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House holiday rentals in Dewey Beach

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Top-rated house rentals in Dewey Beach

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite
Home in Rehoboth Beach
4.96 out of 5 average rating, 153 reviews

Rehoboth Beach Gem – Hot Tub + EV Charger 2 BR

This 2 bed/2 bath unit is the bottom floor of a charming & vibrant 1950s era Rehoboth duplex. We decorated with the beach in mind & hope our guests will enjoy all the amenities that we & Rehoboth have to offer! For this listing guests have use of the entire bottom floor unit. Enjoy outdoor living with a hot tub, grill, fire pit, & yard games. Our neighborhood is quiet & a little hidden..like any gem! We provide clear directions. Both units can be rented together for groups message us to inquire!

Top Guest favourite
A sandy pathway leads to the beach, framed by tall grasses and wooden posts with rope fencing. The calm ocean is visible ahead, with a clear sky overhead, creating a serene view that invites relaxation.
Home in Dewey Beach
4.97 out of 5 average rating, 32 reviews

Dewey Beach Ocean Block 3 BR 2 BA Free Parking

Unique Dewey Beach, DE Local Colliers Building saved from being taken down and turned into an extraordinary Ocean Block Beach Cottage. Indulge in the Ocean, Restaurants, Water Activities, and the Night Life of Dewey Beach, Delaware. Always a memorable visit when you stay in this town and our comfortable ocean block beach home. You will be steps to the Beach in this cozy, clean 3 BD Sleeper Queen Sofa and 2 BA, Private parking, Extra Secure Storage. Come escape to a little piece of paradise.

Superhost
Home in Rehoboth Beach
4.8 out of 5 average rating, 742 reviews

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)

Top Guest favourite
A spacious bed is showcased, featuring white bedding and decorative blue pillows. Natural light floods the room through large windows adorned with sheer white curtains, creating a bright and airy atmosphere. Soft greenery is visible near the windows.
Home in Rehoboth Beach
4.92 out of 5 average rating, 204 reviews

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.

Top Guest favourite
The exterior of a multi-level home is displayed, featuring a large front porch with white railings and a peaked roof. The house is set amidst a natural landscape with a gravel driveway and sparse tree growth, showcasing a peaceful and secluded environment.
Home in Milford
4.93 out of 5 average rating, 102 reviews

Beautiful New Beach House-1 minute drive to beach!

Secluded new home a 1 minute drive from a quiet fishing beach in Slaughter Beach, this home is fronted by 10,000 acres of Prime Hook National Wildlife Refuge and covered by Marvel Salt Marsh Preserve to the rear. Refuge, water and wildlife views are abundant, with a 25 minute drive putting you in the Lewes and Rehoboth Beach district. Close to the outlets, restaurants and boardwalk...but far enough away to be peaceful as well. Relax with the whole family at this peaceful place to stay.

Top Guest favourite
The outdoor space features a rectangular saltwater pool, surrounded by a smooth stone patio. Reclining loungers and teak umbrellas provide shaded seating. Lush greenery, including trees and shrubs, creates a serene backdrop, enhancing the overall tranquility of the setting.
Home in Lewes
5 out of 5 average rating, 52 reviews

Luxurious Fine Linens/Salt Water Pool/Spa Hot Tub

Lewes Carriage House is a 5 Star, one-of-a-kind, architecturally designed luxury escape nestled on a 4-acre estate w/ resort style pool, grounds & private spa/hot tub. Perfect for private, romantic honeymoon & baby-moon escapes, anniversaries, as well as forest bathing & wellness retreats. - 5-10 minute drive to historic downtown Lewes, boutique shopping and Cape Henlopen State Park beaches. - Lush perennial gardens, an old-growth forest, native wetlands & 1-acre pond.

Guest favourite
The cottage exterior is seen with a large deck featuring white railings and a blue and white striped awning. A set of outdoor furniture is arranged on the deck, and steps lead down to a grassy area. The well-maintained, light-colored siding complements the serene environment.
Home in Fenwick Island
4.86 out of 5 average rating, 201 reviews

Hall Cottage, Fenwick Island, Delaware

Charming, updated cottage. Wifi and space to work. Located between Bethany Beach, DE and Ocean City, MD, Fenwick is known as 'The Quiet Resort.' Two blocks to the beach. The cottage is the perfect size for a couple or small family. Sitting on a lovely, quiet block, between the ocean and the bay, the cottage is a quick walk to fine dining, pubs and shopping. The cottage comes with two beach chairs and an umbrella, an outdoor shower, and a beach parking pass.

Guest favourite
A spacious kitchen is highlighted by an 11 ft island with four round bar stools. Pendant lighting above creates a warm ambiance. Modern appliances and a stylish backsplash are featured, enhancing the functionality of the space. Neutral tones and open shelving provide a clean, inviting atmosphere.
Home in Rehoboth Beach
4.94 out of 5 average rating, 166 reviews

Hot tub, Pool, Shop & Dine, Sleeps 8

A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool (available Memorial Day- Labor Day). Stylish, clean and comfortable, our house is an entertainer's dream. A huge 11 ft island and open concept living space is perfect for gatherings. Each bedroom is curated for comfort. The peaceful, private back deck is perfect to layout. We go above and beyond to ensure the best experience for our guests.

Top Guest favourite
A round wooden dining table surrounded by eight woven chairs is positioned in a well-lit dining area. Soft natural light enters through large windows adorned with white blinds. A coastal-themed wall art piece enhances the serene ambiance, and a smaller table can be seen in the background.
Home in Rehoboth Beach
5 out of 5 average rating, 220 reviews

Beautiful Beach House in Rehoboth

TWO SUMMER OPENINGS DUE TO CANCELLATIONS - MONDAY JULY 6 - SATURDAY JULY 11 TUESDAY AUGUST 25- FRIDAY 28 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.

Guest favourite
The exterior of a large white house is displayed, featuring black and white striped awnings over the windows. A welcoming front porch includes a bench and colorful flower pots. A spacious driveway provides parking, and a garage door is visible on the right.
Home in Rehoboth Beach
4.87 out of 5 average rating, 244 reviews

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. Outdoor fire pit with some wood provided. 25 and older please.

Guest favourite
A spacious dining area features a large wooden table surrounded by eight chairs. A decorative mirror hangs above the table, reflecting warm light from a unique pendant fixture. A doorway leads to a well-lit bedroom, with the bed visible through the open door.
Home in Rehoboth Beach
4.89 out of 5 average rating, 169 reviews

Secluded Coastal Cottage • Just 9 Min to the Beach

In a serene natural setting, this charming house sleeps up to 8 guests. With 3 cozy bedrooms and forest views, it’s the perfect place to relax and reconnect with nature. Enjoy bonfires under the stars, explore nearby trails, or reach the beach in just 9 minutes. The home features a covered carport with a Level 1 EV charger and Tesla adapter, offering comfort, convenience, and tranquility in one peaceful retreat.

Top Guest favourite
The exterior of the home is framed by a bright blue façade, featuring a welcoming front door painted in coral. A white pergola extends over the porch, enhancing the entryway. Lush green shrubs line the pathway, complemented by a rustic picnic table situated in the front garden.
Home in Dewey Beach
4.95 out of 5 average rating, 229 reviews

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

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