
Holiday rentals with a pool in Rehoboth Bay
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Top-rated rentals with a pool in Rehoboth Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Newly Renovated Modern 2 Bed/2 Bath Condo w/ Pool
Newly renovated and designer decorated 2 bedroom/2 bath beach condo with the most comfortable beds imaginable. Located in the heart of Dewey Beach with an outdoor pool and only 1 block to beach and bay. One bedroom includes a King sized bed with private bathroom. The 2nd bedroom includes a Queen and a Twin sized beds adjacent to the 2nd bathroom. The fully equipped kitchen features stainless steel appliances, granite countertops, an island w/ seating, and washer/dryer. 2 parking spots included.

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

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)

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

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.

Family Beach Retreat | Pool, Gifts & Fully Stocked
From the moment you walk in, it just feels different. Fresh flowers, thoughtful touches, and even surprise goodies for the kids-everything is designed so your family can relax instantly. No over-packing, no stress-we've stocked it all (beach gear, snacks, games and more). Tucked in a quiet spot just minutes from the beach and boardwalk, you get the best of both worlds. This isn't just a stay--it's a place families come back to year after year.

Beautiful Beach House in Rehoboth
Gorgeous modern spacious house in Rehoboth Beach with a large open floor plan on a quiet street. Five bedrooms/3.5 baths. Walk to town/beach - four blocks from beach right off Rehoboth Ave. Private pool with two levels of decks, grill and table/umbrella on top deck. Big open kitchen/dining/living area, over 3000 square feet of space overall. ONE SUMMER OPENING LEFT DUE TO CANCELLATION - SATURDAY AUGUST 22- FRIDAY 28

Buoyed Spirits 2 BR 2B 1st floor condo
2 bedroom, 2 bathroom ground floor apartment in a nice neighborhood, off Rt 1. 1.5 miles from the beach! The community has 3 swimming pools and tennis courts. Master has a king-sized bed, the second room has 2 twins. Two bikes with helmets and locks also come with the rental, as well as 2 tennis rackets. Towels (including beach towels) and linens provided, BUT YOU WILL NEED TO LAUNDER THE SHEETS AND TOWELS BEFORE YOU LEAVE.

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.

Sand & Surf Condo with Pool
Completely remodeled luxury beach condo. No detail has been left untouched. Conveniently located to all the outlets and restaurants on Rt 1 and just 2 stop lights from Rehoboth Ave businesses, nightlife and beach. We are Super host in the area with 5 other properties. This is our newest one to hit the vacation rental market! Look forward to hosting you!
Popular amenities for Rehoboth Bay rentals with a pool
House rentals with a pool

Hot Tub Backyard Oasis! Private Beach, Local Pool

Beachy days and starry nights-Now with EV charger

PRiVATE Pool, Peaceful, and Close to Bethany Beach

Ocean City Escape. Spacious Home. Pool & Golf

The Jungalow - Dog Friendly, Fenced in & Pool

Dog Friendly Fenced 3BR King Bed

4BD 4BA Carriage Home-Fenced Yard | Rehoboth Beach

Private Pool! Charming 4bdrm, BayVista Beach House
Apartment rentals with a pool

3BR Condo + 10 min to Boardwalk | Pool + Sleeps 8

Cozy Condo on Silver Lake - Walk to the beach!

Where the Locals Live!!

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

1 Bedroom 1 Bath Condo on Silver Lake

2 Bedroom Condo Rehoboth Beach w/Brand New Bed

Comfy and Convenient 2 bedroom/2 bath condo

Beach condo w/pool! All linens & beach supplies
Other holiday rentals with a pool

Luxurious Penthouse, King beds. Dog & ADA Friendly

Pool, dog friendly, fenced yard in Lewes

Beautiful 3 Story Town House In Rehoboth Beach

Coastal Cozy “Your relaxed retreat at the beach!”

Velo Condo-2 BR, 2 BA, Pool view

Family friendly house in Rehoboth Beach near pool

Perfect Location in Dewey Beach!

Casa de Cozy, Relaxing Getaway - 2BR - 3 Pools
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- Ocean City Beach
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- Broadkill Beach
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- Willow Creek Winery & Farm
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- Northside Park
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- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
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- Dover Motor Speedway
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- Wildwoods Convention Center
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- Roland E Powell Convention Center
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- Mariner's Arcade
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