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Family-friendly vacation rentals in Dewey Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Dewey Beach

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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

4.9 out of 5 average rating, 577 reviews

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!

A living area features a comfortable sofa adorned with floral patterns, complemented by two matching armchairs. A glass coffee table sits in the center, showcasing decorative items. Natural light enters through a window dressed with sheer curtains, illuminating the warm colors of the space.

Apartment in Dewey Beach

4.71 out of 5 average rating, 144 reviews

The Mar Shack by the Sea

This 1400 sq. ft., 2 bedroom, 2 bath apartment is located 3 blocks from Atlantic Ocean and 1 block from Rehoboth Bay. The home is a duplex with no shared spaces (right side of photo is owners side and the rental is the left side of house). Entry through garage, off street parking for 2 cars. It's an open concept space with a full kitchen, dining table and living room. There are 2 separate bedrooms each with a full bath. A downstairs back deck and upstairs a balcony.MONTHLY ONLY SEPT TO MAY

A modern house featuring a sleek, horizontal design is surrounded by lush greenery. Large windows allow natural light to illuminate the interior, while a neatly landscaped gravel path leads to the front entrance. The exterior is characterized by a distinct combination of textured materials.

Home in Rehoboth Beach

4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

The LV home by architect Rocio Romero is a modern classic, we love it… The heated, salt water pool is open mid-May to mid-October. You can cook in the fully equipped kitchen and eat indoors or on the large deck out back, play in the pool or fenced yard, lie in the hammocks, play games, do puzzles... We are right by the Junction and Breakwater bike trail; it's about 2 miles to the Rehoboth Boardwalk, 6 miles to Lewes. There's high speed WiFi, a Sonos audio system, and a Roku smart tv (no cable).

A spacious in-ground pool is surrounded by lounge chairs in light blue and white. Lush greenery is visible along the perimeter, creating a refreshing outdoor space. A blue umbrella provides shade, while stone steps lead to an elevated area in the background.

Home in Rehoboth Beach

4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

Fabulous 7 BR, 5 BA single family home with Private in-ground 20x40 Pool, Decks, Hot Tub, Screened Porch, gas FP, Open Gourmet Kitchen, gas grill, Parking + Carriage House. This one-of-a-kind 5000 sq. ft. retreat is completely remodeled w/ hardwood floors & plenty of room for entertaining! Dining room seats 12-14. Approx. 1.8 miles to beach & downtown Rehoboth. No Smoking/No Pets. Our home is located within a QUIET family-oriented community with a noise ordinance in effect at 10 pm. No parties.

A circular glass table with four woven chairs is positioned on the patio, overlooking a tranquil lake surrounded by greenery. Sunlight filters through the trees, casting soft reflections on the water's surface.

Condo in Rehoboth Beach

4.89 out of 5 average rating, 148 reviews

Right on Silver Lake walk to the beach and town!

Completely renovated, right on Silver Lake! On the most secluded part of Rehoboth Beach watch the sun rise and wildlife sitting at your patio! Park your car and walk or bike everywhere. Steps from the pool and three blocks across Turtle Bridge to get to the less crowded part of the beach. Five blocks from Rehoboth Avenue, where most restaurants and shops are. Full kitchen, Central heat/air, Smart TV, Cable and High speed internet. Pickleball, Tennis, Basketball and Tennis courts next door

A bright living area is complemented by large windows that allow natural light. A gray sleeper sofa is positioned beside a turquoise chair, with colorful decorative pillows adding a touch of design. A small television is mounted on the wall, enhancing the cozy ambiance.

Home in Rehoboth Beach

4.8 out of 5 average rating, 694 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 favorite

A spacious living area features a sectional sofa adorned with red accent pillows. A wooden coffee table sits in front, contrasted by a patterned area rug. Natural light streams through large windows, highlighting a piece of wall art depicting a serene landscape.

4.99 out of 5 average rating, 315 reviews

Beach Sunrise * Walk & Bike * Culinary Coast

Explore Lewes (loo-iss) from our walkable in-town spot. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit Speed Wi-Fi (950/880 Mpbs) ✔ Roku Smart TV - includes free YouTube TV with cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

A scenic view is captured through the window, showcasing a gazebo in a public square by the ocean. The serene ocean can be seen in the background, with gentle waves meeting the shore under a cloudy sky.

Condo in Rehoboth Beach

4.75 out of 5 average rating, 243 reviews

Rehoboth Ave Boardwalk Ocean and Bandstand Views

You truly can not ask for a better location! Directly across from the bandstand, your beautifully renovated condo is STEPS from the boardwalk and beach. Enjoy Boardwalk and Ocean views in this modern & stylish 2 bedroom 1 bath condo with your private entrance located directly on Rehoboth Avenue (THE MAIN DRAG) steps from the boardwalk. Little to no street noise even with the windows open! (3 night minimum during high season ; 2 night minimum offseason)

Top guest favorite

A duplex with a shingled exterior is displayed, featuring a rooftop deck accessible by an exterior spiral staircase. A fenced yard is visible, along with a gravel surface below. Large glass doors lead to the lower level, enhancing connection to the outdoors.

Townhouse in Dewey Beach

4.9 out of 5 average rating, 122 reviews

McKinley Duplex

Enjoy the Ocean and Bay Views from the roof top deck of this Pet Friendly duplex located in the ocean block in the heart of Dewey Beach! Just steps to the beach with a large enclosed porch, open living area, 6 bedrooms and 3.5 baths (2 King, 1 Queens, 6 Twins and a sofa bed), ample parking and much more. Walk to all the restaurants and nightlife - take the Jolly Trolley into Rehoboth to enjoy the beach, boardwalk and some of the finest dining in the area!

A serene view of the bay is captured through large glass doors, showcasing water under a soft, colorful sky at sunset. In the foreground, a decorative mug sits on a quartz kitchen countertop, inviting relaxation.

Condo in Dewey Beach

4.85 out of 5 average rating, 199 reviews

On the Bay, Private Beach-Boat Slip

Enjoy your own piece of paradise! Walk out the door 10 steps to the water! Modern condo located on the bay with great views, a patio, a grill, a private beach, boat slip, and 2 blocks to the ocean. Perfect for couples and small families! This is a well-appointed 500 sqft open concept condo with 1 bedroom, office & 1 bath. We take great pride in our condo and keep everything updated. New living room furniture Spring 2021. Completely renovated in mid 2020.

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, 196 reviews

Beautiful Beach House in Rehoboth

Now Available during Summer Season for the first time! Few spots still open: July 13-16; Aug 25-28. 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 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, 231 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.

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Popular amenities for Dewey Beach family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a pool

A community pool is seen with clear blue water, surrounded by lounge chairs and umbrellas. Several individuals are enjoying the water, while a scenic view of the nature preserve can be glimpsed in the background. The pool area is enclosed, providing a safe and inviting atmosphere.

Condo in Rehoboth Beach

4.94 out of 5 average rating, 115 reviews

Cozy Condo on Silver Lake - Walk to the beach!

A community pool area is depicted, featuring a large, clear swimming pool surrounded by a cement patio. Several lounge chairs are positioned around the pool and a shaded area is visible with blue umbrellas. Nearby structures and greenery contribute to the tranquil environment.

Townhouse in Frankford

4.86 out of 5 average rating, 121 reviews

Seaside Getaway: Bethany Beach Charm

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.

Condo in Ocean City

4.91 out of 5 average rating, 310 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

An outdoor pool is framed by lounge chairs and umbrellas, overlooking a sandy beach leading to the ocean. The scene is enhanced by pastel hues of a sunset reflecting off calm waters, creating a serene atmosphere.

Condo in Bethany Beach

4.89 out of 5 average rating, 176 reviews

Beautiful Beach-View Condo

A partial view of the ocean is visible from the balcony of the condo. The nearby sandy beach is seen below, with a few figures walking along the shoreline. A dark roof structure is situated in the foreground, contrasting with the blue water and cloudy sky.

Condo in Bethany Beach

4.89 out of 5 average rating, 122 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

A spacious living area features a comfortable gray sectional sofa adorned with colorful cushions. An inviting lamp sits on a coffee table, while the light beige walls complement the tiled flooring. The open layout connects to the kitchen and dining space in the background.

Condo in Ocean City

4.83 out of 5 average rating, 283 reviews

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!

The community pool area is showcased, featuring a clear blue pool surrounded by a deck with lounge chairs. A spacious clubhouse can be seen in the background, and the area is framed by a white fence and clear blue skies.

Townhouse in Ocean City

4.92 out of 5 average rating, 235 reviews

Beach Paradise 108D - Beach Home at Broad Marsh OC

A well-maintained swimming pool is featured, surrounded by shaded umbrellas and white lounge chairs. The pool area is spacious, offering both shallow and deep sections. Lush greenery lines the perimeter, providing a calming backdrop to the bright blue water. Clear skies enhance the inviting atmosphere.

Townhouse in Bethany Beach

4.85 out of 5 average rating, 360 reviews

Spacious Bethany Beach Retreat Pool Pickle Ball

Family-friendly home rentals with air conditioning

A two-story beach house features a spacious front porch with white railings, providing ample seating. The elevated structure is supported by two pillars, with parking available underneath. Lush greenery is visible in the front yard, adding to the welcoming ambiance.

Home in Bethany Beach

4.94 out of 5 average rating, 115 reviews

Bethany Beach 116 5th St Oceanblock

A private patio area showcases a large table surrounded by six blue, padded chairs. An umbrella provides shade, and a wooden privacy fence offers seclusion. A welcome sign is positioned next to a door that leads into the condo.

4.95 out of 5 average rating, 140 reviews

Walk to the beach, walk into town!

Top guest favorite

A spacious living area is highlighted by an orange accent wall and features a light gray sectional sofa and a coordinating love seat. A wooden coffee table is centered on an area rug, with decorative pillows adding color. Natural light fills the room through large windows.

4.96 out of 5 average rating, 123 reviews

Lewes, Delaware Beach Get Away

A cozy living space features a wall-mounted television above a white cabinet with a range of games and books visible inside. A wire basket stand holds additional books, while a soft pet bed rests in a corner. Natural light enters through a nearby window.

Cottage in Lewes

4.87 out of 5 average rating, 202 reviews

BnB’s Dog-Friendly Cottage

A large tree with vibrant yellow leaves stands in the foreground, surrounded by a yard covered in fallen leaves. In the background, a cottage can be seen through the trees, along with a parked vehicle, suggesting a serene outdoor space.

Guesthouse in Lewes

4.95 out of 5 average rating, 192 reviews

Very private and cozy, Country Cottage

The townhouse-style home features blue siding with wooden accents. A welcoming entrance is marked by a staircase leading to a second-level deck, which is bordered by wooden railings. Lush greenery surrounds the property, providing a serene setting.

Townhouse in Bethany Beach

4.83 out of 5 average rating, 145 reviews

Bethany Beach House - Walking Distance

An outdoor seating area features a glass-top table surrounded by four chairs. A nearby tree provides shade, while colorful flowers and various greenery border the space, creating a serene and inviting garden atmosphere.

Townhouse in Rehoboth Beach

4.83 out of 5 average rating, 263 reviews

In-town Rehoboth Beach, East of Rt1

Top guest favorite

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, 188 reviews

Rosewood Beach House - 5 stars for Sparkling Clean

Family-friendly home rentals with a kitchen

A bright and airy living area features light green walls and large windows allowing natural light to fill the space. Comfortable seating includes two soft armchairs and a spacious couch. A wooden coffee table provides a central focal point, complemented by a mounted television and decorative shelving.

Condo in Dewey Beach

4.93 out of 5 average rating, 74 reviews

*Walk to the Beach* Ocean Block Condo - Pool

Top guest favorite

A sandy beach stretches into the distance, framed by low beach houses. A colorful sky transitions from pale yellow to deep blue, with soft clouds overhead. People are seen enjoying the beach, creating a sense of open space and leisure.

Townhouse in Bethany Beach

4.92 out of 5 average rating, 64 reviews

50 steps to Private, Uncrowded Oceanside Beach

A screened porch features a dining table with blue glassware and plates, set for four. One corner includes a green accent pillow on a wicker chair, while a decorative vase sits on the table. Natural light filters through the surrounding trees.

Apartment in Rehoboth Beach

4.93 out of 5 average rating, 15 reviews

Clean, modern, close to beach!

Top guest favorite

A bright living area features two coral-colored armchairs with floral patterns, a round mirror on the wall, and a small dining nook with striped seating. Natural light floods in through multiple windows, enhancing the warm tones of the wooden flooring and kitchen cabinetry.

Cottage in Rehoboth Beach

4.99 out of 5 average rating, 73 reviews

Downtown Rehoboth Beach 2 Bedroom Cottage

A covered outdoor deck area features a round white table surrounded by four blue chairs. A long, cushioned bench is positioned along one side, providing additional seating. Lush greenery is visible in the background, enhancing the natural ambiance of the space.

Condo in Bethany Beach

4.91 out of 5 average rating, 57 reviews

Old School Beach Cottage-Oceanside Condo

The exterior of a historic blue home is captured in this image. The house features two levels, with a gable roof and a welcoming front door. Brick accents are visible near the foundation, complemented by a neatly maintained yard and surrounding greenery.

4.82 out of 5 average rating, 245 reviews

Glennie's Place Quiet Historic Street/Town

A light gray cottage exterior features a sunlit front porch framed by a white railing. Two chairs and a small table are visible on the porch, providing a welcoming space. The surrounding greenery includes low shrubbery, and a neighboring house is partially seen to the left.

Home in Rehoboth Beach

4.56 out of 5 average rating, 141 reviews

Pet Friendly Cottage walk to beach!

Top guest favorite

A cozy living room features a gray sofa accompanied by patterned armchairs. A white coffee table sits in the center, and light drapes filter natural light from a window. Framed artwork adorns the walls, contributing to a relaxed atmosphere.

Home in Ocean View

4.89 out of 5 average rating, 515 reviews

Private place near Bethany Beach

Destinations to explore