Home Vacation Home Rentals By Owner In Dewey Beach, DE

Showing 80 Of 221 Vacation Rentals
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$582.27

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Private Vacation Home

OCEANBLOCK! LINENS INCLUDED!! ONE OF THE ORIGINAL DEWEY BEACH COTTAGES! LOFT AREA!!! DEWEY'S OLDEST HOME - RECENTLY RENOVATED

Dewey Beach, Delaware, United States

OCEANBLOCK! ***ONE OF THE ORIGINAL DEWEY BEACH COTTAGES! ***FEATURING A SPACIOUS LOFT AREA WITH SLEEPING ACCOMMODATIONS*** RECENTLY RENOVATED. Bring the family & make some wonderful memories in this little piece of Dewey Beach history. Enjoy this beautiful cottage just a few houses from the ocean. Short walk to the beach, so close you can walk back for lunch or just to get a break from the sun. Large, relaxing wrap around porch with comfortable seating areas & sliding glass window pass-through to the newly remodeled kitchen which allows you to serve refreshing summer drinks and food while you sit and enjoy listening to the ocean waves. House features Central A/C & heat, internet, well-equipped kitchen with stainless steel appliances & quartzite counters, covered outside shower with full changing area, new wrap around porch & more! So close to everything Dewey has to offer with restaurants, shops, mini-golf and more! NO PETS, NO SMOKING, NO BURNING CANDLES, NO FIRE PITS, NO GRILLING ALLOWED.brbrWe’ve partnered with Xplorie to offer you up to $275 per day in complimentary activities for each day of your stay. Explore top local attractions and unforgettable adventures like golf, a bike rental and a wine tasting. One free ticket to each activity per day of your stay is included! brBook now to unlock these exclusive guest perks and start planning your adventures! Valid for stays under 28 days. Activity value varies by season and availability.
Bed 3

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Bath 2

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Sleep 13

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Exceptional(16)

$1083.68

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Private Vacation Home

3 Bellevue Street, Dewey Beach Ocean Views, Stylish Digs!

Dewey Beach, Delaware, United States

VIEWS ON VIEWS ON VIEWS! The amenities, location and ocean views from this Bellevue Street home will make your Dewey Beach vacation one that you'll remember forever. Just one home from the beach, you'll fall asleep to the gentle sound of the ocean waves lapping at the shore. Sip your morning coffee or enjoy a happy cocktail from one of the decks overlooking the wide sandy beach on Bellevue Street in Dewey Beach. There's even a rooftop deck to savor the sunrise over the ocean and the sunset over the Rehoboth Bay!. This lovely 4 BR home offers comfortable and stylish furnishings, a gourmet kitchen, outdoor shower & off-street parking. Restaurants, bars, shops and even water sport activities are just steps away. You can also enjoy this home in the wonderful shoulder season. Book a week or even a mini-week in the fall, winter or spring. BONUS: This luxury home comes with bed linen and towel concierge service, so all beds are MADE for you upon arrival. (Sorry, no beach towels.) Owner also provides 2 Dewey Beach Parking Permits in summertime. Sorry, No Pets please.brThe property must be occupied for the entire rental period by the Guest signing the Lodging Agreement (Responsible Guest), and all occupants of the Property shall be supervised by the Responsible Guest. The Responsible Guest must be at least 25 years of age. If the party is made up of unrelated individuals (a group rental where the Responsible Guest is NOT the legal guardian/parent of any other guests), ALL guests occupying the property must be at least 25 years of age.brGuests pay a $180 cleaning fee for all stays. Paper and personal hygiene products are not included.brGuests must choose to purchase a $70 Vacation Rental Damage Insurance policy covering $3,000.00 in accidental damage or pay a refundable security deposit of $2,000.00. Policies of a lesser amount are not acceptable.brWe accept Mastercard, Visa, American Express and Discover Credit Cards and eChecks for your initial deposit. We also accept personal checks for final payments. Final payments are due 30 days prior to your check-in date. NOTE: Any payments within 30 days of arrival require to be in certified funds or by credit card. You will be provided a link to a Guest Portal where you can securely make your payments online.brVRBO BOOKINGS: This property is hosted by the management company noted as owner on this site. After booking the property you will be charged a booking fee by VRBO. ALL other fees and the rental amount will be charged by the management company and paid to the management company. Once you have booked on VRBO, you will be contacted by a representative from the management company via phone or email and you will be sent a Lodging Agreement that must be signed to confirm your reservation. Apart from damage protection, all fees associated with the booking are displayed in the VRBO booking. Unless indicated otherwise, Paper and personal hygiene products are NOT INCLUDED.
Bed 4

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Bath 3

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Sleep 10

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Exceptional(14)

$952.89

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Private Vacation Home

Relaxing Vacation Home in Rehoboth Beach

Dewey Beach, Delaware, United States

Welcome to the lovely community of Arbor-Lyn! Arbor-Lyn is perfectly placed just minutes away from all that Rehoboth and Lewes have to offer. Travel like a local and enjoy easy access to local restaurants, grocery stores and shopping without ever going on any major roads. brbrOur home is newly build in 2022; clean, smoke free and pet/ child friendly. Brand new furniture and appliances and Swimming Pool/clubhouse in the community just two minutes walk!brbrOur Space:brbrKitchen- There is kitchen and all of the cooking conveniences you should expect; clean appliances, quality pots and pans, cooking utensils, knife set, flatware and matching dish set. Pepper, salt and catch-up are also stocked.brbrDining Area- The dinning table can accommodates 8 people. Is good for family dinner and game night.brbrLiving Room-Brand new sofa and smart TV are located in the living room for family to enjoy.brbrLaundry Room- Brand new washing machine and drying machine with all laundry supplies.brbrParking - The maximum parking is 2 cars, but it also has off-street parking available.brbrBedroom Configuration:brbrMaster Bedroom: King size bed with full bathroom.brbrBedroom 2 & 3: Both room has one Queen size bed with a jack-and-jill bathroom.brbrBedroom 4: Queen size bedbrbrBedroom 5: Queen size bedbrbrNearby:brbrYou will have great restaurant and other attractions within minutes of drive. Tanger Outlet, bars, local restaurants, and everything in between less than 1 mile away and Rehoboth Beach just 4 miles from toes in the sand.brbrPlease review Due to COVID pandemic DE guidelines for reopening, Short Term Rentals are lifted and beaches are open but there are still restrictions in place beyond our control. Please check DE guidelines for the area when traveling to DE.brbrThis is newly developed community in Rehoboth beach. All the accommodations are brand new. If you have any questions, feel free to send a inquiry to ask questions. I’m here to help! brbrbrKeyword: Vacation Home, Beach House, Pool, Kayaks, Fenwick Vacation Home, Water Front Vacation, Bethany Beach, Ocean City, Fenwick Island,Delaware, VacationbrbrWe believe you will really enjoy your stay here.
Bed 6

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Bath 3

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Sleep 12

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Exceptional(38)

$733.08

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Private Vacation Home

Ocean Block Town Home with Two Community Heated Pools, Tennis and Free* Activities, Including Golf

Dewey Beach, Delaware, United States

Offered by Delaware Vacation Property Management, LLC brbrAccommodation Intermediary License #202474133 brbr brbrC 443-386-1351 O 410-653-5900brbrRelax for a week or a short stay in this recently updated 4BR, 3BA Ocean Block Villa including two heated, outdoor pools (Memorial Day to Labor Day), steps away from private beach, as well as spacious outdoor covered patio areas, tennis, billiards, and more. Several beach chairs are provided. brbrThis three floor villa, between Cullen and Chicago Street, is the 4th house from the beach in a private ocean block condo community. It sleeps 10 in one king, one queen, four twin beds, and a queen pullout couch in the living room. brbrRecently completed renovations include new mattresses, luxury flooring throughout the first floor, fresh paint, spacious and tastefully redecorated modern living room, new dining room table with chairs for eight, new lighting, new kitchen with premium, non-porous Quartz counters, custom cabinetry with large floor to ceiling pantry for guest storage, new Frigidaire dishwasher, range-oven, and microwave. This home includes a combination drip and k-cup coffee machine. In addition, the second floor master bathroom has a gorgeous new, tiled walk-in shower. There are three full baths with one on each floor, and stackable washer/dryer on the first floor. brbrIn front of the Villa, relax or dine in the beautiful garden with a new elegant table and chairs for eight, along with a propane barbecue. The Manor House is where you can find room to gather with friends and family, play some pool and games, have a meal, or just hang out and watch TV. brbrThere are two heated pools open from Memorial Day to Labor Day - a shallow pool (children’s pool) and a deep pool (adult pool). Children under 13 must pass a brief, standardized swim test in order to use the adult pool. Any child who does not pass this test is not permitted in the adult pool, even if accompanied by an adult. Children under 13 must have an adult with them while in either pool. Non - toilet trained children must wear a swim diaper. brbrThere is reserved parking for 2 vehicles at the home. Additional street parking is available for a fee through Park Mobile. brbr brbrPlease bring your own linens, towels, spices, oils, paper and plastic goods, i.e. paper towels, napkins, toilet paper, garbage bags, salt, pepper and oils. A starter kit will be provided. The kitchen is well equipped with all necessary appliances, dishes, glass and silverware as well as serving dishes, etc. brbr brbrTo rent linens and towels, we recommend Gale Force Rentals in Ocean View. They deliver and pick up. brbrBR 1: King (Second Floor) brbrBR2: Queen (Third Floor brbrBR3: 2 Twins (Second Floor) brbrBR4: 2 Twins (Third Floor) brbrLiving Room: Pullout Queen Couch (First Floor) brbrThe maximum occupancy here per the city of Dewey Beach is 10 people including infants - no exceptions please. Sea Gate requires an additional signed addendum outlining occupancy and amenity rules. The minimum age to book this property is 25. brbrCheck-in time is 3pm. Checkout is 10am. brbrThe Rehoboth boardwalk is 1.5 miles walk/drive from the Sea Gate beach, and includes a variety of dining and tax-free shopping experiences. If you prefer not to walk or drive, a public trolley stops at the corner of the property and will take you to downtown Rehoboth to enjoy the boardwalk, fun land, or a large array of restaurants ranging from gourmet to take out. brbr brbrActivities Supplied by Xplorie Included Worth Over $300 per Day brbrYour booking comes with 1 free pass to EACH activity EVERY DAY of your booking. It’s ONE free pass, per home (not per person), per activity per day. Passes do not accumulate. But sometimes we can get extras. Please enquire with your host/manager. Once you book and pay your balance, you will be contacted by Xplorie. brbr• Bear Trap Dunes, Ocean View, Round of Golf (T-Times can be made up to 2 weeks in advance) brbr• Lewes-Cape May, NJ- Ferry Walk On brbr• Starkey’s Ice Cream, Rehoboth Beach brbr• Twin Brach Winery, Milton, Wine Tasting brbr• Rehoboth Cycle Sports, One Day Bike Rental brbr• Delmarva Board Sport Adventures, Lewes, Kayak/Paddleboard Rental brbr• Nick’s Mini Golf – Mini Golf, Dewey Beach, Jurassic Golf brbr• Funland – Amusement Park, Rehoboth Beach 50 Ride Tickets & $5 Game Card
Bed 4

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Bath 3

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Sleep 10

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Exceptional(10)

$1059.67

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Private Vacation Home

Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home

Dewey Beach, Delaware, United States

Welcome to 118 Chicago Street, a charming single-family home nestled in the Rehoboth By the Sea community, just 1.5 blocks from the heart of Dewey Beach. This coastal retreat offers the ideal blend of comfort and convenience, placing you within walking distance of Dewey's vibrant nightlife, exciting water sports, and the Jolly Trolley, which provides easy access to the boardwalk, shops, and dining in nearby Rehoboth Beach.brRecently upgraded, the home features a private heated pool, a spacious rear patio with ample seating, a fire pit, a gas grill, and an outdoor shower with a private changing room. Comfortably accommodating 12 guests, the main level features a cozy living room, a kitchen overlooking the pool area, one bedroom, a hall bath, and a dining space ideal for family meals. The second floor features four generously sized bedrooms and two additional bathrooms, offering ample space for everyone.brSet on a quiet, family-friendly street lined with mature trees and lush landscaping, the home also includes off-street parking for six vehicles and a Universal 220/240 EV cable stored in the laundry room for guest use. The private pool is open from May through October. Additional amenities include ceiling fans, Wi-Fi, a washer and dryer, and accommodations for two dogs with a pet fee (no cats permitted). Linens are not supplied, but rental packages are available for your convenience.brFor a memorable beach getaway in the heart of Dewey Beach, this home offers an unbeatable combination of location, comfort, and amenities. Please note that the VRBO service fee is charged separately by VRBO and is not imposed by the Host. As a result, your credit card will reflect two separate charges: one from VRBO for the service fee and one from the Host for the rental charges. The VRBO service fee will not appear on the Rental Agreement. Delaware Accommodations Intermediary #2024713094
Bed 5

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Bath 3

Bath

Sleep 12

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Exceptional(37)

$1028.07

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Private Vacation Home

Beach Block UNDER COMPLETE INTERIOR RENOVATION 5-bedroom house in Dewey Beach!!!

Dewey Beach, Delaware, United States

Beach Block located in the heart of Dewey Beach steps away from the sand! Consider this house your home away from home while you visit the beach. Our property offers an incredible amount of indoor and outdoor space for guests to relax and unwind with your family.brbrLIVING & KITCHENbrbrTotally gutted and renovated. The living area will be newly furnished with a large sectional couch and smart TV. The adjacent sunroom offers plenty of extra seating to allow guests to relax after a long day at the beach. The brand-new kitchen will have an island, dining table and patio set to provide plenty of space for eating, hanging out or playing games.brbrBED & BATHbrbrThis house sleeps 10 guests in 5 bedrooms. The primary suite located on the 3rd floor has a queen-size bed, a smart TV and a private balcony. The ensuite bathroom features a brand-new walk-in shower. There are 3 bedrooms located on the 2nd floor that include 2 twin beds in each room along with a smart tv and a full bath with a brand-new tub/shower combination. The 1st floor bedroom includes 2 twin beds and a full bath with a brand-new walk-in shower for those traveling with aging parents.brbrOUTSIDE AREAbrbrPrivate and secluded entertainment space perfect for summer barbeques on the New Weber grill. Features outside shower and foot washing station to wash off the sand between your toes.brbrPARKINGbrbrParking is available for FOUR cars in a designated area of the parking lot. Additional street parking is available. Permits can be purchased for street parking between May 15th to September 15th. No permit is required at other times of the year.brbrMORE DETAILSbrbrExtra perks include complimentary Wi-Fi and a washer/dryer. Beach chairs, beach toys and an umbrella are provided in the rental.brbrParties are not permitted at this rental. We do not rent to High School Seniors, College Students or Party Groups. Families only. The primary renter must be at least 25 years of age.brbrHouse is under renovation, so some of pictures reflect the layout but not the improvements that are underway. Pictures of renovated rooms added on 02/14/26.
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Bath 3

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Sleep 10

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Exceptional(1)

$412.59

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Private Vacation Home

Town of Dewey Beach charming dog-friendly home with washer/dryer

Dewey Beach, Delaware, United States

Summary:brbrTown of Dewey Beach - 2004 Coastal Hwy, Unit CbrbrbrbrThe Space:brbrWithin walking distance to the Atlantic Ocean and world-famous Rehoboth Beach, this fantastic location is perfect for you and your loved ones to escape the hustle and bustle of everyday life. When you're not renting water equipment like paddleboards and kayaks to take on the sea, tour the area and enjoy timeless attractions like Rehoboth Beach Bandstand, Jungle Jim's, Shell We Golf, and Gordon's Pond State Park all within a 5-mile radius. Step inside to find a cozy atmosphere throughout the well-appointed living space, illuminated by natural light. Curl up by the fireplace with a great book, stream your favorite movies on the large TV, or hold great conversations on the plush furniture to make yourself feel right at home. The quaint but spacious kitchen is great for creating culinary charms and beach picnic snacks, with all the cupboard room you'll ever need. Perfect for family reunions or groups, the array of comfortable beds available throughout the home ensures that everyone will enjoy a restful night's sleep from the day's adventures. For added convenience, a dedicated workspace is offered for those who need a desk and chair to work remotely. Make memories that'll last a lifetime when you spend your getaway here in unforgettable Delaware! Delaware Accommodations Intermediary License #2024712698 bTHINGS TO KNOW/b To use streaming services, guests must log in with their own credentials. 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.
Bed 7

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Bath 3

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Sleep 16

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Exceptional(35)

$945.95

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Private Vacation Home

Modern Retreat | Rooftop Deck with Ocean & Bay Views | Walk to Dewey Beach

Dewey Beach, Delaware, United States

Summary:brbrTown of Dewey Beach - 35 Rodney Ave, Unit #2brbrbrbrThe Space:brbrAdmire stunning views of the ocean and bay from the 1,200 square foot rooftop deck of this 4BR/3.5BA home! Located on the same block as the beach, you can walk to the Atlantic surf in just 3 minutes. Discover local restaurants on your street. Newly renovated, this rental features modern perks like a wine fridge, smart TVs in each bedroom, and a gas fireplace. In addition to the rooftop deck, two balconies offer alfresco relaxation. LIVING AREA Stream new movies on the 70 inch smart TV in the living area. Comfy furnishings include a sofa, love seat, and armchair. Play board games at the table for four while enjoying the warm ambience of a gas fireplace. KITCHEN & DINING Home chefs will be thrilled to find granite countertops and high-end stainless steel appliances in the kitchen. Perch at the kitchen bar for four as dinner simmers. The wet bar includes a wine fridge. The table in the dining area seats six. BED & BATH This three-story rental sleeps 12 guests in four bedrooms. The primary suite boasts a queen-size bed, a smart TV, and a private balcony. A Keurig coffeemaker helps you start the day with ease. The en-suite bathroom features a walk-in shower. The second and third bedrooms are both outfitted with a full-over-full bunk bed and a smart TV. The second bathroom has a tub/shower combination. The fourth bedroom includes a queen-size bed, a smart TV, and a Keurig. The en-suite bathroom is configured with a walk-in shower. A half bath provides additional convenience. OUTDOOR AREA & AMENITIES The master balcony is furnished with a bistro table for two. Share afternoon snacks at the bar for three on the second balcony. Spanning 1,200 square feet, the rooftop deck is a dreamy alfresco lounge. Relax and admire a gorgeous panorama that encompasses the ocean and the bay from the comfort of your outdoor patio furniture and pub table sets. Catch rays from one of four loungers. Rinse off after the beach in the outdoor shower, equipped with a rain showerhead, body jet, and handheld sprays. EXTRA PERKS & MORE DETAILS Extra perks include complimentary Wi-Fi and a washer/dryer. Beach chairs, beach toys, boogie boards, and an umbrella are provided in the rental. Parking is available for two cars in a designated area of the driveway. Additional nearby street parking is available. A permit is provided for street parking between Memorial Day to Labor Day. No permit is required at other times of the year. Parties are not permitted at this rental. The primary renter must be at least 25 years of age. THE LOCATION Stroll 3 minutes to the beach for a sun-kissed day on the sand. Situated on Coastal Highway, you will find local restaurants right on your block. Walk 6 minutes to John Waples Memorial Playground. You'll also appreciate being just 4 miles from Delaware Seashore State Park. Delaware Accommodations Intermediary License #2024712698
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Bath 4

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Sleep 12

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$896.45

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Private Vacation Home

Beachside 4-Bedroom Retreat: Ocean Views, Gourmet Kitchen & Dog-Friendly

Dewey Beach, Delaware, United States

Welcome to 9 New Orleans South, a 4 bedroom 3.5 bathroom 3-story twin which is just steps from the beach and a block from all the Dewey hotspots! This home features ocean views from both the living areas and owners suite, gourmet kitchen with 6-burner gas stove and 2 sinks, a covered porch, lower deck, and balconies. The owners suite on the 3rd floor showcases a vaulted ceiling with knotty pine bead board in both the bedroom and the attached office. There are 2 additional bedrooms and one hall bathroom on the third floor, as well as one en suite bedroom with private entrance and a European style bathroom on the first floor. An outdoor shower is also located on the first floor. Come, park your car, and walk or ride your bike to all the best that Dewey Beach has to offer! NEW FOR 2025-DOG FRIENDLY FOR ALL STAYS WITH ARRIVAL AFTER 8/16/25! NO BEACH WEEK OR GRADUATION CELEBRATIONS ARE PERMITTED. GUESTS WILL BE CHARGED A CANCELLATION FEE.brbrBedroom 1: 1 QueenbrBedroom 2: 1 DoublebrBedroom 3: 1 DoublebrBedroom 4: 1 QueenbrbrGuests 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 2

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Sleep 8

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$335.3

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Private Vacation Home

Spacious, Dog-Friendly Home w/ Hot Tub & Walk to Ocean in Dewey Beach!

Dewey Beach, Delaware, United States

Welcome to 1603 Bayard Avenue! Located on the Bayside of Coastal Highway just a few short blocks to the Ocean spend your relaxing vacation in this spacious Dog Friendly home. Features include two living areas, a nice screened porch and private deck with a Hot Tub! The bedrooms are all on the one floor - one queen bed in two of the bedrooms, 2 twin beds along with 2 twin bunks in another. There are also two Queen sofa beds... one in the living room and the other in the family room. The kitchen was renovated in 2021 to create an open concept layout with a large island flowing seamlessly into the main living room and out onto the screened in porch. This is the perfect place for a family or group to cook, eat and hang out all at the same time. There is plenty of off street parking and you can walk or bike to everything in town Dewey Beach or take a short ride on the Jolly Trolley to stroll on the boardwalk and visit the great shops and restaurants that Rehoboth Beach has to offer. Hot Tub openings are not guaranteed in the off season, please confirm with your agent.brbrBedroom 1: 1 Queen With Full BathbrBedroom 2: 1 QueenbrBedroom 3: 2 Twins + 2 Twin BunksbrOther: 1 Queen Sofa Bed; 2t/trundlebrLiving Area: 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.
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Bath 1

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Sleep 10

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$589.08

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Private Vacation Home

Beachside 4-BR Dewey Retreat w/ Pool Access, Ocean Views, and Walk to Shore!

Dewey Beach, Delaware, United States

Ocean block FRIDAY TO FRIDAY rental property in Dewey Beach with rare Community Pool access included! This beautifully remodeled 4-bedroom, 3.5-bath coastal retreat offers the perfect beach getaway with stunning ocean and bay views from multiple decks and balconies. Situated within walking distance to Deweys vibrant restaurants, shops, and nightlife, this townhouse is just a short stroll to the sandy shores, making it ideal for those looking to enjoy both the ocean and the energetic charm of Dewey Beach. The main level features a bright and open-concept layout, complete with a modern, fully equipped kitchen, spacious dining area, and a cozy family room that leads out to both front and rear decks, perfect for relaxing after a day in the sun. The third level includes two guest rooms, two full baths, and a luxurious primary suite with a private balcony showcasing breathtaking views. On the first level, an additional guest suite offers privacy and direct access to a charming screened porch ideal for unwinding with a cool drink. Additional exterior highlights include covered parking, extra guest parking, and a convenient outdoor shower to rinse off after your beach adventures. Whether you are enjoying the pool, the beach, or the nearby activities, this townhouse offers everything you need for an unforgettable Dewey Beach vacation!brbrBedroom 1: 1 KingbrBedroom 2: 1 QueenbrBedroom 3: 1 DoublebrBedroom 4: 2 Twins/bunk 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.brThe standard policy for community pools is that they are opened starting on May 25th and closing on September 1st.
Bed 4

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Bath 2

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Sleep 8

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Home Most popular vacation rentals in Dewey Beach