
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.

Romantic Sunset Suite
5 min walk (0.3 miles) to the beach and ocean, or enjoy your own private bay front beach out your back door, and gorgeous, romantic sunsets. First floor unit boasts a totally private bedroom and bath, and separate entrance. Sleep well on new queen mattress. Park your car and leave it. Located at the quieter south end of Dewey, yet still within walking distance to restaurants, nightlife, water sports, marina. Take Trolley or Uber to nearby Rehoboth for shops, restaurants and boardwalk fun!

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.

Dewey Beach 1 BR+sleeper sofa. Walk to the beach!
Enjoy all of Dewey Beach at this delightful 1 BR, ground floor, apartment on the north side of town. 1.5 blocks to the beach, and 3 blocks to the start of restaurants and music venues. Quiet, relaxing location on a side street. Perfect for a small family or group of 4 friends! Custom self check-in keypad code for Private Entry sent upon booking. Professionally cleaned + bed made before your stay. 4 beach chairs, 1 on-property parking spot + 1 free Street Parking Passes provided at no charge!

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

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.

*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).

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!!

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* and no pets from Memorial Day to Labor Day.

Modern Coastal Studio Apartment ~ 2 Miles to Beach
Pristine and beautifully decorated private studio/ guest apartment w/ private entrance. Located ~2 miles from the white sands of Rehoboth Beach & ~5 miles to Lewes Beach. Quiet residential community conveniently situated near everything this great town has to offer: shopping, trails, dining, state parks and more. -55 inch smart TV -No stove. Toaster oven and microwave for preparing food. Adults only. No smoking.

*Radcliffe Retreat* Studio, Pool & RB Parking Pass
Spacious pet friendly guest suite with Rehoboth parking permit provided. The suite is near outlets, beaches, dining, & Rehoboth boardwalk. Large community pool next door. Charming neighborhood that is a great base to explore all the nearby attractions! Rehoboth boardwalk & beach- 4 mi Outlets- 1 mi Lewes downtown- 4 mi Cape Henlopen State Park- 6 mi 1 dog is allowed with permission.

Willow Oak Waterview Cottage
Country quiet waterfront cottage on 3 acres overlooking wetlands and the Rehoboth Bay. Centrally located to Downtown Lewes, Rehoboth and Dewey Beach, DE. Watch beautiful sunrises on the bay with abundant wildlife and resident Bald Eagles. Plenty of privacy and parking. Entire 1st floor unit that's completely renovated with private entrances.
Popular amenities for Rehoboth Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Luxurious Oceanfront Retreat with Amazing Views!

McAvoy B & B

Beautiful Beach-View Condo

Classy Beach Getaway

Rehoboth Beach Gem – Hot Tub + EV Charger 2 BR

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

Bayside - Best Deal in Bayside!

Hot Tub | Mini Golf | Arcade | Gym — Coastal Quad
Family- and pet-friendly home rentals

Delightful Skoolie Near Bethany Beach

Hobbs & Rose | A Peaceful Cottage Escape

Read Ave Dewey Condo - Bay Front, Private Beach

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

Steps From The Ocean & Boardwalk On Surf Ave.

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

Sweet getaway - beach block, steps from the beach!

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

Right on Silver Lake walk to beach!

Family Friendly Top Floor Condo Near Boardwalk

Studio Bedroom in the Woods

Mimi’s Place @ The Villages of 5 Points in Lewes

Beach Escape Condo w/ Pool - Lewes Beach 3.5 Miles

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

First Floor Comfort and Convenience

Direct Oceanfront with a View and Amenities Galore
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Outer Banks Holiday rentals
- Fitness-friendly rentals Rehoboth Bay
- Rentals with a patio Rehoboth Bay
- Apartment rentals Rehoboth Bay
- Beachfront rentals Rehoboth Bay
- Pet-friendly rentals Rehoboth Bay
- Rentals with outdoor seating Rehoboth Bay
- Rentals with pools Rehoboth Bay
- Waterfront rentals Rehoboth Bay
- Rentals with a washing machine and dryer Rehoboth Bay
- Rentals with a fireplace Rehoboth Bay
- House rentals Rehoboth Bay
- Rentals with beach access Rehoboth Bay
- Family-friendly rentals Sussex County
- Family-friendly rentals Delaware
- Family-friendly rentals United States
- Ocean City Beach
- Broadkill Beach
- Ocean City Boardwalk
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- 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
- Killens Pond State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Mariner's Arcade
- Trimper Rides of Ocean City
- Funland
- Hawk Haven Vineyard & Winery
- Wildwood Boardwalk
- Dover Motor Speedway




