Holiday rentals with outdoor seating in Maryland Beach

Bradley's Bayou

Welcome! Visit our quiet secluded neighborhood 20/25 minutes from Rt. 1 restaurants, beaches & outlets. Our waterfront home has beautiful views & reasonable prices. This is a boating & crabbing community with a community pool, tennis courts, crabbing docks & playground. Fun & easy walking and biking for families! Bring creek boots! NOTE: Linens/towels NOT provided. Bring your own! Or Rental suggestion: Sheets at the Beach, LLC 2025 Pool info: schedule in "add'l photos" No smoking/ No pets

The Bohemian Rhapsody

*Carefully/thoroughly read all descriptions,click photos,read captions BEFORE inquiring to book* Enjoy a rustic "glamping" experience in 2 Bohemian themed sheds-the Grateful Shed & Surf Shack...less than 5 miles from beautiful Bethany Beach, DE!Private driveway/entrance, outdoor bathhouse w/space available to set up tents.We can host up to 8 humans (upon approval) & 2 canine kids.Electric,Wifi,fire pit,sandyard,outdoor grill.Close to area beaches, boardwalks, restaurants & more! No cleaningfees!

Salty Roots Retreat_Huge Yard_FirePit/Kids&Groups

Experience the perfect beach getaway in Rehoboth Beach.This stunning 5-bedroom, 2-bath home offers an open-concept kitchen and living area, ideal for family gatherings. Relax in the expansive private backyard featuring a deck and fire pit area—perfect for games and evenings under the stars. Just moments from beaches, restaurants, shopping, waterparks, and vibrant nightlife. Fully equipped kitchen, coffee bar, & all linens provided for your comfort and convenience. Book your dream vacation today!

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!

*Location* Beach retreat walk to Rehoboth Ave

Location!! Location! Location! Walk to all the restaurants and bars Rehoboth has to offer. Newly renovated in 2020 our townhome is .4 miles, 10 min walk to Rehoboth Ave. We are beachside of Route 1. We have dedicated parking in front of our house for guests. Enjoy our outdoor deck patio with OUTDOOR shower, grill, fire table and sectional for a chill hangout in private yard after a fun day at the beach. TV’s have cable and streaming services so you can sit back and relax at the end of the day

Sunny Days

Casual, spacious open floorplan, all on one floor with a huge back sun porch, nice front sun porch and deck. Centrally located, beaches, historic Berlin, and amenity filled community [pools, golf, pickle-ball etc.] Sleeps 8-9; king, queen, full-twin bunk, single. Must be 25 yrs old or prior service military or first responders. Recent price hikes forced us to cut the cable, switch to streaming services, and install TVs in each room. Linens and beach club parking pass available for a fee.

Newly Renovated Ocean Pines Cottage

Completely remodeled beach home with brand new furnishings in Ocean Pines. Open concept living on main level with beautiful well-equipped kitchen, seating for 10 total at island/dining table and a relaxing living room. Off the hallway is the king bedroom and separate full bathroom with bathtub. Spacious mud/laundry room with beach chairs, umbrella and wagon available for use. Open loft area upstairs with arcade game, lounging area, 2 additional bedrooms and full bath with stand-up shower.

Patrick's Creekside: 4 Peeps-Ur Doggies! 420-Bark!

Patrick's Creekside is free to your pooches - barking allowed, 420 friendly on your private deck, half a mile to the bike trail. Private entry to this 2nd story (2rm,2beds/queen bed & full sofa bed) 1 BR apartment with one full bathroom for a max of 4 humans and a handful of dogs. A good fit if you don’t mind who gets the sofa bed with bathroom access thru the master. Mini kitchen:Keurig, fridge, coffee, crockpot, backyard with little trail! Check out Timmy’s Treeside also.

El Ancla

stunning bay sunsets and idyllic outdoor space at this peaceful waterfront home in prime 94th street location with amazing breeze. Recently rehabbed - new hardwood floors, bathroom, and brand new interior and exterior furniture. Bayfront deck with your own boat slip. Brand new casual comfort deck furniture. Remote work with a view! 10 min walk to beach, playground, community arts center, mini golf, bars. Beach chairs included. We can provide pack n play upon request