Holiday rentals in Cape Henlopen

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Top-rated holiday rentals in Cape Henlopen

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Guest favourite
A light blue cottage is showcased, featuring a welcoming front door and multiple windows. The neatly maintained lawn surrounds the home, enhancing its curb appeal. A fence is visible in the background, providing a sense of privacy and security.
Cottage in North Cape May
4.89 out of 5 average rating, 131 reviews

Rose Cottage of North Cape May - Dog Friendly!

Come enjoy our lovely cottage w/ a fenced in yard. We are family friendly & welcome well-behaved dogs (+$25 a night). Ample street parking in front. Central A/C, heat, a full kitchen, beautiful deck, shed & more. Near Bay & Ocean Beaches, Historic Cape May, Shopping, the Cape May Ferry, wildlife park. NO LINENS, NO SHEETS, NO BLANKETS, NO TOWELS, NO BEDDING WILL BE PROVIDED. Blue bedspreads are dust covers between tenants. Bring all your own linens! Local linen services available: Linen Ladies

Guest favourite
A charming porch features intricate latticework and decorative trim, surrounded by vibrant flower boxes. The open entry leads into the living space, revealing a staircase and dining area in the background, enhancing the welcoming atmosphere.
Apartment in Cape May
4.89 out of 5 average rating, 123 reviews

World Famous Stockton Row Cottages John Wesley Inn

The Carriage House building is located 1/2 block to the beach and two blocks to the center of the historic downtown. It offers two individual apartments, each with two floors of living space. Apartment "B" has 1 bedroom, 1 bath. Apartment "A" has 2 bedrooms, 2 1/2 baths. Both have a porch and a bedroom balcony. Pricing is for double occupancy. Each can accommodate a maximum of 4 people (children welcome). Conveniences include a full kitchen and complement of electronics. Central air and heat.

Top guest favourite
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.
Apartment in Lewes
4.86 out of 5 average rating, 314 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

Top guest favourite
Flat in Lewes
4.84 out of 5 average rating, 280 reviews

Charming Studio in Downtown, Historic Lewes

Newly renovated second floor studio apartment located in downtown historic Lewes. - Glassware/dishes/utensils/bowls/etc.) - Keurig Coffee Maker - Microwave - Toaster Oven - Dishwasher - Flat screen tv - Wifi - King sized bed - High count linens - Plush bath towels - Plush bathrobes Apartment is on the second floor and is not handicapped accessible. No on site parking, but plenty of public parking in our historic town of Lewes. Check in time : 3 p.m. Check out time : 11 a.m.

Top guest favourite
A welcoming entrance is framed by a neat garden featuring colorful flower pots and lush greenery. The front porch includes a comfortable chair and a small table, offering a shaded space. A light brick accent and large bay window contribute to the home's charming facade.
Home in North Cape May
4.96 out of 5 average rating, 422 reviews

Sunny& Zen Home

Welcome, this lovely & charming 2-bedroom home is the perfect escape for couples or small families looking to relax & explore all that the CM has to offer. Located minutes from the Delaware Bay, Cape May Point, Cape May beaches, & the area’s best shopping & dining, you’ll enjoy easy access to it all—without the crowds. Cozy patio off the kitchen – the perfect spot for your morning coffee or an evening glass of wine This home offers everything you need for a relaxing & memorable stay.

Top guest favourite
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City
4.97 out of 5 average rating, 501 reviews

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 :)

Top guest favourite
A bright living area features a light-colored sofa and armchair with coastal patterns. A wooden coffee table sits on a textured rug, while a mounted television is visible on the wall opposite. The open layout allows for glimpses of a dining area with a table set for six.
Apartment in Lewes
4.98 out of 5 average rating, 114 reviews

First Floor Comfort and Convenience

This first floor condo is conveniently located in a family-friendly community with all you need within walking distance, including several restaurants and a grocery store. A short and easy 3-mile drive to Lewes Beach and the charming town of Lewes makes this an ideal location. Amenities include access to two pools, tennis courts, pickle ball courts and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

Top guest favourite
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, 286 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 favourite
The cozy cottage showcases a welcoming exterior with wooden shingles and a front porch. An American flag is displayed, and two small shrubs frame the entrance. A clear pathway leads to the door, surrounded by a grassy area and trees in the background.
Tiny home in Ocean View
4.91 out of 5 average rating, 225 reviews

Tiny Cottage at Good Earth, near Bethany Beach

Welcome to the "Tiny Thyme Cottage" at Good Earth. The cottage is super cozy, perfect for a couple, with 1 queen bed, a kitchen & bathroom, and a small living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include 2 on-site restaurants, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, and 2 cottages on the property. Staying at Good Earth is more than just a beach trip!

Guest favourite
An open living space features a comfortable gray sectional sofa and a light coffee table, creating a cozy seating area. A dining table set for six is visible near large windows, while modern kitchen appliances are seen in the background, contributing to a bright atmosphere.
Flat in Lewes
4.91 out of 5 average rating, 159 reviews

Bright 2BR, steps from the beach & downtown Lewes!

Relax and escape to this beautiful space, mere steps to the beach! This open, bright two-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 favourite
A blue decorative anchor rests on a white surface, featuring a rustic rope detail. The soft lighting highlights the anchor's design, creating a nautical theme. A blurred background suggests a bright and airy space, complementing the apartment's beach-inspired decor.
Flat in Milton
4.96 out of 5 average rating, 199 reviews

Beachin' Inn Milton

Welcome to Beachin' Inn Milton! This cozy apartment located in the quaint, historical town of Milton, DE is the perfect getaway. Our apartment is light and airy with a beach theme. Enjoy the entire apartment to yourself with a keyless private entrance, full bath, washer/dryer, free Wifi and stocked assorted coffee pods. There is no stove/oven, however, we offer a microwave, toaster oven, Air Fryer and induction burner.There is private parking right out front.

Guest favourite
The loft features a sloped ceiling and a cozy sleeping area with a queen bed and a twin bed. A small table with floral arrangements adds a touch of color. Doors lead to an outdoor space, enhancing natural light in the room.
Place to stay in Frankford
4.93 out of 5 average rating, 256 reviews

Antique Loft, No cleaning fee, No Wi-Fi

This over the garage loft is a throwback from the 1980's. Vintage furniture and decor. Queen bed, twin bed, microwave, fridge with freezer, coffee maker, AC, sink, dishes, glasses. Bethany Beach is a ten minute drive. The bathroom is small with a sloping ceiling, a small shower, and while clean, shows its age. NO WIFI, rustic with access to shared backyard, fire pit, outdoor seating and dining, garden; beach chairs and umbrellas are available for guests. TY!

Popular amenities for Cape Henlopen holiday rentals

  1. Airbnb
  2. United States
  3. Delaware
  4. Sussex County
  5. Cape Henlopen