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$35,559 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,950 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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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
Home in Rehoboth Beach
4.94 out of 5 average rating, 135 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
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, 175 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.

Top guest favorite
An open-concept kitchen and living area features a large wooden island with a sink, surrounded by modern cabinetry. Natural light floods the space through wide windows, showcasing cozy seating and a vibrant dining area with a round table. Bookshelves line a portion of the wall.
Home in Rehoboth Beach
4.97 out of 5 average rating, 103 reviews

Modern Beach House w/ Private Pool

Modern eco-friendly retreat perfect year-round! This salt-box cottage is an open concept 3 bedroom, 2 bathroom filled with natural light. Huge yard with a pool house with dining table and grill, patio with lounge chairs, outdoor shower, and private pool (pool open May 15 - October 15). Located perfectly for Rehoboth Beach or Dewey Beach visitors. It is a 20 minute walk to the shops and restaurants on Rehoboth Ave or to the beach. Three parking spots, beach items, and all amenities included.

Top guest favorite
Home in Rehoboth Beach
4.96 out of 5 average rating, 228 reviews

Breakfast at Tiffany - Spacious Home w/ Deck

This tastefully furnished home is the perfect getaway in the Midway Estates neighborhood of Rehoboth Beach. Located within 6 miles of Lewes Beach, Cape Henlopen State Park, and Rehoboth Beach this house is centrally located east of Route 1 and has plenty of room for your family vacation. With all amenities included and plenty of entertainment options this is the ultimate carefree retreat. Walkable to many restaurants, movie theater, mini golf, outlets, go-karts, water park and more!

Guest favorite
A charming beach cottage in a vibrant blue hue is framed by a black gate and a wooden fence. Lush greenery and blooming azalea bushes add color to the entrance, leading to a pathway illuminated by natural light. A gentle slope of trees enhances the tranquil setting.
Cottage in Dewey Beach
4.92 out of 5 average rating, 118 reviews

Shady Shore Cottage in North Dewey Beach

Charming Mid-Century beach cottage located in north Dewey Beach. Relax and enjoy one of the original beach cottages built in Rehoboth by the Sea in the 1960s. Only two blocks to the ocean and a short walk to restaurants in downtown Dewey or take a trolley ride to Rehoboth Beach for more restaurants and shopping. No parking pass needed - there's room for 4 cars in the driveway. Feel free to borrow the 3 beach chairs and enjoy the outdoor shower when you get back from the beach.

Top guest favorite
A charming front porch features white wicker chairs adorned with plush cushions and a round table. Flower pots add a touch of greenery, while hanging planters bloom with vibrant flowers. Lush plants and shrubbery are visible in the background, enhancing the inviting outdoor space.
Cottage in Rehoboth Beach
4.92 out of 5 average rating, 226 reviews

The Good Stuff #1 - One block from the beach!

Second block from the beach. Newly Redecorated Come and enjoy these one of a kind vintage Rehoboth Beach Cottages in a GREAT LOCATION! Perfectly nestled in a nice, quiet, family friendly neighborhood for relaxing yet close to everything. Walk and explore all Rehoboth has to offer; the beach; boardwalk; restaurants; shops; and more. Our clean, comfy, simple, beach cottages are the perfect classic Rehoboth Beach experience. Come and Enjoy!

Guest favorite
Condo in Rehoboth Beach
4.9 out of 5 average rating, 105 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 round wooden dining table surrounded by eight woven chairs is positioned in a well-lit dining area. Soft natural light enters through large windows adorned with white blinds. A coastal-themed wall art piece enhances the serene ambiance, and a smaller table can be seen in the background.
Home in Rehoboth Beach
5.0 out of 5 average rating, 235 reviews

Beautiful Beach House in Rehoboth

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.

Top guest favorite
A single-story house is presented, featuring a welcoming front porch with screened seating. The exterior is surrounded by well-maintained grass and mature trees displaying autumn foliage. A driveway leads to the entry, enhancing the inviting appearance of the home.
Home in Rehoboth Beach
4.96 out of 5 average rating, 235 reviews

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 $50 per stay fee

Top guest favorite
An inviting living space features a plush navy sofa and a light-colored coffee table on a vibrant, circular patterned rug. High ceilings with exposed beams enhance the airy feel. A modern dining area can be glimpsed in the background, with a glimpse of the kitchen visible beyond.
Home in Rehoboth Beach
4.98 out of 5 average rating, 123 reviews

Hot Tub, Sheets & Towels and IN TOWN!

Gorgeous, modern, bright and open renovated Rehoboth home with 4 large bedrooms (each with king bed!) and a new HOT TUB, 2 nice bathrooms, fenced yard, parking for 3 cars, FIRE PIT, and grill and on a quiet, tree lined street one block off Rehoboth Ave and 2 blocks to Dogfish Head! Only a 15 minute walk to the boardwalk too.

Top guest favorite
A charming beach cottage exterior is framed by lush greenery and flower beds. A welcoming path leads to a screened porch, flanked by two large decorative pumpkins. The house features light-colored siding and black shutters, with a flag displayed on the side.
Home in Rehoboth Beach
4.96 out of 5 average rating, 145 reviews

Classic Central Rehoboth Beach Cottage

A charming and comfortable beach cottage, walkable to everything-- two blocks to the beach, four blocks to the restaurants and shops of downtown Rehoboth Beach. Chef's kitchen, organic vegetable and herb garden in the backyard, outdoor shower, gas grill, and outdoor seating. Come relax at the beach!

Popular amenities for Henlopen Acres family-friendly rentals

When is the best time to visit Henlopen Acres?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$69,654 GYDG$62,542 GYDG$73,210 GYDG$78,021 GYDG$73,628 GYDG$103,330 GYDG$117,554 GYDG$110,442 GYDG$81,158 GYDG$68,608 GYDG$72,582 GYDG$69,654 GYD
Avg. temp3°C4°C7°C13°C18°C23°C26°C24°C21°C15°C9°C5°C