
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.

Stress-Free Family Beach Stay | Pool + Kid Perks
From the moment you walk in, it just feels different. Fresh flowers, thoughtful touches, and even surprise goodies for the kids-everything is designed so your family can relax instantly. No over-packing, no stress-we've stocked it all (beach gear, snacks, games & more). Tucked in a quiet spot just minutes from the beach & boardwalk, you get the best of both worlds. This isn't just a stay--it's a place families come back to year after year. No kiddos coming-No worries! Kids items are put away.

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.

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

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool
Spring Break Getaway! Fresh New Photos! 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. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *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)

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.

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.

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.

Hot tub, Pool, Shop & Dine, Sleeps 8
A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool (available Memorial Day- Labor Day). Stylish, clean and comfortable, our house is an entertainer's dream. A huge 11 ft island and open concept living space is perfect for gatherings. Each bedroom is curated for comfort. The peaceful, private back deck is perfect to layout. We go above and beyond to ensure the best experience for our guests.

Beautiful Beach House in Rehoboth
TWO SUMMER OPENINGS DUE TO CANCELLATIONS - MONDAY JULY 6 - SATURDAY JULY 11 TUESDAY AUGUST 25- FRIDAY 28 Modern spacious house in Rehoboth Beach with a large open floor plan on a 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.

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

Spacious Family Beach House with Private Hot Tub

The Red Chalet

Hot Tub Backyard Oasis, Private Beach, Local Pool

Mystical Cape May's Modern Farmhouse: The Widmore

Rehoboth-Lewes Beach House by the Bay

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

Steady Waves | Dog-Friendly Home w/ Pool |Rehoboth

Perfect Rehoboth Beach Getaway with Hot Tub
Condo rentals with a pool

Lovely 2BR Condo - Rehoboth/ Dewey

10 mins to beach-2 BR-Sleep Six-Pool-Beach PK pass

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

Rehoboth Beach Canal Retreat

Sunset Vibes | Pond View Condo Near Beaches, Pool

Comfy and Convenient 2 bedroom/2 bath condo

2 Bedroom Condo Rehoboth Beach w/Brand New Bed

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

Lux Dewey: Rehoboth Bay Front*1Block 2 Ocean! Pets

Blue Skies

Velo Condo-2 BR, 2 BA, Pool view

The Cozy little Condo

2BR/2BA Rehoboth Beach Condo with Pool/Tennis!

Coastal Sage 2bd/2ba Rehoboth/Dewey Beach

Water Views: Balcony, Pool & Easy Parking

Rehoboth/Dewey Coastal Condo 2bd 2ba
When is the best time to visit Henlopen Acres?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $514 NZD | $429 NZD | $433 NZD | $383 NZD | $460 NZD | $673 NZD | $814 NZD | $770 NZD | $485 NZD | $424 NZD | $417 NZD | $489 NZD |
| 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 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 $170 NZD per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Henlopen Acres holiday 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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