Vacation rentals in Cape Henlopen

Tiny Living: The Blue Bird Tree House 1BR/Den

Tiny Home with mature trees in the middle of the nature but close to the beaches! Tranquil woodsy getaway located on 3 acres of mature trees, 8 miles to beaches, and shopping! The Blue Bird is an older 1950's style tiny cabin on the 2nd floor (locked garage on 1st floor), with 1 bedroom Queen Bed, Den with single bed, 2 baths, fully equipped kitchen, large deck for relaxing. There is an entry exterior door Security Camera for safety. Not suitable for toddlers due to 14 steep stairs. Must be 21.

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!

Stylish Coastal Loft Minutes to Rehoboth & Lewes

Welcome to The Loft, a cozy Rehoboth Beach retreat. Feel right at home in this spacious 2BR, 2BA condo conveniently located East of Rt. 1 between Rehoboth Beach and Lewes Beach. The condo is also just minutes from Junction & Breakwater Trail, Georgetown Lewes Trail and Cape Henlopen State Park... perfect for walks and biking. Love shopping? There are 3 Tanger Outlets and an abundance of other stores. Explore endless dining options in downtown Rehoboth Beach, Lewes and all along Coastal Highway.

Coastal Hideaway at Five Points

Escape to the coast in this spacious loft located in the sought-after Villages of Five Points. This home offers the perfect blend of comfort and convenience. Enjoy on-site amenities including restaurants, shopping, swimming pools, and tennis courts—all just steps from your door. If you feel like venturing out, downtown historic Lewes is less than five minutes away, and you’re only moments from the Route 1 corridor, giving you easy access to beaches, dining, and all that the area has to offer.

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

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.

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.

Stroll to the Shore: 3BR Vacation Retreat

Located just 1.5 blocks from Lewes Beach, this home has been completely renovated with a modern, coastal design and all of the amenities you need for a relaxing stay at the beach. Take a 12-minute walk to downtown Lewes to enjoy all the historic town has to offer, including local shopping and dining. Nearby, Cape Henlopen State Park offers bike rentals, nature trails, fishing, and kayaking. At the end of a fun-filled day, return to your comfortable beach cottage for some relaxation!

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.

Luxurious Fine Linens/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 Book Nook - A Private Downtown Retreat

In the heart of downtown Milton, you will find a newly renovated guest cottage less than 10 miles to the beach! If you plan on staying local, simply park your car at the designated off-street parking space and travel by foot to the many shops, restaurants, and attractions offered in historic Milton. Whether you're walking the few short blocks to Dogfish Head Brewery or spending an evening at the theater, The Book Nook will serve as the perfect location!