plenty of cupboard room for everyone's needs. Comfortable beds in spacious bedrooms ensure that everyone will receive a wonderful night's sleep from the day's adventures. Make memories that'll last a lifetime when you spend your time here in exciting coastal Delaware. Delaware Accommodations Intermediary License #2024712698 Things to Know The shared washer/dryer is not available for use between November 1 and March 30. The COA winterizes the machines in the off-season. Streaming is available only with the guest’s account. 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. The community swimming pool is open from Memorial Day to Labor Day.

Enchanting condo w/ ocean-view, with balcony, pool, washer/dryer, & dog-friendly

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

Exceptional(1)

$286.94

Welcome to The Opal! Located just one block to the beach and the bay, this well equipped 2nd floor condominium has everything you need for the perfect vacation! With two car assigned parking, you can walk to everything in town Dewey Beach or hop on The Jolly Trolley for a fun ride into Rehoboth Beach to enjoy the boardwalk, shops and restaurants. Open floor plan, elevator in the building, a great community pool, nearby playground and so much more!brbrBedroom 1: 1 QueenbrBedroom 2: 1 Queen/2 Full(bunk) W/3/4bathbrLiving Area: 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.brbrThe standard policy for community pools is that they are opened starting on May 25th and closing on September 1st.

Beachside Bliss: Walk to Sand, Bay & Pool – Sleeps 6!

Dewey Beach, Delaware, United States

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Bath

Sleeps

Select Dates for Price

Cottage

Charming Dog-Friendly Cottage: 2 Blocks to Ocean, Porch, Deck & Trolley Access!

Dewey Beach, Delaware, United States

Located just over 2 blocks to the Ocean, walking distance to everything in town Dewey and just a short Jolly Trolley ride to Rehoboth Beach this Dog Friendly cottage that rents Friday to Friday features a relaxing sun deck and beautiful screened porch, fenced in yard, off street parking and every amenity, including a blue tooth speaker, to enjoy the perfect vacation!brbrBedroom 1: 1 King W/ 3/4 BathbrBedroom 2: 1 Queen W/twin TrundlebrBedroom 3: 1 Full & 2 Twin(bunk Bed)brbrGuests 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.

Bed

Bath

Sleeps

$344.14

Fabulous views from this second floor Oceanfront condominium! Located in the heart of Dewey Beach featuring: 2 bedrooms(1 Queen, 2 Twin and 2 child size futons in the living area),1 Bath, new kitchen appliances, and updated bathroom. Enjoy a cup of coffee on the balcony as the sun rises above the ocean, or watch the stars and the moon shimmer above the sea as you sit on the balcony and unwind with glass of wine. Create unforgettable memories!brbrBedroom 1: 1 QueenbrBedroom 2: 2 TwinsbrLiving Area: 2-short Double FutonsbrbrGuests 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.

Oceanfront Condo in Dewey Beach with Stunning Views, 2 Bedrooms & Balcony!

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

$630.02

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.

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

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

$562.09

Go GREEN while you go to the beach! Enjoy the Bay Views from this cute Dog Friendly Solar powered cottage! Dogs under 50 lbs welcome! Located just 1.5 blocks to the Ocean with a fenced in back yard, enclosed porch, and 2 relaxing sun decks. The second floor deck has a lighted retractable awning, 1st Floor Bedroom and three additional bedrooms on the 2nd floor including and en suite bedroom with bay views and private deck! Ground level screened room. under home - great for crabfeast or evening meals. We are safe walk to the beach, Starboard, Woody's, Nalu, the New Grotto's is on our eastern corner of Read Avenue.brbrGuests 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.

Cottage

Dog-Friendly Solar Cottage, Bay Views, 1.5 Blocks to Beach, Fenced Yard & Decks!

Dewey Beach, Delaware, United States

Bed

Bath

Sleeps

$589.01