
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.

SeaRenity, beach, pool, biking, outlets shopping
We offer you a large,/modern,/comfortable,/functional beach,/vacation, office work space that was renovated in March '24. SeaRenity is located between Lewes - Rehoboth, in a quiet apartment building. It's located 5 miles from Rehoboth Beach by car and 4.3 miles by bike/trail. Lewes Beach is 4 miles away. SeaRenity has unlimited free parking and is well equipped for shorter/longer stays. Walking distance to Lefty's (bowling, arcade, restaurant, drive-in movies), Matts Fish Camp restaurant.

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.

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.

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.

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.

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.

Spacious Bethany Beach Retreat Pool Pickle Ball
Fully Equipped, all you need is a beach towel! Listed as one of Delaware's top Airbnb's! This is a perfect get away for family and friends. The beach is 1.5 miles away and the amazing pool is a 2 minute walk. The kitchen is fully equipped and the patio and yard add space for your stay. Tennis and Pickleball court access. Linens included and everything you may have forgotten. Families and friends return again and again to make memories.

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.

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) *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)

*Radcliffe Retreat* Studio, Pool & RB Parking Pass
Spacious pet friendly guest suite with Rehoboth parking permit provided. The suite is near outlets, beaches, dining, & Rehoboth boardwalk. Large community pool next door. Charming neighborhood that is a great base to explore all the nearby attractions! Rehoboth boardwalk & beach- 4 mi Outlets- 1 mi Lewes downtown- 4 mi Cape Henlopen State Park- 6 mi 1 dog is allowed with permission.
Popular amenities for Sussex County rentals with a pool
House rentals with a pool

Coastal Charm-Bethany Beach/Golf Home in Bear Trap

Designer Lewes Beach Retreat w/ Private Pool

Modern Beach House w/ Private Pool

Luxury Carriage House in Rehoboth Beach

Private Pool! Charming 4bdrm, BayVista Beach House

Perfect Rehoboth Beach Getaway with Hot Tub

Coastal Beauty-Bike to Beach

Welcome to Blue Tide Escape
Condo rentals with a pool

Luxury water-view condo with high-end finishes

Family Friendly Top Floor Condo Near Boardwalk

Classy Beach Getaway

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

Comfy and Convenient 2 bedroom/2 bath condo
Other holiday rentals with a pool

Relaxing Beach Cottage

Beautiful Updated Condo Waterfront, Pool, Sunsets

Studio Bedroom in the Woods

The Little house W/ Pool & Spa

Water Views: Balcony, Pool & Easy Parking

The Jungalow - Dog Friendly, Fenced in & Pool

Sunny Side Cottage🌞

Beach getaway: perfect for off season enjoyment
Destinations to explore
- Rentals with an accessible height toilet Sussex County
- Private suite rentals Sussex County
- Rentals with a fire pit Sussex County
- Rentals with an EV charger Sussex County
- Rentals with breakfast Sussex County
- Rentals with beach access Sussex County
- House rentals Sussex County
- Holiday home rentals Sussex County
- Rentals with a hot tub Sussex County
- Townhouse rentals Sussex County
- Rentals with a sauna Sussex County
- Rentals with a washing machine and dryer Sussex County
- Rentals with a fireplace Sussex County
- Fitness-friendly rentals Sussex County
- Waterfront rentals Sussex County
- Rentals with a patio Sussex County
- Bed and breakfasts Sussex County
- Pet-friendly rentals Sussex County
- Tiny house rentals Sussex County
- Apartment rentals Sussex County
- Rentals with a kayak Sussex County
- Family-friendly rentals Sussex County
- Villa rentals Sussex County
- Hotel rooms Sussex County
- Cottage rentals Sussex County
- Condo rentals Sussex County
- Rentals with lake access Sussex County
- Rentals with outdoor seating Sussex County
- Beachfront rentals Sussex County
- Boutique hotels Sussex County
- Guesthouse rentals Sussex County
- Rentals with pools Delaware
- Rentals with pools United States
- Ocean City Beach
- Ocean City Boardwalk
- Chincoteague Island
- Wildwood Crest Beach New Jersey
- Broadkill Beach
- Cape May Beach NJ
- Assateague Island National Seashore
- 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
- Killens Pond State Park
- Delaware Seashore State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Dover Motor Speedway
- Gerry Boyle Park
- Wildwoods Convention Center
- Roland E Powell Convention Center
- Mariner's Arcade
- Ocean City Boardwalk




