
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!
LocationFamilyIndoor spaces

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.
ValueFamilyAccuracy

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
FamilyLocationNearby

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.
FamilyValueAccuracy

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)
LocationFamilyCheck-in

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!
LocationValueShared spaces

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.
FamilyLocationParks

Beach Days & Quiet Nights | 3BR Home Near Bethany
Escape to the Delaware coast in this spacious 3BR, 2.5BA Twinhome in a quiet neighborhood just 3 miles from Bethany Beach! Perfect for families, couples, and small groups, this comfortable retreat sleeps up to 10 guests & features a seasonal community pool, fully equipped kitchen, Wi-Fi, toys/games, & puzzles for kids. Conveniently located near restaurants, shopping, grocery stores, mini golf, & local attractions. No pets, smoking, parties, or Senior Week rentals. Book Today!
FamilyLocationBiking

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.
LocationValueQuiet

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.
LocationFamilyBathroom

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.
ValueFamilySolo travel

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

Baby friendly, walk to pool and bakery town home
ValueFamilyOutdoor spaces

Modern coastal beach home in West Fenwick Island
LocationFamilyCleanliness

Gorgeous Bayfront, Pool, Hot Tub, Linens Included
FamilyLocationBathroom

Ruby's Retreat at the Beach
LocationFamilyCheckout

Coastal Cottage! Walk to Beach!
ValueLocationHospitality

The Hidden Gem•Heated pool•Pickleball Court
FamilyValueLaundry

Lewes Carriage House-Hamptons Style Pool & Hot Tub
LocationFamilyComfort

The Beach Chalet
LocationFamilyHospitality
Condo rentals with a pool

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

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool
ValueFamilyIndoor spaces

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

First Floor Comfort and Convenience
LocationValueDecor

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

Beautiful condo in Villages of Five Points, Lewes
FamilyValueParks

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool
ValueFamilyCheck-in

Lovely Two bedroom condo with community pool.
LocationValueBathroom
Other vacation rentals with a pool

Spacious 5 Bedroom w/Pool, Patio and Theater
FamilyLocationSleep quality

Lewes Home | Pool, Dogs Welcome, Fenced Yard
LocationValueCleanliness

Mi Casa at Bay Knolls
LocationFamilyIndoor spaces

Quiet Escape in the Country
FamilyLocationAmenities

Water Views: Balcony, Pool & Easy Parking
LocationValueCheckout

Bayside Family Oasis - Perfect for Large Families
LocationFamilyCheck-in

Dome Tent sleeps 2 w/Goats
LocationConditionAccuracy

Dog Friendly Fenced 3BR King Bed
FamilyLocationTV
Destinations to explore
- Family-friendly rentals Delaware
- Tiny house rentals Delaware
- Pet-friendly rentals Delaware
- Villa rentals Delaware
- Private suite rentals Delaware
- Condo rentals Delaware
- Rentals with a hot tub Delaware
- Beachfront rentals Delaware
- Rentals with breakfast Delaware
- Boutique hotels Delaware
- Waterfront rentals Delaware
- Rentals with lake access Delaware
- House rentals Delaware
- Rentals with a kayak Delaware
- Rentals with a sauna Delaware
- Apartment rentals Delaware
- RV rentals Delaware
- Cottage rentals Delaware
- Rentals with an accessible height toilet Delaware
- Hotel rooms Delaware
- Mansion rentals Delaware
- Bed and breakfasts Delaware
- Vacation home rentals Delaware
- Beach condo rentals Delaware
- Guesthouse rentals Delaware
- Farmstay rentals Delaware
- Townhouse rentals Delaware
- Rentals with beach access Delaware
- Lakehouse rentals Delaware
- Rentals with pools United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





