Family-friendly vacation rentals in Henlopen Acres

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Henlopen Acres

  • Total vacation rentals

    Explore 130 vacation rentals in Henlopen Acres

  • Nightly prices starting at

    Henlopen Acres vacation rentals start at G$27,168 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,580 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Henlopen Acres vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Henlopen Acres rentals

  • 4.8 Average rating

    Henlopen Acres stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Henlopen Acres

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Tiny home in Rehoboth Beach
4.93 out of 5 average rating, 276 reviews

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.

Top guest favorite
Condo in Rehoboth Beach
4.99 out of 5 average rating, 169 reviews

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.

Top guest favorite
A view of the ocean is captured from a fenced front yard, featuring a grassy area and a paved road. The coastline is visible in the distance, where the shimmering water meets the sky, enhanced by a few wispy clouds.
Guest suite in Rehoboth Beach
4.97 out of 5 average rating, 156 reviews

Steps From The Ocean & Boardwalk On Surf Ave.

Enjoy a day or week at our unique beach front guest suite. You are only steps from the sand and boardwalk that leads you to the amazing restaurants and shops of Rehoboth Beach. Your private entrance is located just inside the fenced in front yard. The whole first floor and front yard is yours to enjoy. The 1,200 sf. space is PET FRIENDLY and has a back deck, front patio, full bath, 2 bedrooms with 1 queen& king bed, 1 reserved parking space, & kitchenette(no stove). 11.5% tax added at booking.

Top guest favorite
A balcony view showcases the ocean, with serene waves and sandy shores. Large glass doors allow natural light to flood the interior, while outdoor seating and potted flowers add a charming touch to the space.
Condo in Rehoboth Beach
4.96 out of 5 average rating, 191 reviews

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

Our quiet ocean front studio has all the comforts of home with amazing views, a balcony hovering over a serene stretch of the Boardwalk, and is just steps away from restaurants, shops, arcades, rides and all of the best boardwalk foods! Walkable to everywhere in town! If you want to venture out further, a bike rental shop is just a few doors away! Enjoy a bike ride through town or to Dewey Beach. If you are looking for a scenic ride, enjoy the bike trails to Cape Henlopen State Park and Lewes.

Guest favorite
Home in Rehoboth Beach
4.94 out of 5 average rating, 126 reviews

In-Town Rehoboth Beach, Walk to Everything!

Comfortable In-Town Rehoboth Beach Home. Walk to all that Rehoboth has to offer! Just one block to Rehoboth Avenue and five blocks to the beach. Host a small party on the large screened porch, grill your dinner, or play in the large back yard. This home has driveway parking for two cars. An additional Rental Agreement is required to rent this home. It is delivered by email following booking, signed and returned to host by email. The agreement may be reviewed before booking, by request.

Top guest favorite
A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.
Condo in Lewes
4.99 out of 5 average rating, 208 reviews

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)

Top guest favorite
An open-concept living area features a light-colored sectional sofa adorned with textured pillows. A round coffee table sits on a soft area rug. The dining area, equipped with a sizable wooden table and stylish woven chairs, is visible in the background alongside modern kitchen appliances.
Apartment in Rehoboth Beach
4.99 out of 5 average rating, 156 reviews

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.

Guest favorite
A modern, cozy bedroom features a plush bed adorned with white linens, framed by wood accents and soft lighting. A piece of artwork hangs above the bed, complemented by functional storage cabinets. A ladder leads to the loft space, enhancing the room's vertical appeal.
Tiny home in Rehoboth Beach
4.93 out of 5 average rating, 255 reviews

Posh Tiny House in Downtown Reho w/Murphy Bed

Come experience tiny living! Enjoy every amenity and thoughtful detail in our updated, 200 square foot tiny home in a secluded location one block from Rehoboth Avenue and a 10 minute walk to the boardwalk and beach. Built in 1951 and renovated in 2020, this hidden gem is full of surprise and delight—perfect for a couple’s getaway, a girlfriends weekend, or a private spot to get some solitude or finish that novel. Full linen service included! Guests need to bring their own beach towels.

Top guest favorite
An open living space features exposed wooden beams and large windows allowing natural light to fill the room. A comfortable white sofa sits alongside a stylish wooden coffee table, with a modern lamp and decorative items on display. The kitchen is equipped with stainless steel appliances and a white cabinetry design.
Townhouse in Rehoboth Beach
4.99 out of 5 average rating, 274 reviews

TOWNSAND 1 block to ocean 1 block to dine/imbibe

Where the city meets the sea. One block to the beach and boards, one block to the best restaurants in Rehoboth. Townsand loft is the perfect location for your stay in Rehoboth. Park the car in the dedicated off street spot in front of Townsand and walk to everything. This light filled home features a designer renovation with exposed rafters, upscale full kitchen, custom bathroom and vaulted ceilings. The sleeping loft makes for a cozy slumber after a day of sun and a night on the town.

Guest favorite
Condo in Rehoboth Beach
4.92 out of 5 average rating, 100 reviews

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool

Oceanfront Jewel is proudly offered by RedHill Stays. Wake up to unobstructed ocean views from the top floor, just steps from the iconic Rehoboth boardwalk! Sip your morning coffee as the sun rises over the Atlantic, then fall asleep to the sound of waves at night. Designed for both romantic getaways and family escapes, this thoughtfully curated space blends comfort, style, and an unbeatable location.

Top guest favorite
A single-story home is set amidst a grassy lawn, featuring a light exterior and a welcoming front porch. A large tree provides shade in the foreground, while a paved driveway leads to the garage. The surrounding area is landscaped with a mix of greenery.
Guest suite in Rehoboth Beach
4.98 out of 5 average rating, 167 reviews

*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.

Top guest favorite
A mixed living area features a comfortable sofa bed adorned with decorative cushions and a coffee table. A vibrant wall tapestry depicting waves and a sun enhances the space. Warm light is provided by a ceiling fixture, and a window allows natural light to enter.
Guest suite in Rehoboth Beach
4.92 out of 5 average rating, 212 reviews

Quaint Garage Apt. In Town - Walk to the beach!

Unwind and relax after a day on the beach or exploring the town with this classic, quaint garage apartment. Enjoy long beach days with a quick stroll to restaurants, nightlife, our beautiful beaches, the state park, where you can bike or hike the trails. Take in much needed rest and relaxation in this apartment during your Rehoboth Beach stay!

Popular amenities for Henlopen Acres family-friendly rentals

When is the best time to visit Henlopen Acres?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$69,592 GYDG$62,487 GYDG$73,145 GYDG$62,487 GYDG$80,042 GYDG$104,284 GYDG$117,450 GYDG$110,345 GYDG$81,087 GYDG$68,547 GYDG$72,518 GYDG$69,592 GYD
Avg. temp3°C4°C7°C13°C18°C23°C26°C24°C21°C15°C9°C5°C

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