Family-friendly holiday 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.

1 of 1 pages1 / 1
Top Guest favourite
Tiny home in Rehoboth Beach
4.94 out of 5 average rating, 283 reviews

Cutest-Quiet-bk rds-Bikes-Kayaks-Doorstep parking!

Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS… 2 kayaks, 2 bikes, 2 beach chairs & random array of games, toys & sporty.

HospitalityLocationBeachBikingCleanlinessComfortNearbyQuietAmenitiesAccuracyGetting aroundIndoor spacesFamilyOutdoor spacesWalkabilityKitchenSleep qualityCheck-inConditionDecorValueTVBathroomParksAccessParkingCheckoutHikingLayoutHeatingLaundrySolo travelLong stayBreakfastNoiseAir conditioning

Top Guest favourite
A compact kitchen area is visible, featuring white cabinetry and modern appliances. Two bar stools are positioned at a small island. The cozy sitting area includes a light blue chair and a striped sofa, with light streaming in from the nearby window.
Condo in Dewey Beach
4.97 out of 5 average rating, 334 reviews

Sweet getaway - beach block, steps from the beach!

Steps to beautiful, uncrowded beach in Rehoboth-by-the-Sea! Experience tiny house living in our quiet, sweet, light-filled beach getaway with king-sized bed. We provide sheets, towels! Easy check-in+out - no chore list! Dog-friendly! Free parking. Full kitchen, fast WiFi, Roku tv, outdoor dining space, outdoor shower, grill, fire pit - quiet beach block in Dewey, a short walk to the Rehoboth boardwalk. New windows, new HVAC! Great, beachy location for a wonderful, relaxing getaway!

BeachHospitalityLocationWalkabilityPetsComfortNearbyCleanlinessIndoor spacesSleep qualityQuietKitchenCheck-inAmenitiesAccuracyParkingCheckoutFamilyAccessDecorGetting aroundBikingOutdoor spacesBathroomHeatingValueAir conditioningLayoutWi-FiViewTVBarbecueSolo travelParksConditionNoise

Guest favourite
A modern living area features a striped sofa adorned with colorful cushions and an adjacent neutral-toned loveseat. A wooden dining table is positioned in the foreground, while a well-equipped kitchen is visible in the background. Natural light fills the space through large windows.
Condo in Dewey Beach
4.93 out of 5 average rating, 107 reviews

Luxury at the Beach.

Luxury accommodations at the beach, walkout to the pool from your sliders to your gated private patio with poolview. Hardwood floors, fireplace, TV, WIFI, Enjoy the rooftop outdoor pool, fire pits & propane grills on the veranda for use only by The Residences at Lighthouse Cove tenants & owners. Access to indoor pool & fitness room along with the hotel guests. Breathe the salt air, bay views and one block to ocean. Restaurants walking distance too. Walking distance to ocean and bay.

LocationPoolCleanlinessBeachHospitalityWalkabilityNearbyAmenitiesFamilyParkingAccuracyComfortIndoor spacesAccessViewDecorSleep qualityKitchenConditionOutdoor spacesGetting aroundCheck-inNoiseTVLayoutCheckoutValueQuietWi-FiHot tub

Top Guest favourite
A spacious living area is furnished with a large sectional sofa adorned with decorative pillows. Natural light enters through multiple windows, highlighting a round dining table nearby. A decorative mirror adds a touch of charm to the room, creating an inviting atmosphere.
Condo in Dewey Beach
4.98 out of 5 average rating, 251 reviews

Dewey Beach Condo 2BR+sleeper. Walk to the beach!

2 BR, ground floor condo on the south side of Dewey Beach! 1.5 blocks to the beach, 1 block south to beautiful bayside dining. Discounts for stays over 3 nights! The HOA maintains a relaxing, clean, family friendly atmosphere. Self check-in keypad code auto-sent upon booking. Professionally cleaned and beds made before your check in. Bed linens, shower towels/essentials, 2 Dewey Beach Street Parking Passes, and beach chairs are provided free of charge. Max occupancy of 6 at all times.

HospitalityLocationBeachCleanlinessWalkabilityNearbyComfortAmenitiesFamilyCheck-inDecorParkingIndoor spacesGetting aroundAccuracyCheckoutSleep qualityConditionAccessNoiseBathroomKitchenQuietLaundryViewTVValueBarbecueParksOutdoor spacesWi-Fi

Top Guest favourite
A cozy living area features a teal sofa adorned with patterned pillows and a plush armchair. A decorative wall hanging adds texture above a glass coffee table, while soft light enters from a window dressed with sheer curtains. A stylish rug completes the inviting space.
Condo in Dewey Beach
4.98 out of 5 average rating, 177 reviews

Ocean Block Boho Beach House

Welcome to my little boho inspired beach house located in the heart of Dewey Beach. 300 feet to the sand, you can hear and smell the ocean from the doorstep. This 2 bedroom 1 bath condo is perfect for small family getaway or with a few friends. Fully equipped little kitchen is available for light cooking, along with gas grills, outdoor showers, and outdoor seating in the condo common areas. I designed this space for me, but I hope you can love it too!Max 4 adults, no parties.

BeachLocationHospitalityWalkabilityNearbyComfortCleanlinessAmenitiesIndoor spacesDecorFamilyOutdoor spacesKitchenQuietSleep qualityParkingCheck-inAccuracyBathroomCheckoutBarbecueGetting aroundTVValueLaundryAccessLayoutHeatingLong stayNoise

Guest favourite
A charming beach cottage in a vibrant blue hue is framed by a black gate and a wooden fence. Lush greenery and blooming azalea bushes add color to the entrance, leading to a pathway illuminated by natural light. A gentle slope of trees enhances the tranquil setting.
Cottage in Dewey Beach
4.91 out of 5 average rating, 117 reviews

Shady Shore Cottage in North Dewey Beach

Charming Mid-Century beach cottage located in north Dewey Beach. Relax and enjoy one of the original beach cottages built in Rehoboth by the Sea in the 1960s. Only two blocks to the ocean and a short walk to restaurants in downtown Dewey or take a trolley ride to Rehoboth Beach for more restaurants and shopping. No parking pass needed - there's room for 4 cars in the driveway. Feel free to borrow the 3 beach chairs and enjoy the outdoor shower when you get back from the beach.

BeachLocationWalkabilityNearbyHospitalityFamilyCleanlinessOutdoor spacesNoiseComfortIndoor spacesDecorKitchenSleep qualityGetting aroundBackyardAmenitiesAccuracyLayoutParkingAir conditioningQuietBikingBathroomBarbecueAccessCheckoutLaundryConditionHot tubValueCheck-in

Guest favourite
The cozy cottage showcases a welcoming exterior with wooden shingles and a front porch. An American flag is displayed, and two small shrubs frame the entrance. A clear pathway leads to the door, surrounded by a grassy area and trees in the background.
Tiny home in Ocean View
4.91 out of 5 average rating, 249 reviews

Tiny Cottage at Good Earth, near Bethany Beach

Welcome to the "Tiny Thyme Cottage" at Good Earth. The cottage is super cozy, perfect for a couple, with 1 queen bed, a kitchen & bathroom, and a small living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include 2 on-site restaurants, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, and 2 cottages on the property. Staying at Good Earth is more than just a beach trip!

NearbyCleanlinessHospitalityLocationBeachComfortIndoor spacesAccuracyQuietSleep qualityKitchenGetting aroundValueCheck-inConditionBathroomOutdoor spacesWalkabilityAmenitiesDecorTVFamilyNoiseCheckoutBikingLayoutParkingBreakfastParksHikingWi-FiSolo travelAccessAir conditioning

Top Guest favourite
A modern dining area features a large white table surrounded by upholstered chairs. A vase with fresh flowers sits at the center, and sliding glass doors allow natural light to enter, providing a view of the outdoor space.
Holiday home in Dewey Beach
4.99 out of 5 average rating, 122 reviews

Luxury, Ocean Block 4B/3B Condo at Van Dyke Villas

Come stay at our stunning 4 bedroom, 3 full bathroom, ocean block condo with direct ocean views. This rental has every convenience for the perfect vacation. Located on the same block as the beach, you can have your feet in the warm sand within minutes. Newly renovated, this rental features modern amenities, including a fully upgraded kitchen and bathrooms, a gas fireplace, smart TVs throughout and an amazing, oversized screened-in porch with Ocean views.

HospitalityBeachLocationWalkabilityCleanlinessNearbyIndoor spacesFamilyComfortKitchenAccuracyPetsOutdoor spacesDecorSleep qualityCheck-inBathroomLayoutAmenitiesConditionQuietViewParkingGetting aroundCheckoutLaundryLong stayAccessValueEV charging

Top Guest favourite
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
4.91 out of 5 average rating, 139 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!

LocationBeachHospitalityCleanlinessIndoor spacesNearbyFamilyWalkabilityKitchenComfortViewAccuracySleep qualityCheck-inAmenitiesPetsValueBathroomLayoutDecorOutdoor spacesCheckoutParkingGetting aroundConditionQuietTVHeatingNoiseBiking

Guest favourite
The open-concept living area offers a view of the bay through large windows. A kitchen island with seating for four is visible, along with stainless steel appliances and light cabinetry. Natural light fills the space, showcasing a welcoming atmosphere by the water.
Condo in Dewey Beach
4.86 out of 5 average rating, 220 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. Refresh and update Fall 2025 with new living room and bedroom furniture.

LocationViewBeachHospitalityWalkabilityCleanlinessNearbyPetsFamilyComfortIndoor spacesAmenitiesOutdoor spacesQuietAccuracyKitchenBathroomNoiseDecorSleep qualityConditionValueAir conditioningParkingGetting aroundLayoutCheck-inTVBackyardAccessCheckoutParksBarbecueWi-FiLaundryBiking

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, 237 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

LocationBeachCleanlinessHospitalityWalkabilityNearbyComfortFamilyKitchenIndoor spacesDecorAccuracyOutdoor spacesConditionAmenitiesSleep qualityGetting aroundCheck-inParkingBathroomQuietLayoutCheckoutBarbecueValueNoiseAccessTVWi-FiAir conditioningBikingParksHikingLaundryView

Top Guest favourite
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
4.97 out of 5 average rating, 183 reviews

The Bohemian Rhapsody

*Thoroughly read all descriptions,click photos,read captions BEFORE inquiring to book* Rustic "glamping" less than 5 miles from Bethany Beach, DE!Private driveway/entrance, outdoor bathhouse w/space.We can host up to 6 humans (upon approval) & 2 canine kids.Electric,Wifi,fire pit,sandyard,outdoor grill.Close to area beaches, boardwalks, restaurants & more! No cleaning fees!

HospitalityBeachOutdoor spacesLocationPetsFamilyAccuracyComfortBathroomNearbyDecorCleanlinessAmenitiesSleep qualityHot tubIndoor spacesParksValueQuietKitchenBarbecueBackyardAir conditioningGetting aroundCheck-inHeatingWi-FiBikingLayoutParkingSolo travelPoolViewNoiseAccess

Popular amenities for Dewey Beach family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
A private hot tub is set on a paved patio beneath a shaded gazebo. Wooden decking surrounds the area, enhancing the serene outdoor setting. Lush greenery provides privacy, while outdoor lighting can be seen strung above, creating a welcoming space for relaxation.
Home in Rehoboth Beach
4.96 out of 5 average rating, 102 reviews

Perfect Rehoboth Beach Getaway with Hot Tub

HospitalityLocationHot tubCleanlinessNearbyFamilyBathroomComfortBeachOutdoor spacesSleep qualityAccuracyIndoor spacesQuietKitchenBackyardGetting aroundBarbecuePoolAmenitiesWalkabilityCheck-inValueLaundryCheckoutTVParksLayoutParkingBreakfastViewNoise

Guest favourite
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.
Farm in Selbyville
4.98 out of 5 average rating, 310 reviews

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches

HospitalityFamilyCleanlinessBeachLocationComfortNearbyDecorIndoor spacesViewKitchenOutdoor spacesBathroomAccuracyQuietHot tubAmenitiesSleep qualityGetting aroundBackyardCheck-inValueTVCheckoutPetsConditionHikingAir conditioningBarbecueParksLayoutWi-FiParkingLaundryNoise

Top Guest favourite
A cozy sleeping area features a soft blue quilt covering the spacious bed, adorned with colorful dog-themed pillows. A neatly folded stack of white towels rests on the bed, while a bedside lamp provides gentle lighting, enhancing the room's warm ambiance.
Cottage in Rehoboth Beach
4.96 out of 5 average rating, 215 reviews

Dog friendly *HOT TUB* Close to outlets, Sleeps 7

PetsCleanlinessLocationFamilyHospitalityBackyardComfortNearbyBeachHot tubOutdoor spacesAccuracyQuietKitchenAmenitiesIndoor spacesSleep qualityDecorGetting aroundCheck-inTVLayoutWalkabilityBarbecueParkingValueBathroomParksConditionCheckoutAir conditioningLong stayAccessBiking

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, 245 reviews

Dodd House Beach Home w/private pool and hot tub

HospitalityLocationPoolBeachHot tubFamilyWalkabilityIndoor spacesNearbyCleanlinessOutdoor spacesComfortKitchenSleep qualityBarbecueBackyardAccuracyAmenitiesParkingPetsLayoutQuietCheck-inBathroomValueGetting aroundCheckoutConditionDecorLaundryAccessAir conditioningBikingHeatingWi-FiParksHikingLong stayViewNoise

Top Guest favourite
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
4.94 out of 5 average rating, 227 reviews

Cozy Woodland Cottage

KitchenIndoor spacesView

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, 180 reviews

Hot tub, Pool, Shop & Dine, Sleeps 8

Indoor spacesFamilyValue

Top Guest favourite
A spacious outdoor pool area features a large swimming pool with a vibrant blue interior and a jacuzzi nearby. Lounge chairs are arranged around the pool for relaxation. Fountains are visible at one end, adding a calming water feature to the setting.
Condo in Rehoboth Beach
4.96 out of 5 average rating, 110 reviews

Bright condo-On bike trail & 1 mile to boardwalk

FamilyIndoor spacesLayout

Top Guest favourite
An inviting living space features a plush navy sofa and a light-colored coffee table on a vibrant, circular patterned rug. High ceilings with exposed beams enhance the airy feel. A modern dining area can be glimpsed in the background, with a glimpse of the kitchen visible beyond.
Home in Rehoboth Beach
4.98 out of 5 average rating, 119 reviews

Hot Tub, Sheets & Towels and IN TOWN!

FamilyKitchenQuiet

Family-friendly home rentals with a pool

Top Guest favourite
An open-concept kitchen and living area features a large wooden island with a sink, surrounded by modern cabinetry. Natural light floods the space through wide windows, showcasing cozy seating and a vibrant dining area with a round table. Bookshelves line a portion of the wall.
Home in Rehoboth Beach
4.97 out of 5 average rating, 100 reviews

Modern Beach House w/ Private Pool

HospitalityPoolFamilyBeachCleanlinessLocationOutdoor spacesAmenitiesIndoor spacesComfortDecorKitchenNearbyConditionQuietBathroomWalkabilityTVParkingSleep qualityBarbecueBackyardGetting aroundAccuracyLayoutBikingValueCheck-inWi-FiLaundryLong stayAir conditioning

Top Guest favourite
A serene bedroom features a spacious bed draped in a light blue and beige quilt, adorned with nautical patterns. Flanking the bed are two matching bedside lamps on wooden nightstands. A subtle coastal decor, including fish wall art, complements the tranquil atmosphere, with an ensuite bathroom visible in the background.
Condo in Rehoboth Beach
4.96 out of 5 average rating, 109 reviews

Beach condo w/pool! All linens & beach supplies

CleanlinessBeachLocationHospitalityNearbyComfortFamilyDecorPoolAccuracyKitchenGetting aroundCheck-inWalkabilityAmenitiesConditionSleep qualityQuietIndoor spacesLaundryParkingViewTVOutdoor spacesCheckoutBathroomValueBikingParksWi-FiNoiseAccess

Top Guest favourite
An open-concept living area features a spacious gray sectional sofa arranged around a casual coffee table. Bar seating at the kitchen island is complemented by stylish stools. Natural light fills the room, highlighting the subtle décor and a wall adorned with decorative fish.
Condo in Dewey Beach
4.97 out of 5 average rating, 119 reviews

Newly Renovated Modern 2 Bed/2 Bath Condo w/ Pool

CleanlinessBeachLocationHospitalityWalkabilityNearbyComfortFamilyDecorAccuracyPoolConditionKitchenAmenitiesIndoor spacesQuietAccessCheck-inSleep qualityCheckoutBathroomLaundryParkingGetting aroundValueTVParksLayoutWi-FiNoiseBiking

Superhost
An open living area showcases a modern kitchen with dark cabinets and a marble countertop. A wooden dining table is set for six, and large windows allow natural light to fill the space. The seating area features a comfortable sofa and a small side table.
Apartment in Rehoboth Beach
4.9 out of 5 average rating, 149 reviews

Sand & Surf Condo with Pool

CleanlinessLocationBeachHospitalityDecorComfortNearbyAccuracyFamilySleep qualityAmenitiesIndoor spacesKitchenPoolBathroomGetting aroundCheck-inNoiseConditionOutdoor spacesQuietWalkabilityValueWi-FiLaundryAccessCheckoutAir conditioningTVLayoutHeatingParkingShared spaces

Top Guest favourite
Condo in Rehoboth Beach
4.99 out of 5 average rating, 176 reviews

Stress-Free Family Beach Stay | Pool + Kid Perks

HospitalityCleanlinessFamilyLocationBeachComfortPoolNearbyAmenitiesBreakfastAccuracyDecorQuietGetting aroundKitchenIndoor spacesCheck-inBathroomSleep qualityConditionCheckoutLaundryParkingAccessTVOutdoor spacesWalkabilityPetsWi-FiViewNoiseValueEV chargingBiking

Top Guest favourite
A serene pool area is visible, featuring a sparkling blue pool surrounded by lush greenery. A colorful inflatable unicorn floats in the water, while sun loungers and chairs are arranged nearby. The clear sky enhances the inviting atmosphere.
Guesthouse in Ocean View
4.93 out of 5 average rating, 144 reviews

Surf Shack with Private inground pool

HospitalityPoolLocationBeachFamilyOutdoor spacesComfortCleanlinessDecorNearbySleep qualityQuietGetting aroundViewIndoor spacesBikingAmenitiesWalkabilityAccuracyBathroomKitchenParksAccessTVConditionValueAir conditioningParkingCheck-inPetsHikingHeatingWi-FiBackyardNoiseCheckout

Guest favourite
Condo in Rehoboth Beach
4.92 out of 5 average rating, 103 reviews

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool

LocationViewHospitalityCleanlinessBeachComfortNearbyWalkabilityFamilySleep qualityAccuracyIndoor spacesConditionQuietParkingAmenitiesAccessValueKitchenGetting aroundCheck-inPoolBathroomLayoutAir conditioningDecorParksNoiseCheckoutBiking

Top Guest favourite
A dining area is showcased with a grey table set for six, surrounded by vibrant yellow chairs and a metal wire-frame chair. A modern light fixture hangs above, and a decorative wreath adorns the wall, complemented by abstract artwork on either side.
Condo in Rehoboth Beach
4.98 out of 5 average rating, 217 reviews

Renovated Condo Near Outlets, 3.5 Miles to Beach

HospitalityCleanlinessLocationNearbyBeachDecorFamilyAccuracyComfortAmenitiesKitchenIndoor spacesBathroomCheck-inQuietPoolConditionGetting aroundSleep qualityCheckoutParkingValueLayoutLaundryWalkabilityOutdoor spacesAccessParksBikingTVHeatingNoise