
Holiday 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.

Where the Locals Live!!
Charming Beachy-Boho Property: Once our beloved family home, now your vacation getaway! Have a question, just ask! Thanks for checking us out, have a great day! 🚴 Ideal Location between Historic Lewes & The Boardwalk 🚗 2 Off Street Parking Spots 🦀 Local Eats: Steps from great dining, stoned throw from grocery store/dining/attractions. 🏊 Pool just steps from the unit! ⭐Balcony w/ Pool View 📺TV & board games. 🐶Pet Friendly 🌞Responsive Local Hosts 🌅 Great Charm at an unbeatable Value!

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.

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

Beach house on lake!
2 miles from the beach in a complex called Mallard Lakes in Fenwick Island, DE.Close to great views, restaurants, beach, and family activities.Bird watching outside screened-in porch, fishing, crabbing, two outdoor pools/hot tub (open Memorial Day-Labor Day), tennis, volleyball and basketball courts, tot lot, horseshoe pit, shuffleboard, grilling area and a shopping center across the street.Free water aerobics, outside shower, fireplace, umbrella and chairs for beach, comfortable sofa bed.

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.

Luxury water-view condo with high-end finishes
Luxury 2-bedroom condo at The Residences at Lighthouse Cove located in the heart of Dewey Beach. This unit features great views of Rehoboth Bay and is only 1 block from the Atlantic Ocean. Easy walk to Dewey Beach’s shops, restaurants, and nightlife. This unit sleeps up to 6. There is a master bedroom with a king bed and ensuite bathroom. The second bedroom has a queen bed. There are 2 twin-size fold-away beds. Lounge at private rooftop pool, fire pits, & grills for Residences

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.

A Bethany Beach Gem 1.5 miles to Ocean Pickle Ball
Listed as one of Delaware's top Airbnb's this fully equipped condo feels like your own personal beach home! This is a perfect getaway for family and friends. The beach is 1.5 miles away and the pool a 2 minute walk. The kitchen is fully equipped for cooking and children. Sunroom with pullout bed and play area. Deck for relaxing. Tennis and Pickleball court access. Located 5 miles from Ocean City and Dewey, 10 miles to Rehoboth Beach. located n the Quiet Beaches of Bethany.

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. *Community Pool available during in-season (8am-8pm), typically opens Labor Day weekend **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)

Hot tub, Relax, Shop & Dine, Sleeps 8, Games
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.

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 Memorial Day to Labor Day.
Popular amenities for Sussex County rentals with a pool
House rentals with a pool

Village at Five Points Lewes Getaway

Beachy days and starry nights-Now with EV charger

Turtle Cottage by the Bay

Family friendly house in Rehoboth Beach near pool

Coastal Charm-Bethany Beach/Golf Home in Bear Trap

Luxury Carriage House in Rehoboth Beach

Bay Retreat

Perfect Rehoboth Beach Getaway with Hot Tub
Apartment rentals with a pool

Family Friendly Top Floor Condo Near Boardwalk

Cozy Condo on Silver Lake - Walk to the beach!

Villa Del Sol, Beautiful stay near beaches/outlets

10 mins to beach-2 BR-Sleep Six-Pool-Beach PK pass

Cozy Lewes Retreat | Pool, Short Drive to Beaches

Mimi’s Place @ The Villages of 5 Points in Lewes

2b 2b condo! 2 master bedrooms! rehoboth beach

2 Bedroom Condo Rehoboth Beach w/Brand New Bed
Other holiday rentals with a pool

Coastal Cozy “Your relaxed retreat at the beach!”

Lakefront condo blocks from the beach

Luxury Dewey: Rehoboth Bay Front*1 Block to Ocean!

Studio Bedroom in the Woods

Dog friendly| community pool | gym| kayak| bayside

Clean Family Friendly Getaway w/ unbeatable value!

Water Views: Balcony, Pool & Easy Parking

Coastal retreat •beaches, trails & historic Lewes•
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- Ocean City Beach
- Ocean City Boardwalk
- Chincoteague Island
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Broadkill Beach
- Assateague Island National Seashore
- Rehoboth Beach
- Willow Creek Winery & Farm
- Bayside Resort Golf Club
- Jolly Roger Amusement Park
- Northside Park
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Wildwoods Convention Center
- Dover Motor Speedway
- Gerry Boyle Park
- Roland E Powell Convention Center
- Mariner's Arcade
- Ocean City Boardwalk
- Hawk Haven Vineyard & Winery
- Bethany Beach Boardwalk




