
Family-friendly holiday rentals in Rehoboth Bay
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Top-rated family-friendly rentals in Rehoboth Bay
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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.

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.

Cozy Rehoboth Beach Condo w/ 2 bedrooms
This condo is a boho getaway tucked away in a quiet enclave conveniently located on the beachside of Highway 1. It has dedicated parking in front, plus an additional spot for a second car. This condo it is a two bedroom/two bathroom unit. Full kitchen and a dining area that seats up to six. The condo is on the second floor with one stair flight. The beach is a 20 minute walk, 10 minute bike ride, or 5 minute drive Community pool on site provides an extra place to relax and cool down.

Hot Tub, Fire Pit, Private Back Yard, Relaxing
Stylish, beautifully appointed, spacious home with original paintings by local artist, Laura Erickson. 4 Bedroom/2 Bathroom with brand new hot tub & very private large back yard located in Rehoboth Beach 3 miles from the downtown strip. 1 mile to grocery & liquor stores, pharmacies etc. Dewey Beach, Lewes Beach and Rehoboth Beach all within 5 miles. Driveway that can accommodate up to 5 vehicles. We go above and beyond to ensure the best experience. See our reviews on our other properties.

*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).

1 Bedroom 1 Bath Condo on Silver Lake
Newbold Square is tucked away in Rehoboth Beach on Silver Lake. It is a quiet, sleepy, 40 unit complex with a lakeside pool that offers sun and shade among towering trees. This condo has one bedroom and one bathroom. There is also a queen size sleeper sofa. There is a well stocked kitchen with plenty of storage space. We supply linens, bath towels, four beach towels, four beach chairs, a beach wagon, and a gas grill. No pets are permitted. Our space is allergen free.

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.

Surf Shack with Private inground pool
*** Note*** due to damage during storms in February the Pool opens mid- June 2026 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. 2 adults and 2 children max capacity

Modern Beach Vibe - Rehoboth Beach
Step into a beautifully comfortable designer townhome, and relax in style just blocks from the restaurants & beach on Rehoboth Avenue. Much care has been given to all the furnishings in this 2300sq foot, 3 stories, from the Gourmet Kitchen, Great Room, 3 gorgeous bedrooms, 2 full baths, 2 half baths, patio, to the 2 balconys, large 3rd floor indoor & outdoor living, plus a pool. Every detail is of the highest quality to evoke a relaxed upscale modern beach vibe.

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.

Stylish Coastal Loft Minutes to Rehoboth & Lewes
Escape to a stylish coastal 2 bedroom 2 bath condo designed for relaxing beach vacations, family trips, and weekend getaways. Conveniently located just minutes from Rehoboth Beach and Lewes, The Loft offers the perfect combination of comfort, convenience, and coastal charm. Whether you're planning a family beach trip, a couples retreat, shopping weekend, or exploring Delaware’s beautiful coastline, you'll have everything you need for a memorable stay.
Popular amenities for Rehoboth Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Woodland Cottage

McAvoy B & B

Tiny house w/ Pool on water near Beaches / turf

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

Relaxing Getaway

Mimosa Salt Water Pool & HOT TUB Oasis, Sleeps 8

Direct Ocean Front/Gorgeous Views/Indoor Pool

Beach house on lake!
Family- and pet-friendly home rentals

Central Haven with Great Fenced Yard

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

Hobbs & Rose | A Peaceful Cottage Escape

BnB’s Dog-Friendly Garden Cottage

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

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

The Bohemian Rhapsody

Tent Camp Site 2, Good Earth near Bethany Beach
Family-friendly home rentals with a pool

Cozy updated cottage with private heated pool.

Beauty On The Bay

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Key West by the Bay Bungalow

Beachy days and starry nights-Now with EV charger

Oceanfront Jewel by RedHill Stays |DirectOceanView

Luxury Coastal Townhouse with Pool & Game Room

Family friendly house in Rehoboth Beach near pool
Destinations to explore
- Norfolk Holiday rentals
- Plainview Holiday rentals
- New York City Holiday rentals
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- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
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- Rentals with a patio Rehoboth Bay
- Rentals with a washing machine and dryer Rehoboth Bay
- Rentals with outdoor seating Rehoboth Bay
- Rentals with pools Rehoboth Bay
- Fitness-friendly rentals Rehoboth Bay
- Rentals with a fire pit Rehoboth Bay
- Beachfront rentals Rehoboth Bay
- Pet-friendly rentals Rehoboth Bay
- Rentals with a fireplace Rehoboth Bay
- Waterfront rentals Rehoboth Bay
- House rentals Rehoboth Bay
- Condo 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
- Ocean City Boardwalk
- Ocean City Boardwalk
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Broadkill Beach
- Assateague Island National Seashore
- Rehoboth Beach
- Willow Creek Winery & Farm
- Northside Park
- Assateague State Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Fenwick Island State Park Beach
- Dover Motor Speedway
- Ocean Pines Golf Club
- Mariner's Arcade
- Dewey Beach Access
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Stone Harbor Beach
- Wildwoods Convention Center





