
Family-friendly vacation rentals in Rehoboth Bay
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Rehoboth Bay
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.

Tiny Living: The Blue Bird Tree House 1BR/Den
Tiny Home with mature trees in the middle of the nature but close to the beaches! Tranquil woodsy getaway located on 3 acres of mature trees, 8 miles to beaches, and shopping! The Blue Bird is an older 1950's style tiny cabin on the 2nd floor (locked garage on 1st floor), with 1 bedroom Queen Bed, Den with single bed, 2 baths, fully equipped kitchen, large deck for relaxing. There is an entry exterior door Security Camera for safety. Not suitable for toddlers due to 14 steep stairs. Must be 21.

Stress-Free Family Beach Stay | Pool + Kid Perks
From the moment you walk in, it just feels different. Fresh flowers, thoughtful touches, and even surprise goodies for the kids-everything is designed so your family can relax instantly. No over-packing, no stress-we've stocked it all (beach gear, snacks, games & more). Tucked in a quiet spot just minutes from the beach & boardwalk, you get the best of both worlds. This isn't just a stay--it's a place families come back to year after year. No kiddos coming-No worries! Kids items are put away.

Coastal 2BR • 10 min to Beach & Trails
Welcome to The Loft, a cozy Rehoboth Beach retreat. Feel right at home in this spacious 2BR, 2BA condo conveniently located East of Rt. 1 between Rehoboth Beach and Lewes Beach. The condo is also just minutes from Junction & Breakwater Trail, Georgetown Lewes Trail and Cape Henlopen State Park... perfect for walks and biking. Love shopping? There are 3 Tanger Outlets and an abundance of other stores. Explore endless dining options in downtown Rehoboth Beach, Lewes and all along Coastal Highway.

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool
Spring Break Getaway! Fresh New Photos! Perfect location to enjoy the holiday season in Southern DE for upcoming events, such as Polar Bear Plunge, Super Bowl Weekend or Dewey’s Famous Winter Gala! Whether you're planning a beach vacation, a business trip, or a shopping spree at the nearby Outlets, this condo is the ideal retreat. Conveniently located near dining, shopping, scenic trails, and just a short drive to Lewes, Rehoboth, and Dewey by having everything you need for a memorable stay.

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE
2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

Basil Cottage at Good Earth, near Bethany Beach
Welcome to the "Basil Cottage" at Good Earth. The cottage is the perfect size for a family, with 2 bedrooms (1 queen bed, and 2 single beds) a kitchen, and a living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include an on-site restaurant, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, two cottages, a "glamper", and 4 tent sites. Staying at Good Earth is more than just a beach trip.

*NEW * cozy wooded retreat 🌳 near Delaware beaches
Come relax after a busy beach day at the ⚓️Admiral’s hideaway⚓️. A newly renovated 2BR/1bath Villa in Lewes, DE. A perfect getaway for a couple or small family visit to all the beach attractions. The hideaway is close enough for easy access yet far enough for residents to sleep away from the heavy Route 1 traffic noises. The entire home is on a private lot (not a neighborhood) lined with 🌲 leading up to the house with a fenced in yard (perfect for your furry family members).

Surf Shack with Private inground pool
*** Note*** Pool opens June 2025 New "surf shack" private beach cottage. Part of a restored 1940's cottage. Best sunset views around & just steps from your door! Close to Bethany Beach (6-10 minute ride) away from the noise of traffic & beach crowds. Within easy walking/biking distance of James Farm ecological park & beach. Community bay access is steps from the house. Beach chairs, towels, surfboards, boogie boards are available. 2 adults and 2 children max capacity

Delightful Skoolie Near Bethany Beach
Try tiny living! Come to the Delaware beach for a unique glamping experience. The Coastal Cruiser is a 1985 Thomas School Bus turned tiny home. Spend your days exploring the Delaware Coast and come home to a rustic Skoolie with a full kitchen & outdoor area. You have access to fire pit, grill, and outdoor seating area. We’ve renovated- there is a bunk bed, and a full bathroom with toilet, shower, and sink. The bathroom is in a separate building about 20 ft from the bus.

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.

Beautiful Beach House in Rehoboth
TWO SUMMER OPENINGS DUE TO CANCELLATIONS - MONDAY JULY 6 - SATURDAY JULY 11 TUESDAY AUGUST 25- FRIDAY 28 Modern spacious house in Rehoboth Beach with a large open floor plan on a 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.
Popular amenities for Rehoboth Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Woodland Cottage

Beach Getaway•Hot Tub + EV Charger•4 mi to Beach

McAvoy B & B

500ft to Private Beach! Hot tub-Local Pool-Fireplc

Tiny house w/ Pool on water near Beaches / turf

Dodd House Beach Home w/private pool and hot tub

Amazing Bay Vista Beauty with Private Pool!

Dog friendly *HOT TUB* Close to outlets, Sleeps 7
Family- and pet-friendly home rentals

Luxury Dog Friendly Condo At The Residences

Central Haven with Great Fenced Yard

The Winkler

1st Floor 2BR/2BA | Pool | Quiet & Convenient

BnB’s Dog-Friendly Garden Cottage

On the Bay, Private Beach-Boat Slip

Midway Magnolia-3BR/2BA Home, dog-friendly

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

Beauty On The Bay

Coastal Cozy “Your relaxed retreat at the beach!”

Right on Silver Lake walk to the beach and town!

Cozy Beach Escape Mallard Lakes Resort Amenities

Beachy days and starry nights-Now with EV charger

Clean Family Friendly Getaway w/ unbeatable value!

Luxury Coastal Townhouse with Pool & Game Room

Rehoboth-Lewes Beach House by the Bay
Destinations to explore
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- Family-friendly rentals Sussex County
- Family-friendly rentals Delaware
- Family-friendly rentals United States
- Ocean City Beach
- Ocean City Boardwalk
- Ocean City Boardwalk
- Cape May Beach NJ
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- Broadkill Beach
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- Willow Creek Winery & Farm
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- Bethany Beach Boardwalk
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- Wildwoods Convention Center
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