Family-friendly vacation rentals in Henlopen Acres

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Top-rated family-friendly rentals in Henlopen Acres

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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
4.96 out of 5 average rating, 142 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 serene view of a sandy beach leading towards the ocean is depicted. A wooden fence with wire stretches along the path, bordered by patches of tall grass. The gently rolling waves and soft sky create a calming atmosphere.
Condo in Rehoboth Beach
4.99 out of 5 average rating, 454 reviews

High Tech Hideaway: The modern beach lifestyle

Live the beach lifestyle with every modern convenience! Roomy 2 bedroom, 2 bath condo only 10 mins from Rehoboth, Lewes and Dewey. Surrounded by craft beer, tax-free outlet shopping, and fantastic food. Cleanings exceed CDC guidelines. Three 65" 4k TVs with 221+ channels, Apps, touchscreen Amazon Echos, dimmable LED lighting, and ultra high speed wi-fi. Fully renovated with luxurious flooring, quartz countertops, and new furniture. Free washer/dryer, free coffee, free parking, and water views.

Top guest favorite
A welcoming outdoor terrace features a round table surrounded by two wicker chairs with blue cushions. Hanging planters filled with greenery create a vibrant atmosphere, while a decorative pot adds a pop of color. Sunlight filters through lush trees, enhancing the serene environment.
Guest suite in Rehoboth Beach
4.99 out of 5 average rating, 209 reviews

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.

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, 112 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
A spacious sleeping area features a large bed covered with a textured white quilt. A cream-colored couch is situated against the wall, complemented by framed artwork. Natural light is provided by two windows, enhancing the calm color palette of the room.
Apartment in Rehoboth Beach
4.9 out of 5 average rating, 313 reviews

Sandy Blessings 1A

Hip mid century reno on a 1955 beach cottage-studio has a fantastic patio in a private landscaped and fenced yard. This boasts a kitchenette w/ kuerig, toaster, and 2 burner electric hot plate for light eating in. We supply pots,pan ,dishes,water and wine glasses, kitchen linens and cleaning supplies. You will be about 1 1/2 miles from the beach in Rehoboth, 7 miles to Lewes Beach and Cape Henlopen State Park, approx 2 miles from Dewey Beach. The area is a foodie and brewery delight !!:):)

Top guest favorite
The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.
Apartment in Greenwood
4.97 out of 5 average rating, 636 reviews

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)

Top 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, 238 reviews

Private 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
A charming cottage features a sloped blue roof and a welcoming front porch. An American flag is displayed, and two comfortable chairs are visible. Lush greenery and blooming hydrangeas surround the cottage's exterior, creating a serene outdoor space.
Cottage in Rehoboth Beach
4.93 out of 5 average rating, 389 reviews

B Street Cottage

Looking for serenity and sunshine? Try this little gem from the 50's tucked away in the heart of the "Forgotten Mile"- Dewey Beach/Rehoboth's best kept secret. The beach is a quiet 10 minute walk along Lake Comegys and Silver Lake. Popular eateries, Rehoboth Ale House and Big Fish are close by. Fifer's Farm Market and Cafe and The Surf Shack are just around the corner. Perfectly situated on the beach side of Highway 1 just minutes away from Rehoboth Avenue and downtown Dewey Beach.

Guest favorite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.95 out of 5 average rating, 187 reviews

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

Top guest favorite
A modern living room features a large, L-shaped blue sectional sofa accented with bright throw pillows. A round coffee table sits at the center, adorned with a decorative tray. Soft lighting from a nearby lamp complements the colorful wall art and greenery from a potted plant.
Condo in Lewes
4.99 out of 5 average rating, 169 reviews

Downtown * Walk to the Beach * Free Bikes

Walk & bike everywhere. Explore Lewes (loo-iss) & scenic Coastal Delaware. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit Wi-Fi (950/880 Mpbs) ✔ Roku TV w/ free YouTube tv cable channels ✔ Parking is plentiful & linens are included *Bonus* Two complimentary bicycles provided

Top guest favorite
A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 612 reviews

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.

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
4.95 out of 5 average rating, 216 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 $25 per night pet fee due before check in (min Pet fee $50)

Popular amenities for Henlopen Acres family-friendly rentals

When is the best time to visit Henlopen Acres?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ992ﺩ.ﺇ970ﺩ.ﺇ1,028ﺩ.ﺇ1,098ﺩ.ﺇ1,407ﺩ.ﺇ1,833ﺩ.ﺇ2,064ﺩ.ﺇ1,939ﺩ.ﺇ1,425ﺩ.ﺇ1,238ﺩ.ﺇ992ﺩ.ﺇ1,028
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Quick stats about vacation rentals that are family-friendly in Henlopen Acres

  • Total vacation rentals

    Explore 140 vacation rentals in Henlopen Acres

  • Nightly prices starting at

    Henlopen Acres vacation rentals start at ﺩ.ﺇ514 per night before taxes and fees

  • Verified guest reviews

    Over 5,560 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    140 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!