Holiday rentals with outdoor seating in Rehoboth Beach

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.

Renovated Condo Near Outlets, 3.5 Miles to Beach

Enjoy your stay in this recently renovated and beautifully furnished two-bedroom, two-bathroom 3rd-floor condo conveniently located 3.5 miles from the Rehoboth Beach boardwalk, and 4.5 miles from Lewes Beach. The proximity to the beaches, stores, and restaurants make this condo a great spot to spend a fun-filled vacation at the beach. Our condo amenities include a community pool*( seasonal), free parking, free WiFi, smart TV, washer, and dryer. We supply all the sheets & towels for your stay.

High Tech Hideaway: The modern beach lifestyle

Live the beach lifestyle with every modern convenience! Roomy 2 bedroom, 2 bath condo only 10 mins from Rehoboth, Lewes and Dewey. Surrounded by craft beer, tax-free outlet shopping, and fantastic food. Cleanings exceed CDC guidelines. Three 65" 4k TVs with 221+ channels, Apps, touchscreen Amazon Echos, dimmable LED lighting, and ultra high speed wi-fi. Fully renovated with luxurious flooring, quartz countertops, and new furniture. Free washer/dryer, free coffee, free parking, and water views.

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 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.

19th Century Cottage with Modern Amenities

Book your Hallmark Christmas stay today, fully decorated by Thanksgiving until the end of January!! Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

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.

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.

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

Located near the Town Hall & the Police Department, this charming 2-bedroom ground floor condo is a clean, safe, family-friendly coastal vacation environment! Only 1.5 blocks to the beach, 1 block to beautiful bayside dining, and 5 blocks from downtown Dewey. Fully furnished with 2 queen beds, comfortable sleeper sofa, full bath, washer & dryer, fully equipped kitchen, clean bed sheets & towels, fast WiFi, beach chairs & more. I'm a responsive, experienced SuperHost.

Caramar Couples Retreat

This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

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!!

Hot Tub, Pet friendly, IN TOWN, chic renovation!

Gorgeous, modern, bright and open renovated Rehoboth home with 4 large bedrooms (each with king bed!) and a new HOT TUB, 2 nice bathrooms, fenced yard, parking for 3 cars, FIRE PIT, and grill and on a quiet, tree lined street one block off Rehoboth Ave and 2 blocks to Dogfish Head! Dogs are allowed for a $75 fee per stay for 1st, $25/ea for 2nd/3rd (fees for 2 & 3 charged later). Only a 15 minute walk to the boardwalk too.