
Vacation rentals with a pool in Sussex County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sussex County
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!
FamilyLocationAmenities
4.94 out of 5 average rating, 122 reviews
Coastal Modern Condo • Balcony, 2 Baths, East Rt 1
☀️ Your Rehoboth Beach Escape Why guests love staying here: • Community pool 🌴 • 2 full baths • Private screened balcony 🌿 • East of Route 1 • Strong central AC ❄️ • Split-bedroom layout for added privacy • Beach chairs & towels included 🏖️ • 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, remote workers, girls’ weekends, and relaxing getaways.
ValueFamilySleep quality
4.99 out of 5 average rating, 122 reviews
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.
FamilyValueHeating
4.98 out of 5 average rating, 226 reviews
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.
LocationValueIndoor spaces
4.99 out of 5 average rating, 187 reviews
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.
LocationValueGetting around
4.95 out of 5 average rating, 112 reviews
The Jungalow - Dog Friendly, Fenced in & Pool
Centrally and peacefully located. Find yourself immersed in a thoughtfully designed vacation space where the relaxing days don’t end at the beach. Dog friendly (2), community pool, walkable to restaurants, bus stop, outlets, and local bars! Fenced in yard perfect for kiddos and pups while grownups can relax on the porch! Also, a comfortable space to enjoy a movie night in or relax outside under the stars. Our little slice of paradise is waiting for you, your guests and well behaved doggies!
FamilyLocationLayout
5.0 out of 5 average rating, 103 reviews
Cozy & spacious condo near Lewes & Rehoboth Beach
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.
FamilyValueLayout
4.95 out of 5 average rating, 332 reviews
Beautiful Updated Condo Waterfront, Pool, Sunsets
WATER FRONT VIEWS AT LEWES HARBOUR! This newly renovated condo is a unique gem as it sits right between town and the beach on the canal in the heart of Lewes. Waterfront views welcome you into a large, modern kitchen; the sitting room has an electric fireplace and the condo includes its own washer/dryer. After a hot day at the beach cool off in the pool, walk into town for dinner or shopping. Or stay home and enjoy happy hour on the waterfront decks; the sunsets are unbeatable.
FamilyLocationCondition
4.91 out of 5 average rating, 102 reviews
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.
FamilyValueSleep quality
4.94 out of 5 average rating, 247 reviews
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.
FamilyValueParks
4.94 out of 5 average rating, 190 reviews
Beautiful condo in Villages of Five Points, Lewes
Welcome to our beautiful condo in the desirable family friendly community of The Villages of Five Points ! Our 2 bedroom, 2 bath condo is the perfect place for your beach vacation or any occasion. The condo has been newly painted and new flooring has been installed as well. The condo is right off east of route 1 and about 3 miles from Lewes beach. Biking trails are close by and Cape Henlopen State Park is a short ride of about 3 miles.
FamilyLocationBathroom
4.95 out of 5 average rating, 165 reviews
Beautiful Waterfront Home-Private, Clean, Relaxing
A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* and no pets from June 14 to Labor Day.
LocationFamilyDecor
4.98 out of 5 average rating, 239 reviewsPopular amenities for Sussex County rentals with a pool
House rentals with a pool

4BD 4BA Carriage Home-Fenced Yard | Rehoboth Beach
LocationFamilyPets
4.9 out of 5 average rating, 135 reviews
The Big Chill at Bethany Beach
ValueFamilyDecor
4.98 out of 5 average rating, 106 reviews
Dodd House Beach Home w/private pool and hot tub
FamilyLocationComfort
4.88 out of 5 average rating, 253 reviews
Bayfront Oasis Vacation Rental
LocationFamilyParking
5.0 out of 5 average rating, 34 reviews
Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach
LocationValueBackyard
4.96 out of 5 average rating, 57 reviews
Luxe Spa Hot Tub: Quiet for the Mind, Body & Soul.
FamilyLocationAmenities
5.0 out of 5 average rating, 73 reviews
Ruby's Retreat at the Beach
ValueLocationCleanliness
4.85 out of 5 average rating, 34 reviews
Dog Friendly Fenced 3BR King Bed
LocationValueQuiet
4.96 out of 5 average rating, 73 reviewsCondo rentals with a pool

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool
FamilyValueQuiet
4.98 out of 5 average rating, 315 reviews
Sunrise Studio - Ocean Front, on Boardwalk, Pool!
ValueLocationLayout
4.94 out of 5 average rating, 204 reviews
First Floor Comfort and Convenience
FamilyLocationEV charging
4.98 out of 5 average rating, 133 reviews
Condo 2 Bedroom Waterfront Lewes/Rehoboth DE
LocationFamilyCheck-in
4.98 out of 5 average rating, 224 reviews
2BR Coastal Escape with Pool Near Rehoboth Beach
LocationFamilyBeach
4.95 out of 5 average rating, 123 reviews
1st Floor Beach-town Condo in Lewes
LocationValueAccuracy
4.96 out of 5 average rating, 134 reviews
Villa Del Sol, Beautiful stay near beaches/outlets
ValueFamilyWalkability
4.97 out of 5 average rating, 246 reviews
Bethany Bay. Sleeps 4. AC, Pool, Ground Floor
ValueLocationCleanliness
4.98 out of 5 average rating, 138 reviewsOther vacation rentals with a pool

The Little house W/ Pool & Spa
ValueLocationOutdoor spaces
4.88 out of 5 average rating, 126 reviews
Sunshine By The Sea near Bethany Beach
ValueFamilyQuiet
4.98 out of 5 average rating, 156 reviews
Lewes Beach Condo: 1st Floor, 2 Pools, Bike Trail
LocationValueBiking
4.9 out of 5 average rating, 88 reviews
‘Dockside Retreat’ -pool, minutes to OC/beaches
LocationFamilyNearby
5.0 out of 5 average rating, 70 reviews
Charming Lewes-Dog Friendly-Fenced Yard & Pool
ValueLocationAmenities
4.98 out of 5 average rating, 43 reviews
Coastal retreat •beaches, trails & historic Lewes•
LocationFamilyComfort
4.99 out of 5 average rating, 94 reviews
A Wave from it All - Beach, Bike Trail & Shopping
LocationFamilyAmenities
4.97 out of 5 average rating, 64 reviews
Luxury Coastal Retreat
LocationFamilyCleanliness
5.0 out of 5 average rating, 11 reviewsDestinations to explore
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- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Beach
- Wildwood Crest Beach New Jersey
- Broadkill Beach
- Rehoboth Beach
- Bethany Beach Boardwalk
- Assateague State Park
- Dover Motor Speedway
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Northside Park
- Wildwood Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Stone Harbor Beach
- Wildwoods Convention Center
- Ocean City Boardwalk
- Mariner's Arcade
- Funland
- Bear Trap Dunes





