
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.

Condo Reho -1st fl/2 bed/2 bath, centrally located
Close to everything that Rehoboth has to offer, you'll be within walking distance of numerous restaurants & breweries, a nature trail, and downtown. Even the beach is just a 20 minute walk, 10 minute bike ride, or 5 minute drive! Condo Reho has been renovated to reflect a modern beach lifestyle with crisp, clean lines, hand-crafted details, and Scandinavian-inspired furnishings. Our home away from home has everything needed to make your stay enjoyable, and we look forward to sharing it with you!

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.

Family Friendly Top Floor Condo Near Boardwalk
Located just 2 miles from the Rehoboth Beach boardwalk, yet nestled in a peaceful community. Condo offers a comfortable & well-equipped space Primary Bedroom: King w/ en-suite bathroom Second Bedroom: Queen w/ en-suite bathroom Living Area: Sofa & comfy chairs for relaxing For the Littles: Pack 'n Play, high chair, & many kid-friendly extras—see the last few photos for all the thoughtful touches! Whether you're here to explore Rehoboth’s charm or simply unwind, this is the perfect home base!

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.

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.

1st Floor Beach-town Condo in Lewes
Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

The Sandy Starfish - Rehoboth Beach
The Sandy Starfish – Steps from Rehoboth Beach Fun! Enjoy coastal living in this bright, top-floor 3BR/2BA condo in a resort-style community, just 1.2 miles from Rehoboth Beach and the boardwalk. Modern, airy, and family-friendly, it’s the perfect home base for your beach getaway. Walk, bike, or drive to the sand and soak up everything this charming beach town has to offer! Pool is open though the end of September!

Beautiful Beach House in Rehoboth
Last minute cancellation so July 20 week open! Gorgeous modern spacious house in Rehoboth Beach with large open floor plan on 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.

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.

*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

Baby friendly, walk to pool and bakery town home

Cozy, 3 BR, Lewes condo w/ Pool

Village at Five Points Condo Getaway

Artist’s Escape (2-bedrooms/3 beds/3 bathrooms)

Hot Tub Backyard Oasis! Private Beach, Local Pool

The Urban Condo @ Creekwood Reho

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

Lewes Carriage House: Spa Hot Tub & Winter Luxury
Apartment rentals with a pool

Beach Paradise 202-Downtown Luxury Condo Bay View

Luxury Dog Friendly Condo At The Residences

Coastal Beach Retreat: 3BR | Pool | Patio | W/D

Cozy Condo on Silver Lake - Walk to the beach!

Salt Air Retreat - Rehoboth Beach

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

1 Bedroom 1 Bath Condo on Silver Lake

Rehoboth Beach Canal Retreat
Other holiday rentals with a pool

Blue Skies

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

Oceanfront Jewel-Direct Oceanview*Romantic Getaway

2BR/2BA Rehoboth Beach Condo with Pool/Tennis!
When is the best time to visit Henlopen Acres?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £189 | £141 | £167 | £167 | £201 | £293 | £355 | £336 | £212 | £201 | £160 | £189 |
| 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 £67 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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