House holiday rentals in Dewey Beach

Tiny House at Good Earth, near Bethany Beach

A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

Value · Family · Heating

Keys Cottage | Steps to Beach | Rooftop | Firepit

Enjoy the best of Dewey Beach at this spacious coastal getaway just steps from the sand! Located steps from the beach, you can easily walk to the beach, restaurants, bars, mini golf, coffee shops, and all the fun Dewey has to offer. Relax on the rooftop deck with outdoor seating, grill out on the patio, or unwind by the fire pit after a beach day. This home also features 2 outdoor showers, parking, parking pass, and plenty of room for families and groups to spread out and enjoy the beach life!

Value · Family · Amenities

Contemporary 1 Bedroom 2 level home

The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)

Location · Value · Air conditioning

Storybook Cottage in DT Reho, Walk to Everything

Welcome to Juniper Berry Cottage, a dreamy retreat in the heart of Rehoboth’s coveted Pines neighborhood. One block from Rehoboth Ave and an easy stroll to the beach, shops, and top restaurants, this stylish escape is designed for comfort at every level. Two plush bedrooms plus a magical loft with 3 twin beds, a chic open living space, a well-stocked kitchen, and a speakeasy-style indoor/outdoor lounge. Linens & beach towels included. NOTE: June - August, Sunday to Sunday weekly rentals only.

Location · Family · Accuracy

Perfect Rehoboth Beach Getaway with Hot Tub

Discover the epitome of coastal comfort in newly remodeled home. Dive into luxury with a private hot tub, where the bubbling warmth provides the perfect escape. Unwind in the chic interiors, adorned with modern furnishings. Stay connected with complimentary Wi-Fi as you plan your outings to the nearby beaches, bustling boardwalk, and local attractions. Steps away from tax free outlet shopping. With convenience at every turn, this home ensures a perfect blend of tranquility and accessibility.

Family · Value · Parks

Rosewood Beach House - 5 stars for Sparkling Clean

Located in Rehoboth Beach, Rosewood Beach House is less than a 10-minute drive to the beach (1.6 miles) with no need to get on Route 1 - just take the underpass to Church Street. Two summer season Rehoboth parking passes are provided to guests. Free parking for 4 cars on the property. Bedding and bath towels provided. The house has 5 lovely bedrooms, sleeps 12, with 3.5 baths. Two large living rooms, a spacious kitchen, a yoga deck, a screened deck, and a backyard w/grill and fire table.

Family · Value · Nearby

Dodd House Beach Home w/private pool and hot tub

Saturday to Saturday bookings from the third week in June through mid August. Large 5 bed 3.5 Bath Luxury Home with pool and hot tub. Parking for six to eight cars. ARRIVE, STOCK UP, AND NEVER LEAVE IF YOU CHOOSE! GET YOUR FAMILY AND FRIENDS TOGETHER SAFELY! This large 4,500 square foot rental unit includes 5 private BR, 3.5 BTH, and sleeps 18! Pool opens May 15th until September 30th. Outdoor fire pit with some wood provided. 25 and older please.

Value · Location · Sleep quality

Cozy Home at 109 Swedes St

This home built in 2013, is a cozy and bright 3 bedroom 2 1/2 bath house. It is just 1 1/2 blocks to the beach, a walk to all of Dewey's nightlife and restaurants. Also a short drive or bike ride to Rehoboth Beach. Guests will need to bring your own sheets, towels and bath matts. Provided are 5/6 beach chairs and a beach cart. June 16 to September 15, 2025 Weekly Rental Friday to Friday

Location · Family · Indoor spaces

Beautiful Beach House in Rehoboth

Modern spacious house in Rehoboth Beach with a large open floor plan on a quiet street. Five bedrooms/3.5 baths. Walk to town/beach - four blocks from beach right off Rehoboth Ave. Private pool with two levels of decks, grill and table/umbrella on top deck. Big open kitchen/dining/living area, over 3000 square feet of space overall.

Family · Location · Walkability

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 $50 per stay fee

Family · Location · Biking

McAvoy B & B

Enjoy the beautiful sunsets over the bay on our two huge decks! The beach is two blocks from our house. It is centrally located in Dewey near the Lion's playground, Sunset park on Read and all of the restaurants and bars. It's perfect for a large family or couples with two master bedrooms with king beds and their own bath.

Family · Location · Outdoor spaces

Hot Tub, Sheets & Towels and IN TOWN!

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! Only a 15 minute walk to the boardwalk too.

Value · Location · Access