
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.

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.

2 Bedroom Condo Rehoboth Beach w/Brand New Bed
2 Bedrooms Condo. Great for families or couples. Walking distance to restaurants, beach, bars & other entertainment. Driving distance to 5 different golf courses within 15 minutes. Walking distance to water park & amusement park. Pool on site. Bike & running trail behind the condo. Roku on every TV with Xfinity app for local TV & a Spectrum app for premium channels. We have MGM +& you can add any of your own streaming services during your stay. Smoking area on deck. No chores for you to do!

Rehoboth Beach Canal Retreat
This newly renovated 2 bedroom, 2 bath condo is located in a prime location for anyone wanting to take advantage of all Rehoboth Beach has to offer! Community pool access (in summer season-only), free parking, & walking distance to restaurants, breweries, trails, parks, and downtown are among the benefits of this spot. The beach is a 20 minute walk or 5 minute drive! Just east of Route 1, this second floor condo speaks to couples, small families or a group of friends looking for a getaway.

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.

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool
Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

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.

Sand & Surf Condo with Pool
Completely remodeled luxury beach condo. No detail has been left untouched. Conveniently located to all the outlets and restaurants on Rt 1 and just 2 stop lights from Rehoboth Ave businesses, nightlife and beach. We are Super host in the area with 5 other properties. This is our newest one to hit the vacation rental market! Look forward to hosting you!

2b 2b condo! 2 master bedrooms! rehoboth beach
Enjoy a stylish experience at this centrally-located place. Just minutes from downtown Rehoboth and downtown lewes. Close tax- free shipping and endless restaurants near by. Unit is family friendly and features a two en-suite bathrooms. Unit is located on the second floor. In creekwood development. Unit 411

Beach Escape Condo w/ Pool - Lewes Beach 3.5 Miles
Spacious 2 bedroom, 2 bathroom condo close to downtown Lewes. Bike to the beach, trails, state park and restaurants. Sleeps up to 8 guests with 4 beds (queen, full, bunk) plus a pull out sofa. Kitchen equipment, towels, sheets and some toiletries are provided. Plenty of free onsite parking!
Popular amenities for Henlopen Acres rentals with a pool
House rentals with a pool

Spacious Family-Friendly Beach Home w/Hot Tub

Artistās Escape (2-bedrooms/3 beds/3 bathrooms)

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Hot Tub Backyard Oasis! Private Beach, Local Pool

Quiet 3BR Coastal Home Minutes to Bethany Beach

Wilde Rose By The Bay - Salt water Inground pool

Modern 3b/2.5 Townhouse w/ Pool & Tennis

Beautiful Beach House in Rehoboth
Condo rentals with a pool

Cozy Condo on Silver Lake - Walk to the beach!

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Where the Locals Live!!

Salt Air Retreat - Rehoboth Beach

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

Sunset Vibes | Pond View Condo Near Beaches, Pool

Renovated Condo Near Outlets, 3.5 Miles to Beach

Condo Reho -1st fl/2 bed/2 bath, centrally located
Other holiday rentals with a pool

Lovely 2BR Condo - Rehoboth/ Dewey

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

Lakefront condo blocks from the beach

Spring Lake Escape | Dog-Friendly by Trail & Beach

Studio Bedroom in the Woods

Luxury Bay & Oceanview Condo in the Heart of Dewey

Velo Condo-2 BR, 2 BA, Pool view

Water Views: Balcony, Pool & Easy Parking
When is the best time to visit Henlopen Acres?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $427 NZD | $318 NZD | $377 NZD | $377 NZD | $452 NZD | $662 NZD | $801 NZD | $757 NZD | $477 NZD | $417 NZD | $410 NZD | $481 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 $151Ā 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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- Ocean City Beach
- Broadkill Beach
- Ocean City Boardwalk
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- 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
- Killens Pond State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Lewes Public Beach
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- Funland
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