Holiday rentals with a pool in Henlopen Acres

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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 favourite
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.
Apartment 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 favourite
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.
Apartment in Rehoboth Beach
4.96 out of 5 average rating, 164 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 favourite
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 favourite
A serene bedroom features a spacious bed adorned with a textured navy quilt, flanked by two bedside tables with lamps. Natural light enters through a window, illuminating the light blue walls. A dresser and decorative mirror complement the calming atmosphere.
Apartment in Rehoboth Beach
4.99 out of 5 average rating, 159 reviews

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!

Top guest favourite
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.
Flat in Rehoboth Beach
4.99 out of 5 average rating, 120 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.

Guest favourite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.95 out of 5 average rating, 188 reviews

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.

Guest favourite
A modern living area is presented with a large sectional sofa, accompanied by two stylish chairs. A vibrant wall art piece enhances the space, while natural light enters through glass doors leading to an outdoor patio. A round coffee table and area rug complete the inviting setup.
Townhouse in Rehoboth Beach
4.94 out of 5 average rating, 190 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 a pool. Every detail is of the highest quality to evoke a relaxed upscale modern beach vibe.

Top guest favourite
The living room features two full couches facing a coffee table, with a Smart TV mounted on a console nearby. A ceiling fan rotates above, while natural light filters through the sheer curtains. A dark accent wall contrasts with light walls, enhancing the space's depth.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 276 reviews

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

Perfect location to enjoy the holiday season in Southern DE for upcoming events, such as Polar Bear Plunge, Super Bowl Weekend or Dewey’s Famous Winter Gala! 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 by having everything you need for a memorable stay.

Top guest favourite
A wrap-around deck overlooks a tranquil waterfront view, featuring lush greenery and calm waters. A seating arrangement includes four chairs with cushioned backs, positioned for relaxation. The scene is punctuated by nearby trees, contributing to a serene atmosphere.
Home in Lewes
4.99 out of 5 average rating, 213 reviews

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* from Memorial Day to Labor Day.

Top guest favourite
A round wooden dining table surrounded by eight woven chairs is positioned in a well-lit dining area. Soft natural light enters through large windows adorned with white blinds. A coastal-themed wall art piece enhances the serene ambiance, and a smaller table can be seen in the background.
Home in Rehoboth Beach
5 out of 5 average rating, 215 reviews

Beautiful Beach House in Rehoboth

Last minute cancellation so July 20 week open! Gorgeous modern 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.

Top guest favourite
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 favourite
A light-filled living area features a comfortable seating arrangement with two red chairs and a cozy couch, accompanied by a round coffee table. A wall-mounted TV is situated above an electric fireplace, enhancing the space's inviting atmosphere. Large windows offer views of the outside.
Apartment in Lewes
4.94 out of 5 average rating, 291 reviews

Spacious| Modern &Cozy| Pool| Close to the Beaches

Perfect getaway conveniently nested just off the Costal Highway and just few minutes from the Nassau Valley Vineyard. Less then 5 miles to Lewes Beach and 7 miles to Rehoboth and Dewey Beach to enjoy the Ocean! Cape Henlopen State Park, Great Restaurants, Breweries, Historic Downtown Lewes, Tax free shopping at the Tanger Outlets and much more.

Popular amenities for Henlopen Acres rentals with a pool

When is the best time to visit Henlopen Acres?

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Avg. price$327 SGD$243 SGD$288 SGD$288 SGD$346 SGD$506 SGD$612 SGD$579 SGD$365 SGD$346 SGD$277 SGD$327 SGD
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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 $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 940 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Henlopen Acres holiday rentals include wifi 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