Family-friendly holiday rentals in South Bethany

4.9 out of 5 average rating, 608 reviews

A charming tiny house features wooden shingles and a welcoming front door. It is framed by colorful flowers in a garden, enhancing the outdoor landscape. A sign above the door adds a personal touch, while large windows allow natural light to fill the space.

Home in Ocean View

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!

4.98 out of 5 average rating, 277 reviews

A welcoming space is featured, showcasing a luxurious jacuzzi with a wooden tray holding candles and decor. Nearby, a cozy living area with a modern couch is highlighted against an artistic forest mural. An adorable Highland cow stands nearby, adding a touch of rustic charm.

Ranch in Selbyville

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches

Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.

Superhost

A circular swimming pool is surrounded by sun loungers and shaded umbrellas, inviting relaxation. The beach lies in the background, with a stretch of sandy shore and blue umbrellas, while guests enjoy the sun and water nearby.

Apartment in Bethany Beach

4.88 out of 5 average rating, 189 reviews

Beautiful Beach-View Condo

Spectacular ocean views. Amazing amenities. Clean, comfortable, and updated interior. Come enjoy your oceanfront home away from home! Whether you are looking for a family vacation, a place for friends to gather, or a weekend away for two (or more), look no further. This wonderful condo with direct ocean views, located in Sea Colony, has something for everyone! It is a short walk to the beach, pools, tennis and basketball courts, playgrounds, and restaurants and shops in downtown Bethany Beach.

4.85 out of 5 average rating, 105 reviews

The living room features large windows adorned with floral-patterned drapes, allowing natural light to fill the space. Two comfortable chairs, including a recliner and a plush seating option, are positioned next to a coffee table. A television rests on a light-colored media unit, enhancing the room's functionality.

Home in Ocean City

Ocean City Townhome by Beach Bayside

If you're looking for a vacation home, consider this convenient duplex located just a few blocks from the beach. Situated on the second floor, this vacation rental offers all the necessary amenities for a comfortable stay with Food lion, Target and Marshalls nearby. Enjoy a short, seven-minute walk to Harpoon Hanna's, a local restaurant hotspot. For entertainment, Jolly Roger Amusement Park, James Farm Ecological Preserve, Roland Convention Center, host regular sports events and live shows.

4.86 out of 5 average rating, 119 reviews

A modern kitchen is showcased with a dark refrigerator and sleek stainless steel appliances. A central island features a light granite countertop, while decorative shelves display dishware against a vibrant blue wall. Pendant lights illuminate the area, enhancing the functional layout.

Home in Ocean View

Pet Friendly | New EV Charger - New 100’ Fence!

NEW Fence JUST INSTALLED! 7 Hudson is a COMPLETELY renovated, three-bedroom, two full bathroom / family & pet friendly cottage that has everything you need for the perfect getaway. With 55” TV’s in every room. Located less than one mile to the town of Bethany Beach and within walking distance to restaurants, walking trails, parks, and other attractions. There are no CO producing appliances. Hardwired CO monitors on both floors. Thank you for your interest. (King bedroom on 1st & 2nd floor)

4.93 out of 5 average rating, 136 reviews

A charming beach cottage features a welcoming front entrance with a brick pathway. Lush greenery and blooming flowers line the yard, complementing the light-colored exterior. Several windows allow natural light to brighten the interior, with distinctive architectural elements reflecting its historic character.

Cottage in Bethany Beach

Historic Bethany Beach Cottage Short Walk to Beach

Quaint, historic beach cottage only 1½ blocks from the beach and only one block from downtown Bethany Beach! 4 min WALK to EVERYTHING - beach, boardwalk, restaurants, shopping, playground, mini golf and free outdoor concerts! 5 BRs (sleeps 16), 2 full & 2 half baths. Enclosed front, side & back porches & gazebo. Outdoor dining. Outdoor shower, gas grill, bikes, beach chairs, backyard. Fully-equipped kitchen w/dishwasher. WiFi, A/C, DirecTV, laundry. Off-street parking for 4 cars.

5 out of 5 average rating, 106 reviews

The exterior of the single-family home is shown, featuring a welcoming entrance with a striped awning. A well-maintained front yard with shrubs and a tree provides shade, while the attached garage is visible on the left.

Home in Frankford

Quiet 3BR Coastal Home Minutes to Bethany Beach

Tucked away on a quiet cul-de-sac in a charming residential neighborhood, this inviting 3-bedroom, 2-bath, single-level home is a perfect coastal retreat—just 1.5 miles from Bethany Beach and the iconic boardwalk. Relax away from the crowds, then head into town in minutes for beach days, dining, shopping, and evening strolls. This home offers comfort, convenience, and a true beach-town feel. We include use of a Delaware State Park pass, giving you free access to state park beaches.

4.94 out of 5 average rating, 126 reviews

Oceanfront 1 Bedroom, 1.5 Bath-King Bed-Fireplace

Welcome to Riptide! This stylish 1 bed, 1.5 bath oceanfront condo sleeps 4 with a king bed and queen sofabed. In North Ocean City, MD near great bars, restaurants and Northside Park. Imagine watching the sunrise from your private balcony, spending the day on the beach, then strolling to your favorite dinner spot...Sushi Cafe? Crab Bag? maybe Cafe Mirage? Then linger at Northside Park for the sunset before grabbing an ice cream at Dumser's and enjoying a quiet walk back to the condo.

4.83 out of 5 average rating, 283 reviews

A charming beach cottage is displayed in an A-frame design, featuring a large front porch with white railings. Windows are covered by striped awnings, allowing natural light to filter in. The landscaped yard includes low shrubbery, adding to the inviting exterior.

Cottage in Bethany Beach

A-mazing Beach Cottage on Canal & Trolley Route

Welcome to our beach house! An "A"dorable cottage located on Bethany Canal, an easy walk, bike ride, or trolley to the Boardwalk and BEACH! Perfect for families (comfortably sleeps 4 adults and plus children), and small groups of friends alike! 3 bedrooms, 1 full bathroom, plus an enclosed outdoor shower. Very clean, tons of natural light, and plenty of outdoor space -- including a relaxing and bright sunroom/porch, small deck out back with a grill, and large front porch.

Guest suite in Fenwick Island

A cozy guest suite is presented, featuring a spacious bed covered with a vibrant blue blanket. Decorative elements include a light-colored rug and a plant next to the bed. A small bookshelf and artwork adorn the walls, contributing to the room's inviting decor.

4.8 out of 5 average rating, 115 reviews

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!

Unwind and chill in this boho coastal inspired guest suite on the ocean side. At Sea Dunes' private guest king suite, the surf and sand are steps away. Get ready to pack your cooler and enjoy a day in the sun on this beautiful, private dog-friendly beach. Sea Dunes is located in Fenwick Island, DE and nestled between protected state nature parks. Just a short trip in the car to a marina with watersports, kayak adventures on the bay, local dining, farm markets and shopping.

4.99 out of 5 average rating, 101 reviews

The three-story coastal home features a light blue exterior with numerous large windows and a screened porch on the upper level. Colorful flower boxes filled with blooms enhance the entrance, inviting guests into a relaxing atmosphere.

Home in Bethany Beach

Sand Pebble in Bethany Beach

The Sand Pebble is a 3 story home located 1 block from the boardwalk / ocean and 2 short blocks from the main street in Bethany Beach built in 2019. It is the perfect home for multi-generational guests, a few couples or a large family. It is decorated with relaxation in mind, using teals, blues and coastal prints. The Sand Pebble will be decorated for the Winter Holiday seasons. This home is pet-free to accommodate my family members and guests with extreme allergies.

4.85 out of 5 average rating, 198 reviews

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

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.

Popular amenities for South Bethany family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 23 reviews

A scenic view of a pond is presented, bordered by residential homes that reflect a serene atmosphere. The sky is adorned with clouds, casting varying shades of blue and orange as the sun sets. A fountain can be seen in the pond, adding to the tranquil setting.

Apartment in Frankford

Pondview Villa: Beach Club Gem

4.95 out of 5 average rating, 188 reviews

A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.

Tiny home in Lewes

Cozy Woodland Cottage

4.93 out of 5 average rating, 42 reviews

A charming studio cabin, nestled among tall trees, features a brown exterior with white trim. Large windows allow natural light to fill the interior. A stone pathway leads to a main entrance, framed by a serene woodland setting.

Guest house in Lewes

Studio Bedroom in the Woods

4.88 out of 5 average rating, 148 reviews

An airy living space is presented from an aerial perspective, featuring two patterned sofas facing a light-colored coffee table. A television is positioned on a cabinet against one wall, with natural light filtered through sheer curtains enhancing the open feel of the room.

Flat in Bethany Beach

Sea Colony Beach And Tennis Resort

Townhouse in Bethany Beach

A serene lake view features gentle fountains spraying water, surrounded by well-maintained greenery. Various residential buildings with sloped roofs stand along the water's edge, framed by lush trees and a clear blue sky.

4.92 out of 5 average rating, 113 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

4.76 out of 5 average rating, 107 reviews

An aerial view showcases a large swimming pool area surrounded by lounge chairs and umbrellas, with a smaller kids' pool adjacent. Tennis courts and well-maintained landscaping are visible, alongside additional buildings and open green spaces in the distance.

Townhouse in Selbyville

Bayside - Best Deal in Bayside!

4.93 out of 5 average rating, 42 reviews

An upper condo is surrounded by lush greenery, featuring a sloped roof and exterior in soft grey tones. A set of stairs leads to the private entrance, while a bike is positioned nearby, enhancing the outdoor setting.

Home in South Bethany

BB’s Coastal Treehouse House at Sea Colony

The beachfront property is displayed, featuring a modern four-story structure with multiple balconies. Soft sandy pathways lead to the building, bordered by natural grasses and low fencing. Clear blue skies enhance the oceanfront setting.

4.94 out of 5 average rating, 142 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

Family- and pet-friendly home rentals

Guest suite in Rehoboth Beach

A single-story home is set amidst a grassy lawn, featuring a light exterior and a welcoming front porch. A large tree provides shade in the foreground, while a paved driveway leads to the garage. The surrounding area is landscaped with a mix of greenery.

4.98 out of 5 average rating, 158 reviews

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

5 out of 5 average rating, 206 reviews

A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.

Cottage in Frankford

Hobbs & Rose | A Peaceful Cottage Escape

Guest house in Rehoboth Beach

The structure features a modern design with a wooden exterior and large glass windows. A spacious deck is accessible from the upper level, surrounded by lush greenery. The ground floor includes a stone facade with garage doors, creating a harmonious blend with the natural surroundings.

4.87 out of 5 average rating, 344 reviews

The Winkler

4.95 out of 5 average rating, 151 reviews

The exterior of a two-story house is displayed, featuring a wraparound porch and a driveway surrounded by trees. A garage is visible on the left side, and the front yard is landscaped with grass and stone pathways.

Guest suite in Frankford

Quiet setting on private pond among the wildlife

4.95 out of 5 average rating, 220 reviews

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

Pet friendly cottage 4 blocks to Beach

4.97 out of 5 average rating, 167 reviews

A cozy outdoor space is illuminated by string lights, enhancing a welcoming atmosphere. Comfortable seating is arranged around a sandy area bordered by greenery. Decorative elements, such as a hanging basket and patterned rug, complement the rustic charm of the setting.

Tiny home in Ocean View

The Bohemian Rhapsody

A private balcony features two turquoise adirondack chairs facing the ocean. The oceanfront view showcases the sandy beach and rolling waves, inviting moments of relaxation and enjoyment. A decorative 'Seaside' sign is displayed on the wall, enhancing the coastal ambiance.

4.79 out of 5 average rating, 220 reviews

DirectOceanFront on Boardwalk/Newly Remodeled/Pool

4.97 out of 5 average rating, 620 reviews

A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.

Flat in Rehoboth Beach

Cozy condo / 3,5 miles from the beach.

Family-friendly home rentals with a pool

Apartment in Rehoboth Beach

A serene bedroom features a spacious bed adorned with a textured navy quilt, flanked by two bedside tables with lamps. Natural light enters through a window, illuminating the light blue walls. A dresser and decorative mirror complement the calming atmosphere.

4.99 out of 5 average rating, 159 reviews

Family Friendly Top Floor Condo Near Boardwalk

4.95 out of 5 average rating, 257 reviews

A spacious master bedroom features a king-size bed layered with decorative bedding in soft hues. Natural light streams through multiple windows, illuminating the neutral walls and plush carpeting. A bedside table and a gray storage ottoman complement the tranquil atmosphere of the room.

Townhouse in Millville

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

Apartment in Sussex County

A spacious living area is furnished with a cozy blue accent chair and a large TV set atop a light-colored console. A woven bench adds texture, while a dining area with a table and woven chairs is visible in the background, enhancing the functional layout.

4.95 out of 5 average rating, 92 reviews

Eastern Shore Getaway: Bethany Bay

A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.

4.91 out of 5 average rating, 335 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

5 out of 5 average rating, 72 reviews

A comfortable living area features a light blue accent wall and soft furnishings. A couch and loveseat, both adorned with decorative pillows, are positioned around a wooden coffee table. A large area rug lies beneath, and natural light enters through nearby glass doors leading to an outdoor space.

Townhouse in Frankford

The Peach at the Beach ~ nice pool!

4.94 out of 5 average rating, 33 reviews

A coastal-inspired three-story home is presented with a welcoming façade. The exterior features light grey and white siding, a covered front porch with railings, and an expansive set of stairs leading to the entrance. The two-car garage is positioned below. Lush greenery is visible on the property.

Home in Ocean View

5BR/4.5 BA/Pool Next to House/ 1.5 miles to beach

Holiday home in Frankford

A screened-in porch features a picnic table center and two reclining chairs arranged for comfort. An inviting hammock hangs nearby, with windows offering views of the serene outdoors. The space is illuminated by natural light, creating a relaxing environment for gatherings.

4.98 out of 5 average rating, 58 reviews

Spacious Vacation Home near Bethany Beach