
Vacation rentals with a pool in Delaware
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Delaware
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Bay Pearl House! (grill, screened porch, crabbing)
The Bay Pearl House is spacious, comfortable, sun-filled, colorful and functional home base in a unique water front community -only a block from the water. Tasteful beachy decor with herons, flamingos, seahorses and geckos and 10 original photos of water scenes from 5 of the 7 continents of the world taken by the owner. Sun catchers on windows create rainbow-colored lighting streams around the house from sunrise to sunset, adding dynamic bursts of shape and color to enjoy, surprise and delight!
LocationFamilyComfort

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.
ValueLocationAccess

Right on Silver Lake walk to the beach and town!
Completely renovated, right on Silver Lake! On the most secluded part of Rehoboth Beach watch the sun rise and wildlife sitting at your patio! Park your car and walk or bike everywhere. Steps from the pool and three blocks across Turtle Bridge to get to the less crowded part of the beach. Five blocks from Rehoboth Avenue, where most restaurants and shops are. Full kitchen, Central heat/air, Smart TV, Cable and High speed internet. Pickleball, Tennis, Basketball and Tennis courts next door
ValueFamilyQuiet

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 Bushel’s or Crooked Hammock for dinner, or cook something up with enough room to seat the whole family! At least 25 years old to book.
FamilyValueParks

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE
2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)
ValueLocationGetting around

Tiny house w/ Pool on water near Beaches / turf
Enjoy a peaceful waterfront stay in our custom-built tiny house, located on Cedar Creek just off Route 1. Conveniently situated only 10 minutes from Delaware Turf and 15 minutes from the beach. The home comfortably sleeps four and includes hot tub access. We live on-site and are happy to assist throughout your stay. Ideal for families, pets (please review rules under “The Space” section), contractors, and long-term renters. Perfect for travel nurses & remote workers – Monthly stays welcome!
LocationValueNearby

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.
LocationFamilyGrill

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.
ValueLocationKitchen

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.
ValueLocationCheck-in

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.
ValueLocationGetting around

Beach condo w/pool! All linens & beach supplies
Renovated and beautifully decorated 3rd floor condo (no elevator) with a comfortable, beachy feel! ALL LINENS AND BEACH SUPPLIES INCLUDED AT NO EXTRA CHARGE. Includes full kitchen with stainless steel appliances, washer/dryer, updated bathrooms, and access to the pool in season. Across from the Tanger Outlets, you are close to tax free shopping, restaurants, bars and numerous activities for the kiddos! Less than 1/2 hour from Sports at the Beach and DE Turf Sports Complex.
ValueFamilyWifi

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

Baby friendly, walk to pool and bakery town home
ValueLocationAmenities

Ruby's Retreat at the Beach
LocationFamilyKitchen

Dodd House Beach Home w/private pool and hot tub
LocationFamilyWalkability

Dog Friendly Fenced 3BR King Bed
FamilyValueSleep quality

Coastal Cottage! Walk to Beach!
ValueLocationLaundry

The Hidden Gem•Heated pool•Pickleball Court
FamilyValueCleanliness

Lewes Carriage House-Hamptons Style Pool & Hot Tub
FamilyLocationAmenities

The Beach Chalet
LocationFamilyHospitality
Condo rentals with a pool

Luxury water-view condo with high-end finishes
ValueLocationLaundry

Cozy Condo on Silver Lake - Walk to the beach!
FamilyLocationGrill

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool
FamilyValueGetting around

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

Beach Escape Condo w/ Pool - Lewes Beach 3.5 Miles
LocationFamilyNearby

First Floor Comfort and Convenience
ValueLocationQuiet

Sunrise Studio - Ocean Front, on Boardwalk, Pool!
LocationValueBathroom

Beautiful condo in Villages of Five Points, Lewes
ValueLocationOutdoor spaces
Other vacation rentals with a pool

Spacious 5 Bedroom w/Pool, Patio and Theater
FamilyLocationDecor

Lewes Home | Pool, Dogs Welcome, Fenced Yard
FamilyLocationOutdoor spaces

Beach Days & Quiet Nights | 3BR Home Near Bethany
ValueLocationAir conditioning

Gorgeous Bayfront, Pool, Hot Tub, Linens Included
LocationFamilyAccuracy

Mi Casa at Bay Knolls
FamilyLocationDecor

Water Views: Balcony, Pool & Easy Parking
LocationFamilyCleanliness

Quiet Escape in the Country
FamilyLocationPool

Dome Tent sleeps 2 w/Goats
LocationComfortIndoor spaces
Destinations to explore
- Tiny house rentals Delaware
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- Farmstay rentals Delaware
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- Rentals with pools United States





