Vacation rentals in Cape Henlopen

2BR Coastal Retreat Walk to Beach & Downtown Lewes

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 😎

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!

Crow’s Nest • 1 BR Lewes Guest Apt – Bike to Beach

Lovely 1 bed/1 bath detached upstairs guest apartment right off the bike trail. The space provides privacy & convenience to Lewes activities with tropical landscaping. It boasts beachy decor with locally sourced touches, a fully stocked kitchen, and a beautiful bedroom complete with a desk and a canopy bed to provide guests with the perfect escape. Enjoy al fresco dining under a pergola & lawn games. Just 3.7 mi to Lewes beach: bike to Old World Bread Bakery, Vino Del Mar & Lewes Brewing Company

Lewes Delaware Beach House

4 BR/2 BA beach house in Lewes DE. Fully furnished and equipped. Sleeps EIGHT MAX. INCLUDING KIDS. THIS IS NOT A PARTY HOUSE. No MAGAs. No WEDDINGS. Available for rent Off-Season (Sept 15 to May 15): weekly, weekend, or mini weeks, two-night minimum. Great location: 1 short block to Lewes Beach on Delaware Bay, 3 blocks to downtown Lewes shops/restaurants/harbor, 1/2 mile to Cape May NJ ferry, 1 mile to Cape Henlopen State Park. 2 hours 15 mins from Baltimore, Washington DC and Philadelphia.

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

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!

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.

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.

Book in May and get 20% off! Applied after booking

Come stay at this amazing historic property located in the heart of Lewes. 16 minute walk to the beach and steps to all of the amazing restaurants, shops and hospital! This spacious 5 bedroom, 3 bath will be your home away from home! 2 porches, a nice backyard for gatherings, a chefs dream kitchen with an open concept living and dining area makes it an entertainers heaven! Plenty to see and do or just kick back and relax at this gorgeous property!

Blue Haven Cottage - Cozy Beach Escape in Lewes

Blue Haven Cottage offers coastal comfort in the heart of historic Lewes. Centrally located on the Georgetown- Lewes Bike Trail, it’s less than a mile to Lewes Beach, one mile to the Cape May–Lewes Ferry, and only three miles to Cape Henlopen State Park. Enjoy easy access to shops, dining, and trails, then unwind in a cozy, light-filled cottage with beachy charm—your perfect home base for a relaxing coastal getaway.

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

Welcome to your vacation home in highly desirable Cape Shores community! This renovated, four-bedroom home is only 2 houses (<1 minute walk) away from the brand new (2024) pool (Memorial to Labor Day)! Also, just a short walk (5 houses) to the beach, tennis & pickleball courts, and state park. Cape Shores is the only waterfront community in Lewes with a pool, private fishing pier, & tennis/pickleball courts.

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. It is not good for tall people because 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.