Vacation rentals with a pool in Rehoboth Beach

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Top-rated rentals with a pool in Rehoboth Beach

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Superhost

Apartment in Ocean City

4.6 out of 5 average rating, 5 reviews

The Cottage - Waterfront

Private deck over-looking the bay with pool access. Located next door to Fish Tales Bar and Grill. 5 minute walk to the beach! One boat slip also comes with the rental. Please just let me know in advance if you will be using it so i can reserve the slip. This apartment is located on ground level but there are a few steps (about 6) to the front door. The pool on the property is shared with four other apartments. The pool is open during the summer months from May 15-Sept 15 Must be 21+ to rent

Guest favorite

Home in Rehoboth Beach

4.99 out of 5 average rating, 126 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).

Top guest favorite

Home in North Cape May

4.99 out of 5 average rating, 202 reviews

The Villa By the Bay-Private Heated Pool & Hot Tub

THE POOL IS NOW OPEN FOR 2025! PRIVATE HEATED SALT WATER POOL. HOT TUB OPEN YEAR ROUND! EVERYTHING YOU NEED FOR THE PERFECT VACATION ALL LINENS/TOWELS PROVIDED. We offer you a coffee and Tea Bar, Snacks to get your vacation off to the right start and a Welcome Gift to thank you for coming! Just mins from the Bay & the Heart of Cape May! We are close to restaurants, wineries & Cape May Ferry. Just a short walk to the Delaware bay. Beautiful fenced in back yard with outdoor grill and shower

Guest favorite

Home in Ocean City

4.98 out of 5 average rating, 131 reviews

Stunning Bayview Home with Own Private Pool

This home can be occupied by a max of 12 adults with a total of 15 including children. Come relax in this gorgeous bay view single-family home in the lovely Caine's Woods neighborhood of Ocean City, adjacent to Fenwick Island. Imagine lazy days spent on the beach followed by a dip in the pool outside the kitchen door! Planning to use the pool in chillier months? Keep in mind that the heater does not equal hot tub! It will still be just a slightly less cold pool on those chilly days!

Guest favorite

Condo in Dewey Beach

4.98 out of 5 average rating, 44 reviews

Stunning 2 bedroom with pool

Beautiful 2 bedroom condo in Dewey's most desired location. This condo is located at the Residences of Light House Cove with a stunning view of the bay and marina from your private balcony. The master suite boasts a king bed with a spacious private master bath. The comfortable 2nd bedroom has a queen bed with full bath easily accessible. The open floor plan allows ample room to spread out including a well equipped kitchen. The building has elevators for easy access and private parking.

Superhost

Home in Lewes

4.78 out of 5 average rating, 45 reviews

Bring your flip flops and relax! Adorable beach cottage in a quiet, gated community just a short drive from the hustle and bustle of downtown. Enjoy the outdoor area at home with a fire pit, grill, and games or explore the wooded trails, crabbing dock, or community pool. The pool is open on weekends only from the Saturday of Memorial Day weekend until full-time hours begin on or about the 12th of June each year. CLOSES Labor Day weekend. You must be at least 25 years of age to rent.

Superhost

Apartment in Ocean City

4.71 out of 5 average rating, 28 reviews

3br Waterfront Assateague Island Best View

3br/2 full bath with the best view in OC . great pool. View over the Bay, Inlet & Assat. Island. You can see the wild ponies on the beach. 2 1/2 off street parking spots. Quiet & right in the middle of the action. Beautiful Sunsets. Walk to Beach and many restaurants nearby. better Info call us 410two - 2 four137 hundred - and watch the video of the house/ or any doubt. Marcia Palmisano GoodtimesinOCcom Vacation Rentals.- please bring sheets/towels & call with questions & under 25.

Top guest favorite

Home in North Cape May

5 out of 5 average rating, 26 reviews

Heated Pool Paradise - North Cape May

Sunny Oasis with HEATED Private Pool - Steps from the Bay! Welcome to coastal paradise in North Cape May! This inviting home offers a perfect blend of modern comfort and relaxation, an ideal getaway for anyone seeking a sun-soaked retreat. Nestled just steps away from the bay, this home provides you with the ultimate beachside experience - a HEATED IN-GROUND POOL. Enjoy tranquil mornings and vibrant sunsets by the water, and easily access the sandy shores for a day of and relaxation.

Superhost

Home in West Cape May

4.9 out of 5 average rating, 21 reviews

5 BdRm 3 Bath Family Home with POOL

Bring the whole family to this 5 bed 3 bath with seasonal private pool, and amazing views. Rear porches overlook Nature Conservancy where you can view meadows, birds, ocean and lighthouse. Multiple spaces for gathering. Full size eat in kitchen with all the modern amenities. Many gathering areas. Walking distance to beach, restaurants, and shopping. This house checks off all the boxes! The solar heated POOL is open late May through Columbus Day in October! WINTER RENTALS NEGOTIABLE

Guest favorite

Home in Rehoboth Beach

4.96 out of 5 average rating, 69 reviews

Modern Home with Private Pool in Rehoboth Beach

Stunning modern home within biking or walking distance to Downtown Rehoboth. Location is key! We are just a stones throw from grocery stores, shopping, and many great restaurants! Our home features a large main house with 3 bedrooms (each with its own full bath), spacious living room, dining room, custom kitchen, a large screened porch, and heated saltwater pool. The property also includes a separate studio/4th bedroom with a powder room and outdoor shower area!

Superhost

Condo in Ocean City

4.8 out of 5 average rating, 56 reviews

Renovated Downtown Townhome W/ Pool & Shuffleboard

Update- Outdoor pool closes 9/23/24 Modern, downtown Bayside 2-level townhouse w/ large community pool. Prepare to relax and unwind in this 2-level beach house! This central location makes it very easy to walk to the beach, boardwalk, and many restaurants & shops. The kitchen is fully stocked with all your cooking needs. Enjoy the pool view from right outside your sliding door. There isn't much more you could ask for. Bath and bed linens provided.

Guest favorite

Condo in Rehoboth Beach

4.93 out of 5 average rating, 102 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, and beach chairs. 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.