
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.

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.

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.

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!

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.

Luxury at the Beach.
Luxury accommodations at the beach, walkout to the pool from your sliders to your gated private patio with poolview. Hardwood floors, fireplace, TV, WIFI, Enjoy the rooftop outdoor pool, fire pits & propane grills on the veranda for use only by The Residences at Lighthouse Cove tenants & owners. Access to indoor pool & fitness room along with the hotel guests. Breathe the salt air, bay views and one block to ocean. Restaurants walking distance too. Walking distance to ocean and bay.

Classy Beach Getaway
Our condo is close to everything: Outlet shopping, Entertainment (water park), Biking trails, A pool and jacuzzi on the property, Downtown shopping, some of the best restaurants in Delaware, great views, art and cultural activities. You’ll love it because of the new and IMMACULATE decor, the overall ambiance and the location! It's great for couples, girlfriend getaways, business travelers, and families with older kids :). PLEASE NOTE, during the summer season we only book full weeks.

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.

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.

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.

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.

Hot Tub + Pool, Fire Pit, Cottage by Dogfish Head
This adorable beach cottage has it all, and it's bigger than it looks! With 3 full-size bedrooms, 2 full baths, and an enormous back yard with an IN-GROUND POOL, big back deck, huge HOT TUB, gas fire-pit, and dual charcoal and gas-burning BBQ, this home has everything you need for an unforgettable beach trip. You'll love the 3 KING SIZE BEDS, two of which are tempur-pedic, plus the two twin beds are great for kids.

*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.
Popular amenities for Henlopen Acres rentals with a pool
House rentals with a pool

Spacious Family-Friendly Beach Home w/Hot Tub

Quiet 3BR Coastal Home Minutes to Bethany Beach

Lewes Crest Retreat | Bike Trail Access & Pool

Seaside Retreat

Rehoboth-Lewes Beach House by the Bay

Rehoboth Beach Retreat |4BR Near Beach/Pools/Trail

The Urban Condo @ Creekwood Reho

Luxurious Fine Linens, Aveda Spa amenities/Hot Tub
Condo rentals with a pool

Beach Paradise 202-Downtown Luxury Condo Bay View

Villa Del Sol, Beautiful stay near beaches/outlets

Cozy Condo on Silver Lake - Walk to the beach!

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

1 Bedroom 1 Bath Condo on Silver Lake

Sunset Vibes | Pond View Condo Near Beaches, Pool

Condo Reho -1st fl/2 bed/2 bath, centrally located

Beach Escape Condo w/ Pool - Lewes Beach 3.5 Miles
Other vacation rentals with a pool

Lovely 2BR Condo - Rehoboth/ Dewey

1st Floor 2BR/2BA | Pool | Peaceful & Near It All

Blue Skies

Lakefront condo blocks from the beach

Studio Bedroom in the Woods

Spring Lake Escape | Dog-Friendly by Trail & Beach

OceanBreeze

Velo Condo-2 BR, 2 BA, Pool view
When is the best time to visit Henlopen Acres?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $349 CAD | $260 CAD | $308 CAD | $308 CAD | $369 CAD | $540 CAD | $653 CAD | $618 CAD | $390 CAD | $340 CAD | $335 CAD | $392 CAD |
| 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 $123 CAD 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 and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Henlopen Acres vacation 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
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