
Home rentals with a pool near Rehoboth Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Rehoboth Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

Stress-Free Family Beach Stay | Pool + Kid Perks
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 & more). Tucked in a quiet spot just minutes from the beach & 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. No kiddos coming-No worries! Kids items are put away.

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

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool
Spring Break Getaway! Fresh New Photos! Perfect location to enjoy the holiday season in Southern DE for upcoming events, such as Polar Bear Plunge, Super Bowl Weekend or Dewey’s Famous Winter Gala! Whether you're planning a beach vacation, a business trip, or a shopping spree at the nearby Outlets, this condo is the ideal retreat. Conveniently located near dining, shopping, scenic trails, and just a short drive to Lewes, Rehoboth, and Dewey by having everything you need for a memorable stay.

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.

2BR Coastal Escape with Pool Near Rehoboth Beach
🐋 Whalecome to Condo La Ballena — a quiet, relaxing 2BR/2BA coastal retreat with seasonal pool*, just 10–15 minutes drive from Rehoboth Beach Boardwalk and Lewes beaches. Perfect for beach getaways, outlet shopping, brewery hopping, and exploring Cape Henlopen State Park and the Junction & Breakwater Trail. Walk to local favorites like Fin’s Ale House, Agave, Rosenfeld’s Deli & Rehoboth Diner. Linens/towels included. No pets, no smoking. Enquire about weekly rates. *Pool open seasonally.

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.

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.

Mid century vacation condo newly renovated.
Enjoy a stylish experience at this centrally-located place. Expansive ocean views, fully renovated space with tasteful details and a serene palette to maximize your well deserved peaceful vacation time. Walk distance to a great variety of high-end restaurants and beach treasures, gift shops, ice cream parlor and games next door. The unit includes a free parking spot in the building. Enjoy brand new bedding and mattresses and everything else.

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.

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool
Oceanfront Jewel is proudly offered by RedHill Stays. Wake up to unobstructed ocean views from the top floor, just steps from the iconic Rehoboth boardwalk! Sip your morning coffee as the sun rises over the Atlantic, then fall asleep to the sound of waves at night. Designed for both romantic getaways and family escapes, this thoughtfully curated space blends comfort, style, and an unbeatable location.
Popular amenities for rentals with a pool near Rehoboth Beach
House rentals with a pool

Spacious Family Beach House with Private Hot Tub

Ruby's Retreat at the Beach

Spacious Living in Rehoboth, with a Pool

The ‘British Invasion’ Condo in Reho

Dog Friendly Fenced 3BR King Bed

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

Lewes Carriage House-Hamptons Style Pool & Hot Tub

Rehoboth Beach Wk|Slt Wtr Pool | Theater
Condo rentals with a pool

Bluewater Couples Escape

Villa Del Sol, Beautiful stay near beaches/outlets

Cozy Condo on Silver Lake - Walk to the beach!

Salt Air Retreat - Rehoboth Beach

Luxury at the Beach.

Consistent 5-star rating Lakefront 3BR & 2BA condo

1 Bedroom 1 Bath Condo on Silver Lake

Modern & Cozy Retreat | Pool | Close to Beaches
Other vacation rentals with a pool

Blue Skies

Henlopen Haven (pool included)

Hokusai Flat | Luxe Coastal Retreat, 700sf Terrace

Clean Family Friendly Getaway w/ unbeatable value!

Coastal Sage 2bd/2ba Rehoboth/Dewey Beach

Water Views: Balcony, Pool & Easy Parking

Beach Time!

Modern Condo w/Pool - Close to Beach
Quick stats about rentals with a pool near Rehoboth Beach

Total vacation rentals
Explore 80 vacation rentals in Rehoboth Beach

Nightly prices starting at
Rehoboth Beach vacation rentals start at $264 CAD per night before taxes and fees

Verified guest reviews
Over 1,840 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
80 of Rehoboth Beach vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Rehoboth Beach rentals

4.8 Average rating
Rehoboth Beach stays are highly rated by guests—averaging 4.8 out of 5!
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