
Vacation rentals with a pool in Henlopen Acres
Find and book unique homes with a pool on Airbnb
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 $278 CAD per night before taxes and fees

Verified guest reviews
Over 1,080 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
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.

Perfect Rehoboth Beach Getaway with Hot Tub
Discover the epitome of coastal comfort in newly remodeled home. Dive into luxury with a private hot tub, where the bubbling warmth provides the perfect escape. Unwind in the chic interiors, adorned with modern furnishings. Stay connected with complimentary Wi-Fi as you plan your outings to the nearby beaches, bustling boardwalk, and local attractions. Steps away from tax free outlet shopping. With convenience at every turn, this home ensures a perfect blend of tranquility and accessibility.

Modern Beach House w/ Private Pool
Modern eco-friendly retreat perfect year-round! This salt-box cottage is an open concept 3 bedroom, 2 bathroom filled with natural light. Huge yard with a pool house with dining table and grill, patio with lounge chairs, outdoor shower, and private pool (pool open May 15 - October 15). Located perfectly for Rehoboth Beach or Dewey Beach visitors. It is a 20 minute walk to the shops and restaurants on Rehoboth Ave or to the beach. Three parking spots, beach items, and all amenities included.

Beautiful Updated Condo Waterfront, Pool, Sunsets
WATER FRONT VIEWS AT LEWES HARBOUR! This newly renovated condo is a unique gem as it sits right between town and the beach on the canal in the heart of Lewes. Waterfront views welcome you into a large, modern kitchen; the sitting room has an electric fireplace and the condo includes its own washer/dryer. After a hot day at the beach cool off in the pool, walk into town for dinner or shopping. Or stay home and enjoy happy hour on the waterfront decks; the sunsets are unbeatable.

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.

Dodd House Beach Home w/private pool and hot tub
Saturday to Saturday bookings from the third week in June through mid August. Large 5 bed 3.5 Bath Luxury Home with pool and hot tub. Parking for six to eight cars. ARRIVE, STOCK UP, AND NEVER LEAVE IF YOU CHOOSE! GET YOUR FAMILY AND FRIENDS TOGETHER SAFELY! This large 4,500 square foot rental unit includes 5 private BR, 3.5 BTH, and sleeps 18! Pool opens May 15th until September 30th. Outdoor fire pit with some wood provided. 25 and older please.

Mid century vacation condo newly renovated.
Enjoy a stylish experience at this centrally-located place. Expansive ocean views, fully renovated space with tasteful details and a serene palette to maximize your well deserved peaceful vacation time. Walk distance to a great variety of high-end restaurants and beach treasures, gift shops, ice cream parlor and games next door. The unit includes a free parking spot in the building. Enjoy brand new bedding and mattresses and everything else.

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 June 14 to Labor Day.

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool
Oceanfront Jewel is proudly offered by RedHill Stays. Wake up to unobstructed ocean views from the top floor, just steps from the iconic Rehoboth boardwalk! Sip your morning coffee as the sun rises over the Atlantic, then fall asleep to the sound of waves at night. Designed for both romantic getaways and family escapes, this thoughtfully curated space blends comfort, style, and an unbeatable location.
Popular amenities for Henlopen Acres rentals with a pool
House rentals with a pool

The Jungalow - Dog Friendly, Fenced in & Pool

4BD 4BA Carriage Home-Fenced Yard | Rehoboth Beach

Hot tub, Pool, Shop & Dine, Sleeps 8

Relaxing Getaway

Hot Tub + Pool, Fire Pit, Cottage by Dogfish Head

Rehoboth Beach Getaway II

Spacious Family Beach House with Private Hot Tub

Private Pool! Charming 4bdrm, BayVista Beach House
Condo rentals with a pool

Newly Renovated Modern 2 Bed/2 Bath Condo w/ Pool

Coastal Modern Condo • Balcony, 2 Baths, East Rt 1

Villa Del Sol, Beautiful stay near beaches/outlets

2BR Coastal Escape with Pool Near Rehoboth Beach

Salt Air Retreat - Rehoboth Beach

Rehoboth Beach Canal Retreat

Buoyed Spirits 2 BR 2B 1st floor condo

Modern & Cozy Retreat | Pool | Close to Beaches
Other vacation rentals with a pool

3 blocks to beach (pool/linens)

5 bed 5.5 bath w/ heated pool, 5min walk to beach

8 br/5.5 ba, pool, pet friendly - Sleeps 16+

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

Velo Condo-2 BR, 2 BA, Pool view

Lewes Carriage House: A Sanctuary for Mind & Body

Elegant Beach Retreat | 3 Pools & Near Shore

Blue Skies
When is the best time to visit Henlopen Acres?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $420 CAD | $350 CAD | $353 CAD | $314 CAD | $452 CAD | $569 CAD | $664 CAD | $628 CAD | $396 CAD | $346 CAD | $341 CAD | $399 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 |
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