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Holiday rentals with a pool in Long Neck

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Top-rated rentals with a pool in Long Neck

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

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Guest favourite
Home in Lewes

Bay Pearl House! (grill, screened porch, crabbing)

The Bay Pearl House is spacious, comfortable, sun-filled, colorful and functional home base in a unique water front community -only a block from the water. Tasteful beachy decor with herons, flamingos, seahorses and geckos and 10 original photos of water scenes from 5 of the 7 continents of the world taken by the owner. Sun catchers on windows create rainbow-colored lighting streams around the house from sunrise to sunset, adding dynamic bursts of shape and color to enjoy, surprise and delight!

4.93 out of 5 average rating, 121 reviews
Top guest favourite
A light-filled living room features a cozy seating arrangement with two patterned chairs and a soft sofa. A coffee table with a checkerboard design sits atop a textured area rug, with a flat-screen TV positioned nearby. Soft blue walls complement the space.
Townhouse in Lewes

Spacious, Conveniently Located Townhouse

Beautifully updated townhouse located in quiet community of Eagle Point offers 4 bedrooms, 2.5 bathrooms and 2,500 SF. The 1st floor offers open concept layout with living and dining rooms, large set up kitchen with breakfast area, 1/2 bath, laundry room, and master suite with king bed. The 2nd floor offers 3 bedrooms (2 queen beds and 1 full size bunk bed) and full bath. In addition, the 2nd floor presents another living space with TV and pullout sofa. Plenty of room for cozy family gatherings!

4.98 out of 5 average rating, 106 reviews
Top guest favourite
Apartment in Rehoboth Beach

Coastal Modern Condo • Balcony, 2 Baths, East Rt 1

☀️ Your Rehoboth Beach Escape Why guests love staying here: • Community pool 🌴 • 2 full baths • Private screened balcony 🌿 • East of Route 1 • Strong central AC ❄️ • Split-bedroom layout for added privacy • Beach chairs & towels included 🏖️ • Fast WiFi + smart TVs • Plenty of FREE parking • In-unit washer & dryer • Minutes to beaches, boardwalk, restaurants & shopping • Quiet community close to everything Perfect for couples, families, remote workers, girls’ weekends, and relaxing getaways.

4.99 out of 5 average rating, 121 reviews
Top guest favourite
A dining area is showcased with a grey table set for six, surrounded by vibrant yellow chairs and a metal wire-frame chair. A modern light fixture hangs above, and a decorative wreath adorns the wall, complemented by abstract artwork on either side.
Apartment in Rehoboth Beach

Renovated Condo Near Outlets, 3.5 Miles to Beach

Enjoy your stay in this recently renovated and beautifully furnished two-bedroom, two-bathroom 3rd-floor condo conveniently located 3.5 miles from the Rehoboth Beach boardwalk, and 4.5 miles from Lewes Beach. The proximity to the beaches, stores, and restaurants make this condo a great spot to spend a fun-filled vacation at the beach. Our condo amenities include a community pool*( seasonal), free parking, free WiFi, smart TV, washer, and dryer. We supply all the sheets & towels for your stay.

4.98 out of 5 average rating, 226 reviews
Guest favourite
A welcoming entrance is framed by a brick pathway lined with soft green grass and small white lights. Lush trees and vibrant shrubs provide a pleasant contrast to the exterior. Large windows invite natural light into the home, enhancing the overall charm.
Home in Millsboro

Bayfront Oasis Vacation Rental

Waterfront panoramic views with a crabbing dock and boat slip. 4 bedrooms (full/twin bunkbeds, 2 twin beds + full bath, queen bed + full bath, king bed + full bath, and sleeper sofa in living room); up to 14 guests. Additional features include ½ bath, sunroom, living room, kitchen, laundry room (washer/dryer), and gaming room. Outdoor space with dining table, outdoor kitchen, firepit, gazebo, cornhole. Resort amenities; swimming pool, bikes, playground, pickleball, dog park, marina, store.

5.0 out of 5 average rating, 31 reviews
Top guest favourite
A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.
Apartment in Lewes

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

4.98 out of 5 average rating, 222 reviews
Top guest favourite
An open-concept living area features a light-colored sectional sofa adorned with textured pillows. A round coffee table sits on a soft area rug. The dining area, equipped with a sizable wooden table and stylish woven chairs, is visible in the background alongside modern kitchen appliances.
Flat in Rehoboth Beach

Cozy Rehoboth Beach Condo w/ 2 bedrooms

This condo is a boho getaway tucked away in a quiet enclave conveniently located on the beachside of Highway 1. It has dedicated parking in front, plus an additional spot for a second car. This condo it is a two bedroom/two bathroom unit. Full kitchen and a dining area that seats up to six. The condo is on the second floor with one stair flight. The beach is a 20 minute walk, 10 minute bike ride, or 5 minute drive Community pool on site provides an extra place to relax and cool down.

4.99 out of 5 average rating, 181 reviews
Top guest favourite
Two spacious beds with white bedding are positioned against a clean, white wall. A lamp and a small plant rest on a bedside table situated between the beds. Framed botanical artwork is displayed above each bed, adding a touch of nature to the serene space.
Apartment in Lewes

Villa Del Sol, Beautiful stay near beaches/outlets

This bright and beachy 3 br/2 bath stay in Lewes, De comfortably sleeps 6 to 8 people. Just a short drive (10-15 min) to Lewes Beach and Cape Henlopen Park. Villa del Sol is a great beach escape with plenty of parking, as well as a community pool (open 5/27 - 9/5). Rehoboth Beach is also just 5 miles away, or you can go shopping at the nearby outlets. Walk to Bushel’s or Crooked Hammock for dinner, or cook something up with enough room to seat the whole family! At least 25 years old to book.

4.97 out of 5 average rating, 244 reviews
Top guest favourite
A private hot tub is set on a paved patio beneath a shaded gazebo. Wooden decking surrounds the area, enhancing the serene outdoor setting. Lush greenery provides privacy, while outdoor lighting can be seen strung above, creating a welcoming space for relaxation.
Home in Rehoboth Beach

Perfect Rehoboth Beach Getaway with Hot Tub

Discover the epitome of coastal comfort in newly remodeled home. Dive into luxury with a private hot tub, where the bubbling warmth provides the perfect escape. Unwind in the chic interiors, adorned with modern furnishings. Stay connected with complimentary Wi-Fi as you plan your outings to the nearby beaches, bustling boardwalk, and local attractions. Steps away from tax free outlet shopping. With convenience at every turn, this home ensures a perfect blend of tranquility and accessibility.

4.94 out of 5 average rating, 109 reviews
Top guest favourite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

4.94 out of 5 average rating, 240 reviews
Top guest favourite
Apartment in Ocean View

Bethany Bay. Sleeps 4. AC, Pool, Ground Floor

Unit 6302 at Bethany Bay is a 2 BR, 2 Bath, ground floor unit with panoramic views of the waterways and Indian River Bay. Sleeps 4. Free parking. Fully equipped kitchen, AC, fireplace, community outdoor pool, jogging/hiking path, 9 hole golf course. NON-SMOKING UNIT. Enjoy dinner and drinks on the enclosed rear porch and take in the view. 5 miles to Bethany Beach, 12 miles to Ocean City, 17 miles to Rehoboth Beach. I will allow one dog and the pet fee is $50 per night.

4.98 out of 5 average rating, 134 reviews
Top guest favourite
A panoramic view of the ocean is visible, with gentle waves lapping at the sandy beach. Below, an outdoor pool is surrounded by lounge chairs and clear pathways, providing a peaceful atmosphere. Skies are blue, enhancing the serene coastal setting.
Apartment in Ocean City

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season

4.88 out of 5 average rating, 147 reviews

Popular amenities for Long Neck rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favourite
A cozy nook is featured beside a bright window, showcasing a wooden bench adorned with textured cushions. A decorative pillow with the word 'Beach' complements the scene, while natural light illuminates the green backyard visible through the glass. A woven pouf serves as additional seating.
Home in Rehoboth Beach

The Jungalow - Dog Friendly, Fenced in & Pool

5.0 out of 5 average rating, 102 reviews
Guest favourite
A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.
Home in Ocean City

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

4.93 out of 5 average rating, 290 reviews
Top guest favourite
A charming beach house is set on stilts, featuring a pink exterior with white shutters. The front porch offers a welcoming entry, surrounded by a landscaped yard with trees. Gravel driveway and a white picket fence enhance the appealing exterior in a tranquil neighborhood.
Home in Frankford

The Big Chill at Bethany Beach

4.98 out of 5 average rating, 105 reviews
Guest favourite
The coastal home features a welcoming façade with a light pink exterior and white railings. Lush green grass surrounds the property, while vibrant pink flowers add a pop of color in the front garden. A spacious front porch invites relaxation with multiple entry points.
Home in Ocean View

Coastal Charm-Bethany Beach/Golf Home in Bear Trap

4.88 out of 5 average rating, 112 reviews
Top guest favourite
An open-concept kitchen and living area features a large wooden island with a sink, surrounded by modern cabinetry. Natural light floods the space through wide windows, showcasing cozy seating and a vibrant dining area with a round table. Bookshelves line a portion of the wall.
Home in Rehoboth Beach

Modern Beach House w/ Private Pool

4.97 out of 5 average rating, 103 reviews
Top guest favourite
A spacious living area features a cozy arrangement of light-toned sofas and an accent chair, facing a modern fireplace below a large television. A coffee table lies centrally, with decorative coastal accents. Light blue walls and natural wood floors complement the open design that flows into the dining area.
Home in Millsboro

Peninsula Golf & Country Club 2Bd/2bth Windswept

5.0 out of 5 average rating, 25 reviews
Guest favourite
An aerial view captures a row of charming homes situated along a sandy beach, with the Indian River Bay visible in the background. Neatly manicured lawns and driveways are observed in front of each house, framed by tall trees and grassy areas.
Home in Dagsboro

Beauty On The Bay

4.87 out of 5 average rating, 30 reviews
Guest favourite
Home in Millsboro

Luxurious Home_Sleeps12 w/Linens Inc_Fire Pit_Pool

5.0 out of 5 average rating, 9 reviews

Apartment rentals with a pool

Top guest favourite
A spacious living area is presented, featuring a comfortable green sofa and a matching armchair. A large television is positioned on a low cabinet. Natural light streams through sliding glass doors, leading to a screened-in porch, enhancing the atmosphere with a view of greenery.
Apartment in Rehoboth Beach

2BR Coastal Escape with Pool Near Rehoboth Beach

4.95 out of 5 average rating, 123 reviews
Guest favourite
The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.
Apartment in Ocean City

Direct Oceanfront with a View and Amenities Galore

4.94 out of 5 average rating, 339 reviews
Top guest favourite
A living area is presented with a gray sofa and wooden coffee table, featuring decorative items. A flat-screen television rests on a wooden console, while a clock and window with sheer curtains provide a bright atmosphere. A doorway leads to an adjacent bedroom.
Apartment in Lewes

Beach Escape Condo w/ Pool - Lewes Beach 3.5 Miles

4.97 out of 5 average rating, 133 reviews
Top guest favourite
Apartment in Lewes

Modern & Cozy Retreat | Pool | Close to Beaches

4.95 out of 5 average rating, 327 reviews
Top guest favourite
A modern open-concept living area is presented, featuring comfortable seating arrangements and large windows that provide ample natural light. The space includes a dining area with barstools and a kitchen counter. Views of the waterfront are visible through the sliding glass doors.
Apartment in Lewes

Beautiful Updated Condo Waterfront, Pool, Sunsets

4.91 out of 5 average rating, 101 reviews
Top guest favourite
A cozy living room is depicted, featuring a light-colored sofa adorned with decorative cushions. A matching armchair is positioned nearby. Unique starfish-themed wall decor enhances the space, while a large clock and soft lighting add to the inviting atmosphere. A balcony door leads to outdoor seating.
Apartment in Lewes

Top floor, overlooking Love Creek at Rehoboth Bay

4.97 out of 5 average rating, 105 reviews
Guest favourite
Apartment in Dewey Beach

Perfect Location in Dewey Beach!

4.94 out of 5 average rating, 100 reviews
Top guest favourite
An open-concept living area features a spacious gray sectional sofa arranged around a casual coffee table. Bar seating at the kitchen island is complemented by stylish stools. Natural light fills the room, highlighting the subtle décor and a wall adorned with decorative fish.
Apartment in Dewey Beach

Newly Renovated Modern 2 Bed/2 Bath Condo w/ Pool

4.98 out of 5 average rating, 125 reviews

Other holiday rentals with a pool

Guest favourite
A marina is shown bordered by green grass and a white fence. Various boats are docked in the calm water, surrounded by trees. Nearby structures include a building and multiple trailer-style accommodations, while scattered vehicles are visible along the access road.
Camper van/Motorhome in Millsboro

Camping on Rehoboth Bay - resort amenities

4.83 out of 5 average rating, 23 reviews
Top guest favourite
Home in Lewes

Bay Breeze & Marina Charm

4.96 out of 5 average rating, 25 reviews
Guest favourite
The exterior of a light blue house is surrounded by tall trees, providing ample shade. A welcoming front porch features a railing and four chairs, inviting relaxation. The roof is gently sloped, and the home showcases a chimney at the peak.
Cottage in Lewes

Relaxing Beach Cottage

4.93 out of 5 average rating, 45 reviews
Top guest favourite
Aerial view of a private pool located in a fully-fenced backyard. The pool is surrounded by a stone patio, lounge chairs, and a shaded umbrella for outdoor comfort. Lush greenery and tall trees provide a natural backdrop, enhancing the outdoor space.
Home in Rehoboth Beach

Private Pool! Charming 4bdrm, BayVista Beach House

5.0 out of 5 average rating, 80 reviews
Top guest favourite
An open-concept living space is presented, featuring a dining area with a wooden table and chairs. Comfortable seating arrangements are located in the foreground, complemented by natural light entering through nearby windows. Wood accents and nautical decor add to the atmosphere of the room.
Home in Rehoboth Beach

Beach Getaway, minutes away from everything!!

4.98 out of 5 average rating, 43 reviews
Superhost
Home in Lewes

Rest a Shore | Angola by the Bay - Pool, Amenities

4.82 out of 5 average rating, 67 reviews
Top guest favourite
Home in Dagsboro

Quiet Coastal Getaway + EV Charger

4.98 out of 5 average rating, 65 reviews
Superhost
Home in Millsboro

NEW - Delaware Stunner with Panoramic Golf Views

5.0 out of 5 average rating, 3 reviews

Destinations to explore