
Family-friendly holiday 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.

Renovated Condo Near Outlets, 3.5 Miles to Beach
Enjoy your stay in this recently renovated and beautifully furnished two-bedroom, two-bathroom 3rd-floor condo conveniently located 3.5 miles from the Rehoboth Beach boardwalk, and 4.5 miles from Lewes Beach. The proximity to the beaches, stores, and restaurants make this condo a great spot to spend a fun-filled vacation at the beach. Our condo amenities include a community pool*( seasonal), free parking, free WiFi, smart TV, washer, and dryer. We supply all the sheets & towels for your stay.

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches
Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.

Treetops beach getaway walkable to beach/boardwalk
East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster convection oven/air fryer for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

Beach Highway Hobby Farm
We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

19th Century Coastal Cottage with Modern Amenities
Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

DeweyBeach 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.

The Winkler
The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

CANAL FRONT Wi-Fi, Roku, Netflix, boatslip, pool
BEAUTIFUL WATER VIEW ON 28 STREET.1 bedroom apartment with full kitchen and bath. Bedroom has 2 full size beds, boat slip and boat ramp. 1 onsite parking spot included, plenty of parking available in front of building. Public transportation close by. Walk to beach,boardwalk, restaurants, miniature golf, go cart tracks, Jolly Rogers Amusement and Water park. Free WiFi, Netflix, Hulu, and Roku to connect to your streaming services. Coded entrance. Beach gear.

Beautiful Waterfront Home-Private, Clean, Relaxing
A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* from Memorial Day to Labor Day.

Tent Camp Site 3, Good Earth near Bethany Beach
Welcome to Good Earth's Camping Field! - Market and restaurant onsite - 4.7 miles from Bethany Beach - Bathhouse and outdoor shower - small RVs and Vans ok but no hook ups - Solo stoves and picnic tables. - Dogs welcomed, must be leashed - Some shade in the afternoon - There is a lot of stuff going on the property (people around) it’s not a secluded campground but a beautiful open field area.

Pet friendly cottage 4 blocks to Beach
South Rehoboth Beach House located in peaceful country club estates. Fully fenced with outdoor shower, 2 screened porches, gas grill, cable TV, wireless internet, full kitchen, beach chairs, 1 car parking in driveway and garage parking for 1 car. In season Rehoboth Beach parking permits provided DOGS ALLOWED $25 per night pet fee due before check in (min Pet fee $50)

2b 2b condo! 2 master bedrooms! rehoboth beach
Enjoy a stylish experience at this centrally-located place. Just minutes from downtown Rehoboth and downtown lewes. Close tax- free shipping and endless restaurants near by. Unit is family friendly and features a two en-suite bathrooms. Unit is located on the second floor. In creekwood development. Unit 411
Popular amenities for Rehoboth Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Woodland Cottage

Oceanfront Carousel building, Swimming Pools!

SaltboxBungalow! HOT TUB! Sunsets! Fully Stocked!

Hot Tub Holiday Escape! Fireplace + backyrd oasis!

Tiny house w/ Pool on water near Beaches / turf

Rehoboth Beach Gem – Hot Tub + EV Charger 2 BR

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

Coastal Quad: Hot tub | Mini Golf | Arcade | Gym
Family- and pet-friendly home rentals

Serene Coastal Getaway: 3BR Townhouse

Maplewood - Simply Comfortable, Dog Friendly

Elegant 3-Bedroom Condo in Lewes with Pond Views

IslandCoveParadise:LuxNewlyBuilt-Brdwk pool/2CarGg

Patrick's Creekside: 4 Peeps-Ur Doggies! 420-Bark!

Studio apt near DE turf, beaches, &hospital

Rehoboth Beach Farmhouse Studio *Pet Friendly*

Pet Friendly Home In A Private Beach Community!
Family-friendly home rentals with a pool

Right on Silver Lake walk to beach!

Studio Bedroom in the Woods

Sea Esta Retreat -Luxury Townhome Overlooking Pool

WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi

Sand & Surf Condo with Pool

Comfy and Convenient 2 bedroom/2 bath condo

First Floor Comfort and Convenience

Beautiful condo in Villages of Five Points, Lewes
Destinations to explore
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- Family-friendly rentals Sussex County
- Family-friendly rentals Delaware
- Family-friendly rentals United States
- Ocean City Beach
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Fortescue Beach
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Boardwalk
- Dewey Beach Access
- Willow Creek Winery & Farm
- Pearl Beach
- Jolly Roger Amusement Park
- Big Stone Beach
- Cape Henlopen State Park
- Peninsula Golf & Country Club
- Poodle Beach
- Northside Park
- Poverty Beach
- Higbee Beach
- Bayside Resort Golf Club
- Bear Trap Dunes
- Stone Harbor Beach
- Baywood Greens Golf Maintenance
- Towers Beach
- Jolly Roger at the Pier