Vacation rentals in Cape Henlopen

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Top-rated vacation rentals in Cape Henlopen

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

An outdoor patio area is presented, featuring a cozy seating arrangement with a sectional couch and an umbrella providing shade. Two chairs with decorative pillows surround a small green table, while a sign reading 'Lewes Beach Town' adds a colorful touch to the space.

Condo in Lewes

4.95 out of 5 average rating, 124 reviews

Beach getaway walk to beach & town 4 beds 2 bdrms

Welcome to Lewes DE, home of exquisite dining, tax free shopping, and a laid-back atmosphere. This ground floor, single-story condo is (in our humble opinion) in THE BEST location on the Delaware shore. ⭐️ Walkable to both the beach and downtown. ⭐️ Minutes away from Cape Henlopen State park. ⭐️ 3 Roku TVs to keep the family busy during down time ⭐️ Wi-Fi provided ⭐️ Free Disney+ ⭐️ Keurig with k-cups ⭐️ paper products ⭐️ bath towels ⭐️ Fenced in outdoor area for chilling and drying off 😎

Guest favorite

A cozy living area is furnished with a dark sofa and two patterned chairs. A small wooden table is centered on a textured rug, while natural light filters through the window blinds, illuminating the space. Decorative wall plates and plant accents add charm.

Apartment in Lewes

4.85 out of 5 average rating, 273 reviews

Charming Apartment in Downtown, Historic Lewes

Unwind in this bright, freshly updated 1-bedroom apartment perfectly situated in the center of charming downtown Lewes. Overlooking the peaceful Mary Vessels Park, this second-floor retreat offers a full kitchen w/coffee bar, spacious layout, and unbeatable walkability. Just steps from local shops, restaurants, historic landmarks, and the scenic Canalfront Park, it's the ideal home base for your coastal getaway. Whether you're here to relax, dine, or discover, you'll love our welcoming hideaway!

Guest favorite

A round blue dining table is set for four, featuring neutral plates and glasses. Surrounding chairs have a classic black design. A large piece of abstract art adorns the wall, while the kitchen area is visible in the background, showcasing light cabinetry and appliances.

Condo in Rehoboth Beach

4.95 out of 5 average rating, 392 reviews

Pool, near Shopping, Clean and Comfy

This newly updated condo is perfect for your next beach vacation. A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool. Stylish, clean and comfortable, the unit has two bedrooms, one on either side of the kitchen, an ideal layout for privacy for two couples or a family. Each bedroom has it’s own full bathroom. The screened in porch has a view full of trees. Located right off of Route 1, 3.6 miles from downtown Rehoboth and the boardwalk.

Top guest favorite

A shaded outdoor seating area features light-colored sofas with coordinating cushions, arranged around a dark table. An umbrella provides additional shade, while a small shed and a hose are visible in the background, complementing the tranquil setting.

Condo in Lewes

4.85 out of 5 average rating, 290 reviews

A bit of Paradise

Charming end unit secluded in the heart of Lewes. Shady sitting area for viewing the waterfowl & enjoying the peace & quiet. Lewes marina is across the street so is Quest where can rent Kayaks etc. Over the bridge you will enjoy the historic district, town shops, eateries, food market; kiddy park, canal front park; trolley into Rehoboth Beach Henlopen State Park 1 mile; surfing, fishing & nature trails; Bay Beach 1/4 mile w Walk to everything We offer a %15 discount for 7 days or more

Superhost

A screened porch is featured with blue walls and a ceiling fan. Outdoor bar stools surround a high table, while two large lounge chairs provide comfort. A door with decorative glass opens to the main living area, enhancing the inviting space with natural light.

Cottage in Dewey Beach

4.89 out of 5 average rating, 206 reviews

Quaint Beach Block Cottage, 100 steps to the beach

A's by the Beach, a popular all-season vacation rental, is the most charming beach cottage in the north end of Dewey Beach, nested in the quiet Carolina St. Located on the ocean block, the home is only 100 steps from the most beautiful beach of the East Coast. Situated between Rehoboth & Dewey downtowns, a short walk to either town, its restaurants, bars & shops. The home is spaciously laid out to accommodate up to 6 adults & 4 children or a maximum of 8 adults & 4 cars off street parking

Top guest favorite

A tranquil garden path leads to the cottage entrance, flanked by lush greenery and vibrant flowers. A small fountain gently flows, surrounded by well-manicured grass and white gravel. The serene ambience is highlighted by the dappled sunlight filtering through the leaves.

Cottage in Lewes

4.97 out of 5 average rating, 271 reviews

Charming, Historic Lewes Cottage

This charming cottage is a great romantic getaway. It is cozy and an easy walk into the historic town of Lewes ~ many great restaurants are nearby. Lewes is a fascinating & historic town with so much to do: biking, canoeing, birding, beach time, museums, and more. The doors of the Cottage have low head jams and the stairs are compact. There is some noise from the nearby road ~ a white noise machine is provided. The cottage is compact, the refrigerator for the Cottage is a small one.

Guest favorite

An aerial view captures a spacious, single-story gray house with a blue metal roof, surrounded by lush green trees. Solar panels are positioned on the roof, while a gravel driveway leads to parked vehicles. A small gazebo is visible in the backyard.

Apartment in Rehoboth Beach

4.87 out of 5 average rating, 278 reviews

Patrick's Creekside: 4 Peeps-Ur Doggies! 420-Bark!

Patrick's Creekside is free to your pooches - barking allowed, 420 friendly on your private deck, half a mile to the bike trail. Private entry to this 2nd story (2rm,2beds/queen bed & full sofa bed) 1 BR apartment with one full bathroom for a max of 4 humans and a handful of dogs. A good fit if you don’t mind who gets the sofa bed with bathroom access thru the master. Mini kitchen:Keurig, fridge, coffee, crockpot, backyard with little trail! Check out Timmy’s Treeside also.

Guest favorite

A bright and airy living room is furnished with a blue sofa and a gray armchair, arranged around a wooden coffee table. Large windows provide natural light, and a flat-screen TV is mounted on the wall. A woven area rug complements the décor.

Apartment in Lewes

4.88 out of 5 average rating, 194 reviews

Modern 1BR steps from the beach & downtown Lewes!

Relax and escape to this beautiful space, mere steps to the beach! This open, bright one-bedroom features brand-new construction and furnishings, and has everything you need for a fantastic getaway. ✔ One block from the beach! ✔ 10-15 minute walk to the charming restaurants, bars, shops and parks in downtown Lewes ✔ Lots of bike trails nearby, including through gorgeous Cape Henlopen State Park ✔ A quick drive to the neighboring DE beaches: Rehoboth, Dewey and Bethany.

Top guest favorite

The living area features a large, L-shaped fabric sofa with soft cushions, positioned beside a wooden coffee table. A decorative wall art piece is displayed over the sofa, and sunlight filters through the window adorned with sheer curtains, creating a bright and cozy atmosphere.

Condo in Dewey Beach

4.97 out of 5 average rating, 114 reviews

Dewey Beach Condo 2BR+sofa bed. Walk to the beach!

Located near the Town Hall & the Police Department, this charming 2-bedroom ground floor condo is a clean, safe, family-friendly coastal vacation environment! Only 1.5 blocks to the beach, 1 block to beautiful bayside dining, and 5 blocks from downtown Dewey. Fully furnished with 2 queen beds, comfortable sleeper sofa, full bath, washer & dryer, fully equipped kitchen, clean bed sheets & towels, fast WiFi, beach chairs & more. I'm a responsive, experienced SuperHost.

Top guest favorite

A spacious living area features a sectional sofa adorned with red accent pillows. A wooden coffee table sits in front, contrasted by a patterned area rug. Natural light streams through large windows, highlighting a piece of wall art depicting a serene landscape.

Condo in Lewes

4.99 out of 5 average rating, 321 reviews

Beach Sunrise * Walk & Bike * Culinary Coast

Explore Lewes (loo-iss) from our walkable in-town spot. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit Speed Wi-Fi (950/880 Mpbs) ✔ Roku Smart TV - includes free YouTube TV with cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

Guest favorite

A cozy living area features a comfortable beige sofa with decorative pillows and a patterned armchair. A wall-mounted TV is visible, alongside a rustic side table with magazines. Natural light streams in through a sliding glass door that leads to a serene outdoor space.

Condo in Rehoboth Beach

4.88 out of 5 average rating, 455 reviews

Chic 2BR/2BA King Bed Fast Wi‑Fi & 4.5mi Boardwalk

Experience the epitome of coastal elegance at our deluxe retreat, tucked between the vivacious Rehoboth and tranquil Lewes Beaches. Our stylish, fully-equipped two-bedroom condo sleeps six and provides the perfect sanctuary for all beach lovers. Indulge in local cuisine, retail therapy, or simply unwind in our peaceful patio. Luxuriate in comfort, enjoy unmatched proximity to top attractions, and embark on a delightful beach rendezvous.

Top guest favorite

A deck overlooks sandy paths leading to the ocean, framed by lush dune grass and coastal vegetation. The bright blue sky contrasts with the calming sea, creating a serene coastal view. The deck railing offers a defined space for relaxation while enjoying the surrounding nature.

Home in Milton

4.99 out of 5 average rating, 228 reviews

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.

For years, we searched for the perfect beach getaway: secluded, tranquil, yet close to attractions. We found it in Beachwalk. Peaceful. Private. Conveniently located at the quiet southern end of Broadkill Beach. While the north side is denser with homes and more crowded, the southern end provides a more private beach experience with far fewer visitors. The ideal beach retreat where it's just you, the sand, and the sea.