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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Top guest favorite

An aerial view of a community swimming pool is presented, surrounded by neatly manicured greenery. Poolside loungers are visible alongside a gazebo that offers shaded seating. Clear blue water fills the spacious pool, inviting relaxation under the sunlight.

Home in Rehoboth Beach

4.91 out of 5 average rating, 128 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

Top guest favorite

Condo in Lewes

4.99 out of 5 average rating, 145 reviews

Mimi’s Place @ The Villages of 5 Points in Lewes

You will enjoy this 3rd floor (no elevator) renovated condo with amenities-tennis courts, walking & biking paths connecting to downtown Lewes & 2 outdoor pools in season. The condo is east of route 1, 3 miles to Lewes beach & 15+ restaurants, 5 you can walk to (2 blocks away), nail salon, a hair salon, grocery store and a CVS (4 blocks). We need pictures of everyone’s license and theperson booking must be at least 25 years of age. We a4 beach chairs & umbrellas are in closet on outside porch.

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

4.98 out of 5 average rating, 189 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 spacious outdoor pool is surrounded by lounge chairs and umbrellas, providing a relaxing environment. A two-story building with a balcony overlooks the pool area, while modern structures stand in the background, emphasizing the setting's inviting atmosphere.

Condo in Rehoboth Beach

4.95 out of 5 average rating, 151 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.

Superhost

A round blue dining table is set for four, featuring neutral plates and glasses. Surrounding chairs have a classic black design. A large piece of abstract art adorns the wall, while the kitchen area is visible in the background, showcasing light cabinetry and appliances.

Condo in Rehoboth Beach

4.94 out of 5 average rating, 400 reviews

Pool, near Shopping, Clean and Comfy

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.

Top guest favorite

A community pool area is presented with a large, inviting swimming pool surrounded by several blue lounge chairs. A table with a single umbrella is positioned nearby. The poolside is enclosed by a white fence, with a building visible in the background.

Condo in Rehoboth Beach

4.98 out of 5 average rating, 209 reviews

Comfy and Convenient 2 bedroom/2 bath condo

Bright & spacious 1st floor, 2 bedroom/2 bath condo (sleeps 6) in Eagles Landing is perfect for families, couples or friends. Recently renovated floors, appliances and countertops, new furniture. We are an easy 5-minute drive from the beach. The community has 3 pools. Our unit includes parking, a full kitchen, living room, dining room (seats 6), washer/dryer, dishwasher, wi-fi. Downtown restaurants, outlet shopping, & boardwalk are all within 2 miles. We provide necessities so you pack less!

Superhost

A private pool is set within a concrete patio area, featuring a rounded shape and steps leading into the water. Blue lounge chairs are placed around the pool, and a small building with blue doors is visible in the background, surrounded by green trees.

Condo in Rehoboth Beach

4.82 out of 5 average rating, 391 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!

Guest favorite

A community pool is seen with clear blue water, surrounded by lounge chairs and umbrellas. Several individuals are enjoying the water, while a scenic view of the nature preserve can be glimpsed in the background. The pool area is enclosed, providing a safe and inviting atmosphere.

Condo in Rehoboth Beach

4.94 out of 5 average rating, 121 reviews

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.

Guest favorite

A seasonal swimming pool is framed by a spacious deck featuring multiple lounge chairs. Lush greenery surrounds the pool area, providing a serene backdrop. Play equipment is visible in the distance, enhancing the outdoor recreational space.

Tiny home in Lewes

4.95 out of 5 average rating, 175 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 favorite

A community pool is presented, framed by a fenced area and several lounge chairs arranged around it. The water appears clear and inviting, reflecting the blue sky above. Sun umbrellas are positioned for shade, located nearby for guest comfort.

Townhouse in Rehoboth Beach

4.94 out of 5 average rating, 185 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 favorite

A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.

Condo in Lewes

5 out of 5 average rating, 111 reviews

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

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, 232 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!