
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.

Sweet getaway - beach block, steps from the beach!
Steps to beautiful, uncrowded beach in Rehoboth-by-the-Sea! Experience tiny house living in our quiet, sweet, light-filled beach getaway with king-sized bed. We provide sheets, towels! Easy check-in+out - no chore list! Dog-friendly! Free parking. Full kitchen, fast WiFi, Roku tv, outdoor dining space, outdoor shower, grill, fire pit - quiet beach block in Dewey, a short walk to the Rehoboth boardwalk. New windows, new HVAC! Great, beachy location for a wonderful, relaxing getaway!

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.

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)

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.

The Winkler
The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

Beach Getaway•Hot Tub + EV Charger•4 mi to Beach
Relax in our stylish 2 BR / 1 BA Rehoboth Beach getaway! This top-floor coastal farmhouse duplex is bright, comfortable, and perfectly located—just 3.7 mi to the beach, moments to outlet shopping and dining. Sip coffee on the sunny deck with lounge seating, then unwind in the hot tub after a beach day. Enjoy a fully stocked kitchen, fast WiFi, on-site laundry, EV charger, free parking, and tasteful décor designed for the perfect coastal escape.

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.
Popular amenities for Henlopen Acres family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Saltbox Bungalow! HOT TUB! Bay Sunsets!

Tiny house w/ Pool on water near Beaches / turf

Hot Tub Holiday Escape! Fireplace + backyrd oasis!

Dodd House Beach Home w/private pool and hot tub

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

Relaxing Getaway

Coastal Quad: Hot tub | Mini Golf | Arcade | Gym

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities
Family- and pet-friendly home rentals

Luxury water-view condo with high-end finishes

Serene Coastal Getaway: 3BR Townhouse

Maplewood - Simply Comfortable, Dog Friendly

19th Century Coastal Cottage with Modern Amenities

Patrick's Creekside: 4 Peeps-Ur Doggies! 420-Bark!

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

Tent Camp Site 2, Good Earth near Bethany Beach

Rehoboth Beach Farmhouse Studio *Pet Friendly*
Family-friendly home rentals with a pool

Right on Silver Lake walk to beach!

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Salt Air Retreat - Rehoboth Beach

Sea Esta Retreat -Luxury Townhome Overlooking Pool

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

Mimi’s Place @ The Villages of 5 Points in Lewes

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

First Floor Comfort and Convenience
When is the best time to visit Henlopen Acres?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $352 SGD | $344 SGD | $365 SGD | $390 SGD | $499 SGD | $650 SGD | $732 SGD | $688 SGD | $505 SGD | $439 SGD | $352 SGD | $365 SGD |
| 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 $182 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
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

Wifi availability
140 of Henlopen Acres holiday rentals include wifi 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!
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