Vacation rentals with a pool in Rehoboth Bay

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Top-rated rentals with a pool in Rehoboth Bay

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Guest favorite

Home in Ocean City

4.94 out of 5 average rating, 219 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Jan 15 – 22

G$21,808 GYD per night

Guest favorite

Home in Rehoboth Beach

4.99 out of 5 average rating, 119 reviews

Secluded beach beauty with private, heated pool

The LV home by architect Rocio Romero is a modern classic, we love it… The heated, salt water pool is open mid-May to mid-October. You can cook in the fully equipped kitchen and eat indoors or on the large deck out back, play in the pool or fenced yard, lie in the hammocks, play games, do puzzles... We are right by the Junction and Breakwater bike trail; it's about 2 miles to the Rehoboth Boardwalk, 6 miles to Lewes. There's high speed WiFi, a Sonos audio system, and a Roku smart tv (no cable).

Sep 15 – 22

G$147,945 GYD per night

Guest favorite

Condo in Dewey Beach

4.95 out of 5 average rating, 105 reviews

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 in suite bathroom. The second bedroom has a full bunkbed bottom & twin top with trundle that can sleep 5. Lounge at private rooftop pool, fire pits, & grills for Residences

Mar 12 – 19

G$32,023 GYD per night

Guest favorite

Condo in Rehoboth Beach

4.89 out of 5 average rating, 120 reviews

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

Nov 11 – 18

G$31,583 GYD per night

Guest favorite

Condo in Rehoboth Beach

4.96 out of 5 average rating, 337 reviews

The Artist's Hideaway *Community Pool*

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.

May 25 – Jun 1

G$66,607 GYD per night

Guest favorite

Condo in Rehoboth Beach

4.99 out of 5 average rating, 168 reviews

Comfy and Convenient 2 bedroom/2 bath condo

Our bright and spacious 1st floor, 2 bedroom/2 bath condo (sleeps 6) in Eagles Landing is perfect for couples, friends, or a family. Recently renovated floors, appliances and countertops. We are an easy 5-minute drive from the beach. If you don't like the sand, the community offers 3 pools. Our unit includes parking, a full kitchen, living room, dining room (seats 6), washer/dryer, dishwasher, cable/wi-fi. Downtown restaurants, outlet shopping, & boardwalk are all within 2 miles.

Sep 28 – Oct 5

G$26,328 GYD per night

Guest favorite

Townhouse in Millville

4.97 out of 5 average rating, 169 reviews

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

Enjoy this Beautiful 3 Bedroom & 2.5 Bath Twinhome in Millville, DE. Perfect for Families! This home is within walking distance or short drive to Restaurants, Shops, Grocery Store and other Attractions & Most Importantly - only 3 miles to THE BEACH!! There is a Community Pool in the neighborhood. Many Toys, Games, Puzzles available for children. Home is No Smoking of Any Kind. Also No Pets, No Large groups/parties (12 people max.) or Senior Week rentals permitted. Book Today!

Oct 25 – Nov 1

G$28,963 GYD per night

Guest favorite

Townhouse in Rehoboth Beach

4.9 out of 5 average rating, 110 reviews

Pools | Tennis+Pickleball | Family-Friendly | 2 LR

★ Prime location, close to beaches, restaurants, downtown and shopping ★ Resort-like community amenities w/ 3 Pools + 2 Tennis+Pickleball Courts ★ 2 separate living spaces each with their own Samsung Smart TV ★ 500+ Mbps WiFi + Xfinity premium cable ★ Linens included ★ Easy 24/7 self check-in w/ unique electronic lock code Located just minutes to BEACHES, RESTAURANTS, DOWNTOWN & SHOPPING! This 3-bedroom, 2.5 bathroom vacation rental comfortably sleeps up to 8 people.

Nov 13 – 20

G$39,263 GYD per night

Guest favorite

Condo in Rehoboth Beach

4.89 out of 5 average rating, 174 reviews

Charming Beach Condo

Conveniently located in less than two miles to Rehoboth and Dewey Beach. A first floor end unit provides easy access. The community boasts 3 pools, tennis courts, grilling area, and is a short bike ride from the beach and all that Rehoboth and Dewey has to offer. It is walkable distance (1.5 miles) to downtown Rehoboth, where you'll find a variety of restaurants, shopping, and a world class boardwalk. There is something for everyone here! Sorry not pets

Sep 26 – Oct 3

G$42,620 GYD per night

Guest favorite

Condo in Rehoboth Beach

4.96 out of 5 average rating, 157 reviews

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.

Nov 18 – 25

G$40,705 GYD per night

Guest favorite

Condo in Rehoboth Beach

4.92 out of 5 average rating, 143 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.

Feb 14 – 21

G$29,808 GYD per night

Guest favorite

Home in Rehoboth Beach

5.0 out of 5 average rating, 172 reviews

Beautiful Beach House in Rehoboth

Gorgeous 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.

Mar 6 – 13

G$105,660 GYD per night