
Holiday rentals in Cape Henlopen
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Cape Henlopen
Guests agree: these stays are highly rated for location, cleanliness and more.

2 Story Townhome-Walk to Downtown Lewes!
Welcome to your perfect family getaway in beautiful Lewes, DE! This two-level townhome is ideally located and just a short walk away from charming downtown Lewes. The two bedrooms and full bath are upstairs, and the well-equipped, gourmet kitchen, dining and living space are on the main level. This is a pet friendly home for a very well-behaved dog. The home also features a large screened-in sun porch, an upper sun-worshipper’s deck, and a private yard complete with a fire pit and grilling area. An outdoor shower adds the perfect touch for beach days. Set in a quiet residential neighborhood, the home offers both privacy and convenience. Step right onto the adjacent bike trail and ride to downtown Lewes, Savannah Beach, Cape Henlopen State Park and beaches, or even Rehoboth. This is an ideal retreat for families looking to relax and explore the area. Things to Know: * Guests must be 25 or older to rent this home. * No smoking or vaping of any kind. * During summer months we cannot accommodate early check-in or late check-out requests. * Guests must climb stairs. * Street parking only - for up to 2 vehicles. * Linens and bath towels are provided; please bring your own beach towels

Hot Tub | Mini Golf | Arcade | Gym — Coastal Quad
Welcome to The Coastal Quad, New Jersey’s first pocket resort! You will be booking a stay in one of four luxurious, 1BR tiny cottage suites, so each visit is a new adventure! You will enjoy your own private hot tub, fire pit, grill, fenced-in yard, and access to a shared rooftop mini golf course, retro arcade, full gym with sauna, office, laundry facility and more. Located just steps from a quiet bay beach and a short drive to Cape May and Wildwood, this is the most exciting resort at the shore!

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!

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

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Charming Bayfront Tranquility
Bayfront location! Just 20 steps to the beach! My place is close to restaurants and dining, amazing views, the city center, art and culture, and parks. You’ll love my place because of the beachfront access, and the ambiance. My place is good for couples, solo adventurers, and furry friends (pets). NOTE: Minimum stays of (2 days or more are required.) Special consideration for longer or shorter stays can be discussed upon booking. PLEASE read over all instructions before booking.

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.

Baybreeze Bungalow Luxury Couple’s Retreat
Baybreeze bungalow by the bay, is just blocks from the beautiful Cape May sunsets and the Cape May-Lewes Ferry. The entire bungalow is your home during your stay. It is a short walking distance to the beach and a close drive or bike-ride to the center of Cape May. This lux bungalow sleeps 2 comfortably and is great for adult getaways. All amenities for a great, worry-free, and relaxed stay are provided for you. We do not allow dogs/pets in the bungalow. There will be a $100 penalty.

Beach Sunrise: Walk to Downtown & Lewes Beach
Skip the traffic and parking stress — stay where everything is steps away. Experience the best of Lewes (pronounced loo-iss) from this perfectly located, walkable condo. Step outside and you’re minutes from the beach, downtown dining, scenic parks, and bike trails. With ultra-fast 2-Gig Wi-Fi, KING bed, free bikes, coffee bar, easy parking, and thoughtful amenities, this is the ideal home base for couples or small families seeking comfort, convenience, and an authentic local stay.

Cozy Woodland Cottage
Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

Lewes Carriage House /Salt Water Pool/Spa Hot Tub
Lewes Carriage House is a 5 Star, one-of-a-kind, architecturally designed luxury escape nestled on a 4-acre estate w/ resort style pool, grounds & private spa/hot tub. Perfect for private, romantic honeymoon & baby-moon escapes, anniversaries, as well as forest bathing & wellness retreats. - 5-10 minute drive to historic downtown Lewes, boutique shopping and Cape Henlopen State Park beaches. - Lush perennial gardens, an old-growth forest, native wetlands & 1-acre pond.

The Little Blue Cottage
Welcome to “the cutest cottage “ in historic Lewes. This 200 year old home is perfectly located to enjoy downtown Lewes. Park your car and walk to all of the best dining, shops and sites. Ride the provided bikes to the beaches, trails and state parks in minutes. Take in an outdoor concert at Canal Front Park, enjoy a cocktail at The Sussex Tavern all within blocks of the cottage or relax and steep yourself in this historic home’s charm in the private yard and gardens.
Popular amenities for Cape Henlopen holiday rentals
Other great holiday rentals in Cape Henlopen

Cape Shores Luxury - NEW Pool, Beach, Pier, Park!

Beachcomber's Paradise is steps from the water

Stroll to the Shore: 3BR Vacation Retreat

Blue Haven Cottage - Cozy Beach Escape in Lewes

10 Steps to the Beach! Charming & Spacious

Beachfront Home with Unobstructed Water Views

Ruby's Retreat at the Beach

Beach Plum Retreat- In Town Beach Escape
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Pittsburgh Holiday rentals
- Ocean City Holiday rentals
- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Providence Holiday rentals
- Cape May Beach NJ
- Ocean City Beach
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Ocean City Boardwalk
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Dover Motor Speedway
- Lucy the Elephant
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Stone Harbor Beach
- Ocean City Boardwalk
- Fenwick Island State Park Beach
- Ventnor City Beach
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Longport Dog Beach
- Wildwoods Convention Center





