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House vacation rentals in Dewey Beach

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Top-rated house rentals in Dewey Beach

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A spacious outdoor deck overlooks a serene waterfront view, featuring several white adirondack chairs arranged for relaxation. The lush green lawn leads down to the water, where a fire pit is positioned nearby, providing a peaceful gathering spot.

Home in Ocean City

4.78 out of 5 average rating, 23 reviews

The Oliver House

This property boasts breathtaking views of the Ocean City skyline and is nestled in a quiet neighborhood in West Ocean City. Bring your boat, paddle boards, kayaks and firewood for the most incredible vacation. Crabs and clams are plentiful and the kids can enjoy playing in the small beach area while splashing or swimming in the bay. Although you may never want to leave, it's a short drive to Ocean City's beaches and boardwalk, Assateague Island and the quaint must-see town of Berlin, Maryland.

A welcoming dining area features a wooden table surrounded by blue chairs, creating a casual space for meals. The open floor plan is complemented by modern cabinetry and shelving in the background, while natural light enhances the bright atmosphere.

Home in Ocean Pines

5 out of 5 average rating, 46 reviews

hi-A-tus A-frame

Charming A-frame nestled in the heart of Ocean Pines. Open floor plan, softest sheets, flat screen TVs, high speed WiFi, in an amenity filled community surrounded by multiple beaches. 10 min from Ocean City and 15 min from Assateague! Sleeps 4 comfortably. Perfect for 4 adults or family. Must be 25 yrs old. Enjoy all that Ocean Pines has to offer including 5 pools, multiple playgrounds, yacht club and farmers market. Weekly rental during the high season. Please inquire about longer stays.

Top guest favorite

The exterior of a single-story home is shown, featuring a screened front porch with ample seating space. Lush green grass surrounds the house, framed by large trees. The entrance is marked by a set of white steps leading to a door, showcasing a welcoming appearance.

Home in Ocean Pines

4.88 out of 5 average rating, 58 reviews

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.

An open-concept living area displays light blue walls and a wooden floor. A spacious couch, paired with armchairs, surrounds a central coffee table. Large windows and a ceiling fan enhance the airy atmosphere, and a decorative rug adds color to the space.

Home in Selbyville

5 out of 5 average rating, 4 reviews

Bayside Resort w/2 Master Suites, Turn Key!

This home has 6 bedrooms, 4 full bathrooms and accommodates up to Max 14 guests (up to 10 adults) There are many upgrades throughout the home including a beautiful gourmet kitchen with stainless steel appliances, a large kitchen Island with granite counter tops and unique backsplash and extra large, deep farm sink. Whether your passion is golf, exercise, the outdoors, nature, fishing, water sports, kayaks, biking, or music there is always something to do for everyone, young and old alike.

Top guest favorite

The exterior of a townhouse highlights a light-colored facade with multiple windows and balconies. The driveway curves around well-maintained greenery, accompanied by lampposts and neatly trimmed bushes, creating an inviting approach to the home.

Home in Rehoboth Beach

5 out of 5 average rating, 41 reviews

5 BR Townhouse w/ private elevator-Rehoboth Beach

This townhouse features 5 bedrooms and 3.5 bathrooms, elevator, and plenty of parking. Pets are allowed with a fee, and you can access two gyms. We offer complimentary sheets and towels. Community pools are available from Memorial Day through Labor Day. It is located in a gated community five miles from downtown Rehoboth Beach. Rentals booked from Labor Day to Memorial Day are non-refundable if canceled within 30 days of the rental date. The HOA requires a short-term lease agreement.

Home in Selbyville

5 out of 5 average rating, 4 reviews

Luxury home by the bay

Your perfect vacation starts here. The luxury house is located at a quiet, family friendly community. Equipped with 5 bedrooms and 3 full bathrooms, the house features new furnishings and decor throughout. The amenity-rich community offers a large pool with kids zone, fitness center, library, outdoor fireplace, private and beautiful beach on the Assawoman Bay. You may crab at the community marina or bring your kayak or canoe and launch them right into the bay from the clubhouse pier.

The house is situated on a landscaped lot with manicured lawns and trees, providing a serene setting. A gravel driveway leads to the front of the home, where a covered entry is visible. The surrounding trees consist of various shades of green.

Home in Frankford

4.76 out of 5 average rating, 92 reviews

Beaches Near By

Spacious and welcoming; centrally located. Landscaped, relaxing country-like setting, clean, comfy and casual-chic decor and family friendly. Daily rental house 6 miles from Bethany Beach. NJ and MD beaches near by. Multi-night discount (3 bdrms/2 baths @ 2,000sq ft); Sleeps 9 (3 doubles/3 singles). Eat-in kitchen, central air, and washer/dryer. Smoke-free interior; no pets. Covered entries; front porch, deck and spacious yard with shade trees; Lots of parking for boats and trailers.

Top guest favorite

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, 192 reviews

Beautiful Beach House in Rehoboth

Now Available during Summer Season for the first time! Few spots still open: June 2-11; July 6-16; July 26-30; Aug 25-31 Gorgeous modern spacious house in Rehoboth Beach with large open floor plan on 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.

The open concept living and dining area is highlighted by light wood flooring. A rustic wood dining table is positioned near large glass doors that lead to the outdoor space. Comfortable seating options include two modern armchairs and wooden bar stools at the kitchen counter.

Home in Georgetown

4.78 out of 5 average rating, 18 reviews

Salty Roots Ranch_Sports@Beach_DETurf_Dogfish

Escape to Salty Roots Ranch, a spacious 5-bedroom retreat in Georgetown, Delaware, perfect for large groups. Unwind in two cozy living areas or enjoy the expansive backyard with games. Located just 5 minutes from Sports at the Beach, it's ideal for tournament stays. Explore historic Milton, sip craft brews at Dogfish Head Brewery, or relax on Rehoboth Beach, just a short drive away. Whether for sports, adventure, or relaxation, this getaway has it all—book now!

A private balcony is depicted, showcasing comfortable outdoor seating and a view of neighboring townhouses under a clear blue sky. The pink wall adds a vibrant touch, while the metal roofs of the surrounding buildings reflect sunlight.

Home in Ocean City

4.9 out of 5 average rating, 48 reviews

Beachy Sunset Island Townhouse!

Located in the heart of Sunset Island, this 4 bed/4.5 bath townhouse is steps away from the clubhouse and bay. Beautifully decorated and suitable for families, this home even includes baby gear and a crib so you don't have to bring anything with you. Relax on Sunset Island's private beaches and never leave the community. Everything is available at your fingertips for an unforgettable stay. With 2,400 square feet of living space, there is room for everyone!

Top guest favorite

A charming two-story home is framed by lush greenery and features a welcoming front porch with white railings. Skylights adorn the roof, allowing natural light to flood the interior. A spacious driveway provides access to the home while a mailbox stands at the curb.

Home in Ocean City

4.98 out of 5 average rating, 162 reviews

The Laurel House - Large fenced in yard!

Recently renovated 3 bedroom, 2 bath with outside shower. 1625 square foot single family home with fenced-in yard in the Caine Woods section of North Ocean City. 2 Smart TV's, 2 TV'S with Roku, all with Netflix, Comcast, and fast Wi-Fi. Complete kitchen including dishwasher. Two off street parking spaces with ample free street parking in area. Short 5 block walk to the beach. Nearby shops, restaurants, community area, and amusements all in walking distance.

A spacious living area features blue sofas adorned with decorative cushions and a coffee table at its center. A fireplace is positioned along one wall, while a staircase leads to an upper level. Natural light fills the room through large windows, enhancing the open layout.

4.9 out of 5 average rating, 94 reviews

"Sandy Feet" Broadkill Beachfront Home

Beachfront home w/ unobstructed bay views. Your group will enjoy front-row seats to breathtaking sunrises & water views from the elevated LR and wrap-around deck. The expansive deck with grill & fire table is a great place to sip your morning coffee or gather for dinner & enjoy the unobstructed sights & sounds of the bay. Stay and discover what makes Broadkill Beach so special! Linens are not provided but can be rented from local linen companies.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Dewey Beach house rentals

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of the home showcases a classic design with light grey siding and white columns supporting a covered porch. Lush green grass surrounds the house, complemented by neatly trimmed shrubs and small plants at the base. Large windows allow natural light to enter.

Home in Rehoboth Beach

4.75 out of 5 average rating, 4 reviews

New property with private pool! Sleeps 10

A private pool is situated in a grassy yard, surrounded by a stone patio. The pool is framed by light-colored tiles and features a handrail for easy access. Nearby, a low fence and well-maintained shrubs provide a sense of enclosure and tranquility.

Home in Ocean View

4.86 out of 5 average rating, 66 reviews

PRiVATE Pool, Peaceful, and Close to Bethany Beach

Top guest favorite

A two-story beach house features a welcoming front porch with white railings, surrounded by well-maintained landscaping. Large windows allow natural light to brighten the exterior, while pathway steps lead up to the entry. The home is situated in a peaceful community setting.

Home in Rehoboth Beach

5 out of 5 average rating, 72 reviews

Spacious Living in Rehoboth, with a Pool

Top guest favorite

The image captures a clear swimming pool with a vibrant blue surface, surrounded by a spacious deck. A red umbrella offers shade, while poolside loungers and a slide are visible. Various pool floats rest on the water, and a privacy fence encloses the area.

Home in Rehoboth Beach

5 out of 5 average rating, 19 reviews

Pet friendly house w/shared pool, slide & hot tub

Top guest favorite

The kitchen features modern design elements, including a large wooden island and stainless steel appliances. Ample natural light filters through expansive windows, illuminating the open layout. A round dining table for four is positioned nearby, offering a view of the outdoor space.

Home in Rehoboth Beach

4.97 out of 5 average rating, 86 reviews

Modern Beach House w/ Private Pool

Top guest favorite

A private pool is framed by a stone patio, with several lounge chairs positioned nearby. Lush greenery surrounds the area, providing a relaxing atmosphere. A potted plant adds a touch of color to the space, inviting guests to unwind by the water.

Home in Rehoboth Beach

5 out of 5 average rating, 50 reviews

Charming 4bd beach house- Private pool in BayVista

A modern space is highlighted by a sleek white fireplace and a dining table surrounded by wooden chairs. Colorful artwork adorns the dark walls, while greenery is visible through large windows, creating a bright and inviting atmosphere.

Home in Rehoboth Beach

4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

The exterior of the accommodation is shown, featuring a pathway lined with lush greenery. Sturdy railings lead to the upper-level units, while a well-maintained fence surrounds the property. The structure exhibits a modern design with a combination of wood and siding.

Home in Ocean City

5 out of 5 average rating, 11 reviews

Charming Condo with pool and 2 bedrooms

Weekly house rentals

A charming beach house is shown from the side, showcasing a large wrap-around screened porch. The exterior features a mix of shingle and wood siding, surrounded by lush greenery and a paved walkway. The detached garage is visible in the background.

Home in Rehoboth Beach

4.92 out of 5 average rating, 132 reviews

Vintage 1929 Rehoboth Beach House

Home in Dewey Beach

4.96 out of 5 average rating, 164 reviews

McAvoy B & B

A bright living area features a plush blue sofa and a patterned chair, complemented by a sleek gas fireplace. Light filters through the window blinds, illuminating the space. A dining table is nearby, decorated with natural elements, enhancing the homey environment.

Home in Dewey Beach

4.94 out of 5 average rating, 211 reviews

Cozy Home at 109 Swedes St

Home in Ocean City

4.89 out of 5 average rating, 18 reviews

New 5 Bdrm/Bayside Home/Prime Spot/Private Parking

A light-filled dining area features a large wooden table accompanied by six woven chairs. A decorative chandelier hangs overhead, and soft curtains partially obscure a window that allows natural light to illuminate the space. A welcome sign is displayed on the wall.

Home in Rehoboth Beach

4.96 out of 5 average rating, 124 reviews

REHO HAVEN: Near Beaches, Shopping & Restuarants

Home in Rehoboth Beach

4.92 out of 5 average rating, 61 reviews

Salt Forest RB Home - Centrally Located

The exterior of the home features a light green facade with a bright red door. A stone pathway leads to the entrance, flanked by landscaped flower beds containing purple flowers. Trees and shrubs are visible in the background under a clear blue sky.

Home in Rehoboth Beach

4.82 out of 5 average rating, 172 reviews

IN-TOWN - WALK/BIKE/DRIVE TO BEACH/DINING & STORES

A living room features a comfortable sofa with decorative pillows and a coffee table in front. A ceiling fan circulates air, while two nearby chairs add seating. Framed artwork depicting coastal scenes enhances the walls, and natural light is provided by windows fitted with blinds.

4.97 out of 5 average rating, 125 reviews

Chestnut Retreat Near Dogfish, Sports@Bch&DE Turf

Private house rentals

The beach house is surrounded by lush greenery, featuring a large screened-in porch that offers an inviting outdoor living area. A wooden deck is accessible from the porch, and the driveway leads to the front entrance, providing a spacious feel to the property.

Home in Rehoboth Beach

4.88 out of 5 average rating, 48 reviews

Family beach house near the beach and bay, 3BR 2BA

Top guest favorite

A fire pit is surrounded by log seating and two cushioned chairs, set on a brick patio in a grassy yard. A spacious deck with a railing is visible behind the seating area, framed by trees in a quiet, natural setting.

Home in Selbyville

4.9 out of 5 average rating, 173 reviews

Country Private Vacation House

Top guest favorite

An open concept living area is shown with natural light streaming through large windows. Two modern armchairs face a coffee table, with a sofa nearby. A spacious kitchen with white cabinetry and bar seating is visible in the background, showcasing a mix of textures and colors.

Home in Rehoboth Beach

5 out of 5 average rating, 65 reviews

Beautiful 4 bd/3.5 ba Rehoboth Beach House

Top guest favorite

A single-story house is presented, featuring a welcoming front porch with screened seating. The exterior is surrounded by well-maintained grass and mature trees displaying autumn foliage. A driveway leads to the entry, enhancing the inviting appearance of the home.

Home in Rehoboth Beach

4.95 out of 5 average rating, 204 reviews

Pet friendly cottage 4 blocks to Beach

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

4.9 out of 5 average rating, 107 reviews

Secluded Beach Cottage, 9 min from the beach

A lush green lawn is seen in the foreground, featuring a cluster of vibrant purple flowers at its center. In the background, a charming structure with a gabled roof is partially hidden by trees, creating a serene, natural setting.

4.8 out of 5 average rating, 5 reviews

Quiet Retreat near Assateague Main House

A screened-in porch is featured at the entrance of the cottage, framed by light yellow siding. A concrete driveway provides ample space for vehicle parking. Green grass and a large shade tree enhance the outdoor area, complemented by a potted plant near the porch.

4.95 out of 5 average rating, 106 reviews

Airbnb Garden Cottage Lewes LLC

A well-maintained, two-story house with light blue siding is set on a landscaped lot. A spacious front porch invites relaxation, and a driveway leads to a two-car garage. Lush greenery complements the exterior, with trees and shrubs enhancing the welcoming atmosphere.

Home in Rehoboth Beach

5 out of 5 average rating, 5 reviews

Rehoboth Beach Getaway II

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