
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.

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

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

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

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

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

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

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

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

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

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

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

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

Perfect Rehoboth Beach Getaway with Hot Tub
HospitalityLocationHot tubCleanlinessNearbyFamilyBathroomComfortBeachOutdoor spacesSleep qualityAccuracyIndoor spacesQuietKitchenBackyardGetting aroundBarbecuePoolAmenitiesWalkabilityCheck-inValueLaundryCheckoutTVParksLayoutParkingBreakfastViewNoise

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches
HospitalityFamilyCleanlinessBeachLocationComfortNearbyDecorIndoor spacesViewKitchenOutdoor spacesBathroomAccuracyQuietHot tubAmenitiesSleep qualityGetting aroundBackyardCheck-inValueTVCheckoutPetsConditionHikingAir conditioningBarbecueParksLayoutWi-FiParkingLaundryNoise

Dog friendly *HOT TUB* Close to outlets, Sleeps 7
PetsCleanlinessLocationFamilyHospitalityBackyardComfortNearbyBeachHot tubOutdoor spacesAccuracyQuietKitchenAmenitiesIndoor spacesSleep qualityDecorGetting aroundCheck-inTVLayoutWalkabilityBarbecueParkingValueBathroomParksConditionCheckoutAir conditioningLong stayAccessBiking

Dodd House Beach Home w/private pool and hot tub
HospitalityLocationPoolBeachHot tubFamilyWalkabilityIndoor spacesNearbyCleanlinessOutdoor spacesComfortKitchenSleep qualityBarbecueBackyardAccuracyAmenitiesParkingPetsLayoutQuietCheck-inBathroomValueGetting aroundCheckoutConditionDecorLaundryAccessAir conditioningBikingHeatingWi-FiParksHikingLong stayViewNoise

Cozy Woodland Cottage
KitchenIndoor spacesView

Hot tub, Pool, Shop & Dine, Sleeps 8
Indoor spacesFamilyValue

Bright condo-On bike trail & 1 mile to boardwalk
FamilyIndoor spacesLayout

Hot Tub, Sheets & Towels and IN TOWN!
FamilyKitchenQuiet
Family- and pet-friendly home rentals

Bayfront 3-Bed Townhome W/Linens & Beach Gear.
Indoor spacesFamilyBiking

Ocean Block 5-BR House, 1 Block to Everything
FamilyKitchenNearby

Delightful Skoolie Near Bethany Beach
FamilyIndoor spacesCheckout

Cozy condo / 3,5 miles from the beach.
KitchenIndoor spacesHospitality

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

Contemporary 1 Bedroom 2 level home
FamilyKitchenNearby

*NEW * cozy wooded retreat 🌳 near Delaware beaches
Indoor spacesFamilyValue

Beautiful Waterfront Home-Private, Clean, Relaxing
FamilyIndoor spacesTV
Family-friendly home rentals with a pool

Modern Beach House w/ Private Pool
HospitalityPoolFamilyBeachCleanlinessLocationOutdoor spacesAmenitiesIndoor spacesComfortDecorKitchenNearbyConditionQuietBathroomWalkabilityTVParkingSleep qualityBarbecueBackyardGetting aroundAccuracyLayoutBikingValueCheck-inWi-FiLaundryLong stayAir conditioning

Beach condo w/pool! All linens & beach supplies
CleanlinessBeachLocationHospitalityNearbyComfortFamilyDecorPoolAccuracyKitchenGetting aroundCheck-inWalkabilityAmenitiesConditionSleep qualityQuietIndoor spacesLaundryParkingViewTVOutdoor spacesCheckoutBathroomValueBikingParksWi-FiNoiseAccess

Newly Renovated Modern 2 Bed/2 Bath Condo w/ Pool
CleanlinessBeachLocationHospitalityWalkabilityNearbyComfortFamilyDecorAccuracyPoolConditionKitchenAmenitiesIndoor spacesQuietAccessCheck-inSleep qualityCheckoutBathroomLaundryParkingGetting aroundValueTVParksLayoutWi-FiNoiseBiking

Sand & Surf Condo with Pool
CleanlinessLocationBeachHospitalityDecorComfortNearbyAccuracyFamilySleep qualityAmenitiesIndoor spacesKitchenPoolBathroomGetting aroundCheck-inNoiseConditionOutdoor spacesQuietWalkabilityValueWi-FiLaundryAccessCheckoutAir conditioningTVLayoutHeatingParkingShared spaces

Stress-Free Family Beach Stay | Pool + Kid Perks
HospitalityCleanlinessFamilyLocationBeachComfortPoolNearbyAmenitiesBreakfastAccuracyDecorQuietGetting aroundKitchenIndoor spacesCheck-inBathroomSleep qualityConditionCheckoutLaundryParkingAccessTVOutdoor spacesWalkabilityPetsWi-FiViewNoiseValueEV chargingBiking

Surf Shack with Private inground pool
HospitalityPoolLocationBeachFamilyOutdoor spacesComfortCleanlinessDecorNearbySleep qualityQuietGetting aroundViewIndoor spacesBikingAmenitiesWalkabilityAccuracyBathroomKitchenParksAccessTVConditionValueAir conditioningParkingCheck-inPetsHikingHeatingWi-FiBackyardNoiseCheckout

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool
LocationViewHospitalityCleanlinessBeachComfortNearbyWalkabilityFamilySleep qualityAccuracyIndoor spacesConditionQuietParkingAmenitiesAccessValueKitchenGetting aroundCheck-inPoolBathroomLayoutAir conditioningDecorParksNoiseCheckoutBiking

Renovated Condo Near Outlets, 3.5 Miles to Beach
HospitalityCleanlinessLocationNearbyBeachDecorFamilyAccuracyComfortAmenitiesKitchenIndoor spacesBathroomCheck-inQuietPoolConditionGetting aroundSleep qualityCheckoutParkingValueLayoutLaundryWalkabilityOutdoor spacesAccessParksBikingTVHeatingNoise
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Newark Holiday rentals
- Richmond Holiday rentals
- Outer Banks Holiday rentals
- House rentals Dewey Beach
- Beach house rentals Dewey Beach
- Apartment rentals Dewey Beach
- Beachfront rentals Dewey Beach
- Condo rentals Dewey Beach
- Villa rentals Dewey Beach
- Cottage rentals Dewey Beach
- Rentals with pools Dewey Beach
- Pet-friendly rentals Dewey Beach
- Beach condo rentals Dewey Beach
- Family-friendly rentals Sussex County
- Family-friendly rentals Delaware
- Family-friendly rentals United States
- Cape May Beach NJ
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Ocean City Boardwalk
- Rehoboth Beach
- Ocean City Boardwalk
- Cape Henlopen State Park
- Assateague State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Dover Motor Speedway
- Northside Park
- Ocean City Boardwalk
- Stone Harbor Beach
- Wildwood Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade





