
Holiday rentals with a pool in Henlopen Acres
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Henlopen Acres

Total holiday rentals
Explore 50 holiday rentals in Henlopen Acres

Nightly prices starting at
Henlopen Acres holiday rentals start at $283 AUD per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Henlopen Acres holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Henlopen Acres rentals

4.7 Average rating
Henlopen Acres stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Henlopen Acres
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Stress-Free Family Beach Stay | Pool + Kid Perks
From the moment you walk in, it just feels different. Fresh flowers, thoughtful touches, and even surprise goodies for the kids-everything is designed so your family can relax instantly. No over-packing, no stress-we've stocked it all (beach gear, snacks, games & more). Tucked in a quiet spot just minutes from the beach & boardwalk, you get the best of both worlds. This isn't just a stay--it's a place families come back to year after year. No kiddos coming-No worries! Kids items are put away.
ValueLocationGetting around

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.
ValueFamilyBiking

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.
LocationValueComfort

Right on Silver Lake walk to the beach and town!
Completely renovated, right on Silver Lake! On the most secluded part of Rehoboth Beach watch the sun rise and wildlife sitting at your patio! Park your car and walk or bike everywhere. Steps from the pool and three blocks across Turtle Bridge to get to the less crowded part of the beach. Five blocks from Rehoboth Avenue, where most restaurants and shops are. Full kitchen, Central heat/air, Smart TV, Cable and High speed internet. Pickleball, Tennis, Basketball and Tennis courts next door
FamilyValueAccuracy

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.
FamilyValueKitchen

Perfect Rehoboth Beach Getaway with Hot Tub
Discover the epitome of coastal comfort in newly remodeled home. Dive into luxury with a private hot tub, where the bubbling warmth provides the perfect escape. Unwind in the chic interiors, adorned with modern furnishings. Stay connected with complimentary Wi-Fi as you plan your outings to the nearby beaches, bustling boardwalk, and local attractions. Steps away from tax free outlet shopping. With convenience at every turn, this home ensures a perfect blend of tranquility and accessibility.
LocationValueOutdoor spaces

2 Bedroom Condo Rehoboth Beach w/Brand New Bed
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!
LocationFamilyParking

Cozy Condo on Silver Lake - Walk to the beach!
Located in the middle of a nature preserve on Silver Lake, and walking distance to the beach this end unit condo boasts stunning views and cozy modern decor. Enjoy the pool just steps from your lakeside patio or take a short walk to the beach or town crossing the footbridge (known by locals as turtle bridge.) Lovely boutiques and fine dining in town plus numerous family friendly restaurants. 5 minute drive to Tanger Outlets. Rehoboth Beach parking pass provided with each rental.
LocationFamilyBathroom

Beach condo w/pool! All linens & beach supplies
Renovated and beautifully decorated 3rd floor condo (no elevator) with a comfortable, beachy feel! ALL LINENS AND BEACH SUPPLIES INCLUDED AT NO EXTRA CHARGE. Includes full kitchen with stainless steel appliances, washer/dryer, updated bathrooms, and access to the pool in season. Across from the Tanger Outlets, you are close to tax free shopping, restaurants, bars and numerous activities for the kiddos! Less than 1/2 hour from Sports at the Beach and DE Turf Sports Complex.
ValueLocationDecor

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.
ValueLocationTV

Hot tub, Pool, Shop & Dine, Sleeps 8
A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool (available Memorial Day- Labor Day). Stylish, clean and comfortable, our house is an entertainer's dream. A huge 11 ft island and open concept living space is perfect for gatherings. Each bedroom is curated for comfort. The peaceful, private back deck is perfect to layout. We go above and beyond to ensure the best experience for our guests.
FamilyValueHospitality

Mid century vacation condo newly renovated.
Enjoy a stylish experience at this centrally-located place. Expansive ocean views, fully renovated space with tasteful details and a serene palette to maximize your well deserved peaceful vacation time. Walk distance to a great variety of high-end restaurants and beach treasures, gift shops, ice cream parlor and games next door. The unit includes a free parking spot in the building. Enjoy brand new bedding and mattresses and everything else.
LocationValueAccess
Popular amenities for Henlopen Acres rentals with a pool
House rentals with a pool

Spacious Family Beach House with Private Hot Tub
FamilyLocationGetting around

Cozy updated cottage with private heated pool.
LocationFamilyComfort

Roof deck, Salt Water Pool, Hot tub & water views!
FamilyLocationCleanliness

The ‘British Invasion’ Condo in Reho
LocationValueWalkability

Rehoboth Beach Retreat |4BR Near Beach/Pools/Trail
FamilyLocationComfort

Relaxing Getaway
LocationFamilyBathroom

4BD 4BA Carriage Home-Fenced Yard | Rehoboth Beach
ValueFamilyView

Lewes Carriage House-Hamptons Style Pool & Hot Tub
LocationFamilyHot tub
Condo rentals with a pool

Lovely 2BR Condo - Rehoboth/ Dewey
LocationFamilySleep quality

Bluewater Couples Escape
ValueFamilyCleanliness

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE
FamilyValueWi-Fi

Salt Air Retreat - Rehoboth Beach
LocationFamilyCheck-in

Luxury at the Beach.
FamilyValueParking

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

1 Bedroom 1 Bath Condo on Silver Lake
LocationFamilyComfort

Comfy and Convenient 2 bedroom/2 bath condo
ValueLocationGetting around
Other holiday rentals with a pool

Lewes Home | Pool, Dogs Welcome, Fenced Yard
LocationValuePool

Coastal condo: 2B/2BA Reho/Dewey
ValueLocationWalkability

Bayview Oasis-Pool/Free Parking
FamilyLocationCondition

Henlopen Haven (pool included)
LocationFamilyAccuracy

Hokusai Flat | Luxe Coastal Retreat, 700sf Terrace
LocationFamilyHospitality

Clean Family Friendly Getaway w/ unbeatable value!
FamilyValueBathroom

Coastal Sage 2bd/2ba Rehoboth/Dewey Beach
FamilyLocationWalkability

Water Views: Balcony, Pool & Easy Parking
ValueLocationAccuracy
When is the best time to visit Henlopen Acres?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $428 AUD | $357 AUD | $360 AUD | $320 AUD | $460 AUD | $579 AUD | $677 AUD | $640 AUD | $403 AUD | $353 AUD | $347 AUD | $406 AUD |
| 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 |
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