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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Guest favorite

A spacious yard is viewed, featuring three modern wooden lounge chairs and two decorative side tables. In the background, a contemporary house with large glass doors is illuminated, creating a welcoming ambiance as twilight sets in among the trees.

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).

Guest favorite

The image shows a three-story condominium building with multiple balconies. A fenced swimming pool is in the foreground, surrounded by lounge chairs. Lush greenery and umbrellas are visible in the pool area, creating a relaxed outdoor space for guests.

Condo in Ocean City

4.83 out of 5 average rating, 84 reviews

Bay View Condo, Pool @59th street

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.

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.

Guest favorite

The living room features a cozy arrangement of three sofas in varying shades, complemented by a round coffee table with a decorative centerpiece. Large windows invite natural light, with soft curtains framing the views. A mounted TV is positioned above a white entertainment unit.

Townhouse in Ocean City

4.93 out of 5 average rating, 116 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

An indoor pool is surrounded by light-colored walls and a spacious deck. Large windows allow natural light to fill the area, while several white lounge chairs are placed around the pool. The clear water reflects the soft glow of overhead lights.

Townhouse in Ocean View

4.96 out of 5 average rating, 28 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

A charming beach cottage is nestled among trees, featuring a welcoming porch and large windows. Surrounding the home, multiple adirondack chairs are positioned over a gravel area, with a grill nearby and a hammock hanging between trees, inviting relaxation in a peaceful setting.

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

A serene pool area is depicted, featuring shimmering water reflecting the vibrant sunset. Lounge chairs are positioned along the edge, overlooking the bay. Soft lighting from lanterns creates a welcoming ambiance, while clouds gently drift across the evening sky.

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.

Guest favorite

An aerial view showcases the property within a spacious landscape, highlighting the solar heated pool in the backyard. Nearby greenery and open meadows provide a natural backdrop, while a glimpse of the beach can be seen in the distance. The home is strategically positioned among other residences.

Home in West Cape May

4.91 out of 5 average rating, 22 reviews

Escape to the Cape, Pool, Fabulous Location

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

The heated saltwater pool is surrounded by a laid stone patio, with a well-maintained lawn and vibrant flowers nearby. Expansive windows of the main house provide a view of the pool, enhancing the outdoor space's tranquil atmosphere.

Home in Rehoboth Beach

4.96 out of 5 average rating, 70 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

A dining area features a wooden table surrounded by metal chairs, complementing the open concept design. Natural light filters through a large window, illuminating the space. A staircase leads to the upper level, while decorative plants add a touch of greenery.

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.

Guest favorite

A spacious pool area features neatly arranged lounge chairs and umbrellas, surrounded by neatly trimmed shrubs. A well-maintained lawn provides ample green space, and a gated entrance ensures security. The background highlights a tall tree and low-rise buildings, under a blue sky with scattered clouds.

Condo in Ocean City

4.94 out of 5 average rating, 16 reviews

Condo with Pool in the Heart of OC

First floor family friendly condominium with pool located within walking distance to the boardwalk, beach, amusement park, mini golf, and many restaurants. It has one bedroom with 2 queen beds and a pull-out sofa in the living room. Linens, bath towels, washcloths, and beach towels are provided for your convenience. The pool is located in the middle of the beautiful courtyard. There is a patio to enjoy the sunrise or sunsets.