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!

Location · Value · Solo travel

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

In town Rehoboth, with Rise Up and the boardwalk just a quick walk away, you'll love this home with a POOL AND HOT TUB (April-Oct). There's a ton of natural light, plus comfy queen and king beds, nice new linens, and more. Please note there is a security camera on the pool and in the pool equipment area for your safety. Dogs are allowed for a $75 fee per stay for first pet, $25 per additional (additional pet fee after the first will be billed after your reservation is complete). Maximum 3 dogs.

Location · Value · Laundry

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!

Location · 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)

Value · Family · Hospitality

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.

Family · Location · Cleanliness

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 · Location · Accuracy

Modern Beach House w/ Private Pool

Modern eco-friendly retreat perfect year-round! This salt-box cottage is an open concept 3 bedroom, 2 bathroom filled with natural light. Huge yard with a pool house with dining table and grill, patio with lounge chairs, outdoor shower, and private pool (pool open May 15 - October 15). Located perfectly for Rehoboth Beach or Dewey Beach visitors. It is a 20 minute walk to the shops and restaurants on Rehoboth Ave or to the beach. Three parking spots, beach items, and all amenities included.

Family · Value · Pool

Modern Beach House | Walk to Beach & Town

In-town Rehoboth Beach Custom Design House - Only 1.5 Blocks to Boardwalk/Beach - Sleeps 8 (Max) Stay in this jewel of a beach house. Renovation finished in May 2018, this stunning custom house is the perfect retreat for families, couples and groups of friends to make new memories. One of the owners is a design professional who's taken great care to choose high-quality, tasteful finishes and furnishings, resulting in a classic, Cape-Cod-meets-Rehoboth beach house. Not a party house.

Family · Location · Cleanliness

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 · Family · Parking

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

Family · Location · Hiking

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 · Value · Cleanliness

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 · Walkability