Vacation rentals in Henderson

Modern luxury waterfront retreat, 1 hr to DC

Expansive river views from every room and on your bed! A luxurious waterfront retreat. Relax in a full marble tiled, oversized rainfall shower, rich cotton sheets and pillowtop bed. Full kitchen with Nespresso and tea. Cul-de-sac house, on a cliff with private deck/dock. High ceilings and massive windows let in lots of light. Easy access to dining, wineries, farms, beaches, and historic sites. DC/VA easy 1 hr drive away. *Host lives in adjoining building, attached guest house is fully private.

Beautiful Waterfront Escape w/ Gorgeous Views

Escape to this stunning waterfront home on lovely Carr's Creek in Deale, MD. It offers four bedrooms and full bathrooms, two spacious living areas, two sunrooms, and a large fully stocked kitchen. You can birdwatch from the balcony, snuggle by the fireplace, soak in the hot tub, kayak, canoe, or play games and grill outdoors. Nearby, you can take a charter on the Chesapeake, kayak or hike at the Smithsonian Environmental Research Center, and enjoy local seafood restaurants and antique shopping.

Dog friendly, Close to outlets, fire pit, Sleeps 6

Tucked away in a quiet neighborhood, this adorable cottage awaits your next peaceful vacation. With 3 beds/2 baths, there’s space to enjoy a relaxing stay for up to 6 guests with cozy blankets and beds as well as beautiful surrounding gardens. We are only 4 miles to the beaches, 1 mile to outlet shopping, and close to amazing restaurants. You may not even want to leave the cottage at all. Pet friendly (1 dog please). NEW FOR 2024: beautiful bathroom updates and NEW comfy mattress in the master!

The Villa at Bayside Resort

Introducing a stunning, professionally decorated vacation rental property nestled in the heart of the prestigious Bayside Resort. Property Features: 4 beautifully-appointed bedrooms, 3.5 baths A spacious loft A sun-soaked living area Sun room, An elegant dining room, perfect for memorable family meals A scenic patio off of a wooded lot, offering a serene outdoor retreat. Bayside Amenities: Golf course 4 pools Fitness center Tennis courts Playground Kayaking Trails Concert Venue

Posh, private apt downtown w/hot tub + patio

Enjoy a stylish experience at this centrally-located place. Walk to everything—beach, restaurants, shopping—and enjoy the very best of Rehoboth without ever looking for a parking spot. This newly renovated first floor private apartment of a 3-story house is spacious and loaded with every amenity, including all linens (a rarity in Rehoboth!), local coffee, a well stocked pantry, 65-inch TV with sound system, and your own private patio with dining space, grill, and hot tub.

Penthouse Place

Experience luxury in this newly renovated top-floor condo. White noise machines, plush pillows and mattresses ensure uninterrupted sleep while the cozy screened-in porch offers serene pond views. Relax in plush seating, enjoy modern amenities, and rest easy in comfortable bedrooms. Conveniently located in the highly sought after Creekwood community, it is near dining and entertainment options, this condo offers the perfect blend of luxury and tranquility for your getaway.

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach

Get ready to relax immediately in this cozy and bright condo in a quiet community. The condo is a WALK-UP 3rd floor with vaulted ceilings, multiple balconies, and a relaxing screened porch with a view. We provide linens for the beds, bath towels, boogie boards, and beach chairs. Just over a mile from the beach and within walking distance are 3 community pools, a brewery, a grocery store, seafood restaurants, a water park, and more.

Hidden Pines in Downtown Rehoboth w/Private Yard

Everyone loves Hidden Pines, our charming cottage with a shady landscaped private yard in downtown Rehoboth Beach. Hidden Pines is just off the main street and half a mile from the beach, in a quiet, shady neighborhood. Perfect for a couple or small family, romantic retreat or solo getaway. Our yard is great for relaxing with a good book or entertaining friends. The downstairs was newly renovated Spring 2022.

Modern Escape~4 Mi from Bethany Beach

Sand, sun, and endless family fun await your crew at this newly built Ocean View vacation rental! Nestled in the quiet community with access to top-notch amenities, and a prime location just 4 miles from the shores of Bethany Beach. After long days of swimming and shopping return home to prepare a feast in the fully equipped kitchen and unwind with a family favorite on the TV.