Holiday rentals with a pool in Rehoboth Beach

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Top-rated rentals with a pool in Rehoboth Beach

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Guest favourite

Apartment in Rehoboth Beach

4.95 out of 5 average rating, 142 reviews

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.

Guest favourite

Apartment in Rehoboth Beach

4.95 out of 5 average rating, 391 reviews

Pool, near Shopping, Clean and Comfy

This newly updated condo is perfect for your next beach vacation. A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool. Stylish, clean and comfortable, the unit has two bedrooms, one on either side of the kitchen, an ideal layout for privacy for two couples or a family. Each bedroom has it’s own full bathroom. The screened in porch has a view full of trees. Located right off of Route 1, 3.6 miles from downtown Rehoboth and the boardwalk.

Guest favourite

Apartment in Rehoboth Beach

4.83 out of 5 average rating, 384 reviews

2 Bedroom Condo Rehoboth Beach w/ No Chores

2 Bedrooms Condo. Great for families or couples. Walking distance to restaurants, beach, bars & other entertainment. Driving distance to 5 different golf courses within 15 minutes. Walking distance to water park & amusement park. Pool on site. Bike & running trail behind the condo. Roku on every TV with Xfinity app for local TV & a Spectrum app for premium channels. We have MGM +& you can add any of your own streaming services during your stay. Smoking area on deck. No chores for you to do!

Guest favourite

Apartment in Rehoboth Beach

4.97 out of 5 average rating, 115 reviews

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

This spacious, clean, and modern 2-bedroom, 2-bath condo is the perfect place to unwind after a road trip or a sun-soaked day at the beach. With a King bed, Queen bed, beach parking pass, and bikes included, getting to Rehoboth Beach is as easy as it gets. And when you're back home, parking is a breeze — with hundreds of open spots right outside the condo. We even provide you recommendations to restaurants, fun activities and even what to order! Beach, Outlets, Parks and Good Food.

Guest favourite

Apartment in Rehoboth Beach

4.94 out of 5 average rating, 118 reviews

Cozy Condo on Silver Lake - Walk to the beach!

Located in the middle of a nature preserve on Silver Lake, and walking distance to the beach this end unit condo boasts stunning views and cozy modern decor. Enjoy the pool just steps from your lakeside patio or take a short walk to the beach or town crossing the footbridge (known by locals as turtle bridge.) Lovely boutiques and fine dining in town plus numerous family friendly restaurants. 5 minute drive to Tanger Outlets. Rehoboth Beach parking pass provided with each rental.

Guest favourite

Apartment in Rehoboth Beach

4.97 out of 5 average rating, 119 reviews

On BEACH, w/ Balcony, Parking, Next to Funland

Enjoy your ideal vacation in this updated oceanfront studio. Sip your coffee watching the sunrise from the private balcony overlooking the beach and boardwalk. Or, step out the front door to take a dip in the Pool (summer season). This unit is located 3 short blocks from Rehoboth Avenue, right on the boardwalk next to Funland. Guests supply their own linens, sheets, pillow cases, bath & beach towels. NOTE: Check-ins not available Saturday and Sunday due to cleaning schedule.

Guest favourite

Apartment in Rehoboth Beach

4.94 out of 5 average rating, 109 reviews

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach

Get ready to relax immediately in this cozy and bright condo in a quiet community. The condo is a WALK-UP 3rd floor with vaulted ceilings, multiple balconies, and a relaxing screened porch with a view. We provide linens for the beds, bath towels, boogie boards, beach chairs, and an umbrella. Just over a mile from the beach and within walking distance are 3 community pools, a brewery, a grocery store, seafood restaurants, a water park, and more.

Top guest favourite

Flat in Rehoboth Beach

4.99 out of 5 average rating, 227 reviews

The Sandy Starfish - Rehoboth Beach

Welcome to The Sandy Starfish! Your dream beach escape awaits in this stunning 3-bed, 2-bath top-floor condo, tucked inside the resort-style community of The Grande at Canal Pointe—just one mile from the sun, surf, and charm of Rehoboth Beach and its iconic boardwalk! Enjoy 2 saltwater pools, tennis/pickleball, gym, and playground. You’re minutes from Tanger Outlets and the beach— we’ve got your beach chairs & umbrella covered!

Guest favourite

Home in Rehoboth Beach

4.86 out of 5 average rating, 135 reviews

Hot Tub + Pool, Fire Pit, Cottage by Dogfish Head

This adorable beach cottage has it all, and it's bigger than it looks! With 3 full-size bedrooms, 2 full baths, and an enormous back yard with an IN-GROUND POOL, big back deck, huge HOT TUB, gas fire-pit, and dual charcoal and gas-burning BBQ, this home has everything you need for an unforgettable beach trip. You'll love the 3 KING SIZE BEDS, two of which are tempur-pedic, plus the two twin beds are great for kids.

Top guest favourite

Home in Lewes

4.98 out of 5 average rating, 191 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* from Memorial Day to Labor Day.

Guest favourite

Apartment in Rehoboth Beach

4.92 out of 5 average rating, 159 reviews

Welcome to The Getaway at Rehoboth Beach

Welcome to the Getaway ! This clean, cozy and comfortable 2 Bedroom , 2 Bath second floor condo was totally renovated in July of 2019 with all new Furniture, Flooring, Bedding, Kitchen Cabinetry and Appliances, not to mention a fresh coat of paint throughout. The property is just 3 short miles to the Rehoboth Boardwalk and centrally located within walking distance to some really great restaurants.

Top guest favourite

Home in Rehoboth Beach

5 out of 5 average rating, 200 reviews

Beautiful Beach House in Rehoboth

Last minute cancellation so July 20 week open! Gorgeous modern spacious house in Rehoboth Beach with large open floor plan on 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.