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Family-friendly vacation rentals in Henlopen Acres

Find and book unique family-friendly homes on Airbnb

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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Condo in Rehoboth Beach

4.78 out of 5 average rating, 236 reviews

Rehoboth Ave Beach & Boardwalk Condo U1

Ocean view with full kitchen. Well appointed and comfortably furnished! Bedroom 1: Queen Bed Front Bedroom 2: Extra Lux Queen Sofa Bed; This bedroom also serves as a common place for you and your guests to hang out. Outdoor Dining Patio Washer-Dryer in unit! IMMACULATE, NEW CONSTRUCTION from Ceiling to Floor, mattresses, furnishings are all brand NEW! Read more about The Space for more details. (3 night minimum during season; 2 night minimum offseason) ‼️ No kids under 10 permitted ‼️

Home in Rehoboth Beach

4.9 out of 5 average rating, 116 reviews

Luxury Carriage House in Rehoboth Beach

Luxury carriage house with 4 bedrooms / 4 baths. Private fenced in backyard with wrought-iron fence and paver patio with iron dining furniture. Great kitchen with Dacor double ovens, built-in gas range in two-tier island, subzero wine refrigerator. First floor is open floor plan with kitchen, living area, TV/sitting area with two sliders leading to furnished screen porch. Floors are mainly stone & hardwood, except two bedrooms. Master - jacuzzi & dual showerhead stone shower. Enjoy firepit

Home in Rehoboth Beach

4.79 out of 5 average rating, 658 reviews

Contemporary 1 Bedroom 2 level home

The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)

Condo in Rehoboth Beach

4.82 out of 5 average rating, 367 reviews

2 Bedroom Condo Rehoboth Beach w/ No Chores

2 Bedrooms Condo. Great for families or couples. Walking distance to restaurants, beach, bars & other entertainment. Driving distance to 5 different golf courses within 15 minutes. Walking distance to water park & amusement park. Pool on site. Bike & running trail behind the condo. Roku on every TV with Xfinity app for local TV & a Spectrum app for premium channels. We have MGM +& you can add any of your own streaming services during your stay. Smoking area on deck. No chores for you to do!

Condo in Rehoboth Beach

4.98 out of 5 average rating, 197 reviews

Comfy and Convenient 2 bedroom/2 bath condo

Our bright and spacious 1st floor, 2 bedroom/2 bath condo (sleeps 6) in Eagles Landing is perfect for couples, friends, or a family. Recently renovated floors, appliances and countertops. We are an easy 5-minute drive from the beach. If you don't like the sand, the community offers 3 pools. Our unit includes parking, a full kitchen, living room, dining room (seats 6), washer/dryer, dishwasher, cable/wi-fi. Downtown restaurants, outlet shopping, & boardwalk are all within 2 miles.

Condo in Lewes

4.96 out of 5 average rating, 303 reviews

2 FREE BIKES * Walk/Bike * Explore Cape Henlopen

The perfect in-town Lewes (loo-iss) location. Explore scenic Coastal Delaware. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike 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 Speed Wi-Fi (950/880 Mpbs) ✔ Roku Smart TV with free YouTube tv cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

Townhouse in Rehoboth beach

4.94 out of 5 average rating, 169 reviews

Modern Beach Vibe - Rehoboth Beach

Step into a beautifully comfortable designer townhome, and relax in style just blocks from the restaurants & beach on Rehoboth Avenue. Much care has been given to all the furnishings in this 2300sq foot, 3 stories, from the Gourmet Kitchen, Great Room, 3 gorgeous bedrooms, 2 full baths, 2 half baths, patio, to the 2 balconys, large 3rd floor indoor & outdoor living, plus 2 pools. Every detail is of the highest quality to evoke a relaxed upscale modern beach vibe.

Condo in Rehoboth Beach

4.78 out of 5 average rating, 279 reviews

Right on Silver Lake walk to beach!

On the most beautiful and secluded part of Rehoboth. Have breakfast in your patio right on Silver Lake and then go to the pool or walk to the beach, shopping and restaurants downtown or drive 5 minutes to Tanger Outlets! For your peace of mind we comply with Airbnb COVID-19 cleaning and disinfecting guidelines. In addition we follow CDC guidelines leaving more than 24 hour between guests.

Rental unit in Rehoboth Beach

4.85 out of 5 average rating, 110 reviews

Casa Junior | Private Apartment 1 block to beach!

Welcome to Casa Delaware! Our Casa Junior is located in the heart of Rehoboth with 1 convenient parking spot, the Apartment is just one short block from the beach and around the corner from the amazing restaurants/shops on Rehoboth Ave ... you are literally just steps from the best of the City of Rehoboth has to offer! And the best part is that you will never need to move your car.

Home in Dewey Beach

4.96 out of 5 average rating, 159 reviews

McAvoy B & B

Enjoy the beautiful sunsets over the bay on our two huge decks! Relax by our fireplace. Our house is centrally located in Dewey near the Lion's playground, Sunset park on Read and all of the restaurants and bars. It's perfect for a large family or couples with two master bedrooms with king beds and their own bath. NEW LVP INSTALLED IN ENTIRE HOME IN MARCH.

Home in Rehoboth Beach

5 out of 5 average rating, 185 reviews

Beautiful Beach House in Rehoboth

Gorgeous spacious house in Rehoboth Beach with large open floor plan on 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.

Cottage in Lewes

4.99 out of 5 average rating, 173 reviews

Ebb & Flow Beach House - Lewes Bay Beach Retreat

Now booking Spring 2025. Ebb & Flow Beach House is a 4 bedroom, 3 full bath multi-family retreat with an airy open floor plan. It is tastefully decorated and fully stocked. You will feel relaxed just walking in the door. 5 min walk to the beach. 10-15 minute walk to historic downtown Lewes. Lewes Short Term Rental License R2300082

Vacation rentals for every style

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Popular amenities for Henlopen Acres family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Bethany Beach

4.93 out of 5 average rating, 296 reviews

Sea Colony Premier Family Resort

Condo in North Wildwood

4.96 out of 5 average rating, 100 reviews

Beach block condo, pool/spa, 2 parking, 4 bdrms

Rental unit in Bethany Beach

4.87 out of 5 average rating, 135 reviews

Sea Colony Beach And Tennis Resort

Villa in Ocean View

4.9 out of 5 average rating, 146 reviews

3 BR 1st floor condo, near beach, resort community

Condo in Bethany Beach

4.89 out of 5 average rating, 173 reviews

Beautiful Bethany Beach-View Condo

Rental unit in Wildwood Crest

4.91 out of 5 average rating, 102 reviews

Nice and perfect for two. Hot Tub open for Use!

Condo in North Wildwood

4.91 out of 5 average rating, 211 reviews

North Wildwood 3 bedroom condo. Nice 18th street.

Townhouse in Bethany Beach

4.93 out of 5 average rating, 109 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

Family- and pet-friendly home rentals

Home in Bethany Beach

4.94 out of 5 average rating, 109 reviews

Bethany Beach 116 5th St Oceanblock

Home in Lewes

4.96 out of 5 average rating, 123 reviews

Lewes, Delaware Beach Get Away

Condo in Dewey Beach

4.87 out of 5 average rating, 184 reviews

Read Ave Dewey - On Bay - Parking - Water Views!

Cottage in Lewes

4.87 out of 5 average rating, 196 reviews

BnB’s Dog-Friendly Cottage

Guesthouse in Lewes

4.95 out of 5 average rating, 189 reviews

Very private and cozy, Country Cottage

Cottage in Cape May

4.92 out of 5 average rating, 590 reviews

Charming Bayfront Tranquility

Rental unit in West Cape May

4.88 out of 5 average rating, 220 reviews

Affordable Apt-Historic W Cape May

Condo in Dewey Beach

4.84 out of 5 average rating, 192 reviews

On the Bay, Private Beach-Boat Slip

Family-friendly home rentals with a pool

Condo in Rehoboth Beach

4.88 out of 5 average rating, 115 reviews

Coastal Beach Retreat: Pool, Shopping, Bike Trails

Home in Ocean City

4.94 out of 5 average rating, 234 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Condo in Ocean City

4.91 out of 5 average rating, 290 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

Townhouse in Rehoboth Beach

4.95 out of 5 average rating, 177 reviews

Salty Air Getaway- Luxury Townhome

Home in Wildwood Villas

4.92 out of 5 average rating, 113 reviews

Wilde Rose By The Bay - Salt water Inground pool

Home in Berlin

4.79 out of 5 average rating, 193 reviews

OC, Md great amenities in community, near beaches

Condo in Wildwood

4.96 out of 5 average rating, 159 reviews

Where your toughest decision is beach or pool!

Townhouse in Ocean City

4.91 out of 5 average rating, 209 reviews

Beach Paradise II - Beach Home and Broad Marsh OC

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

Total rentals
130 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
4.7K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace

Destinations to explore