
Vacation 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.

Condo Reho -1st fl/2 bed/2 bath, centrally located
Close to everything that Rehoboth has to offer, you'll be within walking distance of numerous restaurants & breweries, a nature trail, and downtown. Even the beach is just a 20 minute walk, 10 minute bike ride, or 5 minute drive! Condo Reho has been renovated to reflect a modern beach lifestyle with crisp, clean lines, hand-crafted details, and Scandinavian-inspired furnishings. Our home away from home has everything needed to make your stay enjoyable, and we look forward to sharing it with you!

Newly Renovated Modern 2 Bed/2 Bath Condo w/ Pool
Newly renovated and designer decorated 2 bedroom/2 bath beach condo with the most comfortable beds imaginable. Located in the heart of Dewey Beach with an outdoor pool and only 1 block to beach and bay. One bedroom includes a King sized bed with private bathroom. The 2nd bedroom includes a Queen and a Twin sized beds adjacent to the 2nd bathroom. The fully equipped kitchen features stainless steel appliances, granite countertops, an island w/ seating, and washer/dryer. 2 parking spots included.

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.

Clean and Comfy, Close to Beach and Shopping
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.

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.

2BR 2BA condo - 1 mile to the beach!
- Second level condo with lake view. - Minimum two night rental off season. *8/10-8/15 is avail for a shorter peak season rental period! - Typically, Weekly rentals only June 22nd- August 30th (Sat-Sat). - 1 mile to Rehoboth Beach or Dewey Beach. - Quiet, park-like setting with neighborhood pool. - Adjoins nature preserve and walking trails. - Free parking & WIFI. Washer/dryer in unit. *Please bring your own bed sheets, towels, and toiletries (pillows & blankets ARE provided for you).

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 ensuite bathroom. The second bedroom has a queen bed. There are 2 twin-size fold-away beds. Lounge at private rooftop pool, fire pits, & grills for Residences

Caramar Couples Retreat
This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

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 and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

1st Floor Beach-town Condo in Lewes
Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

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.

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)
Popular amenities for Henlopen Acres rentals with a pool
House rentals with a pool

Spacious Family-Friendly Beach Home w/Hot Tub

Baby friendly, walk to pool and bakery town home

500ft to Private Beach! Hot tub-Local Pool-Fireplc

Artist’s Escape (2-bedrooms/3 beds/3 bathrooms)

Wilde Rose By The Bay - Salt water Inground pool

Rehoboth-Lewes Beach House by the Bay

The Jungalow - Dog Friendly, Fenced in & Pool

Rehoboth Beach Retreat |4BR Near Beach/Pools/Trail
Condo rentals with a pool

Beach Paradise 202-Downtown Luxury Condo Bay View

Coastal Beach Retreat: 3BR | Pool | Patio | W/D

Oceanfront 1 Bedroom 1.5 Bath-Balcony-Laundry-WiFi

Cozy Condo on Silver Lake - Walk to the beach!

Salt Air Retreat - Rehoboth Beach

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

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach

Mimi’s Place @ The Villages of 5 Points in Lewes
Other vacation rentals with a pool

Cozy Woodland Cottage

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

Loft Penthouse 8 min Drive to Beach & Boardwalk

Blue Skies

Spring Lake Escape | Dog-Friendly by Trail & Beach

The Salty Seahorse | 1st-Floor, Pools & Near Beach

Oceanfront Jewel-Direct Oceanview*Romantic Getaway

2BR/2BA Rehoboth Beach Condo with Pool/Tennis!
When is the best time to visit Henlopen Acres?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ936 | ﺩ.ﺇ698 | ﺩ.ﺇ826 | ﺩ.ﺇ826 | ﺩ.ﺇ992 | ﺩ.ﺇ1,451 | ﺩ.ﺇ1,755 | ﺩ.ﺇ1,660 | ﺩ.ﺇ1,047 | ﺩ.ﺇ992 | ﺩ.ﺇ793 | ﺩ.ﺇ936 |
| 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 |
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 ﺩ.ﺇ331 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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