Vacation rentals with a pool in Henlopen Acres

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Top-rated rentals with a pool in Henlopen Acres

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Guest favorite

Home in Rehoboth Beach

4.99 out of 5 average rating, 119 reviews

Secluded beach beauty with private, heated pool

The LV home by architect Rocio Romero is a modern classic, we love it… The heated, salt water pool is open mid-May to mid-October. You can cook in the fully equipped kitchen and eat indoors or on the large deck out back, play in the pool or fenced yard, lie in the hammocks, play games, do puzzles... We are right by the Junction and Breakwater bike trail; it's about 2 miles to the Rehoboth Boardwalk, 6 miles to Lewes. There's high speed WiFi, a Sonos audio system, and a Roku smart tv (no cable).

Sep 15 – 22

€ 691 per night

Guest favorite

Condo in Dewey Beach

4.95 out of 5 average rating, 105 reviews

Luxury water-view condo with high-end finishes

Luxury 2-bedroom condo at The Residences at Lighthouse Cove located in the heart of Dewey Beach. This unit features great views of Rehoboth Bay and is only 1 block from the Atlantic Ocean. Easy walk to Dewey Beach’s shops, restaurants, and nightlife. This unit sleeps up to 6. There is a master bedroom with a king bed and in suite bathroom. The second bedroom has a full bunkbed bottom & twin top with trundle that can sleep 5. Lounge at private rooftop pool, fire pits, & grills for Residences

Mar 12 – 19

€ 172 per night

Guest favorite

Condo in Rehoboth Beach

4.89 out of 5 average rating, 120 reviews

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

Nov 11 – 18

€ 158 per night

Guest favorite

Condo in Rehoboth Beach

4.96 out of 5 average rating, 337 reviews

The Artist's Hideaway *Community Pool*

This newly updated condo is perfect for your next beach vacation. A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool. Stylish, clean and comfortable, the unit has two bedrooms, one on either side of the kitchen, an ideal layout for privacy for two couples or a family. Each bedroom has it’s own full bathroom. The screened in porch has a view full of trees. Located right off of Route 1, 3.6 miles from downtown Rehoboth and the boardwalk.

May 25 – Jun 1

€ 321 per night

Guest favorite

Apartment in Rehoboth Beach

4.98 out of 5 average rating, 194 reviews

The Sandy Starfish - Beach Bikes and Free Parking

Welcome to the Sandy Starfish - A beautiful 3 Bed 2 Bath top floor condo with endless amenities in the beautiful neighborhood of The Grande at Canal Pointe just 1 mile from Rehoboth Beach/Boardwalk! Our resort style community features 2 large seasonal saltwater pools, tennis/pickleball court, gym and playground. Close to the beach and boardwalk (1.5 miles) and Tanger Outlets (.8 miles). Cruise to the beach on our 4 bike cruisers - don't forget the beach chairs & umbrella - all included!

Nov 27 – Dec 4

€ 264 per night

Guest favorite

Condo in Rehoboth Beach

4.99 out of 5 average rating, 168 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.

Sep 28 – Oct 5

€ 133 per night

Guest favorite

Townhouse in Rehoboth Beach

4.9 out of 5 average rating, 110 reviews

Pools | Tennis+Pickleball | Family-Friendly | 2 LR

★ Prime location, close to beaches, restaurants, downtown and shopping ★ Resort-like community amenities w/ 3 Pools + 2 Tennis+Pickleball Courts ★ 2 separate living spaces each with their own Samsung Smart TV ★ 500+ Mbps WiFi + Xfinity premium cable ★ Linens included ★ Easy 24/7 self check-in w/ unique electronic lock code Located just minutes to BEACHES, RESTAURANTS, DOWNTOWN & SHOPPING! This 3-bedroom, 2.5 bathroom vacation rental comfortably sleeps up to 8 people.

Nov 13 – 20

€ 198 per night

Guest favorite

Condo in Rehoboth Beach

4.89 out of 5 average rating, 174 reviews

Charming Beach Condo

Conveniently located in less than two miles to Rehoboth and Dewey Beach. A first floor end unit provides easy access. The community boasts 3 pools, tennis courts, grilling area, and is a short bike ride from the beach and all that Rehoboth and Dewey has to offer. It is walkable distance (1.5 miles) to downtown Rehoboth, where you'll find a variety of restaurants, shopping, and a world class boardwalk. There is something for everyone here! Sorry not pets

Sep 26 – Oct 3

€ 209 per night

Guest favorite

Condo in Rehoboth Beach

4.82 out of 5 average rating, 337 reviews

2 Bedroom Condo Henlopen Station w/ No Chores

2 Bedrooms Condo. Brand New Queen Sized Bed in Master Bedroom. Upgraded Televisions and Kitchen. Great for families or couples. Walking distance to restaurants, beach, bars and other entertainment. Driving distance to 5 different golf courses within 15 minutes. Walking distance to water park and amusement park. Pool on site. Bike and running trail behind the condo. Chromecast on all television. Smoking area on deck. No chores for you to do!

Sep 10 – 17

€ 236 per night

Guest favorite

Condo in Rehoboth Beach

4.96 out of 5 average rating, 157 reviews

Buoyed Spirits 2 BR 2B 1st floor condo

2 bedroom, 2 bathroom ground floor apartment in a nice neighborhood, off Rt 1. 1.5 miles from the beach! The community has 3 swimming pools and tennis courts. Master has a king-sized bed, the second room has 2 twins. Two bikes with helmets and locks also come with the rental, as well as 2 tennis rackets. Towels (including beach towels) and linens provided, BUT YOU WILL NEED TO LAUNDER THE SHEETS AND TOWELS BEFORE YOU LEAVE.

Nov 18 – 25

€ 195 per night

Guest favorite

Condo in Rehoboth Beach

4.92 out of 5 average rating, 143 reviews

Welcome to The Getaway at Rehoboth Beach

Welcome to the Getaway ! This clean, cozy and comfortable 2 Bedroom , 2 Bath second floor condo was totally renovated in July of 2019 with all new Furniture, Flooring, Bedding, Kitchen Cabinetry and Appliances, not to mention a fresh coat of paint throughout. The property is just 3 short miles to the Rehoboth Boardwalk and centrally located within walking distance to some really great restaurants.

Feb 14 – 21

€ 135 per night

Guest favorite

Home in Rehoboth Beach

5.0 out of 5 average rating, 172 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.

Mar 6 – 13

€ 501 per night