
Holiday rentals with a pool in Henlopen Acres
Find and book unique homes with a pool on Airbnb
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.

Downtown RB Townhome-Great Location-WALK TO BEACH
Great location in downtown Rehoboth Beach-walk everywhere! Tucked away in a quite residential community, yet close to all of RB's favorite attractions: 4 blocks to the beach and boardwalk, less than 1/2 block to Rehoboth Avenue. No need to drive once you arrive-walk to the beach, boardwalk, Funland, and all of the restaurants and shopping in town. Also close to the bike trails. This 2 level townhome overlooks the salt water pool and includes 2 parking spaces and 2 additional parking passes.

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.

Rehoboth Beach 2BR/2BATH Condo
2BR/2Bath condo in the lovely community of The Grande at Canal Pointe. 3rd floor top unit w/vaulted ceilings in master bedroom (elevator in building). Our condo has everything you need to have a great vacation at the beach. Plenty of parking, balcony overlooking the pond, 2 pools, gym and tennis/basketball/pickle ball court. Perfect condo for a family of 4 or 2 adult couples looking for some relaxation in Rehoboth Beach. Close proximity to downtown, beach, bike paths and outlet shopping.

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.

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool
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.

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.

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. Sofa in living room is a pull out. 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.

Beautiful Beach House in Rehoboth
Only two summer weeks left! July 25 - August 1. August 15 - August 22. Book now! Gorgeous 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.

Beautiful Waterfront Home-Private, Clean, Relaxing
A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* and no pets from Memorial Day to Labor Day.

Right on Silver Lake walk to beach!
On the most beautiful and secluded part of Rehoboth. Have breakfast in your patio right on Silver Lake and then go to the pool or walk to the beach, shopping and restaurants downtown or drive 5 minutes to Tanger Outlets! For your peace of mind we comply with Airbnb COVID-19 cleaning and disinfecting guidelines. In addition we follow CDC guidelines leaving more than 24 hour between guests.
Popular amenities for Henlopen Acres rentals with a pool
House rentals with a pool

Hot Tub Backyard Oasis! Private Beach, Local Pool

Seaside Retreat

Dodd House Beach Home w/private pool and hot tub

Rehoboth-Lewes Beach House by the Bay

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

The Jungalow - Dog Friendly, Fenced in & Pool

Private Pool! Charming 4bdrm, BayVista Beach House

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach
Apartment rentals with a pool

Family Friendly Top Floor Condo Near Boardwalk

Villa Del Sol, Beautiful stay near beaches/outlets

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Cozy Condo on Silver Lake - Walk to the beach!

Luxury at the Beach.

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

Rehoboth Beach Canal Retreat

Spacious| Modern & Cozy| Pool| Close to the Beach
Other holiday rentals with a pool

Pool, dog friendly, fenced yard in Lewes

Spring Lake Escape | Dog-Friendly by Trail & Beach

Velo Condo-2 BR, 2 BA, Pool view

Cape Shores Luxury - NEW Pool, Beach, Pier, Park!

WALK EVERYWHERE w/ Pool! 4 Blocks to Beach&Boards

Water Views: Balcony, Pool & Easy Parking

Charming Oceanfront Condo

4BR/3.5BA, pool, parking, walk to town
When is the best time to visit Henlopen Acres?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $363 AUD | $270 AUD | $320 AUD | $320 AUD | $384 AUD | $562 AUD | $680 AUD | $643 AUD | $405 AUD | $354 AUD | $348 AUD | $408 AUD |
| 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 $128 AUD 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 & child-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Henlopen Acres holiday 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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- Ocean City Beach
- Ocean City Boardwalk
- Broadkill Beach
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Northside Park
- Bear Trap Dunes
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Killens Pond State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Ocean City Boardwalk
- Mariner's Arcade
- Longport Dog Beach
- Funland
- Roland E Powell Convention Center
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