Vacation rentals with a pool in Rehoboth Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Rehoboth Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Ocean City

4.83 out of 5 average rating, 83 reviews

Christmas At The Beach! Why not?

This condo is newly renovated and and has a stunning view of the bay with the most spectacular sunsets. It is also located in walking distance of popular restaurants, family attractions and is only a short walk to the beach. There is all day and night public transportation, and a conveniently located 7-11 for those last-minute snacks and pizza. The building has a private pool for all units with access to the dock on the bay, so grab your kayak for those beautiful Maryland sunrises and sunsets.

Superhost

Home in Ocean View

4.86 out of 5 average rating, 64 reviews

Quiet Beach Cottage with PRIVATE POOL

POOL OPEN thru October Unexpected oasis close to Bethany Beach, all the modern comforts, & private pool! This all-season rental includes a double fireplace, so be sure to pack your swimsuit in summer and favorite heavy books in winter. Equally perfect for family vacation or romantic getaway - the choice is yours! New & comfortable mattresses, Internet, RokuTV in Living Room, Game Room, Master Bedroom. Alexa in kitchen, RING doorbell, NEST thermostat, parking, screened porch, unique artwork

Guest favorite

Home in Ocean City

5 out of 5 average rating, 14 reviews

Poolside Paradise

Our 3BR, 2BA home is the perfect getaway for families or groups of up to 8 guests. The living room invites you to unwind with plush seating and a large flat-screen TV, perfect for movie nights or catching up on your favorite shows. Your stay includes free access to the pool, mini golf, shuffleboard and pickle ball just steps away from your doorstep. This ideal location is less than 0.5 miles to the beach, restaurants, Northside Park & Assawoman Bay sunsets. Book your dream vacation now!

Guest favorite

Condo in Dewey Beach

4.98 out of 5 average rating, 42 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.

Guest favorite

Townhouse in Ocean City

4.93 out of 5 average rating, 109 reviews

Beach Paradise VII-New Townhouse with Pool, Garage

Welcome to Island Cove Townhouses! Newly built, spacious and beautifully furnished 3 bedrooms, 3.5 baths, 3 levels, luxury townhouse with garage. The community is located next to the bay in prime downtown location, 2 blocks from the beach and Ocean City's famous Boardwalk. This water front community offers not only boat docks, but also a private pier and community outdoor pool. Along with all the modern amenities, this south facing unit offers water views of BOTH the bay and the ocean.

Guest favorite

Townhouse in Ocean View

4.96 out of 5 average rating, 27 reviews

Relaxing Bethany Beach Retreat, Pools, Dogs OK

Welcome to your new happy place. Just steps from the bay and minutes from Bethany Beach, the home has everything you need to unwind and relax. Community has amazing amenities including indoor/outdoor pool, game room, hot tub, and fitness center. This retreat is the perfect getaway for adults (close to beaches, great restaurants, and shopping), children (board games and game room), and your furry little friends (dog-friendly beaches and trails). Perfect for families small and large!

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.

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. Located 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, 68 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.