
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.

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!

Spacious Townhome close to Rehoboth/ Dewey Beaches
Spacious home in the heart of the Rehoboth & Dewey beaches. A short bike ride to downtown Rehoboth, the boardwalk & the beach. 3 full bedrooms each with its own full bathroom as well as a comfortable pullout couch providing sleeping for 10 guests. Fully equipped kitchen, comfortable accommodations, plenty of beach equipment and a screened in porch provides an outdoor dining option. A ground level patio includes outdoor lounge furniture and a sun deck is available off the 3rd fl master bedroom.

Sandy Blessings 1A
Hip mid century reno on a 1955 beach cottage-studio has a fantastic patio in a private landscaped and fenced yard. This boasts a kitchenette w/ kuerig, toaster, and 2 burner electric hot plate for light eating in. We supply pots,pan ,dishes,water and wine glasses, kitchen linens and cleaning supplies. You will be about 1 1/2 miles from the beach in Rehoboth, 7 miles to Lewes Beach and Cape Henlopen State Park, approx 2 miles from Dewey Beach. The area is a foodie and brewery delight !!:):)

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.

Luxury water-view condo with high-end finishes
Luxury 2-bedroom condo at The Residences at Lighthouse Cove located in the heart of Dewey Beach. This unit features great views of Rehoboth Bay and is only 1 block from the Atlantic Ocean. Easy walk to Dewey Beach’s shops, restaurants, and nightlife. This unit sleeps up to 6. There is a master bedroom with a king bed and ensuite bathroom. The second bedroom has a queen bed. There are 2 twin-size fold-away beds. Lounge at private rooftop pool, fire pits, & grills for Residences

The Beach Cabin, NO WI-FI
This private room is small, basic and rustic. Nestled in the back of the property, it offers a comfy queen bed, AC, small heater, electric blanket, a mini fridge, coffee maker, in room toilet, outside shower and sink with hot water, private patio, clean linens and towels. Back yard is shared with other guest and has several sitting areas and chimnea with firewood provided. Bethany Beach is a 10 min drive, Ocean City (145th st) is 20 min, Rehoboth-25 min. Beach chairs available. TY.

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.

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.

Clayton Street Guest House - Better than a hotel!
Newly renovated cottage!! Perfect efficiency apartment - one block from the beach, one block from the famous Starboard Restaurant. Private screened in front porch for drinking your morning coffee (or your afternoon Happy Hour). All the amenities of home. KEURIG coffee maker. Off street parking for your car. Full kitchen, bathroom, sitting area, all kitchen essentials for daily living. Bring sheets, towels and personal hygiene paraphernalia. Otherwise, Turn key.

Cozy condo / 3,5 miles from the beach.
Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

Family-Friendly Retreat at Quiet Delaware Beach
GREAT LOCATION! This 4 level townhome is an end unit located steps from the beach in the private North Bethany community of Tower Shores. The unit is bright and cheerful with many recent updates. You'll enjoy gorgeous views of the ocean and seashore parkland. Beach access, a playground, and tennis courts are immediately across the street. It's a wonderful place to spend your family vacation! No sheets or towels are provided. Linen rental is available for a fee.

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!
Popular amenities for Dewey Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Woodland Cottage

McAvoy B & B

Sea Colony Beach And Tennis Resort

Classy Beach Getaway

HUGE bright 5BR, steps from the beach & downtown!

Rehoboth Beach Gem – Hot Tub + EV Charger 2 BR

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

Hot Tub, Fire Pit, Private Back Yard, Relaxing
Family- and pet-friendly home rentals

𝙂𝙪𝙚𝙨𝙩 𝙛𝙖𝙫𝙤𝙧𝙞𝙩𝙚 Lovely 2lvl Condo Steps 2Beach+Pool

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

Hobbs & Rose | A Peaceful Cottage Escape

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

BnB’s Dog-Friendly Garden Cottage

Sweet getaway - beach block, steps from the beach!

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

Stylish, Spacious & Dog-Friendly Studio Cottage
Family-friendly home rentals with a pool

Pool, dog friendly, fenced yard in Lewes

Spring Lake Escape | Dog-Friendly by Trail & Beach

Rehoboth/Dewey Coastal Condo 2bd 2ba

The Sea Salt Retreat: Pool, Beach, Family Fun!

Renovated Condo Near Outlets, 3.5 Miles to Beach

Golden Hour Getaway | Marina & Bay Views in Dewey

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

Beach Flow Rehoboth- 5 Star Condo-Pool, Sonos&More
Destinations to explore
- Plainview Holiday rentals
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- Family-friendly rentals Sussex County
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- Family-friendly rentals United States
- Ocean City Beach
- Ocean City Boardwalk
- Broadkill Beach
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Northside Park
- Bear Trap Dunes
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Killens Pond State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Ocean City Boardwalk
- Mariner's Arcade
- Roland E Powell Convention Center
- Dover Motor Speedway
- Wildwoods Convention Center
- Trimper Rides of Ocean City




