
Family-friendly holiday rentals in Henlopen Acres
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Top-rated family-friendly rentals in Henlopen Acres
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

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.

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.

Family Friendly Top Floor Condo Near Boardwalk
Located just 2 miles from the Rehoboth Beach boardwalk, yet nestled in a peaceful community. Condo offers a comfortable & well-equipped space Primary Bedroom: King w/ en-suite bathroom Second Bedroom: Queen w/ en-suite bathroom Living Area: Sofa & comfy chairs for relaxing For the Littles: Pack 'n Play, high chair, & many kid-friendly extras—see the last few photos for all the thoughtful touches! Whether you're here to explore Rehoboth’s charm or simply unwind, this is the perfect home base!

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.

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.

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.

Secluded Coastal Cottage • Just 9 Min to the Beach
In a serene natural setting, this charming house sleeps up to 8 guests. With 3 cozy bedrooms and forest views, it’s the perfect place to relax and reconnect with nature. Enjoy bonfires under the stars, explore nearby trails, or reach the beach in just 9 minutes. The home features a covered carport with a Level 1 EV charger and Tesla adapter, offering comfort, convenience, and tranquility in one peaceful retreat.

Lover's Cove
3 Bedroom Townhouse-Minutes to Rehoboth Avenue and the beach. Rehoboth Avenue is .4 miles away. The ocean is .8. We are on the Ocean side of route 1. Great patio for dining, equipped with Weber propane grill, outdoor shower, beach chairs, tiki bar and patio set with umbrella. Wifi, cable and a dedicated work space. Lover’s Cove offers all modern amenities for your enjoyment and is decorated in modern decor.

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)

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool
Pool opens May 24th 2025!!! The Perfect Family Getaway! Whether you're planning a beach vacation, a business trip, or a shopping spree at the nearby Outlets, this condo is the ideal retreat. Conveniently located near dining, shopping, scenic trails, and just a short drive to Lewes, Rehoboth, and Dewey beaches, you'll have everything you need for a memorable stay.
Popular amenities for Henlopen Acres family-friendly rentals
Family-friendly home rentals with a hot tub

McAvoy B & B

Romantic Saltbox Bungalow! HOT TUB! Bay Sunsets!

Hot Tub Holiday Escape! Fireplace + backyrd oasis!

Tiny house w/ Pool on water near Beaches / turf

Dodd House Beach Home w/private pool and hot tub

Rehoboth Beach Gem – Hot Tub + EV Charger 2 BR

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

Relaxing Getaway
Family- and pet-friendly home rentals

The Winkler

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

Tent Camp Site 2, Good Earth near Bethany Beach

Cozy Cottage Close to Downtown Built in 2021

Rehoboth Beach Farmhouse Studio *Pet Friendly*

Walk to Beach, 3B/3B Dewey Beach Summer Rental

Timmy's Treeside Studio Pets Welcome Peeps #420

Beautiful Waterfront Home-Private, Clean, Relaxing
Family-friendly home rentals with a pool

Right on Silver Lake walk to beach!

Luxury at the Beach.

Consistent 5-star rating Lakefront 3BR & 2BA condo

Downtown RB Townhome-Great Location-WALK TO BEACH

Rehoboth Beach Canal Retreat

Luxury Carriage House in Rehoboth Beach

Condo Reho -1st fl/2 bed/2 bath, centrally located

Comfy and Convenient 2 bedroom/2 bath condo
When is the best time to visit Henlopen Acres?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $480 NZD | $469 NZD | $497 NZD | $531 NZD | $680 NZD | $886 NZD | $998 NZD | $938 NZD | $689 NZD | $599 NZD | $480 NZD | $497 NZD |
| Avg. temp | 3°C | 4°C | 7°C | 13°C | 18°C | 23°C | 26°C | 24°C | 21°C | 15°C | 9°C | 5°C |
Quick stats about holiday rentals that are family-friendly in Henlopen Acres

Total holiday rentals
Explore 140 holiday rentals in Henlopen Acres

Nightly prices starting at
Henlopen Acres holiday rentals start at $249 NZD per night before taxes and fees

Verified guest reviews
Over 5,560 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday 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 holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Henlopen Acres rentals

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