Vacation rentals with a pool in Henlopen Acres

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Henlopen Acres

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A dining area is showcased with a grey table set for six, surrounded by vibrant yellow chairs and a metal wire-frame chair. A modern light fixture hangs above, and a decorative wreath adorns the wall, complemented by abstract artwork on either side.
Condo in Rehoboth Beach
4.99 out of 5 average rating, 200 reviews

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.

Top guest favorite
A balcony view showcases the ocean, with serene waves and sandy shores. Large glass doors allow natural light to flood the interior, while outdoor seating and potted flowers add a charming touch to the space.
Condo in Rehoboth Beach
4.96 out of 5 average rating, 171 reviews

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.

Guest favorite
The saltwater pool is surrounded by sun loungers and umbrellas, offering a relaxing space to unwind. Lush greenery borders the area, and a shed is visible nearby. The clear blue water reflects the sky, inviting guests to enjoy leisurely moments.
Townhouse in Rehoboth Beach
4.91 out of 5 average rating, 222 reviews

Downtown RB Townhome-Great Location-WALK TO BEACH

Great location in downtown Rehoboth Beach-walk everywhere! Tucked away in a quite residential community, yet close to all of RB's favorite attractions: 4 blocks to the beach and boardwalk, less than 1/2 block to Rehoboth Avenue. No need to drive once you arrive-walk to the beach, boardwalk, Funland, and all of the restaurants and shopping in town. Also close to the bike trails. This 2 level townhome overlooks the salt water pool and includes 2 parking spaces and 2 additional parking passes.

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, 125 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.

Superhost
A private deck features a round glass table surrounded by four striped chairs. A potted plant with pink flowers adorns the center of the table. The wooden railing provides a sense of privacy while allowing for an outdoor dining experience.
Condo in Rehoboth Beach
4.82 out of 5 average rating, 401 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!

Top guest favorite
A bright living area features a light-colored sofa and armchair with coastal patterns. A wooden coffee table sits on a textured rug, while a mounted television is visible on the wall opposite. The open layout allows for glimpses of a dining area with a table set for six.
Condo in Lewes
4.98 out of 5 average rating, 113 reviews

First Floor Comfort and Convenience

This first floor condo is conveniently located in a family-friendly community with all you need within walking distance, including several restaurants and a grocery store. A short and easy 3-mile drive to Lewes Beach and the charming town of Lewes makes this an ideal location. Amenities include access to two pools, tennis courts, pickle ball courts and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

Guest favorite
An open living space features a cozy seating area with a light-colored sofa and a coffee table. A round dining table with white chairs is positioned nearby. Natural light filters through sliding glass doors, which lead to a screened porch.
Townhouse in Rehoboth Beach
4.91 out of 5 average rating, 129 reviews

Cute Townhouse in Rehoboth

Cute Townhome Duplex located in Rehoboth Beach. A short 5 min drive to the beach or 15 minute bike ride. Located 5 minutes from downtown Rehoboth Beach and 5 minutes from downtown Dewey beach. A quick drive to the Tanger Outlets and endless restaurants. Our property is located within a private, quiet community with a large gated pool. There is a screened in private back porch to enjoy during your stay. We our located just minutes from restaurants and attractions on Coastal Highway.

Top guest favorite
A bright bedroom is presented with large windows that offer views of the surroundings. A spacious bed is complemented by decorative pillows, while a white dresser and television add functionality. Light wood flooring enhances the modern aesthetic of the room.
Apartment in Rehoboth Beach
4.99 out of 5 average rating, 239 reviews

The Sandy Starfish - Rehoboth Beach

The Sandy Starfish – Steps from Rehoboth Beach Fun! Enjoy coastal living in this bright, top-floor 3BR/2BA condo in a resort-style community, just 1.2 miles from Rehoboth Beach and the boardwalk. Modern, airy, and family-friendly, it’s the perfect home base for your beach getaway. Walk, bike, or drive to the sand and soak up everything this charming beach town has to offer! Pool is open though the end of September!

Guest favorite
A patio space is displayed, featuring a round table surrounded by four cushioned chairs. Lush greenery frames the scene, offering a view of Silver Lake in the background, where trees stand along the water's edge, enhancing the serene atmosphere.
Condo in Rehoboth Beach
4.79 out of 5 average rating, 307 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.

Top guest favorite
A single-story home is set amidst a grassy lawn, featuring a light exterior and a welcoming front porch. A large tree provides shade in the foreground, while a paved driveway leads to the garage. The surrounding area is landscaped with a mix of greenery.
Guest suite in Rehoboth Beach
4.98 out of 5 average rating, 158 reviews

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

Spacious pet friendly guest suite with Rehoboth parking permit provided. The suite is near outlets, beaches, dining, & Rehoboth boardwalk. Large community pool next door. Charming neighborhood that is a great base to explore all the nearby attractions! Rehoboth boardwalk & beach- 4 mi Outlets- 1 mi Lewes downtown- 4 mi Cape Henlopen State Park- 6 mi 1 dog is allowed with permission.

Top guest favorite
An open living area showcases a modern kitchen with dark cabinets and a marble countertop. A wooden dining table is set for six, and large windows allow natural light to fill the space. The seating area features a comfortable sofa and a small side table.
Apartment in Rehoboth Beach
4.92 out of 5 average rating, 128 reviews

Sand & Surf Condo with Pool

Completely remodeled luxury beach condo. No detail has been left untouched. Conveniently located to all the outlets and restaurants on Rt 1 and just 2 stop lights from Rehoboth Ave businesses, nightlife and beach. We are Super host in the area with 5 other properties. This is our newest one to hit the vacation rental market! Look forward to hosting you!

Guest favorite
An inviting living area features a dark grey couch complemented by a decorative blue pillow. A wooden dining table accommodates six chairs, positioned near a softly lit ceiling fixture. A television rests on an earthy-toned cabinet, while an open kitchen area is visible in the background.
Condo in Rehoboth Beach
4.84 out of 5 average rating, 141 reviews

2b 2b condo! 2 master bedrooms! rehoboth beach

Enjoy a stylish experience at this centrally-located place. Just minutes from downtown Rehoboth and downtown lewes. Close tax- free shipping and endless restaurants near by. Unit is family friendly and features a two en-suite bathrooms. Unit is located on the second floor. In creekwood development. Unit 411

Popular amenities for Henlopen Acres rentals with a pool

When is the best time to visit Henlopen Acres?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$53,265 GYDG$39,687 GYDG$46,998 GYDG$46,998 GYDG$56,398 GYDG$82,508 GYDG$99,845 GYDG$94,414 GYDG$59,531 GYDG$52,012 GYDG$51,176 GYDG$59,949 GYD
Avg. temp3°C4°C7°C13°C18°C23°C26°C24°C21°C15°C9°C5°C

Quick stats about vacation rentals with a pool in Henlopen Acres

  • Total vacation rentals

    Explore 50 vacation rentals in Henlopen Acres

  • Nightly prices starting at

    Henlopen Acres vacation rentals start at G$18,799 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Henlopen Acres vacation 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

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