
Vacation rentals with a pool in Lewes
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Lewes

Total vacation rentals
Explore 20 vacation rentals in Lewes

Nightly prices starting at
Lewes vacation rentals start at RÂ 3,703Â ZAR per night before taxes and fees

Verified guest reviews
Over 640 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Lewes vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lewes rentals

4.9 Average rating
Lewes stays are highly rated by guestsâaveraging 4.9 out of 5!
Top-rated rentals with a pool in Lewes
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Spacious, Conveniently Located Townhouse
Beautifully updated townhouse located in quiet community of Eagle Point offers 4 bedrooms, 2.5 bathrooms and 2,500 SF. The 1st floor offers open concept layout with living and dining rooms, large set up kitchen with breakfast area, 1/2 bath, laundry room, and master suite with king bed. The 2nd floor offers 3 bedrooms (2 queen beds and 1 full size bunk bed) and full bath. In addition, the 2nd floor presents another living space with TV and pullout sofa. Plenty of room for cozy family gatherings!

Mimiâs Place @ The Villages of 5 Points in Lewes
Enjoy this 3rd floor (no elevator) renovated condo with amenities-tennis courts, walking & biking paths connecting to downtown Lewes & 2 outdoor pools in season. The condo is east of route 1, 3 miles to Lewes beach & 12 restaurants, 4 you can walk to, nail & a hair salon, grocery store and a CVS (3 blocks). We need pictures of everyoneâs license per our condo association & the person booking must be at least 25 years of age. There are 4 beach chairs and a large umbrella & 2 chair umbrellas.

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.

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 Deweyâs 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.

Villa Del Sol, Beautiful stay near beaches/outlets
This bright and beachy 3 br/2 bath stay in Lewes, De comfortably sleeps 6 to 8 people. Just a short drive (10-15 min) to Lewes Beach and Cape Henlopen Park. Villa del Sol is a great beach escape with plenty of parking, as well as a community pool (open 5/27 - 9/5). Rehoboth Beach is also just 5 miles away, or you can go shopping at the nearby outlets. Walk to Bushelâs or Crooked Hammock for dinner, or cook something up with enough room to seat the whole family! At least 25 years old to book.

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.

Coastal Modern Condo ⢠Balcony, 2 Baths, East Rt 1
âď¸ Your Rehoboth Beach Escape Why guests love staying here: ⢠Community pool đ´ ⢠2 full baths ⢠Private screened balcony đż ⢠East of Route 1 ⢠Strong central AC âď¸ â˘ Split-bedroom layout for added privacy ⢠Beach chairs & towels included đď¸ â˘ Fast WiFi + smart TVs ⢠Plenty of FREE parking ⢠In-unit washer & dryer ⢠Minutes to beaches, boardwalk, restaurants & shopping ⢠Quiet community close to everything Perfect for couples, families, girlsâ weekends, and relaxing coastal getaways.

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.

Modern & Cozy Retreat | Pool | Close to Beaches
Enjoy a relaxing Lewes getaway nestled just off Coastal Highway, with easy access to beaches, dining, and local attractions. Less than 5 miles to Lewes Beach and less than 7 miles to Rehoboth and Dewey Beach, making it easy to enjoy the ocean, boardwalk, and everything the area has to offer. Just minutes from Nassau Valley Vineyards, Georgetown-Lewes Trail, Cape Henlopen State Park, historic downtown Lewes, great restaurants, breweries, and tax-free shopping at Tanger Outlets.

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 đ 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 is 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.

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.
Popular amenities for Lewes rentals with a pool
House rentals with a pool

Beautiful Beach House in Rehoboth

Modern Beach House w/ Private Pool

Baby friendly, walk to pool and bakery town home

Lewes Carriage House-Hamptons Style Pool & Hot Tub

Beach Getaway, minutes away from everything!!

Ruby's Retreat at the Beach

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

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

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

SeaRenity, beach, pool, biking, outlets shopping

2BR Coastal Escape with Pool Near Rehoboth Beach

Top floor, overlooking Love Creek at Rehoboth Bay

OceanfrontJewel|DirectOceanViewâ˘NewlyRenovatedPool

Sunset Vibes | Pond View Condo Near Beaches, Pool

Right on Silver Lake walk to the beach and town!

Stress-Free Family Beach Stay | Pool + Kid Perks
Other vacation rentals with a pool

Lewes Bright and Airy Coastal Retreat

Beautiful Updated Condo Waterfront, Pool, Sunsets

Lewes Beach Condo: 1st Floor, 2 Pools, Bike Trail

Village of 5 Points Lewes Beach Condo 2BR/2B

Lewes Home | Pool, Dogs Welcome, Fenced Yard

Water Views: Balcony, Pool & Easy Parking

Waterfront! Downtown historic Lewes walk to beach

Aw Shucks Condo | Pond View + Pools - Lewes
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