Vacation Home Rentals By Owner In Dewey Beach, DE

$2,069

Perfect Beach Block Oasis w Pool

Dewey Beach, Delaware, United States

brbrSUN, SAND AND A NEW POOL!! New finalized pictures of pool added 5/21/26!brbrWEEK OF JUNE 27-JULY 4, 2026 JUST DISCOUNTED! GET IT BEFORE IT'S GONE!!brbrWelcome to 23 Carolina Street, one of Dewey Beach’s beautiful Beach Block homes capturing the charm of classic coastal beach living.brbrThis beautiful home is located on the ocean block of Carolina Street. Early morning walks on the beach, a full day of sand and surf or a quiet evening watching the sunset are only 3 minutes away! br brA spacious 18 x 22 ft. screened porch is great for entertaining with large seating & dining area. Five-bedrooms, three full and one 1/2 bath and additional indoor living /dining area with 12-foot vaulted ceilings, stunning hardwood floors. There is also a portable crib and high chair for guest use.brbrOur NEW POOL to add to your wonderful stay on Carolina Street! The pool is almost ready! It should be ready to swim by May 15, 2026!. We will add photos soon of the pool area once the landscaping has been completed!brbrPool heat is available during the cooler months. $150 charge will be added to your reservation.brbrAlso outside enjoy a beautiful patio w/dining, sitting area and firepit or the back deck with an outdoor shower.brbrWe do provide sheets and bath towels for all stays of 7 nights or more during the summer season. We also provide a small amount of soap and paper products to get you started!brbrWe do allow up to two dogs for your stay. Pricing is $275 for one dog for one week, $550 for two dogs for one week.

5

Bed

4

Bath

12

Sleeps

$745.46

/ Nightly

Private Vacation Home

Beautiful Pet Friendly Rental with Fenced Back Yard Just over 1 block to the beach!

Dewey Beach, Delaware, United States

102 St. Lawrence - Professionally Managed by Coldwell Banker Premier.brWelcome to your perfect Rehoboth Beach getaway! Located on St. Lawrence Street in the heart of Rehoboth Beach, this spacious 4-bedroom, 3.5-bath home is just over a block from the beach and iconic boardwalk, putting you within easy walking distance of the sand, shops, restaurants, and everything downtown Rehoboth has to offer.brbrDesigned for comfort and coastal living, this beautifully maintained home offers plenty of space for families and groups to relax and unwind. The open-concept living areas are perfect for gathering after a day at the beach, while the fully equipped kitchen makes meals and entertaining effortless. You'll enjoy 2 large primary bedrooms (one on the first floor and the other on the second level) each with a private en suite bathroom. The 2 additional bedrooms share a hall bath on the 2nd level.brbrStart your mornings with coffee on either the front or back screened in porch, spend your days soaking up the sun on the beach, and enjoy evenings strolling the boardwalk or dining at nearby local favorites. You'll also enjoy the private back deck, and fenced in yard - perfect for your furry friends during your stay!brbrLeave the car parked for your entire stay if you'd like and enjoy one of the best locations in Rehoboth Beach — close to the action, yet tucked away on a quiet residential street for the perfect balance of fun and relaxation.brbrThis is non-smoking property. Pet friendly rental (dogs only). $300 per pet with a 2 pet max.brA linen package can be purchased for your stay. The cost of the linen package for one week's stay is $196.00.brbrBooking Restrictions-br7 Night Stays- June through mid Septemberbr3 Night Stays- Jan through May and Mid-September through DecemberbrbrAll VRBO reservations are a booking request only until confirmed by Property Manager. You will be required to sign a Residential Lease Agreement and make your payment within the required deadlines provided or your booking request will be cancelled. As a property manager, we welcome “Special Event” rentals. All properties are individually owned and not all properties are available for “Special Event” rentals. Credit Card payments subject to 2% fee.brbrBedding 1King, 1King, 1Queen, 2 Singles brbrState of Delaware License # 2025701763

4

Bed

4

Bath

8

Sleeps

$1278.1

/ Nightly

Private Vacation Home

Santorini Sands - Beachside gem, ocean block in Dewey on Saulsbury St-Sleeps 16

Dewey Beach, Delaware, United States

Welcome to Santorini Sands – Your Coastal Retreat in Dewey Beach. Just steps from the beach on Saulsbury Street, this stylish and updated home offers the perfect blend of relaxed luxury and coastal charm. In the center of everything Dewey has to offer. Location, location, location!brbrEnjoy the outdoor cabana, a kid’s special hideaway, a yoga room, an outdoor shower, and 6 private off-street parking spots.brbrPerfect for families and large group gatherings!brbrbr- All guests must be at least 25 years old, except for children with parents.brbr*Please note - Monthly discounts are not available during the summer season (Memorial Day through Labor Day).brbr*DEL 302 Management standard:br-Linens and towels are includedbr-Starter amounts of toilet paper for each bathroom, paper towels, trash bags, dishwasher pods, laundry detergent/pods, hand soap at each sink, and dish soap at the kitchen sink. Also, supply shampoo, conditioner, and body wash in the bathrooms.br-Guests are responsible for providing anything they need beyond the starter amounts provided.brbrBedroom 1: Queen Bed with En Suite Full Bathroom - 1st Floor brBedroom 2: Queen Bed - 1st FloorbrBedroom 3: Queen Bed - 1st FloorbrBedroom 4: King Bed - 1st FloorbrBedroom 5: Twin over Full Bed w/ En Suite Full Bathroom - 2nd FloorbrBedroom 6: King Bed w/ En Suite Full Bath & Extra Living Room Area - 2nd FloorbrBedroom 7: King Bed w/ Twin over Twin Bunk Bed w/ En Suite Half Bath - 4th Floorbrbr(Can comfortably sleep 12 adults and 4 kids)brbrGame Room - 3rd Floor brKids Loft Area - 3rd FloorbrFull Bath - Hallway - 2nd Floor off Dining RoombrFull Bath - 3rd Floor next to Game RoombrLaundry - 1st FloorbrbrbrOUTDOOR LIVING: br- Outdoor Covered Kitchen Area with Propane Gas Grill, Fire Place w/ Remote, TV, Reach-in Coolerbr-Outdoor ShowerbrbrBEACH ESSENTIALS: (all located in extra storage area on side of house)br- 18 Beach Towelsbr- 18 Beach Chairsbr- 2 Beach Umbrellasbr- 1 Beach Cartbr- Corn Hole Boards, Giant JengabrbrINDOOR LIVING: brSpacious living room, smart TVs, fully equipped kitchen with kitchen island, dining table, kids loft area, game room, yoga/workout room.brbrKITCHEN: brFully equipped, microwave, Keurig coffee pot, regular coffee pot, toaster, dishware/flatware, pots/pans.brbrGENERAL: brHigh speed WiFi, washer/dryer, linens, bath towels, beach towels, hairdryer, central AC/Heat, keyless entry, coffee maker, pots/pans.brbrPARKING: br- Driveway - 6 cars (Can fit up to 8 if they are compact cars)brbrbrPROXIMITY:br200 feet to the Beachbr450 feet to Dewey Beer Companybr0.1 miles to Nick's Mini Golf br0.1 miles to The Starboardbr0.1 miles to Starboard Raw Restaurantbr0.1 miles to Woody's Restaurantbr0.2 miles to Dewey Beach Liquorsbr0.6 miles to The Dewey Post Restaurantbr1.9 miles to Rehoboth Beach & Boardwalkbr2.8 miles to Jungle Jim's waterparkbr4.7 miles to Midway Speedway & White Water Mountainbr4.8 miles to Movies at Midway

Bed

Bath

Sleeps

$757.63

/ Nightly

Private Vacation Home

4 bedroom townhouse just steps to the ocean

Dewey Beach, Delaware, United States

Home has 4 bedrooms, 3 1/2 baths and spacious outdoor, multiple decks. Approximately 100 steps to beach! Dewey restaurants are all in walking distances. Water activities, such as boating, jet skis and fishing all nearby.

Bed

Bath

Sleeps

$744.07

/ Nightly

Private Vacation Home

Perfect A Frame Dewey Beach House for you and your family.

Dewey Beach, Delaware, United States

Stay comfortably in Dewey Beach at this 3-bedroom house. Nestled on a great street 2 blocks north of the famous Starboard Restaurant, and one block from the beach, this amazing cottage offers 3 queen beds, 1 bunk bed, and 1 twin bed for a pleasant night's sleep. With modern amenities like AC, WiFi, and a washing machine, guests can relax and unwind. Private enclosed back yard, outdoor grill, comfortable patio and outdoor shower make this the perfect family retreat for your summer vacation. Make your holiday one for the books with a stay at our place. Book NOW.

3

Bed

1

Bath

8

Sleeps

$1494.42

/ Nightly

Private Vacation Home

Beachfront Baby Beautiful & New! The only way to stay @ the beach❣️Spacious

Dewey Beach, Delaware, United States

Direct Oceanfront 4 Bedroom (2 Master Suites), 3.5 bathroom townhouse located at the Ocean Harbor in Dewey Beach. All new everything!! Tile floors throughout, including all newly tiled bathrooms & marbled vanities. High end furnishings & appliances. All new electric, plumbing & HVAC systems. Brand new beds, mattresses and box springs and all new furniture throughout. Be my guest!! brbrArrive at the Ocean Harbor, park your car in its designated spot and relax in this spacious and beautiful home. We have 2 designated parking spots and we provide our guests with an additional 3 parking permits good for street parking in Dewey. We have 2 beachfront Master Bedrooms each with King size beds & their own private new bathrooms . One Master is located on the 1st floor and the other is located on the 3rd floor. There are 2 additional guest bedrooms on the 3rd floor each with bunk beds; Queen on the bottom and twin on top. Sleeps 10.brbrLocation! Location! Location! Spend the days hanging out on the beach. Swimming, body surfing, rafting, skim boarding, sunbathing, people watching, book reading or napping - just having fun and enjoying the moment! We provide nice beach chairs and umbrellas for your convenience. We also provide abundance of sand toys for little kids and big kids to dig and make castles in the sand.brbrOceanfront views from the entire 2nd floor which is open concept . Open both sliders and step out onto the furnished deck to listen to the ocean waves crash onto the beach. Enjoy your meals at the large dining room table which seats 10. OR choose the kitchen island with seating for 5. Drink your morning coffee at the bar counter or on the deck while watching the waves ride in to shore. If lucky, you will spy a school of dolphins . brbrThe large Family Room provides plenty of space for conversation, games and memory making. Grab a book from the bookcase and If you MUST watch TV, we have a Premiere account with Comcast or choose a DVD from the collection. Get away from everyday life and enjoy your family and your vacation! Downtime is good!brbrThe 1st floor entry opens to a roomy foyer with a bench and plenty of room to store your beach gear . The laundry room complete with washer and dryer is located on the 1st floor. Finally, a large 1st floor Master Bedroom with a King Bed, large closet and TV. The brand new en-suite private bathroom is complete with beautiful new tiled walls and walk in shower. The bedroom has high windows that view the sandy dunes.brbrOn the open concept 2nd Floor you will find the magnificent views of the beach from any location . We provide you a fully stocked kitchen with plenty of room for many cooks, a large balcony which faces west and overlooks the parking area. We have a large dining area with a large table with seating for 10. On the second floor, you will find the lovely and large sun filled living room with ship lap walls, a fireplace, TV , a DVD player and 2 book cases overflowing with your next good read. Two sliders open to the large balcony that overlooks the beach and ocean. The ocean can be viewed from almost every space on the 2nd floor. brbrThe 3rd Floor has a large Master Bedroom with magnificent ocean views! The beautiful a King bed offers amazing views of the ocean and beach. You will find a large closets, a TV and DVD player. The beautiful and new en suite bathroom is complete with exotic blue granite and a very large 5x7 walk-in shower. Two glass sliders open to the balcony with a breathtaking view overlooking the beach and ocean. Watch God‘s gift of the gorgeous sunrise over the ocean every morning! Gaze at the moon shining on the water each night. Which is your favorite I choose both!! brbrIn addition, on the 3rd floor, there are 2 guest bedrooms. Each bedroom has a custom Amish made Queen size bed on the bottom and a twin bunk on top. These 2 guest rooms share a newly renovated and beautifully tiled full size hall bathroom with a bathtub and shower. The Twin bedrooms each have a shared balcony that faces west overlooking the parking area. brbrWe provide many amenities for our guests’ convenience. We provide all bed linens - the beds are made prior to your arrival by our professional cleaning crew and they are stripped after your departure. We are fully stocked with paper products including paper towel, toilet paper, tissues, napkins, kitchen dish soap, dishwasher detergent pods, kitchen dish towels, bathroom hand towels, bathroom hand soap, laundry detergent tide pods, an ample supply of Keurig coffee pods and a variety of tea. brbrWe provide our guests with nice beach chairs, umbrellas and sand toys for the kids. We have a charcoal grill and proper cooking tools should you choose to BBQ. brbr Our front door uses a keyless entry/exit code which eliminates the hassle of carrying keys to the beach. Every guest has their own individual keyless code which expires upon departure. brbrTake a walk thru Dewey to explore the restaurants and shops. The bay is only 1 block away from the beach at this section of town. Ride the Jolly Trolly into Rehoboth to visit the boardwalk and beach shops. Book now to experience the age old motto: “DEWEY BEACH: A WAY OF LIFE”brbrWhat are you waiting for ! ☀️ ⛱️

Bed

Bath

Sleeps

$2391.74

/ Nightly

Private Vacation Home

FLASH SALE-JULY 25-AUG 1 REDUCED! ROOFTOP POOL & HOT TUB OPEN ALL YEAR!

Dewey Beach, Delaware, United States

FREE CHEF AND BONFIRE WITH 3 NIGHT MINIMUM STAY!!brMemories is a Luxury Beach House experience, but with Heart and Soul. Enjoy our Year Around Mini Resort! brREADAWAY LUXURY EXPERIENCE! IF YOU ARE A BOOK ENTHUSIAST YOU WILL ENJOY OUR EXTENSIVE LIBRARY COLLECTION OF SEVERAL HUNDRED SELECTIVELY CHOSEN BOOKS INCLUDING NOVELS, HISTORY, AND AN EXTENSIVE BUSINESS COLLECTION INCLUDING WARREN BUFFET AND THE FAMOUS DELAWARE duPONT FAMILY.brRELAX and REJUVENATE in our Heated Rooftop Saltwater Pool along with Saltwater Hot Tub overlooking the Ocean and Bay that are available year around! HOT TUBS ARE DRAINED, CLEANED AND FILLED WITH FRESH WATER FOR EACH NEW GUEST PRIOR TO THEIR ARRIVAL AT MEMORIES! Catch the beautiful sunrise from our spacious rooftop deck while you are enjoying your morning Yoga or relaxing with your morning coffee! During the Summer season we can arrange for a daily beach chair and umbrella set-up for you in a prime location on the beach. All you have to do is walk down and relax to the soothing beauty and the sound of the ocean waves! And if it is a little cooler on a Winter day the Indoor Saltwater Hot Tub is ready for you! Spring, Summer, Fall or Winter Memories is the place to relax and rejuvenate.brbrROARING FIRES are fantastic anytime of year! We have added a propane fire pit for your outdoor enjoyment and we will arrange a phenomenal private beach bonfire for you and your guests to enjoy! During the Fall, Spring and Winter seasons our two beautiful fireplaces warm the room and your heart! And of course the outdoor grill is always available for preparing those delicious meals! And if you want a Roaring Fire along with some delicious food a Beach Party offers the Best of Both! Hamburgers, Hot Dogs, Seafood, or anything you want can be cooked for you on the beach along with a Tiki hut for an Absolute Memorable Evening you and your guests will never forget!! brbrAND for your SPORTS and RECREATION FUN we have a putting green in the front lawn, pool table, and corn hole game along with the endless swim lane that is a feature of the rooftop heated pool! We can also arrange golf, pickle ball, tennis and swimming at the Rehoboth Beach Country Club as a guest of Mr. Talley. In addition, sailing is available at the Rehoboth Beach Sailing Association as well as paddle boarding, kayaking and jet skiing in the immediate area on the Rehoboth Bay. Anytime of the year enjoy your favorite sporting events on our GIANT 82 TELEVISION in the GREAT ROOM!!brbrFRESH PRODUCE is available on our rooftop deck from our herb garden and tomato plants. And during the Summer season, Fifer's market is just a block away with all the fresh produce you can imagine right from their farm! During the other seasons, Fresh Market is just a short drive away!brbr Memories is located in a beautiful residential area named Rehoboth By The Sea between Silver Lake in South Rehoboth Beach and Dewey Beach! Ask about our Unique Customer Appreciation Complimentary Time 2 For 1 Special!! Memories has been approved as a Luxury Home Listing!! Less Than 1% of All VRBO/HOMEAWAY listings are approved as a Luxury Listing!! This beach area has been named by Travel and Leisure as one of the 10 Least Crowded Beach areas in the United States. brbrOne of the largest Beach Houses at 7850 Square Feet of useable space in the Delaware Beach area, ocean block, Home-By-The-Sea named Memories, is the perfect destination for family reunions, vacations, corporate retreats, and special events such as wedding groups, birthdays, and anniversaries. Memories is a fabulous three story luxury house with an elevator that accesses all three floors, as well as an entry ramp. An Acorn Outdoor Stair Lift provides access to the Rooftop Deck for anyone having difficulty with stairs! From its breathtaking Gathering Room with Gourmet Kitchen to the spectacular roof-top deck with the gorgeous panoramic ocean and bay views where you can enjoy the spectacular Sunrises and Sunsets, our guests just say 'Wow.' They've never seen anything quite like it and are pleased beyond belief! Memories has been described by our guests as 'the place that has it all', and 'a mini-resort' with the heated pool, two hot tubs/spas, and putting green golf. Sleeping up to 32 people in an apartment suite bedroom configuration with locking doors this sensational house is one where our customers state they have built lasting memories and want to come back often. They rave about the Gourmet Kitchen and say the house has everything. You can cook for yourself or arrange for meals of your choice to be prepared for you at the home. No request is beyond reason. We can help arrange everything from transportation, excursions, massages, tennis lessons, golf lessons, rental golf carts and more. We are here to ensure this is the most memorable vacation time of your life.brbrMemories is a home that has been in the Talley family for over 60 years. The owner's Mother and Father built the original cottage and the owner, Gary Talley, built the spectacular state of the art house described above around the original cottage, adding on two stories with an elevator and rooftop deck. Gary Talley has preserved the charm of the original cottage in honor of his parents and the many good memories he has of their family getting together for reunions at the beach and has maintained the original cottage in pristine condition. He wants other families to enjoy the same wonderful experiences he has been able to enjoy with his family over the years and built on to the home to accommodate family reunions, weddings, corporate retreats, etc. so other groups can experience these special and memorable times. Thus the name Memories was decided on for the house.brbrWe offer you the most personalized 24/7 concierge service--even before you arrive--to help you with everything you need, from arranging meals to be cooked in the villa, to tours, must-see spots, restaurant and activity recommendations and more. Special meals can be arranged to accommodate the requests of our guests and their preferred cuisine. Our Caretaker is available on call to you 24/7 during your stay, as well as a Housekeeper on call. No request is beyond reason. PLEASE NOTE ANY TWIN BEDS MAY BE PUT TOGETHER AS KINGS PRIOR TO YOUR ARRIVAL IF YOU PREFER.brWith its numerous inviting amenities, this Beach House has all of the comforts of home, but is only steps from one of the best beaches on the East Coast. Enjoy over 100 nearby factory discount outlet stores, with DELAWARE’S 0% TAX FREE SHOPPING. These stores include very popular ones such as Coach, Kate Spade New York, Tumi, Tommy Bahama, Polo Ralph Lauren, Tory Burch, The North Face, Nike, and many more. Tax free boutiques are located on and near Rehoboth Avenue. Culinary delights are featured at over 150 Restaurants and Eateries in the area. There is also no occupancy or lodging tax on rental homes in Delaware. Bonfires on the beach, as well as discounted chair rentals and umbrellas placed for you on the beach, can be arranged in advance. These are very popular with our guests and have become a signature items for those visiting Memories. There is also free parking on the property for up to 10 cars.brWelcome to Memories where you and your guests can create lasting memories of your own as other families and businesses have been doing for almost 60 years. Memories is only an approximate 2.5 hour drive from Washington D.C., Philadelphia, and Baltimore and a 2 hour drive from Wilmington. brOur house is spotlessly clean and beautifully maintained. MEMORIES magically captivates all those who visit! brbrMEMORIES HAS INSTALLED AIR FILTRATION UNITS IN ALL HVAC SYSTEMS THROUGHOUT THE HOUSE. SCIENTIFIC TESTING HAS DEMONSTRATED REDUCTION OF AIRBORNE VIRUS AND BACTERIA COMPONENTS BY 99.9%. OUR EXPERIENCED CLEANING STAFF IS FOLLOWING CDC GUIDELINES. WE ARE COMMITTED TO KEEPING OUR GUESTS SAFE SO THEY MAY HAVE THE ABSOLUTE BEST EXPERIENCE DURING THEIR BEACH VACATION!brbrKeywords: Rehoboth by the Sea-Memories Vacation Home

Bed

Bath

Sleeps

$1087.22

/ Nightly

Private Vacation Home

Ocean Block Dewey Beach Private Parking

Dewey Beach, Delaware, United States

Ocean Block Beach House - Steps to the Beach and Starboard 4 beds and 2 bathrooms - Sleeps up to Eight. This unit has 2 kings 1 queen room and one queen sofa - Very Clean - renovated rooms - TVs and Wi-Fi. Four private parking spots and much more. Ask about boat, RV, jet ski parking

Bed

Bath

Sleeps

$605.53

/ Nightly

Private Vacation Home

BAY VIEWS! WALK TO RESTAURANTS & NIGHTLIFE! 203 ANCHOR WAY, DEWEY BEACH, DE

Dewey Beach, Delaware, United States

Tranquil Dewey Beach! You'll love this sun-filled end-unit townhome with views of the Rehoboth Bay from every room. Enjoy the water views and sounds of the bay and ocean from the 3 decks off the living room, kitchen and master bedroom. Sunbathe, swim or surf at the ocean beach which is just one block away... or watch the sunset or launch your kayak from the small private Rehoboth Bay beach, which is mere steps away! Perfect location, walkable to Dewey's restaurants and nightlife and the Jolley Trolley stop, for tram to Rehoboth Beach. Dogs allowed with a $300 Non-fundable Fee for one and a $150 additional Fee for two (sorry no cats.) Number of dogs & breed restrictions may apply. Offers so much: 2 vehicle carport with total parking for 4 cars (no parking passes needed,) charcoal BBQ grill, CAC, WIFI, and 1st fl. shower and laundry for those frequent beach trips. Rents Friday to Friday so you can avoid all the Route One Saturday traffic!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.brGuest pays a $175 cleaning fee for all stays. Sheets/towels/paper products are not included, linens are available for rent.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, Linens/Towels and paper products are NOT INCLUDED. Guests may rent Linens/Towels through the hosting company or bring their own.

Bed

Bath

Sleeps

$717.55

/ Nightly

Private Vacation Home

DEWEY BEACH! NEW LISTING in Rehoboth by the Sea, 5 min walk to beach 4BDR/3BA

Dewey Beach, Delaware, United States

NEW June 2024 LISTING w/3-4 night stays available. This updated beach cottage is located IN Dewey Beach on 2nd ocean block, just a 5 min. walk to the beach. Walk to Dewey, Uber to Rehoboth, Lewes, Bethany. Perfect place for family or a group of friends: 4 bedroom/3 FULL baths, in North End of Dewey Beach, in the highly desirable family neighborhood, “Rehoboth by the Sea.” The cottage, nestled under giant pines is hidden from street view by privacy plantings. This natural setting helps create the perfect coastal retreat to relax and enjoy the ocean breezes. Close to great restaurants, cafes, and shops.brInside, the home has been lovingly restored and additions made. Styled with coastal-chic decor and designed with your comfort in mind. You'll find cozy seating, comfortable beds, beautiful bathrooms, a wonderful screened in porch, outdoor seating, a stocked kitchen, gas grill, fire pit, great AC, 50 SmartTV in living rm and Smart TVs in each bedroom, stacking washer/dryer, and 4 car parking in the driveway. FASTWi-Fi.brbrThe space:brThe cottage welcomes you to Dewey Beach with a peaceful ocean vibe. Walk under the pine trees, up the boardwalk to the front deck and instantly feel serenity. Come inside and experience the beachy ambience created by cedar plank walls, hardwood floors, inviting seating, and carefully selected accessories . Enjoy the luxury of a newly renovated kitchen and gorgeous baths. Celebrate outdoor living with coffee on the front deck, cocktails and cookouts on second deck, and when taking an outdoor shower. Park in the driveway, walk to the ocean, stick your toes in the sand. Or walk to all the entertainment Dewey provides. Nap in the AC, read a book in the hammock, stream a movie, ride your bike on a nearby trail, play pickle ball on courts just a mile away, shop in tax-free outlets, splash at the water park. Enjoy a foodie heaven at Rehoboth restaurants or a family fun night on the boardwalk. Fully celebrate summer in Dewey Beach at a stylishly renovated coastal retreat. Enjoy your summer escape!brbrGuest access:brEnjoy a family-friendly 4 BDR cottage featuring a spacious screened-in porch, decks, and fenced in yard. BDR 1: queen bed w/full bath. BDR 2: queen bed w/full bath. BDR 3: queen bed. BDR 4 : Bunkie Room w/2 bunk beds (4 twin total). Third full bath has bathtub and shower (in all, total of 3 newly renovated bathrooms and one new outdoor shower). The kitchen shines with stainless steel appliances & dining room table seats six. Comfortable living room with large screen tv. Privacy plantings, large trees, fenced in yard, two spacious decks, gas grill, fire pit, outside shower, driveway parks 4 cars.brbrInteraction with guests:brIf you need us, you can reach us by text. We always do our best to figure out solutions with you right away and find answers to your questions. brbrOther things to note:br1. **We require a minimum 3-7 night stay. Check calendar for details.br2. Occupancy Capacity is 10 (do not exceed). br3. Self check-in at 4:00 PM (key is in lock box). On day of arrival, text host for code. Check-out by 10:00 AM must be strictly adhered to due to cleaning requirements. brPLEASE REMEMBER to RETURN KEY to lock-box at check-out to avoid a charge. br4. WE provide pillows, mattress protectors, and comforters. YOU provide your linens and towels. BDR 1, BDR 2, BDR 3 each need queen sheets, BDR 4 has 2 bunkbeds (4 twin beds) . Also bring paper products (tp, paper towels), toiletries, beach gear (chairs, towels, coolers, etc.).br5. To order linens and have them delivered contact Grand Rental Station or Sheets at the Beach. br6. Fifers Market is open every day EXCEPT Sunday. It is 1 min walk, directly across the street. Fresh fruit, veggies, breakfast and lunch sandwiches, snacks, drinks, coffee, baked goods, toiletries, etc.br7. You can rent chairs and umbrellas right on the beach for a reasonable daily/weekly fee. They set up & take down & sell snacks, drinks. br8. We are required to collect a 3% Accommodation Tax for the Town of Dewey Beach on the COST of the lodgings. VRBO will collect.br9. Cleaning fee for enhanced cleaning/disinfecting is $250. ANY extra cleaning will require extra charges from security deposit (e.g., stains, sand, smoke, damage, etc.) Prior to check-out, please complete check-out list, which must be followed. br10. We may require tenants to sign and return a lease prior to check-in which specifies the terms of the rental agreement. br11. A Ring doorbell may be mounted outside the front door but will not collect video. It is used during times of renovations, repairs, cleaning, and in the off-season. There are no other cameras on the property, inside or out. Your privacy is important to us.br12. NO high school group rentals.

4

Bed

3

Bath

10

Sleeps

$1994.93

/ Nightly

Private Vacation Home

New Luxury Home w/ Pool | Pet Friendly | Beach

Dewey Beach, Delaware, United States

COMING SUMMER 2026! brbrWelcome to 101 Carolina Street, an exceptional North Dewey Beach residence offering over 4,000 square feet of luxury living on three levels in one of the area’s most sought-after neighborhoods, Rehoboth by the Sea. Thoughtfully designed to appeal to the most discerning tastes, this 6-bedroom, 5.5-bathroom home is a perfect blend of elegance, comfort, and coastal lifestyle, comfortably accommodating 12–14 guests.brbrPlease note: The photos included in this listing are representative of the home to be constructed and depict the same house design built by this owner last year. While décor and furnishings may vary, they will be of the same high quality and professional standard shown. 101 Carolina Street will also include a fully finished and furnished lower level, providing additional living and sleeping space.brbrThe heart of the home is a chef’s kitchen featuring quartz countertops, custom cabinetry, high-end appliances, and a large center island—ideal for both casual meals and entertaining. The spacious open-concept main level flows into a bright living area with a gas fireplace, creating a warm and inviting space year-round.brbrThis home offers six bedrooms plus a den with two additional sleeping spaces. A first-floor primary suite provides privacy and ease, complete with a luxurious ensuite bath and walk-in closet. Upstairs, generously sized guest bedrooms accommodate family and friends in comfort.brbrThe fully finished lower level adds exceptional flexibility, featuring a large family room with an 85-inch TV, wet bar, and a beautiful en-suite bedroom and bath. Sleeping accommodations include:brbrLower level: 1 king en-suitebrbrMain level: 1 king en-suitebrbrSecond floor: 1 king en-suite, 1 queen en-suite, 1 twin/twin bunk (sleeps 3), and 2 twin bunks (sleeps 4)brbrStep outside to enjoy your private poolside retreat, designed for maximum outdoor relaxation. Located just one block from the beach and an easy walk to Rehoboth’s boardwalk and the vibrant dining, shopping, and entertainment in both Dewey and Rehoboth Beach, this home offers the best of coastal living.brbrVacation rentals will be available beginning June 2026.brbrUpdated: 1/14/2026

6

Bed

5

Bath

16

Sleeps

$1385.76

/ Nightly

Private Vacation Home

Expansive Dewey Beach Home

Dewey Beach, Delaware, United States

This spacious Dewey Beach home is ideal for families or groups looking to enjoy coastal living. Offering more space than most rentals in Dewey, it provides plenty of room to unwind after a day in the sun in both backyards. (Includes both units - upstairs and downstairs of the home w/ separate entrances). Located bayside on the same street as the famous Starboard, it’s just a 5-minute drive to Rehoboth Boardwalk & Tanger Outlets and only 1.5 blocks from the beach! Owner is licensed Realtor.brMust be 25 years old to bookbrNo SmokingbrNo PetsbrNo PartiesbrNO Senior Week

Bed

Bath

Sleeps

$533.12

/ Nightly

Private Vacation Home

Dewey Beach Oceanfront Pet Friendly Townhouse

Dewey Beach, Delaware, United States

Welcome to 1 McKinley #7, an oceanfront townhouse perfectly situated in the vibrant Surf Plaza community of downtown Dewey Beach. This inviting, pet-friendly retreat comfortably accommodates up to eight guests in two spacious bedrooms. The master bedroom includes a double bed, a twin bed with a trundle, and a room divider for added privacy. A fully equipped kitchen and in-unit laundry ensure convenience throughout your stay, while central air conditioning and high-speed internet provide modern comfort. Step outside to your private patio, ideal for relaxing or spending time with your furry companion. Located just steps from the beach and Dewey Beach's lively nightlife, you'll be within easy walking distance of restaurants, bars, shops, and water sports. For added convenience, the townhouse includes one assigned parking spot. Linens are not provided but can be arranged through a rental package. This home welcomes one dog under 20 lbs with a non-refundable pet fee. Experience the best of coastal living — sun, surf, and the spirit of Dewey Beach — all right at your doorstep.brPlease 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.brbr Delaware Accommodations intermediary #2024713094.

Bed

Bath

Sleeps

$763.61

/ Nightly

Private Vacation Home

Renovated Prime Dewey Beach Escape!

Dewey Beach, Delaware, United States

Renovated Duplex in the heart of Dewey with HUGE backyard! Just 1.5 blocks to the beach and steps from the famous Starboard. Walk to top restaurants, bars, shops, and activities. brbrExplore the area with ease—whether you`re enjoying a leisurely stroll to local hotspots or hopping on the nearby Jolley Trolley to the Rehoboth Boardwalk, only a 5-minute drive away. Tanger Outlets are also nearby. Perfectly located for a fun, relaxed beach getaway with everything you need right outside your door.brNo smokingbrNo PetsbrNo PartiesbrNo Senior Week GuestsbrMust be 25 Years or older to book

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Bath

Sleeps

$554.38

/ Nightly

Private Vacation Home

THE POETIC PINEAPPLE – 5BR, 3.5BA – Sleeps 12 – Walk to the Community Pool *Dog-Friendly*

Dewey Beach, Delaware, United States

This newly built house is full of upgrades with 5 bedrooms, 3.5 bathrooms, 2 car garage and screen porch. Open concept first floor with beautiful hardwood floors and a kitchen perfect for entertaining with its large island and built-in bar. The living room boasts a gas fireplace with sliding glass door leading to the large, screened porch. Spacious primary bedroom with luxury on-suite bathroom completes the first floor. The 2nd floor features another living room, four bedrooms and two full bathrooms. And, for those who cannot break away from work, there's also an office.brbrSunset Rentals LLC Delaware Accommodations Intermediary License # 2024713116brbrABOUT THE COMMUNITYbrUse of community amenities is included with rentalbrCommunity poolbrClubhousebrOutdoor patio areabrbrLocated minutes away from Rehoboth Beach (10 mins) and the boardwalk OR downtown Lewes (15 mins) and Cape Henlopen State Park. Enjoy shopping at the outlets or dining at your favorite local restaurant.brbrLINENS: Each rental property will provide mattress protective pads, pillows and bedspreads and/or comforters. Most property owners also have additional blankets and pillows stored in closets that are available for use. Rental guests have the option to bring their own linens (sheets, pillowcases and towels) or rent them. For your convenience, SUNSET RENTALS offers a property specific linen package option for guests. All linens are professionally cleaned, packaged and delivered to the property prior to your arrival. brThe linen rental package includes FREE delivery, pick up and contains the following:brTOWELS – 1 towel set per person based the maximum guest count for the property. Each set includes: 1 Deluxe Bath Towel 54x27, 1 Hand Towel 30x16 and 1 Washcloth 12x12brSHEETS – 1 set of high-quality bed sheets per the property's bed size and count. Each set includes: 1 deep pocket fitted bottom sheet, 1 flat top sheet, 2 pillowcases for doubles, queens, king size beds and 1 pillowcase for single size beds.brBATHMATS – 1 bathmat per full bathroom count in the property.brNOTE: The linen rental package option can only be selected on SUNSET RENTALS direct website. Those guests booking through VRBO can contact our office and add the linen rental package after the reservation has been confirmed.brbrBED ARRANGEMENT:brPrimary Suite (1st Floor) – King BedbrBedroom 2 (2nd floor) – Queen BedbrBedroom 3 (2nd floor) – Queen BedbrBedroom 4 (2nd floor) – Twin Beds (2)brBedroom 5 (2nd floor) – Pyramid Bunk (2) – Twin over Full BedsbrbrCANCELLATION POLICY: All reservations are subject to a nonrefundable $95 admin fee. If GUEST cancels 60 days prior to arrival date, then 100% refund will be provided (less $95 admin fee). If the GUEST cancels 30 days prior to arrival date, then 50% refund will be provided (less $95 admin fee).brbrCredit Card Processing Fee: All payments made by credit card are subject to a 3% processing fee. This fee will be added to your total booking amount.brbrPET DISCLAIMER: THIS PROPERTY ALLOWS A MAXIMUM OF ONE (1) DOG PER GUEST STAY, 50LBS OR LESS. DOG FEE IS $150 FOR ONE (1) DOG. PLEASE NOTE: PRIOR TO SUBMITTING BOOKING REQUEST, PLEASE CONFIRM WITH SUNSET RENTALS THE DOGS BREED AND AGE AS SOME RESTRICTIONS MAY APPLY.brbrWe look forward to having you explore the Delaware beaches.brbrSUNSET RENTALS DE

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Bath

Sleeps

$514.69

/ Nightly

Private Vacation Home

13 Collins Street, Unit B, Dewey Beach, Delaware

Dewey Beach, Delaware, United States

STEPS TO THE SAND! In the ocean block, this Classic Beach Bungalow is just waiting for you and your family this summer . . . this home will remind you of your care-free childhood days at the beach. With 4 + BR, 1 1/2 BA home is steps from the beach in the heart of Dewey Beach. Walk to the ocean, restaurants, shops, bars and watersports on the hop on the Jolly Trolley to the boardwalk in Rehoboth Beach. Home offers a deck, W/D, DW, Central Air, WiFi and wonderful outdoor shower. Note: MBR has a powder room only. Ring Doorbell by front door is disabled during rental season. No pets, however owner has had a dog in the property, No smoking 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 $150 cleaning fee for all stays. Sheets/towels/paper products are not included, linens are available for rent.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, Linens/Towels and paper products are NOT INCLUDED. Guests may rent Linens/Towels through the hosting company or bring their own.

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Bath

Sleeps

$863.3

/ Nightly

Private Vacation Home

Pet-Friendly Oceanfront House! Rare cancellation 8/14-21.

Dewey Beach, Delaware, United States

Bring the whole family to the beach! Looking for a large home to get the whole family together Are you ready to book your vacation This old-fashioned beachfront home will be perfect for you in any season. Please note that the minimum age to rent this cottage is 40. Please contact owner if you are a younger family. Up to 2 of your well-behaved dogs are welcome with an additional pet fee.brbrThis lovely oceanfront cottage has undergone a major renovation. Built in the 1930's, it retains all of its original charm, while modern updates bring it into the 21st century. A new HVAC system will keep you cool in the summer and warm in the winter. The all new kitchen is filled with stainless steel appliances and a wine fridge. The cottage has 2 bedrooms downstairs, and 4 more large bedrooms upstairs. Linens are not provided but a linen service can be recommended. The downstairs bathroom has retained its antique clawfoot tub with shower, while the upstairs bathroom has a new shower. The living room has a well maintained piano for those who play. This antiques-filled home has plenty of comfortable porches for relaxing and an oceanfront deck to catch some sun. Beach access is down the driveway and out to the street, so no one will be walking through the property from the beach. We have off-street parking for 4 cars. This rental is suitable for extended families, or families vacationing together. We are LGBTQ friendly. It is a quiet rental NOT suitable for young singles. We do not rent to students or recent graduates. We do not rent to groups of singles (with exceptions for those age 50+). We have zero tolerance for partiers.

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Bath

Sleeps

$465.32

/ Nightly

Private Vacation Home

302 Carla Ave. - A perfect beach cottage, nightly rentals and pet friendly

Dewey Beach, Delaware, United States

302 Carla Ave- Professionally Managed by Coldwell Banker Premier.brA perfect pet friendly, beach cottage! The home is walking distance to Dewey yet in the quiet neighborhood of Seabreeze, just off of RT 1. A spacious home with 4 bedrooms and 2 bathroom, an open dining/ kitchen area and a large living room that open onto the back deck. The back deck is a great place to enjoy a night at the beach! The home has plenty of off street parking. Nightly and monthly rentals permitted.brbrThis is a non smoking home. $250 pet fee per pet, dogs only! 2 pet max and no dogs over 60lbs.brbrA linen package can be purchased for your stay. The cost of the linen package for one week's stay is 198.00.brbrBedding- 1 Double, 1 Queen, 2 Singles, 1 QueenbrbrAll VRBO reservations are a booking request only until confirmed by Property Manager. You will be required to sign a Residential Lease Agreement and make your payment within the required deadlines provided or your booking request will be cancelled. As a property manager, we welcome “Special Event” rentals. All properties are individually owned and not all properties are available for “Special Event” rentals. Credit Card payments subject to 2% fee. brbrState of Delaware License # 2025701763

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Bath

Sleeps

$746.71

/ Nightly

Private Vacation Home

BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS

Dewey Beach, Delaware, United States

Boasting breathtaking views of the Atlantic Ocean from every level, this 4 bedroom 4.5 bathroom home offers peace and serenity just steps away from the beach, local restaurants and bars, tax free shopping and ample recreational options. Offering the best of luxurious, oceanside living, this home features 4 bedroom suites, each with a private bathroom and ocean-view deck, allowing for abundant privacy when desired. Break out your inner chef in the fully stocked gourmet kitchen with stainless steel appliances, ample cabinet and counter space and a two-seat breakfast bar. The second and third levels each feature two generous bedrooms with en suite bathrooms, offering space for all your loved ones! Watch the sunrise over the ocean on one of your five decks or take a dip in the sunken hot tub and listen to the waves crashing as you soak in privacy. Better yet, this home features an outdoor shower, covered parking for two cars (height limit 78 inches, Gas grill, washer/dryer, Ping-Pong table, 3 bikes, beach chairs and all linens (sheets/towels, except beach towels), making this an easy escape to paradise!

4

Bed

4

Bath

10

Sleeps

$704.57

/ Nightly

Private Vacation Home

Charming Ocean Block Ranch, Screened Porch, Open Living & Ample Parking!

Dewey Beach, Delaware, United States

Charming and beautifully furnished Ocean Block ranch style home with a great screened porch, open living area and plenty of off street parking!brbrBedroom 1: 1 Queen W/tvbrBedroom 2: 3 Twins (1 Set Bunks)brBedroom 3: 1 King W 3/4 Ba N TvbrbrGuests 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.

3

Bed

1

Bath

7

Sleeps

Vacation Home Rentals By Owner In Dewey Beach, DE

$2,069

$745.46

$1278.1

$757.63

$744.07

$1494.42

$2391.74

$1087.22

$605.53

$717.55

$1994.93

$1385.76

$533.12

$763.61

$554.38

$514.69

$863.3

$465.32

$746.71

$704.57

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