Holiday rentals in Henlopen Acres

Steps From The Ocean & Boardwalk On Surf Ave.

Enjoy a day or week at our unique beach front guest suite. You are only steps from the sand and boardwalk that leads you to the amazing restaurants and shops of Rehoboth Beach. Your private entrance is located just inside the fenced in front yard. The whole first floor and front yard is yours to enjoy. The 1,200 sf. space is PET FRIENDLY and has a back deck, front patio, full bath, 2 bedrooms with 1 queen& king bed, 1 reserved parking space, & kitchenette(no stove). 11.5% tax added at booking.

Treetops beach getaway walkable to beach/boardwalk

East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster convection oven/air fryer for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

Cozy Rehoboth Beach Condo w/ 2 bedrooms

This condo is a boho getaway tucked away in a quiet enclave conveniently located on the beachside of Highway 1. It has dedicated parking in front, plus an additional spot for a second car. This condo it is a two bedroom/two bathroom unit. Full kitchen and a dining area that seats up to six. The condo is on the second floor with one stair flight. The beach is a 20 minute walk, 10 minute bike ride, or 5 minute drive Community pool on site provides an extra place to relax and cool down.

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

Perfect location to enjoy the holiday season in Southern DE for upcoming events, ie. Rehoboth Beach Parade, Rehoboth and Dewey Beach Tree Lighting, NYE Celebrations and Dewey’s Famous Winter Gala! Whether you're planning a beach vacation, a business trip, or a shopping spree at the nearby Outlets, this condo is the ideal retreat. Conveniently located near dining, shopping, scenic trails, and just a short drive to Lewes, Rehoboth, and Dewey by having everything you need for a memorable stay.

Private Tiny House in Downtown Reho w/Murphy Bed

Come experience tiny living! Enjoy every amenity and thoughtful detail in our updated, 200 square foot tiny home in a secluded location one block from Rehoboth Avenue and a 10 minute walk to the boardwalk and beach. Built in 1951 and renovated in 2020, this hidden gem is full of surprise and delight—perfect for a couple’s getaway, a girlfriends weekend, or a private spot to get some solitude or finish that novel. Full linen service included! Guests need to bring their own beach towels.

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

2 BR, ground floor condo on the south side of Dewey Beach! 1.5 blocks to the beach, 1 block south to beautiful bayside dining. Discounts for stays over 3 nights! The HOA maintains a relaxing, clean, family friendly atmosphere. Self check-in keypad code auto-sent upon booking. Professionally cleaned and beds made before your check in. Bed linens, shower towels/essentials, 2 Dewey Beach Street Parking Passes, and beach chairs are provided free of charge. Max occupancy of 6 at all times.

B Street Cottage

Looking for serenity and sunshine? Try this little gem from the 50's tucked away in the heart of the "Forgotten Mile"- Dewey Beach/Rehoboth's best kept secret. The beach is a quiet 10 minute walk along Lake Comegys and Silver Lake. Popular eateries, Rehoboth Ale House and Big Fish are close by. Fifer's Farm Market and Cafe and The Surf Shack are just around the corner. Perfectly situated on the beach side of Highway 1 just minutes away from Rehoboth Avenue and downtown Dewey Beach.

Downtown * Walk to the Beach * Free Bikes

Walk & bike everywhere. Explore Lewes (loo-iss) & scenic Coastal Delaware. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk 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 Wi-Fi (950/880 Mpbs) ✔ Roku TV w/ free YouTube tv cable channels ✔ Parking is plentiful & linens are included *Bonus* Two complimentary bicycles provided

The Winkler

The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

Destination Location! Farm Animals, Tours, Beaches

✨Scratch tiny house living off your bucket list!✨ Wake up to the cheerful sounds of barnyard animals that surround this unique tiny house escape! The "Garden Hideaway" is thoughtfully curated to inspire joy and help you reconnect with the simpler things in life. Just a few minutes from the beach, this tiny home comfortably sleeps two (2) guests, with an option to add a third (3) for a small fee.

Pet friendly cottage 4 blocks to Beach

South Rehoboth Beach House located in peaceful country club estates. Fully fenced with outdoor shower, 2 screened porches, gas grill, cable TV, wireless internet, full kitchen, beach chairs, 1 car parking in driveway and garage parking for 1 car. In season Rehoboth Beach parking permits provided DOGS ALLOWED $25 per night pet fee due before check in (min Pet fee $50)

Willow Oak Waterview Cottage

Country quiet waterfront cottage on 3 acres overlooking wetlands and the Rehoboth Bay. Centrally located to Downtown Lewes, Rehoboth and Dewey Beach, DE. Watch beautiful sunrises on the bay with abundant wildlife and resident Bald Eagles. Plenty of privacy and parking. Entire 1st floor unit that's completely renovated with private entrances.